Chestnut Hill, MA

Dog walking in Chestnut Hill

Book on-demand and scheduled walks with local dog walkers. Choose between a 20, 30, or 60-minute walk for your pup.

How Wag! works

Easily find and book trusted Pet Caregivers near you

Pick a service

Whether it's Walks, Drop-Ins, Sittings, or Boardings, choose the service that best fits your pet's needs.

Choose your Caregiver

Select from committed Caregivers who understand your requirements. Chat directly to ensure the perfect match!

Follow along in the app

Download the Wag! App to track walks via GPS, communicate with your Caregiver, and enjoy real-time photo and video updates.

Rate and review

Share feedback to help other Pet Parents find their perfect Caregiver.

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booking.

Trustworthy care

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Photo and video updates, and in-app messaging to keep you connected during every service.

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Customer reviews

Unable to take your dog on a walk today? Dog walkers through Wag! are available to care for your pup whenever you’re not. Every dog walker has passed an enhanced background check. Get photos and updates on where your dog poops and pees while you follow along via GPS in the app.

Thank you Robin! Tony loves you!

Sabrina B.

Thank you!!

Holly K.

Thank you you're great! Rosie's loved it!

Ryan S.

Allison is fantastic! She was very responsive with all communication and really great with our puppy. Highly recommend!

Kyle P.

Dulce is a great pup companion. She is reliable, professional and very pleasant! She has taken my dog on many walks and I recommend her highly!

Ellie F.

Incredibly nice and considerate walker! Genuinely loves being around our dog, 10/10 will be rebooking :)

Madeline K.

So friendly! Thanks so much

leah B.

you're the best!

Amanda T.

Sarah was very easy to communicate with and did a great job walking our dog

Matt D.

Awesome adaptability to late-breaking scheduling needs! Victoria s friendly flexibility and great communication are much appreciated.

Stev B.

Why book dog walker in Chestnut Hill

Busy Pet Parents sometimes need a hand when it comes to ensuring their pup is getting the potty breaks and exercise they need. That's where Wag! comes in! Local Chestnut Hill, MA dog walkers are background checked and registered on the Wag! platform, ready to take your dog on an adventure when you need them. Your dog can make a friend in the neighborhood, and you can re-book with the same dog walker easily in the app. Chestnut Hill, MA has "pawlenty" of parks and neighborhoods that your dog is itching to explore!

The best dog friendly neighborhoods
in Chestnut Hill

Woodland Heath

If your pup loves a nature walk, then be sure to check out Dane Park when you are in this Chestnut Hill neighborhood. This pawsome, wooded, 17 acre park is made for exploring, with sniff-tastic trails you can enjoy all day long through the trees. There is plenty of wildlife to spot here, as well as historic volcanic formations. This includes a lava dome. Read the signs and learn more about the area as you stroll. Since some of the trails are all-access, it is recommended that you keep your pup on leash for a puptastic, and safe, day out!

South Brookline

For a fun day out with your furry friend, you should take a trip to Larz Anderson Park. This is a beautiful place for wandering around, and even features one of the Green Dog Parks for some off-leash fun! During the hours of 9am to 1pm during the summer months, and all day in winter, your pup can run and roam freely here. It is all fenced in, so it is all safe play! This is also a great opportunity to socialize and make new furry friends. You will need a permit to enjoy this park, but this can be purchased from the Town Clerk’s office. Be sure to bring some water and treats with you for your excited pooch!

Chestnut Hill Village

The Soule Recreation Center is a pawsome place to bring your pup to stretch his legs. From dawn to 9am, your furry friend can roam off leash and have fun bounding around the place and socializing with other dogs. Be sure your pooch has good recall, as there are areas that are not fenced in here. This area is part of the Green Dog Program run by the Brookline Park and Recreation Commission, meaning another pawsome place for your pup throughout the city! Be sure to bring some water with you and have a dog permit arranged, so you can use this puptastic dog park. There are also plenty of trails around Soule Recreation Center where you can go for a stroll with your pooch, as well as a playground and sports facilities for the kids.

Eliot Street

Right next door to Chestnut Hill, you can find the Eliot Street neighbohood in Brookline. Here you can visit the puptastic Daniel J. Warren Playground Off Leash Dog Park! Let your pup enjoy some freedom and exercise during the designated hours of dawn to 1pm in this lovely green space. This is a pawsome place for practicing training, as well as having fun with a ball or favorite toy. You will need a permit to use this dog park, which can be purchased as an annual pass as a resident or non-resident. In addition, if you are a visitor, you can get a day pass from the Town Clerk’s office. It sure is worth it to see your dog’s tail wagging all day long!

Warren Cottage

Not far from Chestnut Hill, you will find the Warren Cottage neighborhood in Brookline that is a pawsome place to visit for some dog friendly restaurants! Crazy Dough’s Pizza serves up deliciously fresh pizza for all the family, with four outdoor tables where you are welcome to bring your pup too. Just be sure there is someone that is able to watch your pooch when you go inside to order, as there isn't table service here. For a sweet treat, check out the White Mountain Creamery. Here you can take your pick from tasty flavors of freshly made ice cream, including Death by Chocolate and Jamaican Rum. What’s more, the outdoor tables are puptastic for bringing your dog when the weather is nice!