Dog Events in Windham, NY

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!

Bring Fido out for a day packed with cold drinks, tasty bites, local vendors and plenty of tail wags. Please note: no more than two pups per person, and dogs aren't permitted inside.

Join this family-friendly 5K memorial run to honor Summer Smith and raise awareness about addiction, recovery, and prevention. Runners, walkers, children, strollers and leashed dogs are welcome. Proceeds support local scholarships and community programs serving those affected by addiction.

This dog-friendly Halloween event features decorated trunks from local pet-friendly businesses offering treats to pups and their people. Guests can also enjoy a dog costume contest, pie-eating contest, raffles, games and more.

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.

Join the Van Cortlandt Park Alliance, Van Cortlandt House Museum, and the Urban Park Rangers for a free afternoon of family and dog-friendly fun! Enjoy creepy crafts, face painting, and spine-tingling stories with LINC on the museum lawn. At 3:00 PM, don’t miss the Annual Pup Parade & Canine Costume Contest. Pups can be registered from 2:00–2:45 PM or pre-register online. Cap off the evening with a Nocturnal Creatures and Wildlife Hike led by the Urban Park Rangers from 6:00–7:30 PM.

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.

Pasta Grill Mansfield hosts a Halloween dog costume contest where pups can show off their cutest, funniest, or spookiest looks. Entry is $10 per dog, with half the proceeds benefiting the local Pet Adoption League and half going to the winner. A special menu for dogs and food and drink specials for their humans will also be available.

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.

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 fall festival features pumpkin picking, games, seasonal photo opportunities, a corn maze, farm attractions and fall treats. Fido must stay leashed at all times. Guests can relax around a campfire, explore the Pumpkin Pop-Up and enjoy the Glowing Pumpkin Trail.

A dog-friendly Thanksgiving tradition! Participants can choose a 4-mile run or a 2-mile walk, making it a festive activity for all ages and abilities. Every participant receives a hat and apple pie, while preregistered participants also receive a long-sleeve race shirt. Race-day registration and giveaways are available while supplies last.

This annual signature event of the Williamstown Holiday Walk begins with line-up and costume contest judging at 1:30 PM at the Falk Science Quad at Williams College. Dog owners are welcome to deck their hounds in festive attire for prizes in categories: Small, Medium, Large & Family Troupe. The parade will then head down Spring Street.

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 opens at 8 AM and the race begins at 9:30 AM.

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 9 AM and the race begins at 10 AM.

Bring Fido to this fun, annual holiday event! There will be lots of activities, including the Reindog Parade on Saturday at 2 PM, old-fashioned caroling, pop-up shops, a nonprofit fair, and horse-drawn carriage rides! Merchants will be open with specials and restaurants will be ready to serve you up their best holiday cheer.

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 9 AM and the race begins at 10:30 AM.

On select Sundays this holiday season, bring Fido and watch him strike adorable poses with Santa! Pet Photos will be located at the Santa Set in Macy's Court. Enter through the Chipotle entrance and walk downstairs; all other entrances will be locked. Photos will be taken and available for purchase at this event. Reservations are recommended but not required.