Dog Walkers in Chestnut Hill

Find trusted dog walkers near you.

How Wag! Works

Book a Dog Walk with One of our Trusted Wag! Walkers
Track your Dog's Walk with our Live GPS Tracker
Receive Custom Reports Detailing your Dog's Activity

Vetted Walker Trust & Safety

Thoroughly Vetted
Wag! Guaranteed

Dog Areas in Chestnut Hill

4 Parks
1 Eatery

Chestnut Hill is a charming village located in Massachusetts. This furiendly place is well-known for being part of the route for the Boston Marathon, but it is also pawsome for exercising your pup too! Unfortunately, there are no veterinary clinics in Chestnut Hill, but in case of emergencies, there are animal hospitals not far away in Newton.

There is nothing better than a leisurely stroll with your pup, except around a park with a view! This is exactly what you will get if you visit the Chestnut Hill Reservoir. This pawsome place has a sniff-tastic loop trail around the water where you can exercise your furry friend and enjoy the scenic views. It is around 2 miles in length, and is perfect for burning some energy! There are also lots of benches around if you want to take a rest along the way. Since there is wildlife and cyclists that use the trail, it is best to keep your pup on leashed within the preserve.

If you get hungry while in Chestnut Hill, you have got to head to Besito Mexican Restaurant. This is a dog friendly restaurant in that serves up delicious Mexican dishes and refreshing beverages. Enjoy your food at one of their six outdoor tables that welcome your pup to join you.

Best Dog Neighborhoods in Chestnut Hill

  1. Dog Parks 0
    Population Density 5,951/sq mi

    #1 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!

    Dog neighborhood?
  2. Dog Parks 1
    Population Density 2,687/sq mi

    #2 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!

    Dog neighborhood?
  3. Dog Parks 1
    Population Density 3,537/sq mi

    #3 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.

    Dog neighborhood?
  4. Dog Parks 1
    Population Density 2,890/sq mi

    #4 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!

    Dog neighborhood?
  5. Dog Parks 0
    Population Density 10,935/sq mi

    #5 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!

    Dog neighborhood?
Book me a walkiee?
Sketch of smiling australian shepherd