Dog Events in South Wellfleet, MA

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.

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!

Explore 70+ juried booths with your leashed pup at this annual event! You'll find handmade goods like sea glass jewelry, nautical décor and gourmet treats. Enjoy specialty foods including kettle corn and infused oils. The event is rain or shine!

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

Celebrate Oktoberfest with your pup at this dog-friendly event featuring festive beer and cocktail specials, German-inspired food, live music, fun competitions, and off-leash play. Enjoy a stein holding contest, dog holding competition, pup cup eating contest, commemorative beer steins while supplies last, dog treats, pretzel necklaces, and plenty of fall fun for both two- and four-legged guests.

Join Golden Dog Adventure Co at this unique dog-friendly cruise that offers a memorable experience on the water! Guests can relax on a private boat while taking in coastal views, enjoying fresh air, and connecting with a community of dog lovers. The event often features themed elements, lighthearted activities, and opportunities for dogs to mingle. With food and drinks available onboard and plenty of space to unwind, it’s a fun and engaging way to celebrate together in a one-of-a-kind setting.

Leashed dogs are welcome with you to explore one of Newport's historic neighborhoods during this guided walking tour featuring stories of the people, places, and preservation efforts that shaped the area. Discover how Newport's architecture, craftsmanship, and historic homes reflect the city's journey from the Revolutionary era to modern-day resiliency. The tour takes place rain or shine, and includes walking over uneven sidewalks. Please note that dogs aren't permitted inside any buildings.

Dog lovers and their pups are invited to enjoy a community fundraiser benefiting Pet Peace of Mind, a program that helps hospice patients care for their beloved pets. The event features enrichment activities, opportunities to connect with fellow dog owners, and information about the important support the program provides to families and their animals.

The pet parade will feature fun, costumes and contest with prizes! Parade participants should register online in advance. You only need to register once if you're entering multiple pets as one group costume. If you're bringing multiple pets with different outfits, please register separately.

Grab your sneakers and Fido's leash, and head to the course to support a great cause. They encourage you to get in the spirit and wear your favorite Halloween costume. T-shirts are guaranteed if you register by September 14th.

Celebrate Halloween with your pup at this annual fundraising race! Participants can run or walk the course with their four-legged friends while enjoying a festive day featuring costumes, activities, and plenty of Halloween fun.

Kick back, relax and enjoy some fresh air while you cruise around the harbor taking in all the sights and rich history with your four legged friend. This Halloween-themed cruise lets you dance to your favorite tunes while enjoying the ocean breeze, with complimentary dog treats for your pup and a cash bar with light snacks for humans. Dress up your four-legged companion in a festive costume!

Held in The Liberty Yard, this weekly event features cocktails, frozen drinks, dog-friendly experiences, and community partnerships supporting animal welfare organizations throughout the summer. Bring your pup or meet friends on the patio for a summer afternoon benefiting pets in need! Make a night of it and book a dog-friendly room on site at The Liberty Hotel!

This dog-friendly Halloween costume parade features a POOCHAPALOOZA zone, photo booth, face painting, free treats and plenty of festive fun. Dogs and their people can compete for grand prizes in categories including Best Costume, Cutest Costume, Scariest Costume, Best Dog and Human Duo, and Best Dog and Child Duo.

This dog-centric Oktoberfest celebration features tastings from local breweries, traditional German fare from food trucks, live music, games, raffles, and more! Taster and Designated Driver tickets are available. This is a 21+ only event and pups must be leashed at all times.

Bring Fido to this annual autumn festival featuring family-friendly activities, including DogtoberFest, a parade of costumed dogs. Guests can also enjoy live entertainment, a classic car show, an artisan craft fair, food trucks, children's activities, and seasonal fun throughout town.

A seasonal, dog-friendly weekly happy hour on the outdoor deck where attendees may bring their leashed dogs. The resort offers a dog menu and specialty "puptails" with proceeds benefiting a local animal-welfare organization. Resort guests and the public are welcome!

Two- and four-legged friends are invited to attend monthly meetings at the dog park to bring community members together to coordinate volunteers, discuss park updates, and socialize with dogs.

Wear your favorite holiday attire with your furry best friend. The parade starts at Consolidated School (School Street, Kennebunkport), down Maine Street, through Dock Square, and onto Ocean Avenue. Please arrive by 10:45 AM.

Geeks Who Drink will host Small Batch Trivia every Thursday! Get there early to check-in and play from anywhere in the venue, including the off-leash park. Trivia is free to play and the first and second place winning teams will receive a prize!