Dog Events in Pine Bush, 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.

Happening each Wednesday throughout October, this dog-friendly fall vendor fair features local makers, unique gifts, tasty treats, fall photo opportunities and paw painting. Guests can browse participating booths and collect stamps on a vendor passport for a chance to win a $100 gift card to The Hungry Puppy. No purchase is necessary to enter the raffle, and attendees can bring their pups along for an afternoon of shopping and seasonal fun.

Dress your pup in their best costume for the contest, and enjoy dog-friendly games and activities! Shoppers can take advantage of one-night-only sales, grab bites from local food trucks, and sip wine from Blue Mountain Vineyards.

Bring Fido to a party just for pups and pup-parents! Have a good time with your best furry one, and meet new friends both two- and four-legged. There will be free snacks, soft drinks, and treats from a sponsoring pet food manufacturer. Head to this double-gated dog park plenty of fun! You're welcome to BYOB.

Enroll Fido in the 1-mile walk or the 5K race! This fun-filled fall event features over 100 vendors, delicious food trucks, raffle baskets, a dog agility course, costume contests, and pup cups from a partial dog menu. And don’t forget—it’s howloween, so costumes are highly encouraged for both humans and pups. The 5K begins at 9 AM, and the one-mile walk starts at 11:00 AM.

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.

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.

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.

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.

Enjoy a tail-wagging evening of Thanksgiving-themed fun featuring turkey-based dog food and treats, complimentary snacks for pet parents, and a paw-print painting station where dogs and their people can create a special holiday keepsake.