Events in Berryville, VA

Community Connect & Serve brings together nonprofit groups, faith communities, area businesses, and volunteers to cultivate relationships, exchange resources, and uplift the Winchester community. Centered on networking, partnership building, and collaborative service, it offers a welcoming space where organizations and individuals connect, encourage one another, and combine efforts for a greater local impact. Registration is free.

This relaxed handwork gathering brings the Slow Stitch group and English Paper Piecing together as one welcoming community. Participants work at an easy pace alongside others who enjoy handcrafts. Portable projects are the focus, including English Paper Piecing, hand appliqué, embroidery, sashiko, hand quilting, binding, knitting, crochet, and other hand-stitching. It offers time to create, make progress on personal projects, and connect with others.

Start a thoughtful conversation about life by speaking openly about death. Death Café offers a welcoming, participant led setting at Bowman Library where people explore death related topics in a relaxed atmosphere with coffee, tea, and cake. This is not a grief support group or a counseling session. The focus is open dialogue that encourages reflection on mortality and how that perspective can bring more meaning to everyday living. All are welcome, whether you bring questions or simply a willingness to listen. There is no set agenda and no judgment, just meaningful conversation.

The menu includes lobster rolls, crab cakes, burgers, barbecue, soft shell crab sandwiches, and loaded macaroni and cheese, along with additional options.

Explore areas of the Handley Library branch that are typically off limits on a guided tour that visits every floor. Learn about the building’s architecture and history. Step onto the distinctive glass floors and look down into the well incorporated into the stage. The group meets on the Lower Level.

The Winchester Area SPCA presents PAWcasso, a month-long showcase of pet-themed art at Shenandoah Lodge in Lake Frederick. Visitors can explore the gallery and take part in a silent auction of one-of-a-kind pieces, with bidders encouraged to be present when bidding wraps up. A pet food drive runs during the celebration, with donations supporting shelter animals. The festivities conclude with a reception featuring live art demonstrations by Rebecca Rinard and John Kennedy, a live auction, a 50/50 raffle, light refreshments, and a cash bar. Presented with support from City National Bank, Merrifield Realty, and TWG Insurance, all proceeds benefit the pets cared for by the Winchester Area SPCA.

Enjoy Bluegrass on the Farm with a casual meal to kick things off, followed by live music. Guests are welcome to bring lawn chairs for a laid-back experience on the farm with family and friends. The dinner menu is updated monthly on the event page. The farm market store and Sugar Shack will be open.

Enjoy a family-friendly Music Bingo night featuring rotating themes each week, from Disney and R&B to Rock and throwbacks from the 70s, 80s, and 90s. There is no admission required. To get a seat, plan to arrive early.

A three-day French classical riding clinic with Pippa Callanan, the third and final installment of this year’s series, centers on humane, principled training inspired by the teachings of Philippe Karl and Nuno Oliveira. Pippa emphasizes methods that respect each horse’s nature and blend classical dressage with modern horsemanship and ethology. The aim is to help riders become attentive students of the horse by uncovering the reasons behind challenges through careful observation and listening. Riders and horses from any discipline and level are welcome. The format features private riding and in-hand sessions with a lunch break. Rider spots are full, though a wait list for the full three days is available and requests are honored in the order received when secured with a three-day audit payment. Auditing is open with unlimited spaces, offered by the day or at a discounted rate for all three days, and provides the chance to watch Pippa work with a variety of horses and riders. The session rate is about $750 for three days of private lessons plus auditing. Stabling is available for $100 for three days on a self-care basis. Lunch can be preordered for $20. Auditor pricing is $50 per day or $125 for all three days. Purchases are nonrefundable but may be transferred to another participant if arranged at least 48 hours before the clinic begins. Hosted by Sycamore Seed Farm. For questions, contact (703) 727-3205 or info@ridingfar.com.

Featured offerings include lobster rolls, crab cakes, burgers, barbecue, soft shell crab sandwiches, and loaded mac and cheese, plus additional choices.

Presented by Miss Willa’s Bookshop in collaboration with Jennifer L. Armentrout, this debut gathering brings authors and readers together for a weekend of conversations, meaningful connections, and a celebratory atmosphere. As the first edition, it sets the stage for a tradition that aims to become a favorite annual occasion for authors and readers alike.

The celebration begins with a Starlight Market, created in collaboration with Miss Willa's Bookshop to kick off Willa's Ever After Book Festival, and featuring DJ Disco Jazzy Josh.

Deaf Coffee Chat at Clarion Inn Harpers Ferry features ASL activities, Deaf culture, games, snacks, and more. All ages and skill levels are welcome.

The JHS Scholarship Alumni Dance brings alumni together for a dance at the Charles Town Moose Lodge.

Paladin Bar & Grill hosts a live music performance that pairs the kitchen and bar offerings with a soundtrack of songs. Guests can enjoy food and drinks as the music plays, creating a simple blend of dining and live entertainment.

This annual trail race returns to Sherando Park for its seventh year, featuring a four mile course that mixes paved sections with wooded paths within the park’s mountain bike trail network. The route offers a satisfying challenge for experienced trail runners and those trying off-road racing for the first time, framed by cool fall breezes and rich seasonal colors. Event proceeds support the I’m Just Me Movement, which promotes confidence, inclusion, and self-acceptance in the community. For a shorter option, an untimed One Mile Fun Run and Walk follows an out and back on the paved park path, with a course marshal at the turnaround. One mile participants begin shortly before the four mile race.

A community walk at the Optimist Pavilion at Jim Barnett in Winchester supports those affected by alopecia areata, an autoimmune condition in which the immune system attacks hair follicles and causes hair loss. The route spans approximately 1.5 to 2 miles. Part of the Walk For Alopecia presented by Pfizer, this gathering serves as the capstone to Alopecia Areata Awareness Month and brings together families, caregivers, friends, co-workers, and healthcare professionals to advance research toward better treatments and a cure, strengthen support, advocate for change, and reduce stigma. Winchester is one of many volunteer-led community sites across the country, alongside flagship walks in Boston, Philadelphia, and San Francisco. Powered by local volunteers, the event fosters a welcoming space to connect, raise awareness, and support everyone impacted. ISLA Beauty Supply and Hair is part of this local effort.

Explore a vibrant marketplace at Winchester Sports & Event Center where breeders present reptiles, amphibians, and invertebrates, plus terrarium plants, exotic offerings, and a wide range of care supplies. Suitable for all ages, the expo welcomes both newcomers and seasoned keepers. Adult admission is $10, and children 12 and under are admitted free.

By popular request, this gathering pairs a car show with a craft market. Explore handmade creations and check out vehicles on display. The announcement is shared well in advance to make planning simple.

Explore Civil War history on a guided walking tour of Stephens City led by museum staff. Hear about civilian life and military activity in and around the town from 1861 to 1865. Admission is $5 per person for ages 6 and up. Advance reservations are required. Call 540-869-1700 to reserve and share the number of people in your party.

Savor a mix of seafood favorites and comfort classics with signature lobster rolls, crab cakes, burgers, barbecue, soft shell crab sandwiches, loaded mac and cheese, and more.

V-n-G Acoustic brings its two-piece sound to Chilly Hollow Brewing Company. The NOVA-based duo features Vanessa Renee and Greg Snyder, delivering a broad mix that spans classic rock, blues, country, and more. Vanessa’s gentle vocals pair with Greg’s additional singing and distinctive style, shaping a performance aimed at keeping the audience entertained.

Enjoy a cozy hour of cuddling and interacting with baby dwarf goats at a family farm. Tickets are required because space is limited, which helps keep the experience personal and special. Private snuggle sessions may be arranged if the available times do not fit your schedule.

These relaxed stitch-ins welcome anyone who enjoys needle and thread, whether just beginning or highly experienced. Attendees bring their own projects to work on while connecting with other embroidery fans in a friendly setting. It is a space to trade tips, swap tricks, and explore classic techniques with people who love the craft. Those who are new to stitching can get started with help from members of the Winchester Chapter of the Embroiderers’ Guild of America, who will answer questions and offer guidance so everyone leaves feeling inspired.

Settle in for a casual game night with open play. Choose from the games on hand or bring a favorite to share with others. It is a relaxed meetup centered on connecting with people, making new friends, and having fun.

Registration is open for Eagle Nation 5K, a charity fundraiser with a lively community twilight run and walk. EAA supports all Clarke County High School athletes.

At VFW Post 3522 in Charles Town, Local Boy Timmy delivers a live acoustic set that ranges from classic rock favorites to mainstream country hits. The performer shares schedules, updates, photos, videos, and booking information on Facebook.

Shenandoah Valley Discovery Museum presents its annual fundraising gala, an evening shaped by a travel theme. Guests are encouraged to wear cocktail attire with a globetrotting flair. Hors d'oeuvres are provided by Aramark at Shenandoah University. Drinks are provided by LK Wine Tours & Sales and Winchester Brew Works. Weather permitting, the rooftop becomes a dance floor with live music from Bottle Shock.

This event features blind date with a book selections for adults and children available for purchase.

The menu highlights signature lobster rolls, crab cakes, burgers, barbecue, soft shell crab sandwiches, and rich loaded mac and cheese, with more options available. It offers a welcoming blend of coastal favorites and hearty comfort food for a satisfying meal.

The Backpack Buddies Foundation of Loudoun presents its second annual Driving Out Hunger golf tournament at Stoneleigh Golf and Country Club, uniting local business leaders, community advocates, and donors to support efforts to end childhood hunger in Loudoun County. The day centers on golf, meaningful connections, and community impact. The tournament features a shotgun start along with on-course contests, a bottle bonanza, a mega-putt, raffles, and more. Sponsors can access multiple levels that offer strong visibility, on-site engagement, and recognition across marketing channels, all tied to the mission of feeding hungry children. Foursomes are available, and every swing contributes to making a difference well beyond the 18th hole.

Aro/Ace Affinity Group meets on the last Tuesday of each month.

First Friday in Old Town features Wicked Olde at the Old Town Walking Mall, delivering a lively mix of Celtic-tinged rock and familiar favorites as part of the Summer of Covers series, which continues into fall. The evening includes live music, outdoor dining with seasonal drinks, shops open late, and a festive autumn atmosphere throughout Old Town. Energetic rhythms and a welcoming setting create a spirited start to the crisp season.

Historic Downtown Clinton hosts the 25th Annual Clinch River Fall Antique Festival, a community celebration with a main event featuring antiques, artisans, live music, food trucks, and antique cars. Admission and parking are free, and the festival takes place rain or shine. Only two vendor spots remain. Vendor inquiries can text (213) 218-5017 or email vfapply@gmail.com. Previews of featured artists and main day attractions will be shared ahead of the festival.

Hosted by the Harpers Ferry Celtic Culture Society, the Harpers Ferry Highland Games returns with a welcoming celebration of Celtic traditions and a shared commitment to community support.

Explore reptiles, exotic animals, arachnids, feeders, and supplies all in one place at Clarke County Fair Grounds, presented as Northern Virginia’s largest reptile expo. An ATM is available on site, and cash is accepted at the door for entry. Admission is $10 for ages 12 and up, $5 for children ages 6 to 11, and free for ages 5 and under.

A cozy fall vendor show brings the community together to support Hilliards House of Hope and its work with men in recovery. Proceeds will help cover everyday essentials such as transportation to appointments, expenses related to interviews and job searches, toiletries, bed linens, food, and other daily needs. Part of the funding will also contribute to finishing a larger project that has not yet been announced. Hilliards House of Hope currently operates a sober living home that consistently houses six to seven men. Much of this effort has been funded out of pocket, supplemented by a few small fundraisers, and this event marks their second vendor show. Shopping from small businesses at the show directly supports these services and ongoing recovery care.

Wings and Wheels presented by United Bank brings a full day of family-friendly fun to Winchester Regional Airport with free admission. Explore aircraft up close at static displays, browse an eclectic car show, and let kids climb aboard big rigs and specialty vehicles in the interactive Touch-a-Truck area. Keep the day going with craft and business vendors, a variety of food trucks, and live entertainment. For parking, use the Navy Federal Credit Union parking deck, where complimentary shuttle buses will take attendees to the airport entrance. Accessible parking is available at Winchester Regional Airport. Bring a stroller that can be easily loaded onto the bus. Roadside parking and nearby business lots are not permitted, and vehicles in violation may be towed. Follow event parking signs upon arrival.

Welcome fall at the apple festival at West Oaks, where the orchard provides a scenic backdrop for a full day of family-friendly activities. Ride on hay wagons, navigate corn mazes, enjoy live music, and grab a bite from food trucks, with more to be announced. Additional details will be shared.

Lunch or dinner at The Inwood Diner comes with a 10 percent giveback to the MUHS Boys Lacrosse team. There was a great turnout last time, and the goal is to make this one even better.

Show up as your favorite zombie for a community walk that kicks off spooky season. Participants will gather at Raven Conjure’s new space and walk to the walking mall and back, aiming to create the biggest horde of the living dead. Costumes can be simple or highly detailed, whatever feels fun. There are no age restrictions, though anyone under 18 needs a parent’s permission. Please plan to arrive early to sign waiver forms and complete check in. Donations from the event will support Mattersville and Pack 22 Alpha in their ongoing work helping both Veterans and Wolf Hybrids.

Two Rivers Chamber Orchestra opens its season at Shepherdstown Presbyterian Church with Treasures, Classic & Contemporary. The program highlights Haydn’s celebrated London Symphony alongside a concerto by Samuel Barber featuring sixteen-year-old Ava Pakiam, a piece noted for lyrical writing, intricate textures, and a finale of striking virtuosity. The concert also presents the world premiere of Matthew Kimbley’s Chariot of the Clouds, supported by the J. Kimo Williams 2026 Music Commissioning Initiative, offering a modern voice shaped by clarity, color, and expressive depth. Single tickets are $40.

Margaret Cho brings Choligarchy to Hollywood Casino at Charles Town Races. Admission is restricted to guests 21 and older, and you will need ID for entry. The schedule and lineup may change without notice. All sales are final with no refunds or exchanges. Professional cameras are not allowed, though taking pictures on your phone is permitted. Parking is free. Weapons are not allowed anywhere in the casino or in the event center. There are no COVID-19 requirements unless the artist or the casino posts otherwise. For the most current details, check the artist or the casino’s official channels.

Explore a Maker’s Market featuring a collection of handmade items created by local and regional artists. Set up outdoors in a parking lot, this pop-up shopping experience takes place rain or shine. Artists interested in participating can apply for a 12-by-12 space for $25 by emailing three photos for jury consideration to uniquecreationscommunity@yahoo.com. The market also serves as a pathway for in-store recruitment, providing a chance to see products firsthand, understand price points, and observe what captures customer interest.

Explore a lively magic market at Raven Conjure where vendors, crafters, and artisans share unique handmade finds. The 4th annual Winchester Zombie Walk will take place during the festivities, and for each zombie who participates Raven Conjure will donate $1 to Mattersville, an organization that supports at risk veterans. Vendor spaces are available.

At Franklin Park Arts Center, KONARK Dance School of Virginia and Maryland partners with Manav Kalyan Kendra, USA to present a special program honoring 45 years of teaching, choreography, and performance by Guru Jayantee Paine in the greater Washington, D.C. area. The program features two classical dance traditions from North and East India. Proceeds and donations support MKK-USA, a 501(c)(3) charitable organization founded by Dr. Pradeep Ganguly to provide humanitarian aid and education for children in need. The organization furthers its mission through cultural events, works in partnership with KONARK Dance School, and operates through volunteer efforts. Current scholarships assist schoolchildren of laborers in New Delhi, India. Direct message for discount pricing to help reduce booking fees.

This annual FemininiTea cancer fundraiser, presented in partnership with Winchester Medical Center Foundation, supports the Valley Health Cancer Center. The program features raffles for exclusive items and experiences from local businesses, plus a special raffle highlighting a travel inspiration from Christian Caine Design Studio. A three course afternoon luncheon is paired with specially blended teas by Tea for All Reasons, followed by desserts contributed by Bonnie Blue Southern Market & Bakery, Love at First Bite, Three Melons, and Uno Pizzeria and Grill. A photo booth by Summit Events will be available for photos. Sponsors include iHeart Media, Shenandoah Country Q102, Bonnie Blue Southern Market and Bakery, Christian Caine Design Studio, Three Melons Bake Shop, Love at First Bite, Piccadilly Printing, Summit Events, Grand Event Center, Tea For All Reasons, and Uno Pizzeria & Grill.

Silent Book Club offers a calm space for readers to enjoy quiet, independent reading followed by a group discussion. Bring your own book, or choose one from the library available on site, and settle in for focused reading time before chatting about what you read.

This peer-led gathering provides a supportive, social space for transgender and gender non-conforming people. Participants connect through conversation, share experiences, and offer mutual support within a respectful community.

This affinity group offers a supportive space for people who want to support their LGBTQ+ loved ones. Chosen family are welcome.

This popular tournament often reaches capacity quickly. Sponsorships are needed and will help support suicide prevention awareness efforts in the Shenandoah Valley.

Celebrating a decade of the series, the 10th Annual Adrenaline RC Invitational comes to Adrenaline RC Racing for a weekend centered on RC racing, camaraderie, and anniversary festivities. Tickets are available.

Make the most of Friday night with an adults-only game night full of laughs and friendly competition. Held on the second Friday of each month, this event provides the games and snacks, and participants simply need to bring their competitive spirit.

Experience a memorable music event featuring rock favorites that span from the 1950s to the 2000s. Expect a set filled with decades of hits that celebrate the sounds of multiple generations.

Jamey Johnson performs at Hollywood Casino at Charles Town Races. Entry is limited to guests 21 and older, and a valid ID is required for admission. Schedules and lineups may change without notice. All sales are final with no refunds or exchanges. Professional cameras are not permitted, though photos taken with cell phones are allowed. Weapons are prohibited in both the casino and the event center. Free parking is available. Ticket access includes an artist presale, a Penn Play presale, and a VIP package presale, along with a public on-sale and a VIP package on-sale. Health and safety protocols are not in effect unless posted by the artist or the casino on their websites.

This annual 5K run and walk supports the Winchester Fire & Rescue Foundation. Open to the public for ages 12 and older, the course starts and finishes at Village Square Restaurant along the Old Town Walking Mall in Downtown Winchester.

Marker Miller Farm Market hosts a celebration of apple season with fresh varieties available at the farm market and the option to pick your own. Treats include homemade apple cobbler, fresh apple cider, pies and turnovers, apple pie ice cream, and the market’s well known apple cider donuts. Blue Ridge Bar-B-Q will be serving food, and a range of crafters and vendors will be set up for browsing. Families can enjoy the cow train for kids and a scenic wagon ride around the farm. Live music by The Instigators rounds out a day focused on the flavors of fall.

A growing showcase of mythical themes and curiosities arrives at the Ranson Civic Center in Ranson, West Virginia, featuring a marketplace of distinctive vendors with unusual finds and some offering magical services. Explore unique wares, connect with fellow enthusiasts, and enjoy the imaginative atmosphere. Costumes are encouraged. This event is part of a series now presented across three states.

Hosted at Sherando High School, this community walk is part of the American Foundation for Suicide Prevention’s Out of the Darkness series, uniting people to raise awareness and funds for suicide prevention. The event offers check-in, registration, and resources, followed by an opening ceremony and the walk. Participants who reach the $150 fundraising milestone are eligible to receive an official Out of the Darkness Community Walk T-shirt at the event.

Explore the Historic Handley Library from top to bottom with a tour that visits every floor while sharing the building’s architecture and history. Walk across the famed glass floors and look down into the stage’s built-in well. The meeting point is the Lower Level.

An evening of bag bingo supports Handley Choir students with 20 rounds and chances to win designer handbags from Kate Spade, Michael Kors, Coach, and Vera Bradley. Beyond the games, expect raffle baskets, a 50/50 raffle, and food offered for a donation, with cash required for these extras. Tickets are $25 in advance or $30 at the door, and a ticket is required for every person, including babies and children, to comply with fire code. Proceeds benefit the Handley Choir Boosters, helping fund the choir trip, student scholarships, and other essential choir expenses. Seating is limited.

The 40th annual West Virginia Breeders Classics is back at Hollywood Casino at Charles Town Races for an evening of top-level racing, hometown pride, and a unique tradition. Additional information, the weekend schedule, and Gala news will be announced soon.

Brad Williams brings a live show to Hollywood Casino at Charles Town Races. Admission is limited to guests 21 and older, and a valid ID is required. The schedule and lineup may change without notice. All sales are final with no refunds or exchanges. Professional photography is not permitted, though cell phone photos are allowed. Free parking is available. There are no Covid protocols unless announced by the artist or the casino. Weapons are prohibited in the casino and the event center. Ticketing includes a public on sale along with Penn Play, artist, and social media presales. For the latest information, check the casino's entertainment page.

Now in its fourth year, this Native Plant Sale and FarmFest focuses on native plants, sustainable gardening, and farm life in a historic farm setting. Attendees can shop for native plants, learn from demonstrations and educational activities, and connect with fellow plant enthusiasts and gardeners. The atmosphere is community focused and welcoming to all ages. Vendors and exhibitors are being accepted, with an emphasis on those offering live demonstrations or interactive experiences. Sought after offerings include native plants and garden starts, garden tools and supplies, sustainable or eco friendly products, handmade garden related items, educational displays or demonstrations, and outdoor decor, herbs, and related goods.

A monthly lunchtime gathering for adults who have lost someone close, centered on companionship and conversation in a calm setting. Held at West Oaks Farm Market in Winchester, it brings people together over a shared meal to connect with others who understand and to navigate grief alongside a caring community.

The WildKind Collective Book Club gathers in person at Winchester Brew Works for a welcoming evening of stories, thoughtful conversation, and genuine connection. The current book choice and meeting details can be found on the club’s page. The first 30 minutes focus on discussing the selection, then the conversation continues naturally for as long as participants wish to stay. Outside food is welcome. The setting is friendly to lifelong readers and those getting back into a reading rhythm, and attendees are encouraged to bring their ideas, curiosity, and love of books.

Whether other affinity groups have not felt like the right match or you are uncertain about your place under the queer umbrella, this peer-led gathering offers connection and support. It is a social and support group led by peers and open to the entire LGBTQ+ community.

Laurel Ridge Community College will host an information table inside Handley Regional Library, staffed by the Outreach Team to answer questions and share guidance. Visitors can learn about college programs, workforce training, transfer options, admissions, financial aid, and available student resources. This is geared toward prospective students, people considering a career change, and anyone interested in building new skills. No registration is needed, and walk-ins are welcome to stop by and explore opportunities at Laurel Ridge.

Golden Girls: The Laughs Continue comes to Hollywood Casino at Charles Town Races. Admission is restricted to guests 21 and over with a valid ID. Free parking is available. The schedule and lineup are subject to change without notice. All sales are final with no refunds or exchanges. Professional photography is not permitted, though cell phone photos are allowed. There are no Covid restrictions or protocols unless listed by the artist or the casino. Weapons are prohibited in the casino and in the event center.

The Pop-Up Handmade Market takes place at the Bolivar Community Center and highlights handmade goods in a pop-up setting. Limited vendor spaces are still available, and vendor applications are being accepted.

Celebrate the season with a festive day featuring pumpkins, family-friendly games, and live music. Highlights include pumpkin picking, a corn maze, tasty food with classic autumn flavors, and bar specials. This all-ages gathering offers plenty of fall fun, with more details to be shared as the date approaches.

Trainwreck brings live music to the WOFM Fall Festival at West Oaks Farm Market, with family-friendly quests and food and beverages available for everyone.

Hopeless Semantics returns to Bozzo Family Vineyards with a mix of Americana that spans classic rock, country, bluegrass, and blues. The South Central PA duo of Mike Slusser and Linda Null blends close harmonies with 6-string and 12-string guitars, mandolin, and keyboard. Slusser, also known as “Mandolin Mike,” is a multi-instrumentalist with more than three decades of experience who performs both traditional bluegrass and contemporary styles while singing lead and harmony. Null sings lead, plays guitar and keyboard, and joins Slusser for layered vocal harmonies. The vineyard setting features wines and wood-fired pizza to complement the live music.

Local Boy Timmy delivers an acoustic set that spans classics and current favorites, moving from classic rock to mainstream country. The act performs across Maryland, Virginia, and West Virginia. For schedules, updates, photos, videos, and booking details, follow along on Facebook and Instagram.

The Temptations and The Four Tops take the stage at Hollywood Casino at Charles Town Races. Entry is restricted to guests 21 and older with a valid ID, and those under 21 will not be admitted. There are no specific health protocols in place unless announced by the artist or the casino. Performance details and lineup may change without notice. All sales are final with no refunds or exchanges. Professional photography is not allowed, but cell phone photos are permitted. Free parking is available. Weapons are not allowed in the casino or in the event center. For the most current information, check the casino’s entertainment page. Ticket availability includes a public onsale, plus Penn Play, social media, and VIP package presales.

This event includes American Sign Language activities, Deaf culture, games, snacks, and more. People of any age and any level of signing experience are welcome.

Winchester Moose Lodge 1283 welcomes back Odie and The Country Band for a return visit filled with traditional country tunes. Known for an authentic sound, strong musicianship, and performances that connect with the crowd, the band brings classic songs to life with rich vocals and tight interplay. Expect favorites made famous by George Strait, Merle Haggard, Waylon Jennings, Hank Williams Sr., Conway Twitty, and more, all delivered with respect for the originals and plenty of energy for dancing. Entry is limited to members and their guests.

This performance is limited to guests 21 and older, and a valid ID is required for entry. Health protocols are not in place unless announced by the artist or the casino. Schedules and lineups may change without notice. All ticket purchases are final, with no refunds or exchanges. Professional cameras are not permitted, but cell phone photography is allowed. Parking is free. Weapons are prohibited in both the casino and the event center. Artist, social media, and Penn Play presales are offered, followed by a public on sale. For the most current information, check official sources before attending.

Explore a wide selection of organic, natural wellness products, all handmade and scented with exclusive blends of pure, aromatherapeutic essential oils created to support body and mind. Find items to help ease everyday discomforts, restock your self-care regimen, or choose an affordable gift for someone special.

Marker Miller Farm Market hosts a Pumpkin Festival filled with fall fun and plenty of pumpkins. Attendees can choose from a wide selection of pre-picked pumpkins or head into the patch to pick their own. The bakery features seasonal favorites such as pumpkin pie by the slice, pumpkin rolls, pumpkin bars, pumpkin cookies, and pumpkin donuts. Blue Ridge Bar-B-Q serves food throughout the day. Visitors can browse an array of crafters and vendors. Around the farm, families can take scenic wagon rides, children can ride the cow train, and the playground offers even more time for play.

Participants will gather at the Museum of the Shenandoah Valley for registration and a ceremony, followed by a 1 mile walk. The schedule is straightforward, with check in first, the ceremony next, and then the route.

Celebrate the fall season at this first annual harvest festival featuring an apple butter making demonstration, shopping with local vendors, live music, food trucks, and additional family-friendly activities. Vendor applications are open, and official communication will come by email rather than through messages from other personal or business Facebook pages, so please be cautious of scammers.

Dip Into Art, LLC hosts a hands-on painting workshop at Clermont Farm that blends acrylic paints with acrylic modeling paste to honor the farm’s sheep and the agricultural heritage they symbolize. Participants will create a mother and lamb scene on an 11 by 14 stretched canvas, drawing inspiration from an original photograph taken at the farm while connecting art-making with Clermont’s mission to safeguard the past and cultivate the future. Guided, step-by-step instruction covers approachable acrylic techniques, simple color mixing, and palette knife work. Attendees learn to build soft, wool-like texture with modeling paste, then add layers of color, highlights, and shadows for depth and dimension. Each canvas comes prepared with the composition so painters can focus on texture and color rather than drawing, and there is plenty of room to make the piece personal. No prior experience is required. All supplies are included, such as canvas, paints, brushes, and textured mediums. The cost is $45 per person, and seating is limited. A portion of proceeds supports the Clermont Farm Foundation in its work across conservation, education, agriculture, and preservation. Reference images serve as inspiration, and every finished artwork will be one of a kind. Photo credit: Jessica Channing. Painting concept: Paula Roberts, Dip Into Art, LLC. Workshop materials and class content are for personal use only and are not to be reproduced or presented as one’s own.

Local Boy Timmy brings a live acoustic set to Stephens City Moose Lodge, mixing classic rock favorites with mainstream country, shaped by frequent performances across Maryland, Virginia, and West Virginia. For schedules, updates, photos, videos, and booking information, find Local Boy Timmy on Facebook.

Moonlit Mavens offers a sacred, women-centered gathering that honors Samhain, often called the witches’ new year. This immersive evening centers on threshold magic and personal sovereignty, inviting participants to cultivate strong energetic boundaries while stepping into the quieter, inward turn of the season when the boundary between realms is especially permeable. The experience includes divination and hands-on ritual craft as attendees create and personalize a full-sized traditional besom. Beginning with a prepared broomstick and bristles, participants adorn the handle and sweep with crystals, dried botanicals, feathers, and natural cordage, infusing their intentions into a tool used to clear energy, protect entryways, and support seasonal rites for years to come. Alongside the craft, expect teachings rooted in ancestral wisdom, a guided inner journey, hot tea with light bites, a special stone for setting intentions, an oracle card to keep, and a small paper journal with pencil for reflections, all within a welcoming circle that encourages heartfelt community connection. The setting is The Magical Cottage, a purpose-created gathering space envisioned and painted into being by artist Amy Walton. This event is well suited to curious seekers, spiritual practitioners, creatives, and groups marking occasions such as birthdays or team bonding, and it remains friendly to those just beginning their path.

Local Boy Timmy brings a live acoustic set to Eagle's Club Aerie #824, showcasing songs that span classic rock and mainstream country. The artist regularly performs across Maryland, Virginia, and West Virginia.

Get ready for a Tough Truck competition featuring five challenges, with details to be shared later. The entry fee is $20 per truck, and the format is welcoming to beginners. Classes are based on tire size. Small Tire allows a maximum of 4.19 by manufacturer specs or measurement, and vehicles may not use 4WS or dig. Medium Tire ranges from 4.20 to 4.75 by manufacturer specs or measurement, also without 4WS or dig. Large Tire spans 4.76 to 6.25 by manufacturer specs or measurement, and in this class 4WS and dig are permitted.

A haunted, carnival-themed garage walkthrough returns, expanded for this year. As visitors move through the space, playful yet eerie scenes set the tone and unexpected scares may be waiting around the corner. A designated low-scare period offers the experience without live performers, followed later by sessions that feature live actors for the full haunt. For safety, participants should avoid touching props or performers, refrain from running or turning back, and continue moving forward at all times. New this year, a voluntary food drive will support Jefferson County Community Ministries. Non-perishable donations such as canned meat, pasta, oatmeal, cereal, jelly, rice, and instant potatoes are welcome. This charitable effort is independent and not sponsored by or officially affiliated with the organization.

At White Horse Tavern, celebrate Halloween with a costume contest and a performance by Local Boy Timmy. The show features live acoustic music that ranges from classic rock to mainstream country. For costume contest details, contact White Horse Tavern. Local Boy Timmy performs across Maryland, Virginia, and West Virginia, and shares schedules and updates on Facebook and Instagram.

Celebrate Halloween with costumes and an evening of dancing and partying at Charles Town Moose Lodge #948. Costumes are encouraged for a spirited night of fun.

An outdoor maker market fills the host parking lot with handmade goods from creators across the local area and surrounding region. This recurring series takes place on the first Sunday from May through November and proceeds regardless of weather. Pop-up vendors present a range of handmade work for shoppers to browse. Interested makers can apply for a juried 12-by-12-foot space for $25 by emailing three images to uniquecreationscommunity@yahoo.com. Organizers also consider participants for in-store placement, using the market to observe customer interest, see and handle products, and understand price points.

This immersive horsemanship program is intentionally limited in size and centers your partnership with your horse and your own learning process. Auditors are not included, and the setting is kept free of distractions so there is space for honest work, thoughtful guidance, and time to absorb new skills. Each session blends horsemanship, psychology, and coaching in the moment to help you move past the barriers affecting both rider and horse. Training time can include groundwork, confidence building, dressage and classical in-hand work, mindset development, and working equitation, with focused attention on fear and anxiety. Participants receive tailored, in-depth sessions along with structured opportunities to practice, reflect, and refine. Support covers both the mental and technical sides of riding, and the group remains small to encourage meaningful progress.

The Price Is Right Live brings the excitement of the iconic game show to the stage at Hollywood Casino at Charles Town Races. Eligible audience members may be selected to come on down and compete for prizes that may include appliances, vacations, and possibly a new car. Classic games are featured, including Plinko, The Big Wheel, and the final Showcase.

The Laymen return to The Barn of Harpers Ferry with a lively night of music and good vibes. Enjoy a drink while the band rolls through beloved classics, delivering smooth sounds and a fun atmosphere from start to finish.

At Hollywood Casino at Charles Town Races, the interactive stage version of The Price Is Right gives eligible audience members the chance to be called to come on down and play for prizes. Classic games from the long-running TV show appear on stage, including Plinko, Cliffhangers, The Big Wheel, and the Showcase. Prizes may include appliances, vacations, and possibly a new car. Ticket options include a public onsale, Penn Play Presale, Artist Presale, and VIP Packages Presale, with VIP packages available.

Matt and Kelly bring a lively sing-along to Paladin Bar & Grill, paired with tasty food and refreshing drinks.

Dark Blue Moon delivers a varied set that blends classic cover songs with catchy original material, performed on guitar, bass, and flute.

Jill Fulton & The Flying Matlocks bring a lively mix of country, classic rock, and soul to Breaux Vineyards. Enjoy the music with a glass of wine in hand.

The Price Is Right Live is an interactive stage production inspired by the long running television game show. Eligible audience members may be selected to step on stage and compete for prizes that can include appliances, vacations, and even the possibility of a new car. Classic games from the show are played live, including Plinko, Cliffhangers, The Big Wheel, and the Showcase.

The WildKind Collective Book Club hosts an in-person discussion at Winchester Brew Works centered on the current selection. The conversation begins with roughly 30 minutes focused on the book, then opens up for an unstructured chat for as long as attendees wish to stay. Expect a friendly space for thoughtful insights and authentic connection with fellow readers. Outside food is welcome. Whether returning to reading or already immersed in it, participants are encouraged to bring questions, observations, and a love of stories.

Local Boy Timmy brings a live acoustic set to Applemen Sports Bar, spanning classic rock and mainstream country. For schedules, updates, photos, videos, and booking details, find Local Boy Timmy on Facebook.

Kameron Marlowe appears at Hollywood Casino at Charles Town Races. Entry is limited to guests 21 and older with a valid ID. There are no COVID-19 protocols in place unless specified by the artist or the casino. Schedules and lineup may change without notice. All sales are final and there are no refunds or exchanges. Professional photography is not permitted, though cell phone photos are allowed. Weapons are not allowed in the casino or the event center. Parking is free. Ticket access includes a public on sale along with artist, PENN Play, and social media presales. For the most current details, check the artist or casino website.

Tabler Threads Clothing Closet offers free, seasonal clothing and accessories for adults and children, including options like socks, shoes, coats, jackets, hats, purses, and small toys. It opens on the second Saturday of May, August, and November, and donations are accepted during the event.

Twisted Sister appears at Hollywood Casino at Charles Town Races in Charles Town, WV.

This free event is open to everyone and takes place at Saint Thomas Lutheran Church. Guests can enjoy a complimentary meal with coffee while connecting to mental health and substance use services, including training in the use of Narcan. Community partners will share information about housing and other local resources. Free clothing and hygiene items will be available, and there will be activities for children. Additional support and services may also be offered.

Enjoy ASL activities and explore Deaf culture alongside games, snacks, and more. People of every age and experience level are welcome.

The Holiday Handmade Market has relocated to the Bolivar Community Center and is now a two-day event. This seasonal market focuses on handmade items in a welcoming setting, giving visitors more time to explore. Please note the change of venue when planning your visit.

Experience a 90-minute tour at the Clermont Farm Foundation that provides an inside look at ongoing projects and activities. The route highlights the farm’s history and shares the latest updates, offering fresh discoveries with each visit. Tickets are $10 per person, and children under 10 are free.

Live music fills The Barn of Harpers Ferry in Harpers Ferry, WV, a venue recognized for an open, welcoming atmosphere, friendly bar staff, a selection of craft beer, and a full bar. Performers take the stage from across the country. The space also hosts weddings, fundraisers, talks, dances, birthday parties, and festivals.

At Shenandoah Lodge, this wedding-focused event is designed to make planning easier. Choose VIP admission with brunch and a mimosa, or opt for general admission. A cash bar will be available, and attendees can look forward to a welcome bag, prizes, and tasty samples. Ticket details will be announced soon.

Begin your Thanksgiving with a friendly 5K you can run or walk on a course that winds through the scenic areas of Sherando Park. Expect a mix of track, paved sections, and wooded trails for a varied experience. Young participants can take part in Kids' Races as well as a Tot Trot. It is a fun way to get moving before the holiday meal. Registration details will be shared soon.

Gary Owen’s No Hard Feelings Tour makes a stop at Hollywood Casino at Charles Town Races. Admission is restricted to guests 21 and over with a valid ID, and anyone under 21 will not be admitted. Free parking is available. Professional photography is not permitted, but photos taken on cell phones are allowed. All ticket purchases are final with no refunds or exchanges, and the schedule or lineup may change without notice. Weapons are prohibited in the casino and the event center. Ticket access includes a public on sale along with Artist Presale, Penn Play Presale, and VIP package options. There are no Covid protocols unless noted by the artist or the casino. For the latest details, refer to the casino’s entertainment page or the artist’s website.

This relaxed get-together features good food, refreshing drinks, and lively music, offering a simple mix of flavors and tunes for an easy, enjoyable time.

A festive market at CW Hall features vendors along with the CTN Ornament Release, marking the start of the holiday shopping season.

Local Boy Timmy brings a live acoustic set to Stephens City Moose Lodge, with a song list that ranges from classic rock to mainstream country. The artist regularly performs across Maryland, Virginia, and West Virginia.

Backseat Event Center hosts Little Ozzy for a heavy metal showcase that salutes the Prince of Darkness. This tribute captures the hallmark sound, energy, and spectacle of Ozzy Osbourne and Black Sabbath with commanding vocals, searing guitar riffs, and a high-intensity live show that evokes a classic metal concert. Expect an experience packed with the unmistakable spirit and thunder of a rock legend.

Local Boy Timmy brings live acoustic music to Stephens City Moose Lodge, spanning classic rock and mainstream country. Performing across MD, VA, and WV, Local Boy Timmy shares a set that blends these styles for a broad mix of familiar sounds. For schedules, updates, photos, videos, and booking information, follow Local Boy Timmy on Facebook.

Odie and The Country Band returns to Winchester Moose Lodge #1283 for a third appearance this year, delivering a set filled with classic country favorites, honky-tonk standards, and plenty of singalong moments. Expect lively energy from start to finish, with lots of room for dancing and a floor that rarely sits still. Known for drawing enthusiastic audiences across Maryland, Virginia, West Virginia, and Pennsylvania, the band brings a show that resonates with lifelong country fans as well as anyone who enjoys upbeat live music. Entry is limited to Moose members and their guests.

Guests 21 and older with valid ID are welcome at this event at Hollywood Casino at Charles Town Races. There are no specific health requirements unless otherwise stated by the artist or the casino. Show timing and billed acts can change without advance notice. Tickets are nonrefundable and cannot be exchanged. Professional photography is not allowed, but photos taken on a cell phone are permitted. Parking is free. Weapons are prohibited in the casino and in the event center. For the most current details, check the artist or casino website. Tickets will be released to the general public, with early access available for Penn Play members and through social media presales.

This edition of the Wild Wisdom series centers on the Bear, inviting participants to seek clarity and strength for the month ahead through a shamanic approach that blends animal guidance with sound. Hosted by Ohm Dome, the experience features guided breathwork, a visualization journey, and an immersive sound bath with instruments from diverse traditions, led by founder Jenny Goff and complemented by live vocals. No prior experience is required. Participants receive an eye cover, a crystal to set intentions, an oracle card to take home, and a small journal with a pencil, supporting reflection during and after the session. The gathering welcomes individuals attending solo or with a partner or family, as well as groups celebrating together, and can support better sleep, a deeper meditation or yoga practice, reconnection with the inner self, relief from stress or anxiety, a boost in creativity, and easing of mild physical tension.

The WildKind Collective Book Club meets in person at Winchester Brew Works for a friendly evening of shared stories, meaningful discussion, and genuine connection. The conversation starts with about 30 minutes devoted to the month’s selection, then continues naturally for as long as participants choose to stay. Guests may bring outside food. The atmosphere welcomes longtime readers as well as those easing back into a reading routine, and encourages everyone to come with curiosity, ideas, and a love of books.

Dean Z - The Ultimate Elvis brings a high-energy tribute to the stage at Hollywood Casino at Charles Town Races, celebrating Elvis Presley with iconic songs and unmistakable moves. This show showcases Dean Z’s talent in a dynamic performance that channels Elvis Presley’s spirit for a one-of-a-kind experience.