Dog Events in Dover Plains, NY

Take a stroll with Fido through Peddler's Village during this annual fall tradition featuring more than 150 handcrafted scarecrows displayed throughout the Village. Guests can admire creative entries made by local residents, organizations, and businesses, then vote for their favorites using the Peddler's Village app.

Gather for a relaxed community dog walk designed for both people and their pups to connect, socialize, and enjoy an easy evening together. Pets are welcome to join their owners as participants stroll, meet new friends, and occasionally wrap up the walk with a visit to nearby pet-friendly spots for a treat or drink.

Put your pup in their best costume and join the fun to see who takes the top prize! This festive Halloween hike offers plenty of treats and no tricks as you wander through the forest with your four-legged friend. All dogs must remain leashed, and dog lovers without pups are more than welcome to join in the spooky stroll.

Leashed dogs are welcome for a full day of fall fun, featuring family-friendly workshops, a community resource fair, and New York’s second-largest dog costume contest co-hosted with Chateau le Woof. Guests can enjoy pumpkin decorating, hands-on activities, and plenty of festive entertainment, making this a one-of-a-kind seasonal celebration you won’t want to miss.

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.

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.

Bring your costumed pup to a Halloween celebration featuring trick-for-treat fun! Dogs can show off their tricks—or simply give it their best effort—to earn a treat. Costumed pups will also receive a free sample bag of Kismet Nugs to take home. Come early for a playful gathering filled with canine costumes and Halloween fun.

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 Halloween celebration at the winery features wine and candy pairings, costume specials, Halloween-themed wine and trivia, and more. Fido is welcome to join the Howl-O-Ween Dog Parade on Sunday, where pups in costume can strut through the vineyard and compete for prizes!

This dog-friendly charity event features two guided hike opportunities, local vendors, demonstrations and plenty of activities for dogs and their families. A $20 donation is requested to participate in the dog hike, while general admission is a $5 donation. All proceeds benefit People for Animals in Hillside, New Jersey.

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 Michele a picture of your dog before attending.

Leashed pups are welcome at this popular festival, featuring fresh apples, apple-themed treats, live entertainment, seasonal food and drinks, children's activities, and shopping throughout Peddler's Village.

Dog Date Afternoon and Boris & Horton host a Pride-themed speed-dating event for gay singles in NYC and their pups. Matching experts curate three dates based on participants’ interests, favorite activities, neighborhood, lifestyle, and dog compatibility.

This dog-friendly Friendsgiving celebration features a Turkey Trot costume contest, a pup-kin pie lick-off, gift bingo, professional fall photos and a special Dogsgiving menu for pups. Guests can also enjoy live music, food, drinks, curated vendors and a dog-friendly patio while supporting Paws of War through raffle baskets and a 50/50 drawing.

Celebrate Thanksgiving with a dog-friendly feast featuring a full holiday meal for people and a special Thanksgiving dinner for pups. The human menu includes soup and salad, a choice of traditional turkey or a vegetarian entrée, and family-style sides such as mac and cheese, cranberry sauce, potatoes, and stuffing.

Leashed dogs are welcome at this annual festival where guests can enjoy live music and dance performances before Santa and Mrs. Claus light up more than one million holiday lights throughout the Village! Guests can also browse unique shops, some of which welcome pups inside.

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 starts at 8 AM and the race begins at 9 AM.