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    Dog Events in West Windsor, VT

    Here are the pet friendly events closest to West Windsor. Use the links below to get details on each event, print directions, look at pictures, and even read reviews of last year’s event.

    Pet Friendly Wags to Whiskers Festival
    Sep 12

    Wags to Whiskers Festival

    Nashua, NH
    Wags to Whiskers Festival Bring Fido to the ultimate dog-friendly festival that features fun for everyone! Kids can join in the fun with engaging games and prizes designed just for them. Don’t miss the thrilling K9 demonstrations showcasing the skills of our four-legged companions, and visit the Humane Society adoption tent for a chance to meet and adopt adorable puppies in need of a loving home. See Details
    Pet Friendly Autumn Market at Park-9 Dog Bar
    Sep 12

    Autumn Market at Park-9 Dog Bar

    Everett, MA
    Autumn Market at Park-9 Dog Bar Spend a fall afternoon at this dog-friendly community event featuring local vendors, live music, food, drinks, and off-leash play for pups. Shop dog-focused businesses offering handmade treats, pet apparel, portraits, candles, accessories, and more, while meeting local rescue organizations, community partners, and adoptable dogs. Free dog admission is included during the event! See Details
    Sep 12

    Oak & Iron Presents: OAKTOBERFEST

    Andover, MA
    Oak & Iron Presents: OAKTOBERFEST Bring your leashed dog along to enjoy this family-friendly celebration featuring German-style food, live music, games, contests, and plenty of beer. Pets are welcome in the outdoor event areas, while only service animals are permitted inside the brewery. The day also includes pumpkin painting, mini golf, trivia, and other activities for the whole family. See Details
    Select dates, Mar 29–Sep 19

    Bark in the Park with the Worcester Red Sox

    Worcester, MA
    Bark in the Park with the Worcester Red Sox On select dates throughout the season, bring your furry friend for a day of fun and baseball! Check their website for full schedule and dog-friendly game days. See Details
    Sep 19

    Haverhill's Woofstock

    Haverhill, MA
    Haverhill's Woofstock Celebrate community, connection, and canine joy at this dog-focused festival featuring adoptable pets, local vendors, live music, food, and interactive activities for dogs and their owners. Guests can enjoy apple picking, pet demonstrations, shopping, and a festive costume contest while learning about fostering and supporting animal rescue efforts. The rain date is September 20th. See Details
    Sep 19

    Bark in the Park

    North Conway, NH
    Bark in the Park Support the Conway Area Humane Society during this family- and pet-friendly fundraiser featuring an honor walk, live music, contests, games, food vendors, and activities for dogs and their people. Guests can enjoy fun competitions, agility challenges, and opportunities to celebrate beloved pets while helping animals awaiting their forever homes. Friendly dogs are welcome to attend, and adoptable dogs may be present. All pets should remain under their owner's control throughout the event. See Details
    Sep 19

    Trip to Dog Mountain with Golden Dog Adventure Co.

    St. Johnsbury, VT
    Trip to Dog Mountain with Golden Dog Adventure Co. Join the Golden Dog Adventure Co. on a group adventure to Dog Mountain, a beloved destination known for its scenic trails, open fields, and celebration of the human-canine bond. The outing provides an opportunity for dogs and their owners to explore together, socialize, and connect with fellow pet enthusiasts. Participants should follow all Dog Mountain rules and keep their dogs under control throughout the excursion. See Details
    Sep 19

    Tales, Tails & Ales

    Bolton, MA
    Tales, Tails & Ales Bring your well-behaved dog along for a fall afternoon in the orchard featuring craft beer tastings, live author readings, artisan vendors, local food, and live acoustic music. Dogs can enjoy gourmet treats and pet-focused vendors while guests explore local breweries and makers in a scenic New England farm setting. See Details
    May 17–Sep 20

    Dog Days of Summer Boston Harbor Cruise

    Boston, MA
    Dog Days of Summer Boston Harbor Cruise Cruise around the harbor taking in sights and rich history with Fido! You will enjoy views of the city, fish pier, Logan Airport and the USS Constitution to name a few. All dogs must be on a leash at all times. One dog for each paying adult. A cash bar and light snacks will be available for purchase. Dates for 2026 are: May 17th, June 28th, July 26th, August 9th and 23rd, September 6th and 20th. See Details
    Sep 20

    Operation Delta Dog 5K Run to Rescue

    Nashua, NH
    Operation Delta Dog 5K Run to Rescue Run or walk this peaceful (but fun!) 5K through the beautiful Mine Falls for a good cause. Operation Delta Dog rescues dogs and trains them to be service dogs for veterans - all at no cost to our veterans! This is one of the few 5K events in the area that welcomes you to run with your four-legged leashed running partner. There will be prizes waiting for all dog finishers, as well as special awards for best dressed pups, matching outfits with their human runners, fastest human/dog team and more. See Details
    Sep 26

    Barktoberfest at Park-9 Dog Bar

    Everett, MA
    Barktoberfest at Park-9 Dog Bar 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. See Details
    Sep 27

    Chase Away 5K

    South Burlington, VT
    Chase Away 5K Leashed dogs are welcome to run or walk at this annual fundraising event! 100% of the proceeds are donated to Chase Away K9 Cancer to raise awareness and funds for canine cancer research. Check-in and same-day registration open at 8:00 AM. See Details
    Sep 27

    Annual Chase Away 5K

    South Burlington, VT
    Annual Chase Away 5K This community run/walk that brings people and pups together to raise funds for canine cancer awareness and research. Participants can enjoy a fun, supportive atmosphere while running or walking the scenic course, all while honoring beloved pets. Registrants receive race packets and bibs, and early sign-ups can even personalize this year’s event T-shirt with their dog’s name on the back. See Details
    Sep 27

    Cornerstone VNA's Annual Paws & Purpose

    Rochester, NH
    Cornerstone VNA's Annual Paws & Purpose 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. See Details
    Oct 3

    Fall Dog Party at Dog Mountain

    St. Johnsbury, VT
    Fall Dog Party at Dog Mountain It’s the most beautiful time of the year in New England, and it’s time once again to celebrate the season at Dog Mountain’s annual event! Bring Fido for leaf-romping, four-legged fun and smiles at the 150-acre property. The event features live music, food trucks, dog contests, lawn games and more. Leashes are optional and swimming is encouraged! This event will be held rain or shine. See Details
    Oct 3

    Dachtoberfest

    Littleton, NH
    Dachtoberfest New Hampshire’s first and only festival for wiener dogs features contests, raffles, dachshund races, food, and more wiener-centric fun and madness! Be sure to bring your furry friend to join in the fun. See Details
    Oct 4

    Baypath Humane Society Annual Paws & Claws 5K

    Hopkinton, MA
    Baypath Humane Society Annual Paws & Claws 5K 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. See Details
    Oct 4

    Annual Pet Rock Festival

    Lancaster, MA
    Annual Pet Rock Festival 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. See Details
    Oct 3–4

    Autumn Craft Festival on the Lake

    Meredith, NH
    Autumn Craft Festival on the Lake Bring Fido to shop with you from 70+ juried booths featuring handmade goods like chainsaw-carved sculptures, wire-wrapped crowns, cold-processed soaps, and chunky knit blankets. Savor specialty foods including craft nut and seed butters, infused oils, and nut-free baked goods. The festival will be held rain or shine. See Details
    Aug 8–9 & Oct 10–11

    Annual Summer and Fall Art in the Park

    Rutland, VT
    Annual Summer and Fall Art in the Park 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. See Details

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    West Windsor, VT, US