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Dog Events in Sheffield, MA

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

Pet Friendly Fourth of July Fireworks at 902 Brewing

Jul 4

Fourth of July Fireworks at 902 Brewing

Jersey City, NJ

Fourth of July Fireworks at 902 Brewing

Celebrate Independence Day with craft beer at a local Jersey City brewery! Guests can enjoy festive vibes alongside their two- and four-legged friends in a relaxed setting. Please note they are also hosting a ticketed rooftop event, but dogs aren't permitted on the rooftop.

Pet Friendly Broadway Barks

Jul 11

Broadway Barks

Animal lovers and theater fans can meet adoptable dogs and cats from numerous rescue organizations during this free, star-studded adoption event. Guests have the opportunity to interact with available pets before enjoying celebrity presentations featuring Broadway performers and their four-legged co-stars. Proceeds benefit participating shelters and rescue groups, helping more animals find loving homes.

Jul 11–12

Summer Artisan Festival at Lilac Hedge Farm

Summer Artisan Festival at Lilac Hedge Farm

Celebrate summer at this fun festival with Fido! There will be live music, food trucks, ice cream, a farm bar and kitchen, and local vendors with handmade crafts: An on-site ice cream stand provides a sweet treat for guests and pup cups for Fido. While dogs aren't permitted near the resident farm animals, they're welcome to join their owners at picnic tables and other designated outdoor spaces.

Jul 25

Botanicals and Brews at Lilac Hedge Farm

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.

Jul 26

Christmas in July in Jersey City

Jersey City, NJ

Christmas in July in Jersey City

Celebrate a summer twist on the holidays with a festive community event featuring seasonal activities, local vendors, and family-friendly entertainment. Leashed dogs can join their owners to enjoy themed treats, interactive experiences, and cheerful photo opportunities in a lively outdoor setting that blends holiday spirit with warm-weather fun.

Jun 5–Jul 31, except Jul 3

Live Concert Series at Ridge Hill

Live Concert Series at Ridge Hill

Enjoy free outdoor concerts every Friday (no show July 3rd) with Fido, featuring live performances from a variety of musical genres in a lively community setting. Guests are encouraged to bring lawn chairs and relax while enjoying an evening of music, food, and drinks from nearby restaurants and on-site beverage vendors. Seating is available on a first-come, first-served basis, and concerts may be canceled in the case of inclement weather.

Jun 3–Aug 12

Dog Crafts at the Bryant Park Art Cart

Dog Crafts at the Bryant Park Art Cart

Join the AKC Museum of the Dog each Wednesday from June through August for this fun, dog-themed art series! These free, all-ages workshops feature a new craft each week, with all materials provided and no registration needed. The outdoor space is dog-friendly, so bring your pup along for inspiration. Find the Art Cart on the Upper Terrace near the William Cullen Bryant statue.

Select Apr–Aug 2026

Must Love Dogs - Dog-Friendly Comedy Show East Village

Must Love Dogs - Dog-Friendly Comedy Show East Village

Get ready to laugh as your furry friend howls for a night of tail-wagging fun. Enjoy canine-themed jokes and drinks with your pup. This show is recommended for audience members ages 18+ and occurs one Friday each month. Check their website for current schedule.

Aug 15–16

Annual Seafood & Wine Festival at Robibero Winery

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.

Aug 22

Dog-Friendly Day Retreat: Tails of Adventure

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.

Aug 22–23

Honey Festival at Waterdrinker Family Farm & Garden

Honey Festival at Waterdrinker Family Farm & Garden

Leashed dogs are welcome at this sweet summer celebration that honors the vital role of bees and pollinators with a weekend full of family-friendly fun. Guests can explore vibrant sunflower fields, enjoy honey-themed photo ops, and learn about pollination through interactive exhibits. The festival also features live music, local vendors offering honey-inspired treats, food trucks, and activities like jumbo jump pads, mini golf, and more.

Aug 29–30

Annual East Hampton Art Affair

East Hampton, NY

Annual East Hampton Art Affair

Leashed dogs are welcome at this annual fair that features local and national artists showcasing a diverse range of fine art, including sculptures, jewelry, woodwork, paintings wearable art and more. Visitors will have the chance to meet artists, explore their techniques, commission custom pieces, and learn about their inspirations.

Sep 5–6

Westhampton Fine Art Festival

Westhampton Beach, NY

Westhampton Fine Art Festival

Leashed dogs are welcome at this annual festival that brings together talented artists from across the country to display and sell original, handmade works in a wide range of mediums — including painting, sculpture, glass, ceramics, jewelry, photography, fiber, mixed media, and woodworking. Visitors can explore the open-air gallery, meet the artists, and purchase unique pieces for their home, office, or as gifts.

Sep 13

Sip and Paint a Pet Portrait Fun at d.b.a.

Sip and Paint a Pet Portrait Fun at d.b.a.

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.

Sep 12–13

Garlic Festival at Waterdrinker North Fork

Garlic Festival at Waterdrinker North Fork

Celebrating the harvest season, this dog-friendly festival features live music, a vendor market with garlic-inspired goods, food trucks, and activities across the 40-acre farm. Attendees can enjoy sunflower fields, pumpkin picking, a corn maze, a garlic scavenger hunt, and a musical hayride. Unique treats like garlic ice cream and garlic butter roasted corn will be available.

Sep 26

Steampunk Day at Old Rhinebeck Aerodrome Air Show

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.

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.

Oct 3

Dog-Friendly Day Retreat: Paws 'N' Reflect

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.

Sep 26–Oct 4

Grape Stomping Festival at Robibero Winery

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.

Oct 10

DogFest Long Island-Northeast Region

Massapequa Park, NY

DogFest Long Island-Northeast Region

Gather your friends, family and dog to join the fun in celebrating the human-canine bond. Everyone is invited for a day of fun and festivities. Activities include inspiring speakers, dog demonstrations, agility courses, and the annual costume contest!

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Sheffield, MA, US