Dog Events in Ludlow, MA

Celebrate Oktoberfest with your pup at this dog-friendly event featuring festive beer and cocktail specials, German-inspired food, live music, fun competitions, and off-leash play. Enjoy a stein holding contest, dog holding competition, pup cup eating contest, commemorative beer steins while supplies last, dog treats, pretzel necklaces, and plenty of fall fun for both two- and four-legged guests.

Explore the history of Rockwood Hall with docent David Teich and your furry companion on a scenic 2-mile hike overlooking the Hudson. Discover the site’s rich past, lush forests and remnants of 19th-century luxuries. Make sure to wear layers and bring enough water for you and Fido. This hike is at Rockwood Hall; don't go to the main entrance. The parking lot is on Kendal Way off Route 117, just after the intersection of Phelps and Regeneron. If the lot is full, you may park in the Phelps garage. Please register in advance as the hike is limited to 40 people.

On Steampunk Day at the Old Rhinebeck Aerodrome Air Show, aviation history meets imaginative Victorian‑era science‑fiction fun. In addition to the museum’s usual airshow flying schedule, the themed day includes opportunities to see vintage planes in flight alongside steampunk characters and costumes, and creative activities inspired by steampunk culture. Please note that the airplanes can be very noisy, and there could be an occasional gunshot or explosion.

Join a community 5K supporting local organizations focused on recovery and education. Participants of all fitness levels can walk, run, or jog while enjoying a fun, family-friendly event featuring a Kids’ Fun Run and opportunities for businesses and community members to get involved. Leashed pets are welcome to join the challenge.

Leashed dogs are welcome with you to explore one of Newport's historic neighborhoods during this guided walking tour featuring stories of the people, places, and preservation efforts that shaped the area. Discover how Newport's architecture, craftsmanship, and historic homes reflect the city's journey from the Revolutionary era to modern-day resiliency. The tour takes place rain or shine, and includes walking over uneven sidewalks. Please note that dogs aren't permitted inside any buildings.

Dog lovers and their pups are invited to enjoy a community fundraiser benefiting Pet Peace of Mind, a program that helps hospice patients care for their beloved pets. The event features enrichment activities, opportunities to connect with fellow dog owners, and information about the important support the program provides to families and their animals.

Experience a wellness-focused retreat designed for you and your dog, centered on strengthening your bond through shared activities and relaxation. The experience includes a mix of adventure and enrichment like dog yoga, meditation, training, hiking, paddling, and group swim time, along with creative workshops and educational seminars.

This dog-friendly festival raises funds for the local animal shelter while helping adoptable animals find loving homes. Guests can browse vendors, enter raffles and enjoy free pup cups and frisbees, along with a K9 demonstration and a festive costume parade.

This free, dog-friendly community event features activities and demonstrations, rescue and adoption organizations, pet vendors, dog photo opportunities, food and drinks, and waterfront fun.

Bring Fido for a fun afternoon filled with dogs, silent auction with amazing items, delicious BBQ meal, cash bar, and socializing with other dog lovers! Tickets include a delicious buffet catered by Firefly BBQ and one raffle ticket for a brand new Apple iPad. All breeds welcome.

A charity 5K run/walk that welcomes runners, walkers, and their dogs to Hopkinton State Park to raise funds for the Baypath Humane Society. The event features a Doggie Division for participants running or walking with their dogs, vendor village, and community activities supporting animals in need.

Bring Fido for a fun afternoon of live music, vendors, food, contests, and more than 150 animal organizations broadcasting their causes. Attendees can meet adoptable pets, learn from educational exhibits, and connect with animal welfare groups working to protect and support animals. The event also hosts contests, demonstrations, and interactive activities to engage both pets and their owners.

Gather your friends, family and dog to join the fun in celebrating the human-canine bond. Everyone is invited for a day of fun and festivities. Activities include inspiring speakers, dog demonstrations, agility courses, and the annual costume contest!

Enjoy a family-friendly celebration for pets and animal lovers featuring shopping, demonstrations, rescue groups, adoptions, and plenty of activities for both people and their furry companions. Guests can bring their leashed pets to participate in a lively pet costume contest, enjoy an animal blessing ceremony, browse local vendors, and grab food and treats throughout the day. The event also includes face painting and community activities, with a portion of admission proceeds benefiting local animal shelters.

Enjoy a day of art, music, and family fun at this annual festival featuring fine artists, craftspeople, specialty foods, and kid-friendly activities. Leashed dogs are welcome to join.

Grab your sneakers and Fido's leash, and head to the course to support a great cause. They encourage you to get in the spirit and wear your favorite Halloween costume. T-shirts are guaranteed if you register by September 14th.

Bring your costumed pup to participate in the dog costume parade at 12:00 PM! There will also be a beer garden, guess the weight of a pumpkin contest, plus shopping at 70+ retailers, crafters, local businesses, and vendors. The rain date is October 24th.

Celebrate Halloween with your pup at this annual fundraising race! Participants can run or walk the course with their four-legged friends while enjoying a festive day featuring costumes, activities, and plenty of Halloween fun.

Leashed dogs are welcome to this full-day event featuring local artisans, food trucks, live music, and seasonal drinks at Sons of Liberty Spirits Co. Dogs are permitted inside and outside.

Bring your Dachshund to compete in this exciting race event featuring multiple heats and a chance to earn the title of Connecticut’s fastest wiener dog! Participants are encouraged to bring treats and favorite toys to help cheer on their pups, while spectators can enjoy a fun-filled day supporting a nonprofit that provides holiday gifts to military families in need.