This weekend in El Paso County, CO

Experience Palmer Park in Colorado Springs through the Bobcat Trail Races, a celebration of this iconic urban landscape. Courses highlight rugged bluffs and wide panoramas that take in the city and Pikes Peak. Participants can enjoy autumn scenery and a friendly, celebratory vibe while choosing from 50k, 25k, 10k, or 5k distances, all on a trail system set within the city.

Set in the heart of Old Colorado City, this weekly craft fair highlights local creators and artisans with a changing lineup of 28 artists. Hosted by the Old Colorado City Historical Society at the Old Colorado City History Center, it celebrates handmade work and supports the History Center and efforts to keep local history alive. The farmers market at Bancroft Park is right next door for anyone looking to extend their visit. Prospective vendors should use the official link in the host’s bio for details, and ignore any comments seeking vendors since those are scams.

In Black Forest, a large producer-only community farmers market pops up each Saturday throughout the season with more than 70 vendors. Browse goods from local farms, specialty food makers, and select artisans, then enjoy bites from food trucks or a cup of coffee. Professional knife sharpening is available on site, and live music from local musicians adds to the experience. Families will find a free kids corner activity, and well behaved pets on leashes are welcome. Parking is designated and marked with market parking signs. To support a sustainable marketplace, bring reusable bags, tumblers, and water bottles. The market runs rain or shine. Vendors should note that applications are accepted only through the official website.

A welcoming gathering celebrates vintage discoveries, boho style, and a touch of the mystical. Creatively curated home and garden pieces appeal to the senses with rich textures, paired with sparkling gemstones. Intuitive readings and gentle energy set the tone with a hint of cosmic magic, bringing together timeless charm and spiritual wonder while encouraging exploration and connection. Admission is $10 at the door.

Learn to make a rope bowl in a hands-on class. The fee covers instruction only, with supplies purchased separately in-store. A supply list is available on the website. Multiple session options are offered.

Experience the Colorado Farm and Art Market at The Margarita at Pine Creek, a community-focused marketplace highlighting Colorado farms, artists, and makers. Everything offered comes from within the state, including farm-grown produce, Colorado-made art, handmade goods, fresh foods, baked treats, and body care created in local communities. Shoppers can expect a changing selection of area farms and creative vendors, along with live music and a welcoming atmosphere. It is an opportunity to support local businesses, connect with growers and makers, and enjoy time with the community.

Library 21c hosts an interactive storytime designed to include children with learning and sensory differences. The session welcomes all abilities and is geared toward ages 3 to 12 with parents or caregivers. Capacity is limited, so registration is required. The posted calendar may not reflect last minute changes, cancellations, or when registration has filled, so please confirm details in advance.

Highlights include a giant pumpkin weigh-off, live pumpkin carving by Willy Tuz, and a street dance on Main Street. It is a seasonal celebration that brings together competition, creative displays, and outdoor festivities.

Elev8 Arts in Knob Hill hosts an art walk that fills the neighborhood with local creativity and live music, creating a welcoming community atmosphere. Visitors will find vivid murals, artists at work, handmade pieces, gallery stops, pop-up vendors, and music that adds to the experience at every turn. Painters, glass artists, makers, musicians, and creative entrepreneurs come together to share their work and process, offering unique moments throughout the area. More than a single gathering, it is a community effort focused on uplifting local artists, sparking creativity, and connecting people through art.

Young learners can discover how cursive is a practical tool for reading old letters, historical documents, signatures, and even the writing on paper money. This Kids Zone class introduces the fundamentals of cursive handwriting and shows how using script creates a direct link to the past. Admission is free for children ages 7 to 14, and while the class is in session, parents may explore the Money Museum exhibits at no cost. Parking is available in the lot on the north side of the Money Museum.

This event has been rescheduled. Author and researcher Jan MacKell, known for her work on Colorado history with a focus on the prostitution industry, will sign copies of her books, including Wicked Cripple Creek District and Good Time Girls of Colorado! She will share stories from her research in Downtown Monument.

Bubbles N’ Bites hosts a family-friendly boba experience with unlimited drinks and toppings plus all-you-can-enjoy appetizers and desserts. Entertainment for every age includes board and card games, a giant Connect 4 setup, a claw machine with prizes, a PAC-MAN arcade, a mini gift shop, and a piano to play. As a bonus, free Pokémon cards are available in store while supplies last. Pricing is set for all ages, with kids under 3 free, kids under 10 at $17.99, and adults at $23.99.

Enjoy a family friendly fall celebration hosted by National Women in Roofing’s Southern Colorado Council in Colorado Springs. Admission is free and costumes are encouraged. Activities include a pumpkin patch where attendees 18 and under may pick a complimentary pumpkin while supplies last, carnival style games with prizes, and free face painting by Tom Cat Entertainment. Festivities also feature a trunk or treat with decorated vehicles and an appearance by the Cheyenne Mountain Zoo ZOOMobile with animal ambassadors for a meet and greet. A variety of local food trucks will be available, and The MiLL training facility will offer complimentary tours that showcase hands-on learning for future tradespeople. Event sponsorships and donations benefit The MiLL and its career and technical education students, supporting the development of personal, workplace, and technical skills.

Celebrate the season with a relaxed painting party at UVA Wine Bar hosted by The Cotton Canvas. Each ticket covers a guided T-shirt art session, all fabric paints and supplies, access to more than 200 reusable stencil designs, one T-shirt in sizes XS through XL, plus food and a beverage from the bar. Choose favorite colors and motifs to craft a wearable original, from pumpkins, leaves, woodland creatures, Colorado-inspired graphics, and florals to Halloween-ready options like celestial symbols, ravens, cats, moons, and skeletons, or create something entirely your own. Spend two engaging hours making art and enjoying the atmosphere. No previous experience is required. Instructors demonstrate stencil techniques and help translate ideas into a design you will be excited to wear. Those who prefer a different canvas may bring a cotton-based piece such as a denim jacket, tote, hat, bandana, jeans, or a pillowcase to customize. Ideal for friends, pairs, or solo creatives, and everyone leaves with a one-of-a-kind piece to show off.

Create a serene grove of golden aspens in glass during a beginner friendly class. Design a freestanding 5 by 7 inch fused glass piece that can be displayed on its own, or place battery operated tea lights behind it to create a warm, glowing forest scene. No prior fused glass experience is necessary, and participants receive step by step guidance throughout. The piece requires two kiln firings, with pickup available 7 to 10 days after class. Suitable for ages 14 and up.

Couples ready to marry can have their marriage license signed at no charge at Wedded Bliss Officiant & Coaching Services. Obtain your marriage license in advance and bring it for a simple signing.

SofaKillers perform at Red Leg Brewing Company with a set of dance hits that spans the 70s through today. The playlist includes songs by Michael Jackson, Bruno Mars, Journey, AC/DC, Stevie Wonder, KC & the Sunshine Band, BeeGees, Alan Jackson, Vince Gil and more. This event is free and open to all ages. Leashed dogs are permitted and must remain on concrete areas. Drinks and food are available, with house brews, a full bar, and multiple food vendors on site.

Planned around Iowa State Football’s bye week, this casual afternoon of bowling brings the Colorado Cyclones community together at PinHeadz Bowling Center in Colorado Springs. To thank members, the club will cover shoe rentals and the cost of some games, with fees of $3.50 for shoes and $4.75 per game.

Enjoy a spooky trunk or treat at Pot O' Gold Kustoms where participants decorate their vehicle trunks and hand out candy. All makes and models are welcome. Street parking is available. Trophies will be given for the top kids costume and the standout trunk display. There is no cost to attend, and no one associated with the event will contact you to request money or personal information. Vehicles taking part must be decorated and must provide treats for children.

Pokémon League at the Dice Guys OCC location welcomes collectors, traders, and battlers at any experience level. Bring your own cards and enjoy casual matches, with chances to earn prizes simply for playing. League members receive 5% off ice cream, food, and beverage purchases and get increased trade-in values on individual cards valued over $20 during League or Play! Day. The Dice Guys game store and Professor Genevieve host this free-to-play league.

An adults-only Halloween party features DJ Bobby spinning dance-worthy tracks, a costume contest for the most creative looks, drink specials, and a taco bar available by donation. Friends can gather for a lively night of food, music, and festive Halloween fun. Open to ages 21 and over.

Play Commander in four-player pods with seating for 46 in the playroom. Admission is free. Attendees are asked to have the Companion app available or provide a wizards.com email at check-in for sign-in, which helps support increased product allotments and the availability of pre-release items and promos at future events.

Smokin’ channels the signature Boston sound with searing guitars and big-stage energy, creating an evening steeped in arena rock nostalgia. This high-octane tribute matches the feel and exacting detail of the originals, rolling through the hits with the punch and sheen longtime fans recall. From the unmistakable first chords of "More Than a Feeling" to the driving pulse of "Don't Look Back," the performance rebuilds stacked harmonies, dynamic arrangements, and the oversized sound that defined an era. The six-piece outfit also salutes the wider 70s rock landscape, mixing in favorites from Kansas, Journey, ELO, Uriah Heep, and REO Speedwagon to keep the momentum high. Whether you have followed Boston for years or simply love classic arena rock done right, this show is made for singing along, reliving memories, and creating new ones. Tickets are $25, plus a $3 ticketing fee.

Whimsicult, a comedy troupe, unleashes a mashup of short and long form improv that revels in spontaneous absurdity and off the wall storytelling. Polite smiles give way to characters who are anything but ordinary, with a cheeky wink at the idea of human sacrifice... probably only in the jokes. The show leans into a playful cult motif, offering a tongue in cheek initiation into relentless laughter. Content may include mature themes and language.

Bike Night spans two evenings at The Bone Yard and welcomes everyone, whether you ride, roll, or simply want to hang out. Look forward to a friendly crowd, upbeat energy, and a laid-back night spent together.

An all-request party featuring karaoke and music video mixes puts the crowd in charge of the soundtrack while DJ Clark shapes the beats to match the moment. In OCC, food and drinks are available so the focus stays on the music and the fun. Attendees choose the songs, step up to the mic, and help set the vibe throughout the event.

A large outdoor farmers market unfolds at Acacia Park in Colorado Springs, offering a lively open-air atmosphere to explore.

Vinyasa Flow with Jessica welcomes all levels and centers on linking movement, breath, and postures in a thoughtful sequence that supports a steady daily practice. Drawing on the Sanskrit roots of vinyasa as placing with intention, the class weaves asana with breath awareness and focused attention to build rhythm and cultivate prana. Guidance highlights the balance of steadiness and ease, with mindful transitions, intelligent alignment, and embodied awareness that fosters both strength and adaptability. This session is offered in person at The Well-Worn Soul’s private studio inside Second Floor Studios, located above the Michael Garman Gallery. On arrival, head upstairs to the second floor, turn right, and follow the hallway around to Studio I. Signs will be posted to help you find the space. Parking options include meters on Colorado Ave and Colbrunn, with additional free street parking on W. Pikes Peak Ave. Please bring a yoga mat, a blanket or cushion for comfort, a journal and pen for reflections, water, and an open heart ready for resonance and renewal. Registration is required, the cost is $15, and capacity is limited to six participants to support a focused and intimate experience.

Barks and Boos Fall Fest celebrates its fifth year with free admission at Under the Sun Dog Training and Daycare in Colorado Springs. This dog-centered fall gathering features a Howl-o-ween pup parade and costume contest sponsored by Purina Pro Plan, where costumes can win prizes. Enrichment and seasonal activities include a Spooky Cup Challenge, an agile obstacle course, a fall photo booth by Golden Iris Portraits, a Rally PupCup Walk, bobbing for hot dogs, a creepy ball pit, Sniff & Seek scent work with Elevate Dog Treats, spooktacular lick art with Lazy Dog Restaurant, a spin the water bottle game, and a pumpkin and hay bale maze presented by UC Health. Pup friendly vendors include Black Forest Newfoundland Group, Chewy VetCare, Ciao Down Food Truck, Colored Up Pup, Connect for Health CO, Cowgirl Kettle Corn, Crossroads Animal Hospital, Dappled Paws, Dawg Ragz, Elevate Dog Treats, Fox Run Veterinary Hospital, Golden Iris Portraits, Happy Hounds Pet Grooming, HemoSolutions – Dog and Cat Blood Donations, Karl's Canine Krew Rescue, Lazy Dog, Miggy's Meltdown Food Truck, Mile High Paws LLC, My Baby Doggy/My Baby Kitty Treat Trolley, Nala & Loomy's Paw Designs, Natural Grocers, Pawmigo, Pet Pantry, Pet Wants Colorado Springs Briargate, Police Foundation, Purina Pro Plan, Raising Canes, Right Path, Sue's Sweet & Savory, Sunrise Service Dogs, The Plaid Dog Workshop, Travelin' Tom's Coffee Truck, Tricha's Table, UCHealth- Memorial, and Wistful Studio. Well mannered dogs are welcome and must stay on leash at all times. Dogs should not greet nose to nose, owners are responsible for their dogs, and potty breaks should happen outside before entering. Dogs must be current on vaccinations. Costumes are encouraged for people and pets, but masks and inflatable costumes are not allowed. All activities are at your own risk and available while supplies last.

Take in the season on a fall hike at Rock Ledge Ranch at Garden of the Gods in Colorado Springs. Enjoy the autumn scenery as you explore this scenic setting on foot.

Bingo takes center stage at the DAV Chapter 26 Hall with a friendly night of games that is open to everyone. A snack bar offers budget-friendly choices for dinner before play begins. Doors open for entry, sales follow, and then the games get underway.