Here are the pet friendly events closest to Stonington. Use the links below to get details on each event, print directions, look at pictures, and even read reviews of last year’s event.
The Animal Support Project Fantasy Photos Pittsfield
Bring your furry friend for a framed keepsake photo! Each month features a unique theme, and 100% of all donations directly support pets in need. Be sure to visit their website for details on specific dates.
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Bark in the Park with the Worcester Red Sox
Bring your furry friend for a day of fun and baseball! Dog-friendly days for 2025 include March 30, May 4, July 20, and August 3. There will be a pregame doggie parade, vendors with cool giveaways, and much more! Your ticket includes admission for you and your pup, plus a WooSox branded dog item.
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Tulip Festival at Waterdrinker Family Farm & Garden
Leashed dogs are welcome breathtaking celebration of spring, featuring thousands of vibrant tulips in bloom. Visitors can stroll through picturesque fields, take stunning photos and enjoy a variety of family-friendly activities. Local vendors, food trucks and a garden center filled with seasonal plants make it a perfect day trip. The festival runs for a limited time in the spring; be sure to check their website for any event schedule updates!
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Tulip Festival at Waterdrinker North Fork
Leashed dogs are welcome breathtaking celebration of spring, featuring thousands of vibrant tulips in bloom. Visitors can stroll through picturesque fields, take stunning photos and enjoy a variety of family-friendly activities. Local vendors and food trucks will also be on site. *The festival runs for a limited time in the spring; be sure to check their website for any event schedule updates!
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Alpha Dog Bark Market
Held on the last Sunday of each month from April through October, pups can enjoy a Fun Run Corral, on-site dog park, and more, while their humans can relax with food, acoustic music, beach volleyball, horseshoes, bocce, and cornhole toss. Plus, a variety of vendors will be offering unique products and services for both dogs and their owners. Local rescue and shelter partners will be on site to raise funds, provide education, and connect with potential fosters and adopters. Pre-register on the event page, complete the Fun Run waiver, and you'll receive a free Barkwell Dog Treat and a raffle entry!
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Pooch Prom
This fun-filled celebration invites you and your pup to browse dog-related vendors, enter a raffle, and enjoy off-leash time at the Dog Park. Get ready for friendly competition with entertaining contests like musical sit, best kisser, best waggle, best dressed, and the crowning of Prom King & Queen. All dogs must be leashed outside the Dog Park and have an up-to-date rabies tag or certification.
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Paws in the Park
Bring your family, friends and canines for a fun day while raising money to save the lives of homeless dogs. Activities will include a group dog walk, an agility try-out ring, a parade of adoptable dogs, doggie games, a raffle and silent auction, food, 65+ vendors, 16 rescue organizations, and more. Admission is waived if you have raised a comparable amount in pledges. Please ensure Fido is kept on a leash that's 6' or shorter. The event is rain or shine. Lawn chairs and blankets are welcome.
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Spring Artisan Festival at Lilac Hedge Farm
Kick off the spring season at this fun festival with Fido! With over 60 vendors to explore, it's the perfect weekend to shop, support local artisans and treat a special mom in your life. Enjoy live music throughout the day, with afternoon performances from 1-4 PM and an evening show from 5-8 PM. Savor delicious eats from the Farm Kitchen & Bar, along with tasty offerings from visiting food trucks. Stop by the farm stand on your way out for fresh local goods and treats. 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.
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Annual Strutt Your Mutt
Pack up your pooch for this annual event that features a 2K walk, a dog obstacle agility course, dog-friendly games, vendors, an animal rescue booth, Crazy Taco Mex Food Truck, Happy Tail Coffee Trailer and more. Registration on the day of the event begins at 10:30 AM.
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Dog Days of Summer Boston Harbor Cruise
Cruise around the harbor taking in sights and rich history with Fido! You will enjoy views of the city, fish pier, Logan Airport and the USS Constitution to name a few. All dogs must be on a leash at all times. One dog for each paying adult. A cash bar and light snacks will be available for purchase. Dates for 2025 are: May 17th, June 1st and 21st, July 12th and 27th, August 16th and 31st, September 13th and 28th.
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Westport Dog Festival
Bring Fido to this fun, annual event featuring adoptable pets, dog competitions, an obstacle course, vendors, food trucks, K9 demonstrations, photo ops, and more! Considered the "best dog festival in the State," this event expects more than 3,000 people and 1,000 dogs to attend.
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Ulti-Mutt Dog Day
On May 18th, July 27th, and September 28th, enjoy a day of fun featuring local dog-friendly vendors, tasty eats from a food truck, and the highlight of the event - an exciting lure course! Whether it’s your dog’s first run or their tenth, the course is all about having fun (not competition), so no points - just paws and play! Please note: This event is weather-dependent and may be canceled in the case of inclement weather for everyone’s safety.
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Brew Biscuits Birthday Brewfest
Celebrate Brew Biscuit's Birthday with delicious beer from top local breweries, amazing vendors, food trucks, live music and more! Admission includes drink tickets, a swag bag, a commemorative sampling cup and coasters, and a coupon for a Lilac Hedge Farm mini ice cream or pup cup for Fido.
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Pickles & Paws
In addition to animal adoptions, guests can enjoy exciting pickle contests, a dog-friendly 5K fun run, live music, a doggie fashion show, and lots of family-friendly activities!
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Worcester Food Truck & Craft Beer Festival
Bring your leashed furry friend to enjoy the delicious fan favorites while basking in the vibrant atmosphere. Indulge in items from popular food trucks serving mouthwatering treats like homemade paninis, wood-fired gourmet pizza, delicious whoopie pies, delectable lobster rolls and irresistible sundaes.
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South Windsor Pet Palooza
Bring Fido to check out the palooza, featuring vendors, pet adoptions, demonstrations, educational booths and pet contests. Food trucks will also be on site.
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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. The festival hours are Friday from 12 PM until 6 PM, Saturday from 10 AM until 6 PM, and Sunday from 10 AM until 5 PM.
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First Lakeville Food Truck & Craft Beverage Festival
Get ready for a day of delicious bites and refreshing sips at this foodie-friendly event! The festival will feature over 20 of the region’s best food trucks serving up crowd favorites alongside a wide selection of local, regional, and national craft beers and beverages. In addition to the tasty offerings, enjoy live music, lawn games, a local artisan market, hayrides, and plenty of family-friendly fun. VIP tickets are available.
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Summer Artisan Festival at Lilac Hedge Farm
Celebrate summer at this fun festival with Fido! With over 60 vendors to explore, it's the perfect weekend to shop, support local artisans and treat a special mom in your life. Enjoy live music throughout the day, with afternoon performances from 1-4 PM and an evening show from 5-8 PM. Savor delicious eats from the Farm Kitchen & Bar, along with tasty offerings from visiting food trucks. Stop by the farm stand on your way out for fresh local goods and treats. 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.
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Cape Cod Dog Center Fest
The day will be packed full of dog-friendly activities and entertainment! Enjoy a variety of interactive experiences such as a doggie pool party, pup cup ice cream station benefiting rescue dogs, dog contests with prizes, music by Cape Tunes DJ, and more.
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