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Dog Events in Monterey, MA

Here are the pet friendly events closest to Monterey. 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 Broadway Barks

Jul 11

Broadway Barks

Animal lovers and theater fans can meet adoptable dogs and cats from numerous rescue organizations during this free, star-studded adoption event. Guests have the opportunity to interact with available pets before enjoying celebrity presentations featuring Broadway performers and their four-legged co-stars. Proceeds benefit participating shelters and rescue groups, helping more animals find loving homes.

Pet Friendly Road Less Traveled Music Fest

Jul 11

Road Less Traveled Music Fest

Road Less Traveled Music Fest

Leashed dogs are welcome at this high-energy event features a packed lineup of live bands bringing their signature folk-punk and gypsy rock to the stage. Enjoy craft brews, yard games, a local vendor market and more. Guests are encouraged to bring lawn chairs and blankets.

Jul 11–12

Summer Artisan Festival at Lilac Hedge Farm

Summer Artisan Festival at Lilac Hedge Farm

Celebrate summer at this fun festival with Fido! There will be live music, food trucks, ice cream, a farm bar and kitchen, and local vendors with handmade crafts: An on-site ice cream stand provides a sweet treat for guests and pup cups for Fido. While dogs aren't permitted near the resident farm animals, they're welcome to join their owners at picnic tables and other designated outdoor spaces.

Jul 5–12

Hop Yard Concert Series

Hop Yard Concert Series

On Sundays, enjoy a free outdoor concerts with Fido featuring live performances by local and regional bands. Guests can bring lawn chairs, spread out on the grass, and enjoy craft beer, food, and music spanning a variety of genres. Music is weather pending.

Jul 25

Botanicals and Brews at Lilac Hedge Farm

Botanicals and Brews at Lilac Hedge Farm

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.

Jul 25

Christmas in July Summer Market

Christmas in July Summer Market

Bring Fido along to this festive summer twist on the holidays with a community market featuring live music, seasonal shopping, and family-friendly entertainment. Guests can browse more than 30 local vendors offering handmade goods, artisan products, gifts, and unique seasonal items while enjoying live performances.

Jul 26

Cruise-In Car Show

Cruise-In Car Show

Stroll with Fido through an impressive lineup of classic and custom cars, enjoy drinks from the bar, and live music in the yard. Awards will be presented in various categories.

Jul 26

Christmas in July in Jersey City

Jersey City, NJ

Christmas in July in Jersey City

Celebrate a summer twist on the holidays with a festive community event featuring seasonal activities, local vendors, and family-friendly entertainment. Leashed dogs can join their owners to enjoy themed treats, interactive experiences, and cheerful photo opportunities in a lively outdoor setting that blends holiday spirit with warm-weather fun.

Jul 31

Bark After Dark - Furry Friday at AKC Museum of the Dog

Bark After Dark - Furry Friday at AKC Museum of the Dog

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.

Jun 5–Jul 31, except Jul 3

Live Concert Series at Ridge Hill

Live Concert Series at Ridge Hill

Enjoy free outdoor concerts every Friday (no show July 3rd) with Fido, featuring live performances from a variety of musical genres in a lively community setting. Guests are encouraged to bring lawn chairs and relax while enjoying an evening of music, food, and drinks from nearby restaurants and on-site beverage vendors. Seating is available on a first-come, first-served basis, and concerts may be canceled in the case of inclement weather.

Jun 3–Aug 12

Dog Crafts at the Bryant Park Art Cart

Dog Crafts at the Bryant Park Art Cart

Join the AKC Museum of the Dog each Wednesday from June through August for this fun, dog-themed art series! These free, all-ages workshops feature a new craft each week, with all materials provided and no registration needed. The outdoor space is dog-friendly, so bring your pup along for inspiration. Find the Art Cart on the Upper Terrace near the William Cullen Bryant statue.

Select Apr–Aug 2026

Must Love Dogs - Dog-Friendly Comedy Show East Village

Must Love Dogs - Dog-Friendly Comedy Show East Village

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.

Aug 16

Wine & Wags at Aquila's Nest Vineyards

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.

Aug 15–16

Annual Seafood & Wine Festival at Robibero Winery

Annual Seafood & Wine Festival at Robibero Winery

Gather your family and friends for a lively celebration of coastal flavors, fine wine, and sweeping vineyard scenery. This festive outdoor experience features seafood and wine stations, live DJ entertainment, games, activities, and artisan vendors throughout the grounds. Well-behaved dogs are welcome to take part in the day. A portion of the proceeds will be donated to the American Cancer Society.

Aug 22

Dog-Friendly Day Retreat: Tails of Adventure

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.

Aug 22–23

Honey Festival at Waterdrinker Family Farm & Garden

Honey Festival at Waterdrinker Family Farm & Garden

Leashed dogs are welcome at this sweet summer celebration that honors the vital role of bees and pollinators with a weekend full of family-friendly fun. Guests can explore vibrant sunflower fields, enjoy honey-themed photo ops, and learn about pollination through interactive exhibits. The festival also features live music, local vendors offering honey-inspired treats, food trucks, and activities like jumbo jump pads, mini golf, and more.

Aug 29–30

Annual East Hampton Art Affair

East Hampton, NY

Annual East Hampton Art Affair

Leashed dogs are welcome at this annual fair that features local and national artists showcasing a diverse range of fine art, including sculptures, jewelry, woodwork, paintings wearable art and more. Visitors will have the chance to meet artists, explore their techniques, commission custom pieces, and learn about their inspirations.

Jul 4–Sep 5

Cooler in the Mountains Summer Concert Series

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.

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.

Sep 13

Sip and Paint a Pet Portrait Fun at d.b.a.

Sip and Paint a Pet Portrait Fun at d.b.a.

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.

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Monterey, MA, US