Dog Events in Windham, VT

Here are the pet friendly events closest to Windham. Use the links below to get details on each event, print directions, look at pictures, and even read reviews of last year’s event.

Jun 20

Annual Dog Mountain Founders Celebration Dog Party

St. Johnsbury, VT

Annual Dog Mountain Founders Celebration Dog Party Dog Mountain, Home of Stephen Huneck Gallery, hosts this annual event in honor of the lives and loves of Dog Mountain’s visionaries, Stephen and Gwen Huneck. Come and celebrate with your pups! Fun-filled activities are planned, and there's plenty of room to run, romp and play. Visiting families and their dogs can enjoy Dog Mountain’s open leash policy from the hills, ponds, and pastures, to the whimsical art gallery. This event will be held rain or shine. See Details

Jun 23

Bark in the Park with the Worcester Bravehearts

Worcester, MA

Bark in the Park with the Worcester Bravehearts Take Fido out to a game! On this day only, dogs are invited along to watch the Worcester Bravehearts baseball game. See Details

Jun 27

Acton - Westford Pride Festival

Acton, MA

Acton - Westford Pride Festival Well-behaved, leashed dogs are invited to join their owners at this celebratory event in the park! The festival will feature family activities, live music, food and local vendors. See Details

Jul 4

Town of Killington 4th of July Parade

Killington, VT

Town of Killington 4th of July Parade Celebrate Independence Day with a classic small-town parade that welcomes community participation from residents, businesses, organizations and visitors. Parade highlights include creative family-friendly floats, decorated bicycles for children, walking groups, and plenty of patriotic spirit. See Details

Jul 25

Botanicals and Brews at Lilac Hedge Farm

Rutland, MA

Botanicals and Brews at Lilac Hedge Farm 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. See Details

Aug 1

Summer Dog Party at Dog Mountain

St. Johnsbury, VT

Summer Dog Party at Dog Mountain The dog days of summer have arrived and what better way to beat the heat than to bring Fido to this annual event! Four-legged friends and their two-legged companions will gather for a romping good time on 150 acres of mountaintop paradise covered with green fields and meadows, dog ponds, hiking trails, and breathtaking views. Enjoy live music and delicious eats. This fun-filled event will be held rain or shine. See Details

Aug 7

First Friday Dog Days of Summer

Concord, NH

First Friday Dog Days of Summer Come out for this special dog-centric edition of First Friday! On the first Friday of every month, businesses are encouraged to stay open late and add some excitement to the night by offering sales, giveaways, workshops, and other activities that are sure to draw in customers. This Friday will go to the dogs, and leashed furry friends are welcome to join in on the fun. Stop by and support local businesses in the community. See Details

Aug 15–16

Annual Seafood & Wine Festival at Robibero Winery

New Paltz, NY

Annual Seafood & Wine Festival at Robibero Winery Gather your family and friends for a lively celebration of coastal flavors, fine wine, and sweeping vineyard scenery. This festive outdoor experience features seafood and wine stations, live DJ entertainment, games, activities, and artisan vendors throughout the grounds. Well-behaved dogs are welcome to take part in the day. A portion of the proceeds will be donated to the American Cancer Society. See Details

Aug 22

Dog-Friendly Day Retreat: Tails of Adventure

Simsbury, CT

Dog-Friendly Day Retreat: Tails of Adventure Enjoy a one-of-a-kind wellness retreat designed for both you and your dog, focused on strengthening your bond through shared experiences. The day includes a mix of adventure and relaxation with activities like dog yoga, meditation, training sessions, hiking, paddling, and group swim time. Guests can also take part in workshops, crafts, and educational seminars. See Details

Aug 29

Framingham Food Truck & Craft Beverage Festival at Eastleigh Farm

Framingham, MA

Framingham Food Truck & Craft Beverage Festival at Eastleigh Farm Leashed dogs are welcome at this outdoor festival that features a rotating lineup of food trucks serving diverse cuisine, craft beverage options, live entertainment, lawn games and local artisan vendors. It’s designed as a family-friendly celebration where friends and neighbors can enjoy great food and summer atmosphere together. See Details

Jul 12–Aug 30

Levitt Amp St. Johnsbury Music Series

St. Johnsbury, VT

Levitt Amp St. Johnsbury Music Series Bring Fido to relish fun nights with live music at this spectacular annual event in Vermont’s Northeast Kingdom, presented by Catamount Arts. You can check out the concert schedule and lineup on their website. Beer and food trucks will also be on site for attendees to enjoy! See Details

Jul 4–Sep 5

Cooler in the Mountains Summer Concert Series

Killington, VT

Cooler in the Mountains Summer Concert Series Enjoy outdoor concerts each Saturday at the resort with top local and national acts! Bring a lawn chair, beach blanket, friends and Fido for a relaxing mountain afternoon. The Snowshed Umbrella bar serves craft Vermont beer, cocktails and snacks during the show, weather permitting. While leashed dogs are welcome, keep them under control and away from concrete areas, as they aren't permitted on the umbrella bar deck. See Details

Select dates, Mar 29–Sep 19

Bark in the Park with the Worcester Red Sox

Worcester, MA

Bark in the Park with the Worcester Red Sox 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. See Details

Sep 26

Steampunk Day at Old Rhinebeck Aerodrome Air Show

Red Hook, NY

Steampunk Day at Old Rhinebeck Aerodrome Air Show 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. See Details

Sep 24–27

Canine Camp Getaway East Durham

East Durham, NY

Canine Camp Getaway East Durham 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. See Details

Oct 3

Fall Dog Party at Dog Mountain

St. Johnsbury, VT

Fall Dog Party at Dog Mountain 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. See Details

Oct 3

Dog-Friendly Day Retreat: Paws 'N' Reflect

Simsbury, CT

Dog-Friendly Day Retreat: Paws 'N' Reflect 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. See Details

Oct 4

Baypath Humane Society Annual Paws & Claws 5K

Hopkinton, MA

Baypath Humane Society Annual Paws & Claws 5K 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. See Details

Oct 3–4

Autumn Craft Festival on the Lake

Meredith, NH

Autumn Craft Festival on the Lake 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. See Details

Sep 26–Oct 4

Grape Stomping Festival at Robibero Winery

New Paltz, NY

Grape Stomping Festival at Robibero Winery 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. See Details