Dog Events in Town of Olive, NY

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.

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.

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 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 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 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.

Leashed dogs are welcome in the outdoor Hop Yard area of this festive holiday event! Browse local vendors, take photos of Fido with Santa, gather around the bonfire, and stay for the tree-lighting ceremony.

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.

Book a special 2-night stay on this special weekend to celebrate the holidays with Fido! Enjoy a festive dog-themed getaway featuring group strolls through a historic village, sing-alongs, costume parties with prizes, holiday treats, and professional photos with your pup. The holiday weekend also includes breakfasts where dogs are welcome, a seasonal parade, a pajama party with prizes for matching family outfits, and a guided dog-friendly sculpture tour. All breeds are welcome, and special lodging packages include holiday activities and organic dog treats.

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.

Get ready to laugh as your furry friend howls for a night of tail-wagging fun. Enjoy canine-themed jokes and drinks with your pup. This show is recommended for audience members ages 18+ and occurs one Friday each month. Check their website for current schedule.

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 in Center Court. Photos will be taken and available for purchase at this event. Reservations are recommended but not required.