Dog Events in Windham, CT

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.

Grab your sneakers and Fido's leash for a day on the trails. You can enroll in a 5K walk/run or a 1-mile fun run that welcomes all age levels. After the race, enjoy music, vendors, doggy demonstrations, and more at the Health & Fitness Fair. Costumes are encouraged (but not required).

Time to get your costumes ready and bring Fido along for a pup party, costume parade and contest, fun games and prizes, photos, vendor booths, and live music!

Visitors may bring their leashed dogs to stroll the gardens during this special weekend! Advance tickets are required for entry. Be sure to bring Fido in costume for Sunday's Fall Dog Parade & Costume Contest. Please note that dogs are permitted throughout the gardens except in the Walled Garden.

Every Saturday and Sunday from May through October, leashed dogs are welcome at these live outdoor performances from talented local and regional bands across a variety of genres. Enjoy cold beer and savor delicious food. Guests are encouraged to bring lawn chairs and blankets. Start and end times vary by date; see their website for schedule.

This dog-friendly Halloween block party invites families and their pets to enjoy trick-or-treating at local businesses along a car-free Elm Street. Guests can also enjoy spooky tunes from School of Rock, show off their costumes and take part in a free afternoon of Halloween fun for all ages.

Honor military personnel, first responders, and their K-9 companions at this challenging 5K trail run, ruck, and walk. Participants can navigate scenic natural terrain while supporting organizations that serve those who protect their communities. Leashed dogs with no history of biting are welcome with an additional waiver. Please note that strollers aren't permitted.

This dog-friendly Halloween social is hosted by Golden Dog Adventure Company and features a scenic vineyard walk, a human-and-dog team costume contest and time to enjoy drinks and dinner together. Dogs and their people can explore the trails, visit resident farm animals and relax on a dog-friendly deck after the walk. Costumes are optional, and the contest emphasizes creativity and canine comfort.

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.

Visitors and leashed dogs can enjoy a variety of attractions, including pumpkin picking, hay rides on weekends, a haunted corn maze, mini golf, jumbo jump pads, lawn games, wooden playlands, tractor pedal cars, and photo opportunities.

Visitors and leashed dogs can enjoy a variety of attractions, including pumpkin picking, hay rides (on weekends), a haunted corn maze, mini golf, jumbo jump pads, lawn games, wooden playlands, tractor pedal cars, and photo opportunities.

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.

Bring Fido to this annual fundraiser to benefit Mary's Dogs. You can go for a run, peruse some great dog loving vendors, and meet lots of dogs and their people, all while being the hero in a dog's life!

Don’t miss this annual event featuring a pet parade at 1 PM followed by a Halloween costume contest at 1:30 PM with prizes in categories like Best Overall, Scariest, Funniest, Cutest, Best Homemade, Best Pet & Owner Duo, Most Creative Use of Fur, and Best Barnyard Buddy. Delicious eats from food trucks and live music keep the fun going all afternoon for a paw-some autumn day! Please note that this is the only day that the farm welcomes dogs.

This dog-friendly Halloween parade invites children and dogs to dress in costume and parade around the NHSPCA’s campus while supporting the organization’s adoptable animals. Participants can enjoy treats, costume contests with prizes and opportunities to meet adoptable pets.

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.