Dog Events in Callicoon Center, NY

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.

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.

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.

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.

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.

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.

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.

Bring your furry friends, big or small, and watch them strike adorable poses with Santa! Pet Photos will be located lower level, elevator court. Photos will be taken and available for purchase at this event. Reservations are recommended but not required.

Bring Fido to the largest race in Central New York and grab your most festive turkey hat to get in the spirit. There will be a dog walk, 5K and a kid's fast feet run for everyone to have something to participate in. After the event, there will be food, drinks and live entertainment. Please note that dogs are only permitted in the Dog Walk at 9:30 AM.

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.

Jingle and mingle with Fido at this festive, dog-friendly potluck! Enjoy photos with Santa Paws, raffle baskets, a 50/50 drawing, TSBHR merchandise, and a holiday sweater contest for the hounds. Don’t forget to bring a wrapped gift for the Santa Paws exchange.

Bring Fido and the family out for some four- and two-legged fun! The event will feature photos with Santa, shopping, raffles, local rescues, adoptable dogs and more.

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.

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.