Dog Events in Southampton, MA

On select dates, guests can 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 a picture of your dog to Michele prior to attending.

Bring Fido out to this annual parade dressed in his favorite costume! In addition to a contest, there'll be local vendors, raffles, a kids' activity area and much more. The rain date is October 18.

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.

This community event will take over an entire block of Hell’s Kitchen! Activities will include pet adoptions, dog portraits, food and drink, local vendors and small businesses. Vendors will line the closed-off street for an expected 5,000+ attendees to celebrate all things ‘dog’ in New York City!

Bring your costumed pup to participate in the dog costume parade at 12:00 PM! There will also be a beer garden, guess the weight of a pumpkin contest, plus shopping at 70+ retailers, crafters, local businesses, and vendors. The rain date is October 24th.

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.

Leashed dogs are welcome to this full-day event featuring local artisans, food trucks, live music, and seasonal drinks at Sons of Liberty Spirits Co. Dogs are permitted inside and outside.

Bring your Dachshund to compete in this exciting race event featuring multiple heats and a chance to earn the title of Connecticut’s fastest wiener dog! Participants are encouraged to bring treats and favorite toys to help cheer on their pups, while spectators can enjoy a fun-filled day supporting a nonprofit that provides holiday gifts to military families in need.

This dog-friendly costume parade invites pups to dress up and strut their stuff as part of a festive fall celebration. Guests can enjoy the parade along with the Port Jefferson Harvest Festival, featuring seasonal activities, vendors and entertainment all weekend.

Visitors and leashed dogs are welcome each weekend to watch thrilling flight demonstrations featuring authentic historic aircraft, and enjoy educational exhibits. Bench and bleacher seating are available, and a limited number of camp chair rentals. Concessions are also available for purchase. Please note that the airplanes can be very noisy, and there could be an occasional gunshot or explosion.

This dog-friendly fall festival features seasonal activities, local vendors, food and entertainment. Be sure to register Fido in the annual Port Jefferson Costumed Dog Parade during Saturday's festivities!

Don't miss the opportunity to explore the AKC Museum of the Dog with your furry companions! Enjoy music, special activities, and playful surprises designed for both people and pups—all set against the backdrop of the Museum’s one-of-a-kind collection. Be sure to secure your tickets early, as these popular events often sell out in advance.

This dog-friendly 3K trail run and walk features optional obstacles, allowing pups and their people to run, walk or enjoy the course at their own pace. All obstacles are optional, making the event accessible for dogs of all abilities and comfort levels. Proceeds benefit NEADS Service Dogs and its service dog training programs.

The Laconia Pumpkin Festival, formerly the New Hampshire Pumpkin Festival, welcomes leashed pups to celebrate the season! Expect thousands of glowing carved pumpkins, including the iconic pumpkin tower, live music (plus laser shows and dancing witches), festive parades for kids and costumed pets, artisan and food vendors, the Pumpkin Express train, games like corn-hole and craft stations, and a beer garden.

Bring Fido to this Halloween-themed gathering of costumed canines and their owners! Watch adorable pups strut their stuff in creative and charming outfits for a chance to win fantastic prizes for the most creative costumes. Note that this event is only open to Fair Lawn residents.

Bring your pets for a photo day with Light & Lens Photography! All pets are welcome (please keep them leashed or in carriers). Each guest will receive one free digital file, with extra downloads and 8x10” prints available for just $5 each. Walk-ins are welcome, but reserving your spot online at is recommended!

A free Bergen County pet festival featuring adoptable pets, a Halloween costume parade, contests, puppy yoga, local vendors, family activities and more!

Visitors are invited to bring their leashed dogs to stroll the gardens, with the exception of the Walled Garden. Advance tickets are required, and no entry tickets will be sold at the ticket booth. On Sunday, the festivities continue with the Fall Dog Parade & Costume Contest at 3:00 PM. Participants must register at the map stand by 2:00 PM. Prize categories include Best Overall, Prettiest, Most Handsome, Most Original, Best Person & Dog, and Funniest. Sunday's festivities will also include vendors.

Leashed dogs are welcome to stroll with you around the gardens! The costume contest begins at 3:00 PM. Participants must register at the map stand by 2:00 PM. Leashed dogs are permitted throughout the gardens except in the Walled Garden. Tickets MUST be purchased in advance; there will be no on-site sales. This event is part of the Dog-Friendly Weekend at Old Westbury Gardens.

This dog-friendly costume contest and parade raises awareness of pet food insecurity while supporting the HCC Pet Pantry. Guests can enter their pets in the costume contest, then enjoy a festive parade with music, prizes and other activities. The parade will begin at 3:00 PM, with judging at 3:30 PM.