Dog Events in Tolland, MA

On select dates, guests can bring Fido and paint a portrait of him! Artist Michele Cahill will help each pet parent masterfully paint their best canine friend. Please note that you must register in advance and email a picture of your dog to Michele prior to attending.

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.

Bring the whole family and your well-behaved pup to a holiday market featuring 15+ food trucks, 100+ vendors, live music, Police K9 demonstrations, a free community dog show, a Kid Zone, Holiday Market, two Christmas trains, Santa and Mrs. Claus, raffles, giveaways and more. A free shuttle runs from Big Jim’s Home Center to Rollins Park, and dogs are allowed on the shuttle. Dogs may take photos with Santa, but aren't permitted on the Christmas trains. Dogs must be well-behaved, healthy, and current on vaccinations. Please use a non-retractable leash no longer than 4'.

Bring Fido and paint a portrait of him! Artist Michele Cahill will help each pet parent masterfully paint their best canine friend. Please note that you must register in advance and email Michele a picture of your dog before attending.

Dog Date Afternoon and Boris & Horton host a Pride-themed speed-dating event for gay singles in NYC and their pups. Matching experts curate three dates based on participants’ interests, favorite activities, neighborhood, lifestyle, and dog compatibility.

Lace up your sneakers and grab Fido's leash to hit the course. Please note your leashed furry friend must show up-to-date rabies vaccinations. The course begins at the Banks Humane Education Center to the grounds of St Paul's School and back to the SPCA. Register by November 1st to receive a free race t-shirt!

This dog-friendly Friendsgiving celebration features a Turkey Trot costume contest, a pup-kin pie lick-off, gift bingo, professional fall photos and a special Dogsgiving menu for pups. Guests can also enjoy live music, food, drinks, curated vendors and a dog-friendly patio while supporting Paws of War through raffle baskets and a 50/50 drawing.

Bring your furry friends for a festive photoshoot with Santa! There will also be other photo stations around the barn you can utilize to take personal photos with your camera. Refreshments provided by the North Stonington Lions Club. Please make an appointment to see Santa.

Don't miss the opportunity to explore the AKC Museum of the Dog with your furry companions! Enjoy music, special activities, and playful surprises designed for both people and pups—all set against the backdrop of the Museum’s one-of-a-kind collection. Be sure to secure your tickets early, as these popular events often sell out in advance.

All pets are welcome to come get a holiday photo! All attendees will receive free treats.

Celebrate Thanksgiving with a dog-friendly feast featuring a full holiday meal for people and a special Thanksgiving dinner for pups. The human menu includes soup and salad, a choice of traditional turkey or a vegetarian entrée, and family-style sides such as mac and cheese, cranberry sauce, potatoes, and stuffing.

A dog-friendly Thanksgiving tradition! Participants can choose a 4-mile run or a 2-mile walk, making it a festive activity for all ages and abilities. Every participant receives a hat and apple pie, while preregistered participants also receive a long-sleeve race shirt. Race-day registration and giveaways are available while supplies last.

Bring Fido along to this fun-filled morning to walk or jog! Pups participating in the 2K pet walk will receive a special doggie treat at the finish line from Tater Bear Treats. Please bring an unwrapped toy to help spread holiday cheer for the Toys for Tots program.

This annual signature event of the Williamstown Holiday Walk begins with line-up and costume contest judging at 1:30 PM at the Falk Science Quad at Williams College. Dog owners are welcome to deck their hounds in festive attire for prizes in categories: Small, Medium, Large & Family Troupe. The parade will then head down Spring Street.

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 starts at 9:00 AM and the race begins at 10:30 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.

Leashed dogs are welcome in the outdoor Hop Yard area of this festive holiday event! Browse local vendors, take photos of Fido with Santa, gather around the bonfire, and stay for the tree-lighting ceremony.

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.