Dog Events in Surfside, MA

Here are the pet friendly events closest to Surfside. 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 Annual Brewster Summer Craft Festival
Annual Brewster Summer Craft Festival Shop with your leashed pup and explore over 70+ juried booths featuring handmade crafts, coastal art and specialty foods. Enjoy live music and scenic views along historic Route 6A. The event is rain or shine. See Details
Pet Friendly Salem 400+ Heritage Days Festival
Salem 400+ Heritage Days Festival Leashed dogs are welcome along to this family-friendly event where guests can sample a delicious variety of offerings from local and regional food trucks alongside craft beverages, enjoy live music and lawn games, and browse artisan vendors for unique handmade goods. See Details
5K Beer Run x Remnant Brewing Satellite | MA Brewery Running Series Join this 5K fun run open to all ages and fitness levels, where you can run, walk, or jog at your own pace along a scenic course that starts and ends at a local brewery. Celebrate at the finish line with a craft beverage, giveaways, and festivities, while supporting local nonprofits. Dogs and strollers are welcome on the course with caution. See Details
Dog "Lick Painting" Well-behaved, leashed dogs can show off their inner Paw-Caso during this event, which celebrates the creativity and playfulness of furry friends. Tickets include the supplies for pups to create masterpieces, water and treats. Reservations are encouraged, but walk-ins are welcome while supplies last. See Details
Annual Chatham Summer Craft Festival Explore 50+ juried artisans offering handmade goods like sea glass jewelry, resin art, and gourmet treats with your leashed dog! Enjoy specialty foods including infused olive oils and chocolate chip cannoli. The event is rain or shine. See Details
Cape Cod Food Truck & Craft Beverage Festival This summer festival welcomes leashed dogs and features food trucks dishing out a variety of flavorful eats alongside craft beverages. The event includes live music, a curated artisan market with unique goods and lawn games. See Details
Soggy Doggie Pool Party at Granite Coast Well-behaved, leashed dogs can join a summer pool party series featuring themed swim sessions, music, photo ops, and a relaxed outdoor atmosphere designed for social pups. Guests can enjoy refreshments, seasonal decor, and optional add-ons while spending time with their dogs in a supervised pool setting. See Details
Annual Gloucester Waterfront Festival Bring your leashed pup to this fun-filled weekend! There will be live entertainment, and over 150+ juried artisans, authors, food vendors and musicians will display and sell their American-made jewelry, pottery, accessories, toys, body care, decor, clothing, and more. On Sunday, visitors can enjoy the North Shore Car Club’s antique automobile collection. See Details
5k Beer Run x Distraction Brewing Company Join this 5K fun run open to all ages and fitness levels, where you can run, walk, or jog at your own pace along a scenic course that starts and ends at a local brewery. Celebrate at the finish line with a craft beverage, giveaways, and festivities, while supporting local nonprofits. Dogs and strollers are welcome on the course with caution. See Details
Nauset Summer Craft Festival Bring Fido shopping at 50+ juried booths featuring American-made arts, crafts, and specialty foods, including sea glass jewelry, nautical décor and gourmet treats. Enjoy live music and scenic views along historic Route 6A. The event is rain or shine! See Details
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
Brewster Kill Tide Arts & Craft Festival Leashed dogs are welcome along to this waterfront craft marketplace where a curated selection of juried artisans and makers showcase handmade goods including art, jewelry, woodwork, home décor, clothing, and specialty items. Wander through booths in a scenic setting while sampling delicious food and engaging with the creatives behind the work. The event is rain or shine. See Details
Neighborhood Walk: 1776|2026 Leashed dogs are welcome with you to explore one of Newport's historic neighborhoods during this guided walking tour highlighting stories of the people and places connected to the American Revolution. Guests will discover historic homes, learn about restoration efforts ahead of the nation’s Bicentennial, and see how Newport Restoration Foundation continues preserving these important sites. The tour takes place rain or shine, and includes walking over uneven sidewalks. Please note that dogs aren't permitted inside any buildings. See Details
Annual Labor Day Weekend Craft Festival Leashed dogs are welcome along as you browse 80+ juried booths featuring handmade goods like sea glass jewelry, nautical décor and gourmet treats. Enjoy specialty foods including kettle corn and infused oils. The event will be held rain or shine. See Details
Chatham Fall Craft Festival Your leashed pup is welcome along as you browse and shop from over 50 juried booths featuring handmade goods like sea glass jewelry, nautical décor and gourmet treats. Enjoy specialty foods including kettle corn and infused oils. This event will be held rain or shine! See Details
Botanicals and Brews at Mayflower Brewing 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
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 2026 are: May 17th, June 28th, July 26th, August 9th and 23rd, September 6th and 20th. See Details
Salem Food Truck & Craft Beverage Festival Indulge in an event with popular food trucks serving mouthwatering treats like flavorful hot dogs, delectable lobster rolls and irresistible sundaes. Bring your leashed furry friend to enjoy the delicious fan favorites while basking in the vibrant atmosphere. There will even be a food truck just for dogs! See Details
Cape Cod Doxie Day Well-behaved, leashed dogs can join their owners at this gathering of Doxies, Wiener dog wannabees and Dachshund lovers! There will be lots of fun things planned including Dachshund races, a parade featuring rescue dogs from Paw Affection Dachshund Rescue, contests and prizes for longest Dachshund, owner/pet look-alike and more. The Cape Cod Ukulele Club will perform and lead a sing-a-long of the official Dachs Song. Shop unique vendors, meet local animal organizations and rescues, food trucks, games and prizes. There will be plenty of free parking and accessible for people and pets of all abilities.

An afterparty with Doxie Dunkel beer release to follow at Cape Cod Beer starting at 3pm
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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
Surfside, MA, US