Dog walking in Middletown

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

Kelly TMiddletown, CT

5.0

(336)

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“Providing care, exercise, and friendship!”

My name is Kelly. I live in Meriden, but willing to travel! Animals are my passion. I am an energetic, loving, and experienced petsitter, animal boarder, and dog walker for over 15 yrs. I have over 8 yrs experience with rescue animals. I care for all breeds, from Maltese to Pit Bulls or an English Mastiff! Not just dogs...I care for all pets-cats, birds, fish, reptiles-to name a few! I’d love to meet you and your pets! Your pet is a part of your family, and will care as if they’re mine!

Background Checked

High Demand

Specialties

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

Mary Ellen WMiddletown, CT

4.9

(1610)

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Hi, my name is Mary Ellen. I have loved dogs for as long as I can remember and have always had dogs in my family. Dogs are not only a persons best friend but they are also family, and I love them as such. I will treat your dogs as I treat my own, with love and respect and will cater to their specific needs as each dog is different.

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High Demand

Top Pet Caregiver

Joshua NMiddletown, CT

4.9

(1014)

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“Four legged friends are the best!”

*Woof!* I'm Joshua and I just said 'Hello!' in dog speak. I've been told I'm a good human and often get wet nose kisses in recognition of a job well done. Dogs are simply amazing and I absolutely love them. I appreciate dogs of all sizes and breeds, but big playful pups are my favorite. When caring for your dog, you can rest assured that your fur baby is in the good hands of a trustworthy human who is as loving to your four-legged friend as you are. Your pup is always priority #1!

Background Checked

High Demand

Top Pet Caregiver

Specialties

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

Michael BMiddletown, CT

4.9

(576)

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Hi there, I’m Mike, your local Wag Walker and High School Teacher. I have been caring for all sorts of animals throughout my life. I currently have cats, turtles and a fish. My inLaws have a wonderful dog that a frequently take for walks and play time. I enjoy being around all animals and would love to take your dog for a walk.

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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, High energy dogs, Fast walker, Dogs who pull, Puppy care

Samantha BMiddletown, CT

4.9

(511)

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“I will care for your dog like they were my own!!”

Hi my name is Samantha. I have a pitbull named Rayne who has been my best friend for the last 8 years. I have been around dogs my whole life. I've been walking dogs for 4 years now and have done almost 500 walks. I truly love dogs and always treat them as if they were my own.

Background Checked

High Demand

Top Pet Caregiver

Specialties

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

Cecile FMiddletown, CT

4.9

(433)

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Hey there! I'm Cecile. Growing up I watched my older sisters bring home strays and care for them. I learned from them how to tell if a dog is happy, scared, or in pain. I learned how to calm an anxious dog with a soft voice and that dogs that are more vocal, change their posture, or are not so interested in food, may be in pain or sick. I also learned how much fun it is to play with a dog. I am enrolled in the Veterinary Assistant Program at Middlesex Community College to learn more about the animals I love. I will receive my certificate February 14, 2018.

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High Demand

Top Pet Caregiver

Marc HMiddletown, CT

4.9

(396)

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“I look forward to meeting you and your pups! :)”

Hi there, dog owners! My name is Kylee (please excuse the different profile title, it has to use my legal name). I'm 26 and a college student whose two favorite things are animals and the outdoors. So when I'm walking your dog I'm not just working, I'm having a great time! I was raised with three dogs so I have lots of experience, but I haven't been able to have one of my own since starting school. Feel free to contact me with any questions, I look forward to meeting you and your pups!

Background Checked

High Demand

Top Pet Caregiver

Specialties

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

Kaylee MMiddletown, CT

4.9

(316)

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“Your dog will have a paws-itively good time w/ me!”

Hi! My name is Kaylee — AKA your dog’s new friend! I want to help busy pet parents, like myself, feel at ease at work, vacation, or a night out, and to know that their pup is being cared for. When your dog is with me, he/she will be treated like my own — meaning lots of pets, loving, and attention. I have experience with dogs that needs all type of care. I’ll pay extra attention to their needs. I have a dog and a cat, and they’re my world. Thanks for letting me bring that love to your pup!

Background Checked

High Demand

Top Pet Caregiver

Specialties

Special needs dog care, High energy dogs, Puppy care

Molly SMiddletown, CT

4.9

(281)

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“Hi Middletown area! I can’t wait meet your dogs!”

Hi! I’m Molly. I am a former bartender (Covid changed all that) and current Wag walker (I’ve been with Wag for over 2 years). I am new to the Middletown area and am Mom to three rescue cats. I’m a huge animal lover and former dog owner of many years. I have also worked as a vet assistant and am very comfortable around dogs (and cats) of all ages, temperaments, and activity level. I have an open availability at this time. I’m looking forward to meeting as many dogs as possible :)

Background Checked

High Demand

Top Pet Caregiver

Specialties

Can run with dogs, Oral medicine administration, Senior dog care, Special needs dog care, High energy dogs, Fast walker, Dogs who pull, Puppy care, Behavioral training, Socialization training, Potty training, Puppy training

Sarah LMiddletown, CT

4.9

(273)

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I have grown up around all kinds of animals especially dogs both big and small. I currently love and care for a sweet little chihuahua/doxen mix and hope to adopt a larger dog as well. I am very interested in using canine behavior and body language to understand how they feel so I provide the best care possible.

Background Checked

High Demand

Top Pet Caregiver

Specialties

Can run with dogs, Oral medicine administration, Special needs dog care, High energy dogs, Fast walker, Dogs who pull, Puppy care, Training experience

Dog Walking in Middletown

Middletown is nestled in Middlesex County right on the banks of the Connecticut River. Its origins date back to 1650 when it was first incorporated. After being established, it became a famed sailing port and an industrial stronghold. Today, this pawsome city is the perfect combination of rural countryside and busy urban life. Since it is home to Wesleyan University, Middletown even has a cool college town vibe. 

With over three dozen parks, designated open spaces, and trails, Middletown has no shortage of dog walking spots. If your pup is a hiker, check out the Higby Mountain Trail. The trail starts with some switchbacks, then climbs straight up to the Pinnacle, a ridgetop viewpoint, before continuing onto Higby Mountain. The trail is about 4.5 miles in length and is best suited for athletic pups. 

For an easy stroll through the woods, head over to Smith Park and follow a short trail through the lush forest. Walk among dogwood, highbush blueberry, and a wide variety of critters.

After your walk, stop by Fusion Bakery for a quick pick-me-up. Refuel with a fresh salad or a warm panini. Get your grub to go or eat at one of the patio tables with your pooch.

With endless trails and parks, three local veterinary clinics, and classic New England beauty, Middletown definitely wins Best in Show!

Best Dog Neighborhoods in Middletown

Maromas/ Lakeridge Heights

48
Population Density
350 per sq. mi.

Maromas/ Lakeridge Heights

48

McCutcheon Park is a beautiful natural space with a puptastic set of trails. Your pooch will be thrilled with the chance to get his exercise in such a gorgeous setting. Trails range from .2 to 1.3 miles, so there is something for all levels. Hike through thick forests, past overhanging cliffs, and up wooded slopes. Since the terrain is flat, but also sloped at times, your pal will get a great workout. Stop by the banks of Crystal Lake for a rest. If you’re feeling lucky, bring a pole for fishing and cast a line. This park also has a ball field, multipurpose field, and picnic facilities.  

Wesleyan Hills

36
Population Density
1,093 per sq. mi.

Wesleyan Hills

36

Looking for a new place to walk your pup? Grab her leash and pay a visit to the Middletown Nature Gardens. This 18 acre parcel of land is full to the brim with trees and shrubs. Your pooch will get her fill of nature as she wanders through groves of maple, oak, hickory, and black cherry. The main trail is only .4 miles, so if you have an energetic pooch, you may have to take a couple laps. You can also add mileage to your walk by venturing down the side trails where your pup can discover the mysteries of the swamp land. If you’re quiet, you may even hear the frogs.

Highland

24
Population Density
391 per sq. mi.

Highland

24

If your pooch is itching for a walk, it’s time for a trip to Wilcox Conservation Area. Clip on his leash head out for some time in Mother Nature. Warm up with a stroll around Highland Pond. This .5 mile trail will get your pup’s blood pumping. He’ll enjoy breathing in the fresh air and listening to the song birds. Your four legged explorer can then create his own route through the various side trails. One of the trails connects with Guiffrida Park in the neighboring community of Meriden. This park also has access to the Mattabesset Blue Trail, a section of the 220 mile New England Scenic Trail. 

Middlefield

12
Dog Parks
1 park

Population Density
467 per sq. mi.

Middlefield

12

When Middletown dogs want to let loose, they take a trip to the Middlefield Dog Park. Located on The King Property in the neighboring town of Middlefield, this one acre off leash area has plenty of room for running and romping around. Your furry friend can meet up with a friend for a game of chase, or just sniff around solo. Since small dogs have their own area, petite pups can enjoy the park at their own pace. Benches are available for pet parents, so sit back and relax as your pooch tuckers himself out. Be sure to bring water and a bowl. He’ll need a big drink of water when he's through playing. 

East Hampton Town Center

0
Population Density
292 per sq. mi.

East Hampton Town Center

0

Just across the Connecticut River from Middletown is the Hurd State Park. Located in East Hampton, this park is a great place to spend some quality time with your canine companion. With camping, boating, and hiking available, this park is full of adventure. A pawsome network of trails allows you to see the natural features of the park, like the famous Split Rock, while also getting your pup’s daily dose of exercise. If she needs to rest her paws, the banks of the river make a great relaxing spot. Don’t forget to bring enough water to keep your hound well hydrated.