Best dog walkers in Lee

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1 mi30 mi
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Best dog walkers in Lee

Book on demand and scheduled walks with local dog walkers

Recommended
Steven F avatar

1. Steven F

Wag! Expert icon
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Lee, MA, 01238

from$16

Five stars

4.9 (91)

Walk ·

Drop-In ·

Sitting ·

Boarding

from$16

Location icon

Lee, MA, 01238

Emma M avatar

2. Emma M

Wag! Expert icon
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Pittsfield, MA, 01201

from$15

Five stars

4.8 (17)

Walk ·

Drop-In ·

Sitting ·

Boarding

from$15

Location icon

Pittsfield, MA, 01201

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Wag! is the nation's fastest-growing network of vetted and background checked pet sitters, overnight boarding, dog walkers, dog trainers, and even virtual vet chat. Schedule ahead for pet care while you are away, or book on-demand pet care during the workday. In minutes you can book a nearby dog sitter, daycare provider, or dog walker, who'll take complete care of your loved one - at their place or yours.

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Why book a dog walker in Lee?

Is your pup ready for a stroll around the neighborhood? Find local dog walkers in Lee, MA who are background checked and vetted by Wag!. Easily schedule recurring walks ahead of time for days when you're in the office, or book on demand when you're out on the town and can't get home in time to walk your dog. Wag! is here to help you ensure your pup can enjoy the sniffs and sights around your Lee, MA neighborhood, even sending you pictures during the walk and notifications when your furry family member does their business.

The best dog friendly neighborhoods in Lee

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Mount Greylock

We hope your pooch has high hopes for Mount Greylock State Preserve because there is nowhere to go but up! Mount Greylock is the highest point in Massachusetts, with a peak that allows sightseers to see up to 90 miles away! The park boasts 50 miles of trails with plenty of foliage and wildlife to see. The best part is your leashed pups can accompany you every step of the way! Besides the magnificent natural formations, there are also several beautiful man-made structures as well, like the Veterans Memorial Tower and the Bascom Lodge! No matter if your canine is a high-impact adventurer or a laid-back bird-watcher, there is something for both of you at Mount Greylock! 

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36

Monument Valley

Eight miles from Lee lies Monument Mountain, a natural wonder that has drawn writers and artists to the Berkshires for two centuries. The trails that lead up the summit are strenuous, but keep pawing on -- the views at the top are so worth it! There are three trails to choose from, but the one with the best viewpoint is the 0.62-mile Squaw Peak trail.  The hike is so much better when you have loved ones to share it with, but make sure you keep an eye on your two- and four-legged kiddos during your ascent because the cliffs are very steep! 

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24

Guilder Hollow

Leash up your shaggy sommelier and head over to Les Trois Emme Winery for a taste of the finer things in life. Les Trois Emme means “the three M’s” in French and is a tribute to the first three granddaughters of the owners. For just $8 per human, you can tour the winery and vineyard and learn all about the art of winemaking! If a tour isn’t your terrier's taste, then enjoy a glass of their famous pumpkin wine in the gazebo that overlooks the vineyard. A visit here is the perfect excuse to relax and smell the undertones! Don't fur-get those waste baggies.

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North Egremont

North Egremont is home to the Berkshires' only off-leash dog park! This charming countryside park provides a relaxing atmosphere for both pups and owners. There is an acre of green grass to play in and plenty of picnic tables and chairs to lounge on while you both socialize! Petite pooches will be glad to know they have a section all to themselves, but they are equally welcome in the central area. Afterward, grab an antipasto salad or a hand-tossed pie with your fur-iends at Four Brothers Pizza Inn. This spot is only 6 miles away; and trust us, your pooch will want a "pizza" this! 
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Main Street

Main Street in Lee is one of the most happenin’ spots in town for doggos! This street is great for walks, with tons of historic buildings to admire along your way. A stop here would not be complete without a trip to Meow and Growl, the local pet store. This adorable shop has a vast inventory of nutritious dog foods, treats, toys, and accessories. They even have a do-it-yourself dog grooming station; the best part is they clean up the mess! Pooches in need of a hearty breakfast or afternoon pick-me-up should stop by the Starving Artist Café and Creperie. The cafe has an ever-changing menu suitable for any doggy's dietary needs. They even have vegan and gluten-free options! But don’t you worry, meat-eaters, there is plenty of goodies for you too!

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