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    Dog Events in Montauk, NY

    Here are the pet friendly events closest to Montauk. 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 Pride in Our Pups
    Sep 5

    Pride in Our Pups

    Medford, MA
    Pride in Our Pups A day to connect with LGBT dog owners and allies! There will be vendors, a family-friendly drag show, lawn games and more. See Details
    Pet Friendly Cast Off with the Canines: End-of-Summer Dog Cruise
    Sep 5

    Cast Off with the Canines: End-of-Summer Dog Cruise

    Salem, MA
    Cast Off with the Canines: End-of-Summer Dog Cruise Well-behaved, leashed dogs are welcome aboard a scenic cruise around Salem Harbor featuring live music, light appetizers, harbor views, and plenty of opportunities to mingle with fellow dog lovers. Guests can also enjoy dog-themed giveaways, photo opportunities, and a book signing celebrating Salem’s canine history, with a portion of proceeds benefiting Northeast Animal Shelter. See Details
    Sep 5

    Barktoberfest at Connecticut Valley Brewing Company

    South Windsor, CT
    Barktoberfest at Connecticut Valley Brewing Company This dog-friendly Oktoberfest celebration encourages pups to dress in their best festive outfits for costume contests. Guests can enjoy dog-themed vendors, authentic Bavarian and German food, free crafts, raffles, festive photo opportunities and live music. See Details
    Sep 5

    End of Summer Pawgarita Pawty

    Boston, MA
    End of Summer Pawgarita Pawty This dog-friendly end-of-summer celebration features special treats for pups, including snow cones, pup cups and refreshing Pawgaritas made just for dogs. Guests can also enjoy photo opportunities, tour the daycare facility, meet the team and learn more about dog daycare. Dogs of all sizes are welcome! See Details
    Sep 6

    Bark in the Park with the Hartford Yard Goats

    Hartford, CT
    Bark in the Park with the Hartford Yard Goats Bring your pup to the baseball game for a howling good time! A special ticket is required to bring your dog. Section 122-128 and the Picnic Pavilion are in the Dog Zone! See Details
    Sep 5–6

    Westhampton Fine Art Festival

    Westhampton Beach, NY
    Westhampton Fine Art Festival Leashed dogs are welcome at this annual festival that brings together talented artists from across the country to display and sell original, handmade works in a wide range of mediums — including painting, sculpture, glass, ceramics, jewelry, photography, fiber, mixed media, and woodworking. Visitors can explore the open-air gallery, meet the artists, and purchase unique pieces for their home, office, or as gifts. See Details
    Sep 12

    Annual Animal Blessing

    Redding, CT
    Annual Animal Blessing Bring your pet out for an afternoon of walking on the beautiful property while visiting with other animal lovers and their pets. Join in family activities followed by a traditional animal blessing and special guest speakers. The blessing will take place from 12:00–1:00 PM. See Details
    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

    AKC Fetch Test at David A. Sarnoff Preserve

    Riverhead, NY
    AKC Fetch Test at David A. Sarnoff Preserve This AKC Fetch Test gives dogs and their handlers the opportunity to demonstrate retrieving skills and earn an official AKC Fetch title. Dogs of all eligible breeds and experience levels are welcome, whether participating for the first time, working toward a title or simply looking for a fun activity to enjoy together. See Details
    Sep 12–13

    Garlic Festival at Waterdrinker North Fork

    Riverhead, NY
    Garlic Festival at Waterdrinker North Fork Celebrating the harvest season, this dog-friendly festival features live music, a vendor market with garlic-inspired goods, food trucks, and activities across the 40-acre farm. Attendees can enjoy sunflower fields, pumpkin picking, a corn maze, a garlic scavenger hunt, and a musical hayride. Unique treats like garlic ice cream and garlic butter roasted corn will be available. 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

    Bark in the Park: In Memory of Tyler

    Bethel, CT
    Bark in the Park: In Memory of Tyler This special event will be held in memory of the dog park founder's dog, Tyler. It'll be a great way to celebrate his legacy and impact while Fido enjoys the park with other pups and enjoys pup cups from their dog menu. The event will also have pet-focused vendors, food trucks, raffles, live music, demonstrations and more. See Details
    Sep 19

    Botanicals and Brews at Mayflower Brewing

    Plymouth, MA
    Botanicals and Brews at Mayflower Brewing New England Plant Expo presents an exotic plant market to enjoy with your four-legged friend. There'll be a variety of plants as well as botanically themed artisans and crafters. Food trucks are also available on site. 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 19–20

    Annual Chester Dog Fair

    Chester, CT
    Annual Chester Dog Fair You and Fido are invited to this annual event which will include a doggie lure course, demonstrations, doggie Olympics, silent auction and raffles! There'll also be live music, vendors, food trucks, and a beer & wine tent! Please note that retractable leashes aren't permitted at the fairgrounds. See Details
    Sep 19–20

    Salem Food Truck & Craft Beverage Festival

    Salem, MA
    Salem Food Truck & Craft Beverage Festival Indulge in an event with popular food trucks serving mouthwatering treats like flavorful hot dogs, delectable lobster rolls and irresistible sundaes. Bring your leashed furry friend to enjoy the delicious fan favorites while basking in the vibrant atmosphere. There will even be a food truck just for dogs! 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 26

    5K Chamber Challenge

    Meriden, CT
    5K Chamber Challenge 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. See Details
    Sep 26

    Neighborhood Walk: From Revolution to Resiliency

    Newport, RI
    Neighborhood Walk: From Revolution to Resiliency 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. See Details

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    Montauk, NY, US