Dog walking in Chestnut Hill

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

Sarah KChestnut Hill, Newton

5.0

(1047)

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I love dogs! I have experience with all sizes from XS Pomeranians to XL St. Bernard’s and Newfies, and everything in between. I'm a very active surfer, yogi, and hiker all over New England and love being out in the elements, including rain and snow. I spend a lot of time at the beach in any weather! I also work at South Boston Animal Hospital-you may have seen me behind the front desk. I would love to take your pup with me on a safe and fun adventure around the neighborhood!

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High Demand

Top Pet Caregiver

Specialties

Can run with dogs, High energy dogs, Dogs who pull, Puppy care, Fast walker

Gabrielle SChestnut Hill, Newton

4.9

(1514)

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Hi there! My name is Gabbi! I'm a Boston native and I've loved animals my whole life. Being able to work with dogs is a dream of mine, so I'll always make sure your best friend is well taken care of!

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High Demand

Top Pet Caregiver

Specialties

Dogs who pull, Puppy care, Fast walker

Rebekah HChestnut Hill, Newton

4.9

(1364)

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Hi, my name is Rebekah. I grew up an animal lover in Maine, where I enjoyed living with a Blue Heeler/Sheppard mix named Sitka. I started walking and sitting for my friends’ and neighbors’ pets more than 5 years ago and have loved it ever since! Recently I’ve moved to Boston and am excited to be back in the area. I have experience with dogs of all sizes and ages. As an outdoorsy, active person, I’d love to meet your best friend and take them out for some fun and exciting exercise! I know each pup is as unique as they are loved, and I can’t wait to provide you both with the caring Wag! experience.

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Brenda WChestnut Hill, Newton

4.9

(1340)

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“Never met a dog I didn't love ❤”

I have been a lover of animals my whole life . Been dog sitting for friends the last 20 years . I consider myself to be a very dependable respon person who will give your dog the love and care it deserves.

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High Demand

Top Pet Caregiver

Specialties

Senior dog care, Special needs dog care, Fast walker

Aidan FChestnut Hill, Newton

4.9

(1209)

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“my strengths are distance care and being thorough!”

Hi, my name is Aidan. When I was little I had a black lab named Satch that I loved very much, and that has shown me the joy of caring for animals.I have experience in college caring for dogs in multiple situations and am confident in my abiility to adapt to the needs of individual dogs. I am also a very active person and am excited to take your dogs on very thorough walks! Also, I am a photography graduate from MCAD have experience taking pictures of dogs. Can't wait to meet you and your dogs!

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Top Pet Caregiver

Juliana RChestnut Hill, Newton

4.9

(447)

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Hi! My name is Juliana! I'm at FT student at ODU. I grew up with a Poodle, and have lived with and cared for other breeds of different sizes and ages. I am a fur mommy to 2 Pits. I very much enjoy exercising and being outside. Since I'm a very active person, I would love have the opportunity to take your dog on many fun filled walks! As well as a relaxed walk through the neighborhood. I will treat your baby as if they were my own! I look forward to meeting you & your dog! (:

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High Demand

Top Pet Caregiver

Socially Distanced Pet Care

Specialties

Can run with dogs, Oral medicine administration, Senior dog care, Special needs dog care, Dogs who pull, Puppy care, Fast walker

Collin MChestnut Hill, Newton

4.9

(1137)

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Hi! I am a very active person who loves the outdoors. I'm an avid runner and also enjoy hiking, backpacking, tennis, cooking, and travel. I look forward to getting to know you and your dog!

Background Checked

High Demand

Top Pet Caregiver

Socially Distanced Pet Care

Specialties

Can run with dogs, Senior dog care, High energy dogs, Dogs who pull, Puppy care, Fast walker

Rafael HChestnut Hill, Newton

4.9

(1060)

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Hey there! I'm Rafael. I have owned and taken care of both small and large dogs my entire life, from Jack Russel Terriers to American Pit Bulls, I have experience with them all!! I am good at reading dog behavior and what they want and how they are feeling. Caring for dogs is my great passion in life and I can not wait to meet yours!!!

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Kia MChestnut Hill, Newton

4.9

(1012)

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Hi! My name is Kia and I'm originally from Long Island where I have a high- energy wheaten terrier named Roxy. I loved walking with her and with many other neighborhood dogs that I took care of throughout the years. I'm very excited to meet you and your dog!

Background Checked

High Demand

Specialties

Senior dog care, Special needs dog care, High energy dogs, Dogs who pull, Puppy care, Fast walker

Miriam LChestnut Hill, Newton

4.8

(1289)

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“Compassionate, caring, experienced caregiver”

**I have been tested negative for Covid-19** Hello! My name is Miriam, I am 27, an enthusiastic dog lover, as well as self-employed dog sitter, boarder, walker and trainer! I have had a loyal client base in the greater Boston area for the past several years that has only been growing, which I am so grateful for. I strive to provide optimal care and safety for each and every dog!

Background Checked

High Demand

Socially Distanced Pet Care

Specialties

Dog first aid and/or CPR, Can run with dogs, Oral medicine administration, Injected medicine administration, Senior dog care, High energy dogs, Training experience, Dogs who pull, Puppy care

Dog Walking in Chestnut Hill

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

Woodland Heath

48
Population Density
5,951 per sq. mi.

Woodland Heath

48

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

36
Dog Parks
1 park

Population Density
2,687 per sq. mi.

South Brookline

36

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

24
Dog Parks
1 park

Population Density
3,537 per sq. mi.

Chestnut Hill Village

24

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

12
Dog Parks
1 park

Population Density
2,890 per sq. mi.

Eliot Street

12

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

0
Population Density
10,935 per sq. mi.

Warren Cottage

0

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!