Dog walking in Middletown

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

Rachel RMiddletown, NY 10940

5.0

(26)

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“Live. Laugh. Bark.”

Hello! My name is Rachel and I am a 19 year old college student. I am a landscaper and do Wag! on the side. I am studying Geology and Horticulture at Sussex County Community College. I have lots of experience with animals as I take care of my dog, hedgehog, koi fish and ducks. I love spending time outside and taking my dog Gunner for walks!

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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, Dogs who pull, Fast walker

Cara MMiddletown, NY 10940

5.0

(21)

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Hi my name is Cara! I grew up in Hudson Valley NY with a springer spaniel named Molly! I now have three other dogs, a chocolate lab mix, chow mix, and a border collie. I started dog sitting and walking for family and friends when I was about 10. I love dogs of all ages and sizes! Im an EMT and I know dog first aid and CPR. Im a collegiate soccer player and would love to keep your dogs healthy and fit! I will treat your dog as if he/she is my own, and will make your Wag! experience a great one!

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Rachel FMiddletown, NY 10940

5.0

(14)

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Weekend walk warrior! From puppers to doggos I heart all the floofs. Marin native so maybe I've seen you and your pup around town? I worked at a dog daycare for a few years during college and had an absolute blast!

Background Checked

Top Pet Caregiver

Specialties

Oral medicine administration, High energy dogs, Puppy care, Fast walker

Tom EMiddletown, NY 10940

4.9

(491)

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My name is Tom, and I am a lifelong dog and cat owner and animal enthusiast. I have over a dozen years of experience in house/dog/pet/baby-sitting. Currently, I have 2 dogs, a miniature schnauzer and a cockapoo, who are 12 and 13. I do everything from grooming, vet trips, walks, feeding, and overall just making sure they are as healthy and content as can be !

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High Demand

Vanessa FMiddletown, NY 10940

4.9

(190)

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Hello! I am originally from New York and I have worked with animals for over 10 years. I have experience working in a veterinary hospital, a doggie daycare/hotel and am currently working as a dog groomer! I love dogs of all sizes and breeds.

Background Checked

High Demand

Top Pet Caregiver

Specialties

Oral medicine administration, Fast walker

Remy BMiddletown, NY 10940

4.9

(22)

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“Experienced Canine Caregiver”

Hi! My name is Remy and I have had mostly smaller pets growing up (guinea pigs, parakeets, etc.) but later grew to love dogs while fostering with a rescue group out of Boston. Making sure pups get enough fresh air and exercise is highly important to their health and happiness. I would be glad to help you and your canine companion fulfill those needs!

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Specialties

Can run with dogs, Oral medicine administration, Senior dog care, Special needs dog care, High energy dogs, Training experience, Fast walker

Dog Walking in Middletown

Sitting proudly in the Hudson Valley Region, you will find the city of Middletown. This puptown is in Orange County, New York, and is near to the foothills of the Shawangunk Mountains. Middletown enjoys a lot of visitors throughout the year due to its museums and the beautiful Highland Lakes State Park nearby, where dog owners love to take their pups on the sniff-tastic trails. For routine or emergency care, this town even offers 12 veterinary clinics and animal hospitals for your pooch.

Every dog loves a trip to the park; so be sure to visit Keystone Park when you are in Middletown with your pup! Here your furry friend will love to explore the open grass, and you can bring their favorite toys to place fetch. There is also a playground for the kids at Keystone Park, as well as benches to enjoy a seat. Thrall Park is another pawsome place to go when you have dogs. There is plenty of green grass to run around on, and the trees providing some shade when it is hot. Quite often there are events held here, and with a children’s playground, this park makes a wonderful family day out.

If you fancy something to eat when you are venturing around Middletown, you can stop at Planet Wings for some food. Here you can enjoy favorites, such as burgers, burritos, tacos and BBQ wings, while enjoying some quality time at the outdoor tables with your furry friend. Of course, don’t forget to drop by the Dairy Queen to grab your good boy or girl a special pup cup!

Best Dog Neighborhoods in Middletown

Middletown City Center

48
Population Density
4,550 per sq. mi.

Middletown City Center

48

When you are in town, you have got to stop for something to eat at one of the dog friendly eateries! For some international cuisine, you should make the effort to visit Nina. This pawsome place is in a historic factory building and serves up some delicious lunch and dinner that you can enjoy at one of the outdoor tables with your pooch. For a frozen treat, don’t forget to visit the Sugar Shack. Here they have ice cream and shakes, as well as sandwiches and hot dogs to satisfy a growling stomach. Plus, your furry friend can sit and enjoy the outdoors at one of the dog friendly tables.

Concord Ln/ High Barney Rd

36
Dog Parks
1 park

Population Density
4,114 per sq. mi.

Concord Ln/ High Barney Rd

36

Every dog loves their exercise and having fun in the sun; that is why you have got to take your pooch on a trip to the Maple Hill Dog Park! Here you can unclip your pup’s leash and watch him run and roam on the grass, as well as have fun with other furry friends. Since it is all fenced, you won’t have to worry about safety; they are free to explore! There is also an agility area to have fun and practice training. Benches with shade provide a nice resting spot so you can chill out during the day. Do bring water for your pup!

Overlook Dr / Dolson Ave

24
Population Density
4,497 per sq. mi.

Overlook Dr / Dolson Ave

24

When you are out exploring Middletown and it is a warm day, you have got to stop for a frozen treat with your pup! The best place to go is Rita’s Italian Ice, where you can walk up to the window and order some tasty Italian ices and cream ices. There are lots of pawsome flavors to choose from, such as pumpkin pie and Swedish fish, plus the choice of making them into milkshakes or frozen drinks. Once you have ordered, you can chill out at one of the outdoor tables and your furry friend can lie down and enjoy watching the world go by.

Sycamore Dr / Cantrell Ave

12
Population Density
4,191 per sq. mi.

Sycamore Dr / Cantrell Ave

12

For a leisurely stroll with furry friend, check out Fancher-Davidge Park. This is a pawsome public park where you can wander around the sniff-tastic trails through the trees, as well as the grassy areas where you can play with your pooches favorite ball or Frisbee. Don’t forget to admire nature and the view around the pond at this puptastic park! For the kids, there is a playground and water area for the warmer weather, so you can have a family day out. All pups can be top dog at Fancher-Davidge Park, as long as they remain on their leash.

Michigan Corners

0
Population Density
6,742 per sq. mi.

Michigan Corners

0

If you are visiting Middletown and need a place to stay, you will find dog friendly hotels in Michigan Corners. You can enjoy a comfortable room with two pooches under 50 lbs at the Super 8 Motel for a small additional fee per pet and per night of your stay. You can also check in to the Home 2 Suites by Hilton. Here you can bring one furry friend weighing up to 60 Ibs for an additional fee. You and your pup are sure to feel at home in one of these modern rooms!