Dog Events in Charlemont, MA

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.

This dog-friendly Halloween block party invites families and their pets to enjoy trick-or-treating at local businesses along a car-free Elm Street. Guests can also enjoy spooky tunes from School of Rock, show off their costumes and take part in a free afternoon of Halloween fun for all ages.

Enjoy a fun, fitness-focused race for runners and walkers of all ages and abilities. Participants can look forward to a refreshing outdoor course and a sweet post-race treat with their furry companion! Please note that dogs must start at the back of their respective runner or walker group.

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.

Capture holiday memories with your furry friend to look back on picture-perfect moments. Each session lasts approximately 15 minutes. Two digital image files and a donation to the charity are included in your session fee! You can also purchase prints and additional digital images.

Bring your furry friends, big or small, and watch them strike adorable poses with Santa! Pet Photos will be located at the Santa set in front of JCPenney. Photos will be taken and available for purchase at this event. Reservations are recommended but not required.

Bring your furry friends, big or small, and watch them strike adorable poses with Santa! Pet Photos will be located on the Lower Level, near Dick's Sporting Goods. Photos will be taken and available for purchase at this event. Reservations are recommended but not required.

The Arthritis Foundation’s race is the original festive race for charity with your pup. It’s where you can strut your stuff in your favorite holiday costume. Bring a team of friends, family, and co-workers to run or walk. Please ensure your dog is kept on a leash. Check-in starts at 8:00 AM and the race begins at 9:30 AM.

The Arthritis Foundation’s race is the original festive race for charity with your pup. It’s where you can strut your stuff in your favorite holiday costume. Bring a team of friends, family, and co-workers to run or walk. Please ensure your dog is kept on a leash. Check-in opens at 8 AM and the race begins at 9:30 AM.

The Arthritis Foundation’s race is the original festive race for charity with your pup. It’s where you can strut your stuff in your favorite holiday costume. Bring a team of friends, family, and co-workers to run or walk. Please ensure your dog is kept on a leash. Check in starts at 8 AM and the race begins at 9 AM.

The Arthritis Foundation’s race is the original festive race for charity with your pup. It’s where you can strut your stuff in your favorite holiday costume. Bring a team of friends, family, and co-workers to run or walk. Please ensure your dog is kept on a leash. Check-in starts at 9 AM and the race begins at 10 AM.

Experience the magic of Christmas with Fido! Visitors receive a free 4x6" photo with Santa. Other photo packages available for purchase. Advance reservations are highly recommended and can go quickly. Hours vary by store.

Experience the magic of Christmas with Fido! Visitors receive a free 4x6" photo with Santa. Other photo packages will be available for purchase. Advance reservations are highly recommended and can go quickly. Hours vary by store.

Experience the magic of the holidays with Fido! Visitors receive a free 4x6 photo with Santa. Other photo packages are available for purchase. Reservations are highly recommended and can go quickly. Hours vary by store.