Dog Walking in Pittsfield

Book a dog walker to give your dog a 30-minute walk around your neighborhood.

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Top rated Pittsfield dog walkers

Prices are estimates per walk for 1 dog. Pricing may vary based on your search and includes a booking fee of 11%.

1 / 1
Sitter Profile Image: McKenna P.
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McKenna P.
Star Sitter
$28
total per walk
5.0 out of 5.0 stars
382 reviews
146 repeat clients
8 years of experience
Lenox, MA, 01240

McKenna has been awesome! My dog loves her and I couldn’t be more happy with the level of care and support that she provides for my pup! A++ McKenna! Thanks so much!

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JC H.
Sitter Profile Image: Morgan J.
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Morgan J.
$23
total per walk
5.0 out of 5.0 stars
6 reviews
1 repeat client
5 years of experience
Cheshire, MA, 01225

Morgan is so great with Biscuit!

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Liezl I.
Sitter Profile Image: Caitlin H.
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Caitlin H.
$17
total per walk
5.0 out of 5.0 stars
17 reviews
3 repeat clients
4 years of experience
Pittsfield, MA, 01201

About: I acknowledge that routine is important with pets and therefore will mold my style to fit your pets norm. (This includes your rules for your pet, anything you are training them to do, and any medication). Before taking care of your pet I make sure I fully understand their daily routine to make sure their schedule isn’t thrown off. I have experience administrating medicine to pets. I also have experience giving baths to pets as long as their grooming supplies are supplied. Also I have taken care of pets for around 3 years and am very flexible as I want to make it as easier on you as possible. I am a teacher so I have all day to spend with your pup during summer months. Also during the school year, I get off in the late afternoon on Weekdays so I can be there to take care of your pup by early evening. I respect my clients space and I am also happy to take care of any additional things around the house (watering plants, bringing in mail, etc.) if asked.

Sitter Profile Image: Amanda S.
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Amanda S.
Star Sitter
$39
total per walk
5.0 out of 5.0 stars
48 reviews
21 repeat clients
25 years of experience
Pittsfield, MA, 01201

Great communication and able to accommodate us last minute. Highly recommend.

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Caroline S.
Sitter Profile Image: Chris A.
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Chris A.
$28
total per walk
5.0 out of 5.0 stars
4 reviews
1 repeat client
20 years of experience
Pittsfield, MA, 01201

Great job ! My dog has bad hind leg. Chris is very attentive and makes sure she doesn't over extend herself.

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Christopher H.
Sitter Profile Image: Karla C.
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Karla C.
$18
total per walk
5.0 out of 5.0 stars
7 reviews
7 years of experience
Lenox, MA, 01240

About: I love to care for my dog and love to meet other dogs. I am open to any dog and its unique personality. I have taken care of all sizes of dogs and always want to meet their needs. I don't mind taking them on walks around the neighborhood and am happy to take pictures or videos of how they are doing. I am primarily available on the weekends but will make time for weekday evenings. I am currently applying to other weekday jobs and will update my schedule accordingly. I’m moving to Amherst on August 26th so I recommend not booking after this date. I will not be in the area I let my dog outside when he asks for it and keep a close eye on him. I also supervise all dogs outside, making sure they don't go into places they should not go. I will also provide baths when asked and can give oral medication.

Sitter Profile Image: Yenifer V.
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Yenifer V.
$42
total per walk
5.0 out of 5.0 stars
20 reviews
4 repeat clients
3 years of experience
Pittsfield, MA, 01201

About: I’ve taking care of dogs since I was a child, from my neighbors, friends and family. It was like a hobbie, but now I want to do it like a loving additional job. NOTE: the rate for day care is the whole day, if you need just a couple of hours, let me know, I can change the rate. My husband and I are a loving couple who adore pets! Although we both work, our schedules complement each other perfectly, ensuring our furry friend will have companionship most of the time. We're excited to welcome a new pet into our family and provide a stable, nurturing environment where they'll thrive and feel cherished." 💕☘️✨ I only receive one pet at the time, because I know they are very territorial and I like the exclusivity for them. We have plenty of energy to play with your pet and bunch of love to give. Our home is filled with love, attention, and playtime. We like to take them out not just to do their neccessities but to enjoy quality time, even more than twice a day, then your pet can drink filter water 🤗.

Sitter Profile Image: Kai S.
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Kai S.
$23
total per walk
10 years of experience
Pittsfield, MA, 01201

About: I have been taking care of dogs and cats my whole life. What makes my pet care service unique is the personalized attention I provide to each pet, treating them as if they were my own. I take the time to understand their individual personalities, routines, and needs whether it's a high energy puppy that need alots of play, or a senior pet that requires patience, and gentle care. I have experience with a wide range of animals and situations, including working with anxious pets, and administering medications. My calm, dependable presence helps pets feel safe and comfortable, even when their owners are away. Communication is another key factor I will keep pet parents updated with messages, photos, and notes so they know their pet is in good hands. I take pride in building trust with both pets and their humans! Your pets are my priority. I will work around your schedule to ensure they receive the care they deserve. Each day is carefully planned around feeding times, walks, play sessions, and check-ins to ensure every pet receives the attention and care they need. Whether it’s early morning walks, mid-day playtime, or evening snuggles, I structure my schedule to be present and consistent for each animal in my care. For clients using drop-in or in-home services, I will map out my week in advance to balance visits and give each pet quality time. Flexibility and reliability are key I will make sure that my calendar allows for emergencies, extra check-ins, and adapting to each pet’s specific needs. If you prefer in-home care, I am happy to come to you! This service allows your pet to remain in their familiar environment, which can reduce anxiety—especially for older pets or those with special needs. I will follow detailed instructions you provide, including meal times, medication schedules, walks, and playtime. I also offer basic home care, like watering plants or bringing in mail, while you're away.

Sitter Profile Image: Katelynn R.
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Katelynn R.
$28
total per walk
15 years of experience
Pittsfield, MA, 01201

About: What sets me apart from other pet sitters is the genuine care and attention I give to every animal I look after. I treat each pet as if they were my own, taking the time to understand their unique personalities, routines, and needs. My goal is to keep them comfortable, happy, and stress-free while you’re away. I believe in open communication and send regular updates so you can have complete peace of mind knowing your pets are safe, loved, and well cared for. With a dependable and compassionate approach, I go above and beyond to make sure both pets and owners feel confident and at ease. 🖤🐾🐈‍⬛ 🐕 Because I’m a stay-at-home mom, I’m available around the clock to make sure your pets get the attention and care they deserve when you need it most. Your pet’s safety and comfort are always my top priorities. I provide a calm, secure environment where every animal feels safe and cared for. Whether I’m visiting your home or hosting your pet, I make sure their surroundings are clean, pet-friendly, and stress-free. You can trust that your pets are in responsible hands — I’m attentive to their needs, mindful of routines, and always alert to signs of discomfort or stress. My goal is to give you peace of mind knowing your pets are happy, protected, and treated with the same love and respect they receive from you.

Sitter Profile Image: Madison M.
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Madison M.
$18
total per walk
17 years of experience
Pittsfield, MA, 01201

About: I have owned a dog since I was 3 years old, I grew up with her and she is the greatest blessing! I truly believe dogs have many skills and a way of communicating that no one else can while showing you the most live and affection! I am available anytime Monday-Friday and can be scheduled for availability on weekends if needed! I am very flexible and willing to work with you and your needs! I show any puppy love and compassion. I take time to allow them to get comfortable and get to know me. I do not force dogs to get along with someone they do not like

Sitter Profile Image: Connie R.
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Connie R.
$17
total per walk
1 repeat client
30 years of experience
Pittsfield, MA, 01201

About: I have been taking care of animals since I lived at home when I was younger with my parents I was very responsible I love talking to my animals I love taking time with them, making sure that they feel loved And that they felt like they were part of the family! I do work full-time, but during the day, I am able to have a flexible schedule and care to animals. I have more availability during the weekends. I care for pets in my home I make sure that my home is pet proof specially, since I have a dog of my own I make sure that everything that would be unsafe to my dog is put away if areas need to be gated off and make sure that they’re gated off and they make sure that she has all the food that she needs healthy foods and water to drink. If I was caring for a pet and someone else’s home, I would follow instructions that they leave for me and I would also make sure that their pet was comfortable and safe

Sitter Profile Image: Helen D.
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Helen D.
$18
total per walk
9 years of experience
Pittsfield, MA, 01201

About: I've been helping family and friends take care of their pets while they are gone since I was a teen. This has been cats, dogs, and dog walking along with the occasional chicken and parakeet. Currently I have a cat but I grew up with a dog and love them just as much. I will happily give your pets and home the attention to detail they deserve! Plus lots of love, pets, and play if they want it. I am available any time of the week between 8 am and 8 pm as I do not have a full time job. My schedule is flexible and I can work with you. Walk me through what you and your pet need and I will be happy to provide. Your home and furry friends will be safe and sound! I can do play time, walks, general care, and simple medical needs. If you need other things done when I visit, let me know and we can talk.

Sitter Profile Image: Christina D.
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Christina D.
$28
total per walk
5.0 out of 5.0 stars
5 reviews
20 years of experience
Pittsfield, MA, 01201

About: My experience in pet care began during my childhood on my grandparents’ farm, where I was surrounded by a wide variety of animals every day. From an early age, I learned the importance of responsibility, compassion, and attentive care. I gained hands-on experience feeding, grooming, and nurturing animals of all kinds—including dogs, cats, livestock, and small animals—each with their own unique needs and personalities. More than just daily routines, I developed strong, loving bonds with the animals I cared for, treating them as family. That foundation shaped my deep understanding of animal behavior and my commitment to providing patient, personalized, and reliable care for every pet I work with. I bring a deep love and understanding of dogs of all ages, sizes, and personalities. From playful pups to sweet seniors, I tailor each walk to fit their needs. I prioritize safety, communication, and fun—always engaging with your dog and even teaching basic cues like sit, stay, and wait during our adventures. I’m passionate about nature and I believe dogs thrive when they can safely explore their environment —sniffing the breeze, feeling the grass under their paws, and soaking up the world around them. I’m dependable, energetic, and treat every dog like my own. Whether it’s a gentle stroll or a playful outing, your pup will be in great hands and have a tail-wagging good time! Dog walking fits perfectly into my current routine. I’m a part-time healthcare worker with a consistent schedule, working from 8 a.m. to 1 p.m. on Monday, Tuesday, Thursday, and Friday. Outside of those hours, I have a flexible schedule and plenty of availability and plenty of time to dedicate to your pup. I truly enjoy incorporating walks into my day—they keep me active, bring me joy, and let me connect with more wonderful dogs. Your dog will receive dependable, loving care from someone who’s already made this a part of daily life. Safety, trust, and a positive environment are at the heart of every walk I take. I prioritize clean, open, and dog-friendly spaces—like the Rail-Trail, local parks, and secure walking paths—where pups can enjoy fresh air and nature safely. I always use leash control, stay highly observant of their behavior, and make sure every walk is calm, comfortable, and secure. Whether we’re exploring a quiet trail or playing at a safe dog park, your dog’s well-being is my top priority. You can trust that your pup is in caring, capable, and experienced hands every step of the way.

Sitter Profile Image: Emily P.
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Emily P.
$22
total per walk
5.0 out of 5.0 stars
4 reviews
1 repeat client
35 years of experience
Pittsfield, MA, 01201

About: Pet/animal care is part of my soul and my heart. From puppies to seniors I shower them with love, patience and dignity. I love it! I have the time and the space for your sweet fur babies on the weekends and after work. If I can help you, please let me! I will always adapt to the needs of each animal. If I can accommodate any needs, cautions or desires, It will be my pleasure! :)

Sitter Profile Image: Adrienne H.
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Adrienne H.
Star Sitter
$23
total per walk
5.0 out of 5.0 stars
85 reviews
24 repeat clients
20 years of experience
Pittsfield, MA, 01021

Five stars! Adrienne was FANTASTIC with our pit bull mix and Brittany spaniel. She was easy to communicate with, always on time, and cared for our dogs just as we would. I have lots of confidence in her ability to manage our crazy boys. I highly recommend Adrienne and I will definitely use her again!

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Kate S.
Sitter Profile Image: Becca S.
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Becca S.
$23
total per walk
5.0 out of 5.0 stars
11 reviews
3 repeat clients
20 years of experience
Pittsfield, MA, 01201

About: I’ve always loved animals. I volunteered at a dog groomers bathing, walking, etc. when I wasn’t old enough to get a job yet just so I could be around the animals. I grew up with a cocker spaniel and rescued my own dog as an adult as soon as I lived somewhere that would allow it. I’ve been around all different types and sizes of dogs and cats and love them all. I am currently working per diem and looking for a remote job so my schedule is very flexible. I am a morning person but don’t mind being up late either so all times are doable. I have a lot of common sense and spacial awareness so I am able to make good decision and be aware of anything that could be harmful to your babies.

Sitter Profile Image: Aura G.
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Aura G.
$28
total per walk
5.0 out of 5.0 stars
9 reviews
1 repeat client
10 years of experience
Pittsfield, MA, 01201

Aura is awesome!

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Brian-Logan R.
Sitter Profile Image: Kelly B.
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Kelly B.
$23
total per walk
15 years of experience
Pittsfield, MA, 01201

About: I care for 4 pups of my own and I love spending time with animals. I will treat your pup as if they were my own. I am currently available on weekend days and early evenings. During the week, I am available early evenings Thursdays, and Friday. I look forward to meeting new pups! I have a fenced-in yard, I have 4 pups of my own. Pets are allowed on furniture, there is a doggie door for smaller pups.

Sitter Profile Image: Daniella S.
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Daniella S.
$23
total per walk
5.0 out of 5.0 stars
8 reviews
4 repeat clients
7 years of experience
Pittsfield, MA, 01201

She was pleasant and communicated when needed. We appreciated her help and will reach out to her again in the future.

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Angie H.
Sitter Profile Image: Rick & Autumn C.
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Rick & Autumn C.
$44
total per walk
5.0 out of 5.0 stars
28 reviews
7 repeat clients
11 years of experience
Pittsfield, MA, 01201

Great job as usual!

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Scott B.
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Over 81
pet parents in Pittsfield have booked dog walking

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1 / 1
5.0 out of 5.0 stars

She was pleasant and communicated when needed. We appreciated her help and will reach out to her again in the future.

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Angie H.
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The median cost per walk for dog walking in Pittsfield is $25

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