Dog walking in Weston

Book on demand and scheduled walks with local dog walkers

How it works

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Flexible scheduling

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

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Customized for your pup

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

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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

Hi, My name is Paul and I have had rescued three dogs since 1997. I had a large Bull Mastiff / St. Bernard mix named Veego that passed away at around 15 in 2012. I have had a German Shepherd since 2005, Honey is currently 14 years old. I have also had a Staffordshire Bull Terrier named Ben since 2007 that is about to be ten. I have pet sat for lots of friends in the past. Pitbulls, Rotweiller, Labradors, Boxer, Pug, Chihuahuas, French Bulldog, and a few Terriers. Seeing any dog always puts a smile on my face, from abandoned rescues to show dogs. I enjoy learning their unique personalities and quirks. I will treat your dog (and home) like I do my own, with love and care. I've also been vegetarian / vegan for over 25 years and like to stay active. Reliable transportation for North Shore and Boston.

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“Any day- rain or sun; Any speed- walk or run!”

Hi, my name's Roberto! I've been passionate about caring for animals ever since I got my first dog, a beagle, as a kid. When I'm not spending time with my Boxer puppy, Billy, I love hiking, reading, and exploring downtown!

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Specialties

Can run with dogs, Fast walker, Dogs who pull

See more about dog walking in Weston

Dog Walking in Weston

When you’re in Weston, it’s easy to find fun things to do with your dog! This Massachusetts city has a huge off-leash dog park, and it also has many parks where you can walk your dog on-leash. If your dog needs to see a veterinarian, there’s one highly-rated clinic in Weston.

For a beautiful walk with your pup, head over to the Weston Reservoir Conservation Area. Dogs are welcome on-leash in this conservation area, which is home to a trail that goes along the Weston Reservoir. The trail is surrounded by dense forest, keeping it shady and cool on hot summer days. You and your pup will both have a great time walking on this trail!

Beaver Brook Reservation is another great place to go hiking with your dog on-leash. This 59-acre reservation is about 10 miles from Weston, in Belmont, and features open fields and woodland areas. There’s also a stunning waterfall in the northern section of the park. You and your pup will both love spending time in this park and in all the other furtastic parks in and around Weston!

Best Dog Neighborhoods in Weston

Hastings

48
Dog Parks
1 park

Population Density
686 per sq. mi.

Hastings

48

Hastings is home to the popular Cat Rock Park. Dogs are allowed off-leash throughout this whole 130-acre park. Hike the park’s trails with your furry best friend at your side, and enjoy the park’s lovely meadows, beautiful forests, and diverse wildlife. For stunning views, climb up to the summit of Cat Rock, which is about 334 feet above sea level. After your hike, you and your pup can both cool down with a dip in Hobbs Brook or Hobbs Pond. Bring your pup some water and some doggy bags, and have a woof-derful day hiking around this great off-leash park! 

Boston Post Road

36
Population Density
685 per sq. mi.

Boston Post Road

36

If you’re looking for a place to take a leisurely stroll with your pup, head over to Lanson Park. This neighborhood park is a popular place to walk dogs on-leash, and it features flat, paved trails that go through grassy fields and between groves of trees. Your pup will love sniffing around this park! When you’re finished with your walk, take your pup over to Bruegger’s Bagels for a bagel, sandwich, soup, or salad. Dogs are welcome at this deli’s three outdoor tables. Bring your pup their own treat to enjoy while you eat, or order them a tasty side of bacon.

East Arlington

24
Dog Parks
1 park

Population Density
11,300 per sq. mi.

East Arlington

24

Looking for a pawesome off-leash dog run? Head over to Thorndike Field in East Arlington. Located about 12 miles from Weston, this dog park has tons of equipment for your dog to play on, including tunnels, ramps, and climbable stone structures. There’s also a separate area for small and shy dogs, and there are doggy water fountains available. As your pup plays, you can sit and watch on one of the park’s shady benches. After exploring the dog park, continue your fun day out with lunch at Commune Kitchen. This restaurant welcomes dogs at their outdoor tables, and they serve delicious pizzas, tartines, and pastries. 

South End

12
Dog Parks
1 park

Population Density
44,764 per sq. mi.

South End

12

Boston’s South End neighborhood has a furrific off-leash area, Carleton Court Dog Park. This dog park is about 15 miles from Weston, and it offers a large, fenced-in space where your dog can run around and make friends. If your dog gets thirsty while they’re playing, you can use the park’s hose to fill your pup’s water bowl. When your dog is all finished playing with their new friends, treat them to lunch at one of the many dog-friendly restaurants in South End. For delicious brick-oven pizza, head over to Nicole’s Pizza, and sit at one of their dog-friendly outdoor tables. Or, if you’re in the mood for classic French cuisine, check out Petit Robert Bistro. Dogs are welcome at this bistro’s outdoor tables, and your server will bring your pup a bowl of water.

Woodland Road

0
Dog Parks
1 park

Population Density
2,410 per sq. mi.

Woodland Road

0

If you want to let your pup run off-leash, head over to Sheepfold in Stoneham, which is about 20 miles from Weston. This off-leash area is located inside the huge Middlesex Fells Reservation, and features a large field where your pup can run around and play with other dogs. The field isn’t fenced in, so be sure to keep your pup under voice control. Be sure to bring water for yourself and your pooch, as well as some waste baggies for cleaning up. After your dog is finished running, put them back on their leash and take them for a walk on one of Middlesex Fells Reservation’s trails. These trails go around beautiful lakes and reservoirs, providing amazing views.

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