Dog walking in Lee

Book on demand and scheduled walks with local dog walkers

How it works

Flexible scheduling

Select the date and time that best suit your needs. Want a walk ASAP? We’ve got you covered.

Customized for your pup

Choose between a 20-minute, 30-minute, or 60-minute stroll for your dog.

Follow along

Track your walk with our live GPS tracker, then view your detailed report card after the walk.

What is Wag!?

Wag! is the nation's fastest-growing network of pre-screened and insured pet sitters and dog walkers. In less than 15 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.

Book walkers near you

Hunter ALee, MA

5.0

(5)

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I am a dog lover and owner with plenty of dog sitting experience. I am currently a student at Wagner College for theatre. I will be in the Catskill region for my winter break. I was hoping to make some extra money while meeting new pups and spending some time outside.

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Socially Distanced Pet Care

Melissa MLee, MA

4.9

(148)

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Greetings, my name is Melissa. I strive to express my love and care for animals and all life through my work as an environmentalist, farmer, and yoga instructor. In particular, I am so thrilled to have the opportunity to connect with dogs as a dog walker, since I am not able to have a pup of my own due to my career and education demands. In turn, I look forward to assisting you in making sure your doggie gets the exercise, fresh air, refreshment and love that he or she needs!

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High Demand

Top Pet Caregiver

Lauren LLee, MA

4.9

(17)

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Hi, my name is Lauren and I am 24 years old. When I am not out and about, I love playing and taking my Shih Tzu, Oreo, for walks. Being around happy and playful dogs really brightens my days. I look forward to getting to know and love your dog, as well!

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Dog Walking in Lee

Lee is a humble former mill town nestled among the verdant forests of the Berkshire Hills. This mountainous area is so lovely that it was listed as one of the “200 Last Great Places” by The Nature Conservancy. The surrounding cities are more popular with tourists, but the laid-back atmosphere of Lee is what gives this town its charm. This down-to-earth quality extends to the four-legged vacationers as well, with a magnificent national forest, a caring hometown vet, and many restaurants catering to dog families.

Lee is home to the largest forest in Massachusetts, the 16,000-acre October Mountain State Forest. This park is sure to get you and your pooch moving, with more than 14 dog-friendly hiking trails for all experience levels! October Mountain has plenty of facilities for those who anticipate a longer stay, including campgrounds, R.V. sites, and picnic areas with grills! 

All that walking is sure to work up an appetite, so swap out your hiking clothes for some evening attire and head over to the dog-friendly patio at Cork and Hearth! This European eatery will have both your mouths watering with dishes like chicken almondine, wild mushroom ravioli, and filet mignon au poivre. Even Wolfgang Pup would be impressed!

Best Dog Neighborhoods in Lee

Mount Greylock

48
Population Density
227 per sq. mi.

Mount Greylock

48

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! 

Monument Valley

36
Population Density
1,775 per sq. mi.

Monument Valley

36

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! 

Guilder Hollow

24
Population Density
32 per sq. mi.

Guilder Hollow

24

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.

North Egremont

12
Dog Parks
1 park

Population Density
72 per sq. mi.

North Egremont

12

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! 

Main Street

0
Population Density
227 per sq. mi.

Main Street

0

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!