Dog Events in Charlemont, MA

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 family-friendly celebration for pets and animal lovers featuring shopping, demonstrations, rescue groups, adoptions, and plenty of activities for both people and their furry companions. Guests can bring their leashed pets to participate in a lively pet costume contest, enjoy an animal blessing ceremony, browse local vendors, and grab food and treats throughout the day. The event also includes face painting and community activities, with a portion of admission proceeds benefiting local animal shelters.

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.

Bring your costumed pup to participate in the dog costume parade at 12:00 PM! There will also be a beer garden, guess the weight of a pumpkin contest, plus shopping at 70+ retailers, crafters, local businesses, and vendors. The rain date is October 24th.

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.

Leashed dogs are welcome to this full-day event featuring local artisans, food trucks, live music, and seasonal drinks at Sons of Liberty Spirits Co. Dogs are permitted inside and outside.

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.

This dog-friendly 3K trail run and walk features optional obstacles, allowing pups and their people to run, walk or enjoy the course at their own pace. All obstacles are optional, making the event accessible for dogs of all abilities and comfort levels. Proceeds benefit NEADS Service Dogs and its service dog training programs.

The Laconia Pumpkin Festival, formerly the New Hampshire Pumpkin Festival, welcomes leashed pups to celebrate the season! Expect thousands of glowing carved pumpkins, including the iconic pumpkin tower, live music (plus laser shows and dancing witches), festive parades for kids and costumed pets, artisan and food vendors, the Pumpkin Express train, games like corn-hole and craft stations, and a beer garden.

Bring your pets for a photo day with Light & Lens Photography! All pets are welcome (please keep them leashed or in carriers). Each guest will receive one free digital file, with extra downloads and 8x10” prints available for just $5 each. Walk-ins are welcome, but reserving your spot online at is recommended!

Grab your sneakers and Fido's leash for a day on the trails. You can enroll in a 5K walk/run or a 1-mile fun run that welcomes all age levels. After the race, enjoy music, vendors, doggy demonstrations, and more at the Health & Fitness Fair. Costumes are encouraged (but not required).

Every Saturday and Sunday from May through October, leashed dogs are welcome at these live outdoor performances from talented local and regional bands across a variety of genres. Enjoy cold beer and savor delicious food. Guests are encouraged to bring lawn chairs and blankets. Start and end times vary by date; see their website for schedule.

Don’t miss this annual event featuring a pet parade at 1 PM followed by a Halloween costume contest at 1:30 PM with prizes in categories like Best Overall, Scariest, Funniest, Cutest, Best Homemade, Best Pet & Owner Duo, Most Creative Use of Fur, and Best Barnyard Buddy. Delicious eats from food trucks and live music keep the fun going all afternoon for a paw-some autumn day! Please note that this is the only day that the farm welcomes dogs.

Leashed dogs are welcome the first Friday of every month from May through November when businesses are encouraged to stay open late and the streets come alive with food trucks, live performances, art displays and other activities.

New England Plant Expo presents an exotic plant market to enjoy with your four-legged friend. There'll be a variety of plants as well as botanically themed artisans and crafters. Food trucks are also available on site.