Dog Events in Vineyard Haven, MA

This weekly Yappy Hour invites guests to bring their pups to the outdoor beer garden for an evening of craft beer, outdoor relaxation and pup cups for four-legged visitors. Held every Thursday night, it’s a chance for dogs and their people to enjoy a casual evening together.

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!

Start the day with family-friendly Halloween fun from 2 PM until 5 PM, then stick around for the big party from 6 PM until 10 PM! The family fun afternoon will include duck bobbing for prizes, a Halloween treat bar, and Halloween basket decorating. Later at the party, guests will enjoy a DJ, specialty Halloween cocktails, tarot readings, a costume contest with prizes, and more! Costumes are highly encouraged!

This family- and dog-friendly Halloween run and walk welcomes participants to choose a 5K run or walk! Costumes are encouraged, and the event features vendors, music, and community fun. Dogs must remain leashed and under control, be current on vaccinations, and be comfortable around people and other dogs.

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.

Bring your pup to meet Bluey, Skye and Chase! Enjoy local vendors, fun activities, a photo wall and giveaways, plus a chance to meet adoptable dogs from Hotel for Homeless Dogs. Leashed, well-behaved dogs are welcome to join the fun.

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.

Capture holiday memories with your furry friend to look back on picture-perfect moments. Each session lasts approximately 15 minutes. Two digital image files and a donation to the charity are included in your session fee! You can also purchase prints and additional digital images.

Bring your furry friends for a festive photoshoot with Santa! There will also be other photo stations around the barn you can utilize to take personal photos with your camera. Refreshments provided by the North Stonington Lions Club. Please make an appointment to see Santa.

This dog-friendly holiday market features local vendors (many that are dog friendly!) selling gifts and seasonal goodies. Guests can bring their pups while shopping, enjoying festive treats, and sipping mulled wine and seasonal cocktails.

Leashed pups are welcome at this festive outdoor market! There will be free raffles to enter, food trucks, holiday music, local vendors and so much more. Well-behaved and leashed pups are welcome.

Leashed dogs are welcome at Franklin Park Coalition’s annual race - the largest Thanksgiving Day race in the city of Boston. There will be awards for the fastest racers, including the fastest dog, and awards for costumes!

Santa will make his grand entrance atop the Hawthorne Hotel at 6 PM, courtesy of the Salem Fire Department, before leading a joyful procession through the Essex Street Pedestrian Mall to Lappin Park. There, families can gather with Santa, Mayor Dominick Pangallo, and carolers to light Salem’s Holiday Tree. Guests are encouraged to bring lanterns for the procession, with electric candles recommended for safety. Dogs must be leashed at all times.

Bring your furry friends, big or small, and watch them strike adorable poses with Santa! Pet Photos will be located on the Lower Level, near Dick's Sporting Goods. Photos will be taken and available for purchase at this event. Reservations are recommended but not required.

The Arthritis Foundation’s race is the original festive race for charity with your pup. It’s where you can strut your stuff in your favorite holiday costume. Bring a team of friends, family, and co-workers to run or walk. Please ensure your dog is kept on a leash. Check-in starts at 8:00 AM and the race begins at 9:30 AM.

This dog-friendly holiday event invites guests to bring their pups for photos with Santa in a festive Whoville setting! Visitors can enjoy seasonal treats, holiday cocktails, and Christmas cheer while capturing a holiday photo with their furry friends. Photos are donation-based and available on a first-come, first-served basis.

This event features the arrival of Santa via his nautical “sleigh” at noon on Saturday, along with holiday activities including strolling carolers in Victorian garb, the Magical Talking Tree, craft shows and a European-style Christmas Marketplace.

On select Sundays, bring your furry friends, big or small, and watch them strike adorable poses with Santa! Pet Photos will be located on the Lower Level near Lululemon. Photos will be taken and available for purchase at this event. Make your reservation to see Santa online.

Bring your furry friends, big or small, and watch them strike adorable poses with Santa! Pet Photos will be located in the JCPenney Court on Level 1. Photos will be taken and available for purchase at this event. Reservations are recommended but not required. The event will be held on November 22nd and December 6th.