Dog Events in Winchester, NH

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

Aug 1

Botanicals and Brews at Zorvino Vineyards

Sandown, NH

Botanicals and Brews at Zorvino Vineyards 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

Aug 1

5K Beer Run x Remnant Brewing Satellite | MA Brewery Running Series

Cambridge, MA

5K Beer Run x Remnant Brewing Satellite | MA Brewery Running Series Join this 5K fun run open to all ages and fitness levels, where you can run, walk, or jog at your own pace along a scenic course that starts and ends at a local brewery. Celebrate at the finish line with a craft beverage, giveaways, and festivities, while supporting local nonprofits. Dogs and strollers are welcome on the course with caution. See Details

Aug 1–2

Annual Kingston Heritage Days & Car Show

Kingston, NH

Annual Kingston Heritage Days & Car Show Celebrate Kingston's history and community at the two-day festival, featuring an open car show, carnival games, food trucks, raffles, and a variety of local vendors. Friendly, leashed dogs are welcome! Saturday features the Boston Post Cane Presentation, 50/50 drawing and raffles. Sunday includes a special celebration marking the 250th anniversary of the Declaration of Independence. Both days will feature Dock Dogs competitions. See Details

Aug 7

First Friday Dog Days of Summer

Concord, NH

First Friday Dog Days of Summer Come out for this special dog-centric edition of First Friday! On the first Friday of every month, businesses are encouraged to stay open late and add some excitement to the night by offering sales, giveaways, workshops, and other activities that are sure to draw in customers. This Friday will go to the dogs, and leashed furry friends are welcome to join in on the fun. Stop by and support local businesses in the community. See Details

Jul 20 & Aug 8

Soggy Doggie Pool Party at Granite Coast

Peabody, MA

Soggy Doggie Pool Party at Granite Coast Well-behaved, leashed dogs can join a summer pool party series featuring themed swim sessions, music, photo ops, and a relaxed outdoor atmosphere designed for social pups. Guests can enjoy refreshments, seasonal decor, and optional add-ons while spending time with their dogs in a supervised pool setting. See Details

Aug 16

Wine & Wags at Aquila's Nest Vineyards

Newtown, CT

Wine & Wags at Aquila's Nest Vineyards Two- and four-legged friends are invited to attend this event, which features adoptable dogs, delicious wine and socializing with friends! Guests can learn about adoption and fostering opportunities, make donations to the rescue, and enjoy time with fellow animal lovers. A minimum beverage purchase is required for each participant, with both alcoholic and non-alcoholic options available. See Details

Aug 16

Paws in the Pool

Lebanon, NH

Paws in the Pool Bring your furry friend for a splashin’ good time—one dog per adult, so grab a buddy if you’ve got two! Dogs must stay leashed outside the pool (no retractables), and humans can wade but not swim. Please note that kids under 12 aren't permitted. See Details

Aug 17

West Hartford Pooch Plunge

West Hartford, CT

West Hartford Pooch Plunge All paws in the pool during this annual event! Bring Fido to enjoy some fun in the sun while splashing around alongside his pet companions. There will be two timed sessions offered. See Details

Aug 22

Bark in the Park: Wag Around the World Festival

Concord, NH

Bark in the Park: Wag Around the World Festival Bring your pup to this dog-friendly summer festival. This unique “Wag Around the World” experience features food trucks inspired by flavors from around the globe, themed areas, live music, and family-friendly entertainment. There will hundreds of vendors, a car show, the Police vs. Fire Hometown Heroes Kickball Tournament, giveaways, raffles, and more! Every pre-purchased ticket includes a free vendor bag while supplies last. See Details

Aug 22

5k Beer Run x Distraction Brewing Company

Boston, MA

5k Beer Run x Distraction Brewing Company Join this 5K fun run open to all ages and fitness levels, where you can run, walk, or jog at your own pace along a scenic course that starts and ends at a local brewery. Celebrate at the finish line with a craft beverage, giveaways, and festivities, while supporting local nonprofits. Dogs and strollers are welcome on the course with caution. See Details

Aug 22

Dog-Friendly Day Retreat: Tails of Adventure

Simsbury, CT

Dog-Friendly Day Retreat: Tails of Adventure Enjoy a one-of-a-kind wellness retreat designed for both you and your dog, focused on strengthening your bond through shared experiences. The day includes a mix of adventure and relaxation with activities like dog yoga, meditation, training sessions, hiking, paddling, and group swim time. Guests can also take part in workshops, crafts, and educational seminars. See Details

Aug 29

Framingham Food Truck & Craft Beverage Festival at Eastleigh Farm

Framingham, MA

Framingham Food Truck & Craft Beverage Festival at Eastleigh Farm Leashed dogs are welcome at this outdoor festival that features a rotating lineup of food trucks serving diverse cuisine, craft beverage options, live entertainment, lawn games and local artisan vendors. It’s designed as a family-friendly celebration where friends and neighbors can enjoy great food and summer atmosphere together. See Details

May 2–Aug 29

Patio Party at Bear's Smokehouse BBQ

New Haven, CT

Patio Party at Bear's Smokehouse BBQ Spend the weekend enjoying live music (2 PM - 6 PM), barbecue, and outdoor fun at this family-friendly patio gathering. Guests can relax with happy hour specials, yard games, and great food while soaking up the atmosphere with their leashed pup! See Details

Aug 29

Neighborhood Walk: 1776|2026

Newport, RI

Neighborhood Walk: 1776|2026 Leashed dogs are welcome with you to explore one of Newport's historic neighborhoods during this guided walking tour highlighting stories of the people and places connected to the American Revolution. Guests will discover historic homes, learn about restoration efforts ahead of the nation’s Bicentennial, and see how Newport Restoration Foundation continues preserving these important sites. 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

Jul 4–Sep 5

Cooler in the Mountains Summer Concert Series

Killington, VT

Cooler in the Mountains Summer Concert Series Enjoy outdoor concerts each Saturday at the resort with top local and national acts! Bring a lawn chair, beach blanket, friends and Fido for a relaxing mountain afternoon. The Snowshed Umbrella bar serves craft Vermont beer, cocktails and snacks during the show, weather permitting. While leashed dogs are welcome, keep them under control and away from concrete areas, as they aren't permitted on the umbrella bar deck. 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

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