Dog Events in Jamaica, VT

On select dates throughout the season, bring your furry friend for a day of fun and baseball! Check their website for full schedule and dog-friendly game days.

Join the Golden Dog Adventure Co. on a group adventure to Dog Mountain, a beloved destination known for its scenic trails, open fields, and celebration of the human-canine bond. The outing provides an opportunity for dogs and their owners to explore together, socialize, and connect with fellow pet enthusiasts. Participants should follow all Dog Mountain rules and keep their dogs under control throughout the excursion.

Bring your well-behaved dog along for a fall afternoon in the orchard featuring craft beer tastings, live author readings, artisan vendors, local food, and live acoustic music. Dogs can enjoy gourmet treats and pet-focused vendors while guests explore local breweries and makers in a scenic New England farm setting.

Run or walk this peaceful (but fun!) 5K through the beautiful Mine Falls for a good cause. Operation Delta Dog rescues dogs and trains them to be service dogs for veterans - all at no cost to our veterans! This is one of the few 5K events in the area that welcomes you to run with your four-legged leashed running partner. There will be prizes waiting for all dog finishers, as well as special awards for best dressed pups, matching outfits with their human runners, fastest human/dog team and more.

On Steampunk Day at the Old Rhinebeck Aerodrome Air Show, aviation history meets imaginative Victorian‑era science‑fiction fun. In addition to the museum’s usual airshow flying schedule, the themed day includes opportunities to see vintage planes in flight alongside steampunk characters and costumes, and creative activities inspired by steampunk culture. Please note that the airplanes can be very noisy, and there could be an occasional gunshot or explosion.

Leashed dogs are welcome to run or walk at this annual fundraising event! 100% of the proceeds are donated to Chase Away K9 Cancer to raise awareness and funds for canine cancer research. Check-in and same-day registration open at 8:00 AM.

Enjoy the ultimate dog vacation in the scenic Catskill Mountains! Grab your dog for a unique, all-inclusive vacation with activities ranging from agility, hiking, and pet-friendly pool fun to lure coursing, vet seminars, nose work, disc dog, canine freestyle dance, barn hunt, Therapy Dog training and testing, and so much more! At night, enjoy dog-friendly evening entertainment like country line dancing, movie night and a musical comedy show. No formal training is required; all friendly dogs are welcome.

This community run/walk that brings people and pups together to raise funds for canine cancer awareness and research. Participants can enjoy a fun, supportive atmosphere while running or walking the scenic course, all while honoring beloved pets. Registrants receive race packets and bibs, and early sign-ups can even personalize this year’s event T-shirt with their dog’s name on the back.

It’s the most beautiful time of the year in New England, and it’s time once again to celebrate the season at Dog Mountain’s annual event! Bring Fido for leaf-romping, four-legged fun and smiles at the 150-acre property. The event features live music, food trucks, dog contests, lawn games and more. Leashes are optional and swimming is encouraged! This event will be held rain or shine.

New Hampshire’s first and only festival for wiener dogs features contests, raffles, dachshund races, food, and more wiener-centric fun and madness! Be sure to bring your furry friend to join in the fun.

Experience a wellness-focused retreat designed for you and your dog, centered on strengthening your bond through shared activities and relaxation. The experience includes a mix of adventure and enrichment like dog yoga, meditation, training, hiking, paddling, and group swim time, along with creative workshops and educational seminars.

A charity 5K run/walk that welcomes runners, walkers, and their dogs to Hopkinton State Park to raise funds for the Baypath Humane Society. The event features a Doggie Division for participants running or walking with their dogs, vendor village, and community activities supporting animals in need.

Bring Fido for a fun afternoon of live music, vendors, food, contests, and more than 150 animal organizations broadcasting their causes. Attendees can meet adoptable pets, learn from educational exhibits, and connect with animal welfare groups working to protect and support animals. The event also hosts contests, demonstrations, and interactive activities to engage both pets and their owners.

Bring Fido to shop with you from 70+ juried booths featuring handmade goods like chainsaw-carved sculptures, wire-wrapped crowns, cold-processed soaps, and chunky knit blankets. Savor specialty foods including craft nut and seed butters, infused oils, and nut-free baked goods. The festival will be held rain or shine.

Get ready for a lively vineyard celebration featuring grape stomping, live music, lawn games, and cozy bonfires in a scenic outdoor setting. Guests can enjoy wine tastings, sangria, craft beverages, wood-fired pizza, and artisan snacks while relaxing on the lawn. Families and pets are welcome to join the fun, and covered seating is available rain or shine.

Enjoy a day of art, music, and family fun at this annual festival featuring fine artists, craftspeople, specialty foods, and kid-friendly activities. Leashed dogs are welcome to join.

Grab your sneakers and Fido's leash, and head to the course to support a great cause. They encourage you to get in the spirit and wear your favorite Halloween costume. T-shirts are guaranteed if you register by September 14th.

Celebrate Halloween with your pup at this annual fundraising race! Participants can run or walk the course with their four-legged friends while enjoying a festive day featuring costumes, activities, and plenty of Halloween fun.

Bring your Dachshund to compete in this exciting race event featuring multiple heats and a chance to earn the title of Connecticut’s fastest wiener dog! Participants are encouraged to bring treats and favorite toys to help cheer on their pups, while spectators can enjoy a fun-filled day supporting a nonprofit that provides holiday gifts to military families in need.

Visitors and leashed dogs are welcome each weekend to watch thrilling flight demonstrations featuring authentic historic aircraft, and enjoy educational exhibits. Bench and bleacher seating are available, and a limited number of camp chair rentals. Concessions are also available for purchase. Please note that the airplanes can be very noisy, and there could be an occasional gunshot or explosion.