Events in Penn Yan, NY

Set in Sampson State Park in the Finger Lakes region, the specialty presented by the Wine Country Chow Chow Association of NY features several days of breed-focused activities. Supported entries are planned for Thursday with Deirdre Petrie and Friday with Donnelle Richards, and designated specialties are slated for Saturday with Angela J. Porpora and Sunday with Jeffery M. Bazell. A sweepstakes is also set for Saturday. Rau Dog Shows serves as superintendent. The club will host a lunch and an auction on Saturday, and awards will be presented to the fastest and slowest chow chow at each fast cat event. Camping reservations may be sent to Sue Hassett to coordinate placement with the group. Beyond the event, the surrounding area offers lake views, wine, and waterfalls.

Trivia returns for another season at the Geneva American Legion with sessions on the last Thursday of each month. Prizes are awarded after each round and again at the end of the game. A Queen of Hearts drawing happens just before play begins. Food specials are available at every event.

The Penn Yan Art Guild presents an exhibition themed “When Shapes Come Together”, celebrating the many ways artists build their work through shape. Guild members showcase pieces across a wide range of media and styles, inviting visitors to explore diverse interpretations of form. The opening reception provides an opportunity to meet the featured artists and learn more about their work. Admission is free, with light refreshments and drinks available.

The Soul Benders return to the Finger Lakes Cider House with lead vocalist Cisco Paler-Large front and center. The Ithaca, New York based group showcases original tunes steeped in blues and soul, along with a selection of covers. Expect music that gets feet moving, sticks in your head, and gets hearts pumping. There is a $5 cover charge.

The Walk to End Alzheimer's in the Finger Lakes centers on hope and decisive action in the fight against Alzheimer's. This community walk brings people together to show support and help move the cause forward.

Details are forthcoming. Stay tuned for more information as it becomes available.

The Jess Novak Band brings a blend of pop, rock, and soul to Wells College Golf Club for a public show. The set features a curated mix of covers and original songs with a soulful feel, all shaped by a theme of love.

Ease into the season with a relaxed, pre-fall hang at a winery, offering easygoing vibes and a casual atmosphere.

Explore oil painting with instructor Steve Duprey in a supportive class setting. Through demonstrations and individualized coaching, learn to build lively compositions with an emphasis on landscapes and still lifes. Instruction covers brush techniques, shading and blending, and practical ways to approach concepts that can often feel more complex than they seem. Core art principles such as hue, value, and chroma are explained clearly. Suitable for all experience levels. Participants must be 16 or older.

Lake Life Brewery hosts an upbeat night of live music in a celebratory setting. This locally owned spot in Upstate NY pairs craft beer with delicious food and cold drinks, creating an energetic atmosphere to enjoy with friends.

At the Outpatient Clinic, local Veterans can gather to meet one another, build connections with the VA, and learn about available resources. The gathering occurs on the first Thursday of every month.

This two-day plein air workshop brings artists outside to paint with oil and enjoy the beauty of autumn. It features demonstrations, hands-on practice, and ample one-on-one attention. The emphasis is on capturing the season’s rich range of colors while building skills for painting on location.

Finger Lakes Cider House hosts Venissa Santi 3rio for a performance with a $5 cover. Cuban American vocalist and composer Venissa Santi interlaces jazz, Afro Cuban traditions, and original songs. She is a recipient of a Pew Fellowship in Folk and Traditional Arts, studied in Cuba, and has two Sunnyside Records albums, Bienvenida and Big Stuff: Afro-Cuban Holiday, with praise from Rubén Blades and Danilo Pérez. She is currently developing new music with her trio and preparing her next album with Michael Stark on piano and Olive Mitra on drums.

Safely dispose of sensitive papers at no cost during ServU Credit Union’s community shred event. Non-perishable food donations are welcomed to support the Food Bank of the Southern Tier and Milly’s Pantry. Each vehicle may bring up to five boxes. This opportunity is intended for individuals only, not businesses or organizations. ServU Credit Union is not responsible for items that should not be destroyed.

The seventh event in the FLR 2026 series takes place at Seneca Army Air Field.

Kenny Ende of The Ende Brothers returns to Laurentide Beer Company for a live solo performance. Known as half of a duo that has spent years honing its craft, he brings the musicianship that helped The Ende Brothers grow an international audience on YouTube with more than half a million views. The group has appeared in over 25 states and was featured on Van's Warped Tour in 2015, and their reputation has been built on acoustic covers, rich vocal harmonies, and deft guitar work. There is no cover charge, reservations are not taken, and seating is available on a first-come, first-served basis.

Discover how to use both needle and wet felting to turn a simple bar of soap into a one of a kind piece of fiber art. Your finished soap can serve as a pretty accent or work as a gently exfoliating bar. It makes a thoughtful gift or a practical treat for home. A $10 materials fee is paid to the instructor at the start of class, covering high quality merino wool, felting needles, soap, and a small assortment of beads and threads. Participants are welcome to bring extra decorations to personalize their fancy soap. Open to beginners and experienced makers alike, recommended for ages 12 and up.

Instructor Steve Duprey leads a hands-on acrylic painting class suited to every experience level, for ages 16 and older. Participants practice brush control, color mixing, composition, perspective, and other foundational techniques. Everyone completes a finished painting by the end of the session to be proud of.

BOB ROBERTS CALAMITY makes its debut at Friday Night Farm Jams at Finger Lakes Cider House. There is a $5 cover. This five piece leans into nostalgia, blending familiar throwback tunes with originals that recall a simpler time, delivered with playful 90s nods and a dry sense of humor. After releasing the album Zen In Denim in 2024, the band kicked off a busy run of shows, sharing lyrics that feel instantly relatable.

This event features a 50 mile route that loops around Canandaigua Lake, challenging participants to complete a full circuit of the lake.

Explore the mono print process on an 8x10 gelli plate and create unique works of art with water-based acrylics. Experiment with textures and techniques using stencils, masks, ghost printing, brayers, rice paper, string, leaves, bubble wrap, and flowers. All supplies are provided, and participants may bring favorite acrylic paints, stamps, stencils, or natural materials to personalize their prints. Dress in clothing that can get messy. Open to ages 16 and up, and welcoming to all experience levels, especially beginners and those seeking extra practice.

The 16th Annual Fall Gardening Forum offers a focused look at sustainable landscape practices. Hosted by Sonnenberg Gardens, the program features Mina Vescera, a Nursery and Landscape Specialist with Cornell Cooperative Extension of Suffolk County. She leads two one hour presentations on building resilient plant communities in perennial gardens and designing native plant communities that incorporate non invasive ornamental plants. The sessions also address invasive species and related New York State regulations to support informed, responsible gardening. Boxed lunches are provided. Admission is $30 for members and $35 for non members, and advance online reservations with payment are required.

Singer and songwriter Payton Clark returns to the LBC for a live performance. There is no cover charge and reservations are not required.

Lettuce brings the Cook Tour to Smith Center for the Arts, celebrating an album that sets funk, soul, jazz, rock, and hip hop around the same table. Drummer Adam Deitch, guitarist Adam “Shmeeans” Smirnoff, bassist Erick “Maverick” Coomes, saxophonist and synth player Ryan “Zoid” Zoidis, trumpeter Eric “Benny” Bloom, and vocalist and keyboardist Nigel Hall showcase a longtime partnership and an expanded sonic palette. Cook arrives on the band’s own Lettuce Records and follows tours with GZA of Wu-Tang Clan and Ziggy Marley, along with a live album and concert film created with the Colorado Symphony. The music stays rooted in deep-pocket funk, tipping the hat to James Brown and the JB’s while honoring mentors like Tower of Power and Maceo Parker. The album also launches Lettuce Red Crush and Orange Crush wines in collaboration with Aquila Cellars, plus a limited-edition pairing recipe book included with the vinyl and digital release. With renewed momentum and a supportive community, the group steps into a fresh phase filled with new ideas.

Madelyn Rose brings a live performance to Oncè Finger Lakes in Penn Yan, New York, marking a debut appearance on this stage.

Betty’s Ghost makes a return appearance at Lucas Vineyards for a live performance celebrating the season. Expect upbeat energy and a festive atmosphere from start to finish, with a great time promised.

Now in its 22nd year, this evening at the Aurora Inn raises funds for the Aurora Free Library. The event features live music by The Destination, appetizers and desserts prepared by chefs from the Inns of Aurora Resort & Spa, Finger Lakes wine and beer, and a silent auction offering a range of goods and services. Tickets are available, with an early bird price of $85.

The Just for Giggles Cycling Club marks its 14th anniversary with a group ride around beautiful Keuka Lake, setting out from Indian Pines Park. Riders can preview the route on Ride with GPS or Strava, and further details are available through the club’s Strava group event.

A free group counseling space for Ontario County residents, welcoming youth and families, focused on navigating loss together. Participants meet in a safe and supportive setting to share experiences and take part in guided conversations that encourage comfort, understanding, and mutual strength. Sessions are led by Renae Campbell, LMSW, who provides professional guidance with a warm, empathetic approach to help individuals process grief, build resilience, and move forward with hope. First-time attendees are asked to register in advance.

Hosted by The Venue on Atwater, this chamber mixer features food, beverages, and time for professional networking. Registration is available online. Entry is $5 at the door, with an option to pre-pay by credit card online. A drawing for a door prize is planned, and anyone who pre-registers will be entered into a raffle. No-shows will be billed after the event.

This documentary follows two parallel quests set in Chile’s Atacama Desert. Astronomers look to the night sky for clues about the origins of the universe, while women search the desert’s soil for the remains of loved ones killed under Pinochet’s regime. The film is NR and runs about 1 hour and 30 minutes. HWS students, faculty, and staff receive complimentary admission with a valid ID. Seating is general admission on a first come, first served basis. The Smith’s box office handles in-person and phone sales Tuesday through Friday from 10 a.m. to 4 p.m., and online purchasing is available at any time. Phone and online orders are delivered as digital tickets via email, and a valid email address is required to buy tickets. For assistance, contact the box office at 315-781-5483 or boxoffice@thesmith.org. All sales are final.

Mansion Mysteries features a live whodunit performed inside the mansion, bringing a classic mystery to the stage. Admission is $35 for members and $40 for non-members. Tickets are available by advance online purchase only, and sales close on the Wednesday before the event weekend. For performance times, see the website.

Meyer & McGuire perform at Acquilano Wine Cellars in a relaxed concert paired with pours of wine, along with beer and spirits. The tasting room is part of a small farm winery in New York’s Finger Lakes, offering a cozy setting and careful craftsmanship for both longtime enthusiasts and first time tasters. There is no cover for the music. Ardor Park Artisanal Pizza has a Canandaigua location a couple of shops from the winery, and you can order from Acquilano Wine Cellars to have your food delivered there.

Daughtry brings the 20 Years Unplugged Tour to The Vine at Del Lago Resort in Waterloo, NY.

Experience Daughtry at The Vine at Del Lago Resort in Waterloo, NY.

States Apart returns to Maloney's Pub with a live acoustic set of favorite tunes. Enjoy a relaxed evening of music alongside drink specials.

The GRNC Draft Test at Ontario County Park at Gannett Hill features two days of NCA draft testing at the BDD, DD/TDD, and DDX/TDDX levels, judged by Sue Marino and Terry Linehan.

A live whodunnit play unfolds inside the mansion. Advance purchase is required with pre-paid reservations completed online. Admission is $35 for members and $40 for non-members. Tickets are sold online in advance only and are available through the Wednesday before the event weekend. Check the website for the schedule.

Trashy Annie returns to Peacemaker Brewing Company with a loud, no-frills brand of rock and roll made for packed rooms and late nights. Expect towering guitar riffs, relentless rhythms, and songs that land with the most impact in a live setting. The band is led by Annie Davis, recognized as the 2023 CMA of Texas Americana Artist of the Year and known from Survivor Season 49, delivering a set fueled by sweat, grit, and full-throttle energy. Nothing fancy, nothing padded, just pure rock and roll.

A live whodunnit unfolds inside the mansion, presented as an in-person theatrical performance. Performance times are listed on the website. Reservations require advance online payment, and tickets are available through online presale only, with sales closing on the Wednesday before the event weekend. Admission is 35 dollars for members and 40 dollars for nonmembers.

The Substance Abuse Prevention and Suicide Prevention Coalitions have come together as the Hope & Healing Network of Ontario County, focused on preventing substance misuse, including alcohol and other drugs, and reducing suicide risk. This gathering brings community members and organizations into partnership to share expertise, coordinate resources, and support healthier, safer environments for individuals and families. Meetings are generally held on the second Monday at the Ontario County Safety Training Building, with an adjusted schedule in October. This session is set for Room 2, and attendees are welcome to bring lunch. For details or questions, contact christine.lotyczewski@ontariocountyny.gov.

Explore the art of oil painting with instructor Steve Duprey. Through demonstrations and hands-on coaching, participants will work step by step to create expressive pieces, with special attention to landscapes and still life subjects. Instruction covers brushwork, shading and blending, along with approachable methods that make tricky topics easier to grasp. Foundational concepts such as hue, value, and chroma are explained clearly to build confidence and understanding. Suitable for beginners through experienced painters, ages 16 and up.

Lincoln on Main in Canandaigua, NY presents a concert by Pink Talking Fish, a tribute ensemble that blends the music of Pink Floyd, Talking Heads, and Phish into one flowing show. The band reimagines songs from all three, moving from sweeping, atmospheric moments to danceable grooves and playful twists. Look for creative crossovers, like On The Run woven into You Enjoy Myself, Sand sliding into the pocket of Slippery People, and extended journeys that travel from Run Like Hell to Making Flippy Floppy to Piper and back again, or from Mike's Song through Have A Cigar and Once In A Lifetime to Weekapaug Groove. The lineup features Eric Gould on bass, Richard James or Stephen Learson on keyboards, Zack Burwick on drums, and Cal Kehoe on guitar. Built by musicians who love this music, the show is designed to spark fresh excitement for these iconic catalogs. Every set is different, and the event is open to all ages.

An intimate ecstatic dance circle celebrates feminine flow in the light of the full moon, guided by Eleanor. This monthly gathering offers women a supportive space to shift from thinking into embodied feeling, using intuitive movement to explore personal energy, expression, and nourishment. Move at the pace that suits you, from soft and restorative to strong and releasing, with complete respect for your limits. The environment is substance free and nonjudgmental, and personal boundaries are honored at all times. Attendance is limited to six women to preserve spaciousness, depth, and a sense of sisterhood. The exchange is $10. Wear comfortable clothing for free movement, bring a water bottle, and arrive with an open heart. Pre-registration is required due to limited space and can be arranged by texting Hayley at 315-830-7201.

A live whodunit unfolds inside the mansion, offering an evening of mystery and theatrical suspense. Prepaid reservations must be made online, and tickets are available by presale online only, with online purchasing closing on Wednesday before the event weekend. Admission is $35 for members and $40 for nonmembers. Check the website for performance times.

Vendors are invited to participate in an annual craft show paired with a meat raffle. Space is limited and there is often a waitlist, so early inquiries are recommended. For details or to express interest, contact socialevents4cbfd@gmail.com.

States Apart returns to Laurentide Beer Company for a live performance of acoustic hits. Food and drink specials are available during the show.

States Apart returns to the LBC with an acoustic duo set full of energy. With roots in both Pennsylvania and New York, they blend influences from each scene into a mix that pairs classics from the 70s, 80s, and 90s with today’s pop hits for a lively, dance-ready show. Seating at the LBC is first come, first served. There is no cover and no reservations are needed.

Discover a live whodunit set inside a mansion. Performance times are posted online. Advance purchase is required, with pre-paid reservations handled online only. Admission is $35 for members and $40 for non-members. Online ticket sales are available in advance only and close on the Wednesday before the event weekend.

Crystal Ship channels the energy of the swinging 1960s Sunset Strip with a faithful tribute to The Doors. This acclaimed act revives the music and stagecraft of Jim Morrison and his band with striking attention to detail, using vintage instruments, authentic gear, and signature costumes to mirror the era. Fronted by Eddie Racci, acclaimed as the top Doors frontman, the show captures the sound, presence, and intensity of a classic Doors concert. Expect a transportive experience that honors the group’s legacy while celebrating timeless songs that continue to resonate. Their reputation spans the globe, with sold out appearances that include historic tours in the UK and Germany and extensive runs throughout the Northeast and the East Coast. Experience the spirit of The Doors brought vividly to life by Crystal Ship.

Center Street Band delivers a dance friendly mix of 1950s and 1960s favorites at Waterloo Sportsman Club, highlighting songs made famous by Elvis Presley, the Everly Brothers, Patsy Cline, the Beach Boys, and more. Advance song requests are welcome, and if the group already knows the tune they will try to include it in the setlist.

Make your way through the gardens, where witches, goblins, and ghouls await. Refreshments will be available for purchase, including hot chocolate, apple cider, apple cider doughnuts, chips, and a selection of adult beverages. Tickets are available online as well as at the admissions booth during the event. Admission is $10, $5 for ages 3 to 15, and free for children under 3.

At Rio Tomatlan, music and Mexican cuisine come together at an open mic. Meyer & McGuire kick things off with an opening set, then local performers take the stage to share original songs alongside familiar covers. This recurring night happens on the fourth Wednesday of each month and offers a relaxed setting for food, drinks, and live hometown talent.

The fourth annual Trunk or Treat is a major community gathering with decorated trunks and plenty of sweets. Activities include face painting, a bake sale, cotton candy, popcorn, snow cones, and more. Organizers welcome additional trunks to take part.

AJ DiNoto returns to Lake Life Brewery with a live acoustic set. Food and drink specials will be available during the performance.

This pre-Halloween evening at Tavern Off Main features TRN Trio and centers on simple, good fun before the holiday.

The Town Pants return to The Smith with their Drinking in the Graveyard Party, a Halloween weekend celebration of lively Celtic rock where costumes are encouraged. Based in Ottawa, Ontario, the band blends Irish traditional, folk, rock, and roots Americana into a distinctive West Coast Celtic sound. Brothers Duane and Dave Keogh share dual lead vocals supported by Jeff Tripoli and Blake Propst on rhythm, with violin by Johanna So. This is a seated general admission concert on a first come, first served basis. All sales are final and The Smith does not offer refunds or resell tickets.

A Halloween celebration unfolds beneath a tent with Shackwater, offering a spirited, festive atmosphere.

At Boswell Field on the Hobart and William Smith College campus, this bowl event brings a day of flag football highlights. The lineup begins with a Pro Bowl themed flag matchup, continues with the C division championship, and wraps up with the B division title game.

Hosted by the Ontario County Chamber, this awards dinner at Finger Lakes Community College marks the 41st year of the Ontario County ATHENA Awards. It celebrates extraordinary women whose leadership and inspiration make a meaningful impact in the community. Nominations for the 2026 awards are being accepted, and details about ticket sales will be shared by the organizer.

The Dirty Dozen Brass Band channels the spirit of New Orleans with a high-energy blend of traditional brass band roots, bebop jazz, funk, and R&B/soul, shaping a sound that is unmistakably their own. Formed in 1977 and recognized with a GRAMMY Award, the ensemble has spent more than four decades touring across five continents, performing in over thirty countries, releasing a dozen studio albums, and collaborating with artists such as Modest Mouse, Widespread Panic, and Norah Jones. Expect a performance full of driving grooves, crisp horn interplay, and unstoppable rhythm. The lineup features Roger Lewis on baritone sax and vocals, Gregory Davis on trumpet and vocals, Kirk Joseph on sousaphone, Trevarri Huff-Boone on tenor sax and vocals, Stephen Walker on trombone and vocals, Julian Addison on drums, and Takeshi Shimmura on guitar.

The Waterloo Class of 2028 Craft Fair will be held at the Waterloo Community Center. Returning vendors will receive event details from the organizers, and registration for new vendors will open if space is available.

The annual LIGHT[the]HILL luminaria celebration transforms Kershaw Park in Canandaigua with candles glowing inside personalized bags, each one dedicated in memory or in honor of a loved one. Last year, nearly 2,500 luminarias illuminated the park, creating a quiet atmosphere of remembrance and hope. Individual luminarias are available for purchase at $12, with discounted bundles of 12 or 24, and Light Hill volunteers will create, personalize, place, and light each dedication. Advance orders are due by a specified deadline, and onsite purchases are available if that window is missed. The event aligns with National Hospice and Palliative Care Month, and community support through spreading the word or purchasing luminarias helps light the way for a mission of caring for others at a profound time in life. Volunteers are needed for setup and takedown, including organizing names, pulling carts, placing luminarias, lighting candles, and reorganizing materials afterward. The evening encourages quiet reflection, remembrance, and an unhurried stroll among the lights.

The Art Center concludes its exhibition calendar with the annual holiday show, Celebrate the Season. The opening reception features new work by local artists, including oil paintings, watercolors, pastels, photography, and more. Beyond the art, find handmade pottery, gift-ready items, and seasonal decor for the home. Complimentary appetizers and drinks are provided as attendees explore the collection and speak with the artists, creating a festive setting with opportunities to shop for meaningful gifts.

Roots rock collective Donna The Buffalo takes the stage for a seated general admission concert. Known for a deep connection with fans, the group has performed at major gatherings including Bonnaroo, Newport Folk Festival, Telluride, Austin City Limits Festival, MerleFest, and the Philadelphia Folk Festival. They have opened for The Dead and toured with Peter Rowan, Del McCoury, Los Lobos, Little Feat, Jim Lauderdale, Rusted Root, and Railroad Earth, and they have partnered with Ben & Jerry's co-founder Ben Cohen to raise awareness about corporate spending in politics. The band also launched the Finger Lakes GrassRoots Festival in Trumansburg, a community celebration that began as an AIDS benefit and continues to support arts and education. It draws more than 15,000 attendees and has raised hundreds of thousands of dollars. This festival is part of a wider GrassRoots family that includes events at Shakori Hills in North Carolina and Virginia Key in Florida, along with GrassRoots Culture Camp in Trumansburg featuring workshops in music, art, dance, and movement plus shared meals and dances. Tickets are available through The Smith's box office for purchase in person, by phone, or online. Seating is general admission and filled in order of arrival. Digital tickets are sent to the buyer's email. The order confirmation does not include the ticket, and a separate message will provide a scannable QR code. A valid email address is required to complete a purchase. All sales are final, and The Smith does not provide refunds or resell tickets.

Admission is free and the public is welcome. This 45 minute dramatic portrayal reveals the many dimensions of Louisa May Alcott, far beyond Little Women. Meet the celebrated writer at a high point in her life as she shares the ambitions, heartbreaks, and experiences that fueled her novels, short stories, and poems. Drawn from her letters and journals, the performance lets Alcott speak in her own words about her childhood, her service as a Civil War nurse, her efforts to support her family, and her belief in equal rights for all. Registration information is available.

At Rio Tomatlan, guests can enjoy Mexican dishes while local musicians share original songs and familiar tunes at an open mic. Meyer & McGuire open the event with a set, followed by performances from participants. Food and drinks are available alongside the music. This event recurs on the fourth Wednesday of each month.

Returning to Birdseye Hollow, this event features live acoustic music. Specials on food and drinks will be available.

Geneva-based rock and roll band 30 Stones returns to the LBC for a live set. The show features high-energy classics from artists such as Tom Petty & The Heartbreakers, Aerosmith, Cheap Trick, The Rolling Stones, Pink Floyd, and The Doors. The lineup includes Nick Pollino, Bill Sweeney, LBC head brewer Brett Driscoll, Eric Rapini, and Ryan Graham. There is no cover, and no reservations are needed.

Clifford, the larger-than-life red pup, bounds onto the stage in a new family musical that highlights friendship, creativity, and the power of unconditional love. Emily Elizabeth brings home a tiny red puppy, and her huge affection helps him grow to an enormous size. The family leaves their snug city apartment for Birdwell Island, where some neighbors are unsure about a dog as big as a house. Hoping to help Emily Elizabeth make friends, Clifford wishes to be small again and gets his wish for a day. When Emily Elizabeth and her new island pals run into trouble, only a truly big red dog can save the day. Filled with laughs and heart, this production welcomes young fans and parents who remember these beloved characters. The performance lasts about 60 minutes and is best for children in prekindergarten through second grade.

The Ende Brothers return to Laurentide Beer Company for a live set. The duo delivers acoustic covers with tight vocal harmonies and accomplished guitar work, shaped by many years of performing together. Their audience reaches listeners around the world through YouTube, where their videos have earned more than half a million views, and their resume includes shows in over 25 states along with a feature on the 2015 Vans Warped Tour. There is no cover charge and the venue does not take reservations, with seating available on a first come, first served basis.

States Apart returns to The Hidden Cork with a set of acoustic hits spanning multiple genres. Food and drink specials will be available during the performance.

Enjoy a warm evening at Tavern Off Main with The Real News Trio. Expect friendly vibes and a fun night out.