Dog Events in Highland, NY

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.

On select dates, guests can 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 a picture of your dog to Michele prior to attending.

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.

Don't miss the opportunity to explore the AKC Museum of the Dog with your furry companions! Enjoy music, special activities, and playful surprises designed for both people and pups—all set against the backdrop of the Museum’s one-of-a-kind collection. Be sure to secure your tickets early, as these popular events often sell out in advance.

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.

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.

Bring Fido to this annual event to burn off those calories from Thanksgiving Day. The 5K course winds through Bethlehem’s Historic District and the Moravian Church Settlements–Bethlehem World Heritage Site. There's also a 1.7-mile fun walk and Pet Costume Contest at 8:15 AM! Racers registered before Nov. 6th will receive a Turkey Trot T-shirt.

Bring Fido along to this fun-filled morning to walk or jog! Pups participating in the 2K pet walk will receive a special doggie treat at the finish line from Tater Bear Treats. Please bring an unwrapped toy to help spread holiday cheer for the Toys for Tots program.

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.

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 9:00 AM and the race begins at 10:30 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 opens at 8 AM and the race begins at 9:30 AM.

SAVE Animal Shelter hosts its annual pet photos with Santa event, featuring professional photography, coffee, cocoa, treats, and holiday caroling. Visitors can capture festive memories with their pets while supporting the shelter’s animals. Pets must be leashed or inside a carrier.