Dog walking in Highland Mills

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

Elizabeth SHighland Mills, Woodbury

4.9

(1168)

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I love dogs and they love me. I have been a loving and doting pet mom since I was 8. I have been pet sitting and dog walking for the past 5 years. I have walked dogs as large as Great Danes and as small as yorkies I have 2 English bulldogs and am very familiar with short nose dog breathing issues in the heat.

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High Demand

Top Pet Caregiver

Specialties

Oral medicine administration, Injected medicine administration, Senior dog care, Special needs dog care, High energy dogs, Dogs who pull, Puppy care

Eddie HHighland Mills, Woodbury

4.9

(536)

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Hi my name is Eddie .l would like very much to walk and care for your pup! I have owned and cared for many different breeds. I will care for your dog as if it were my own.

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High Demand

Top Pet Caregiver

Specialties

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

Raymond SHighland Mills, Woodbury

4.9

(473)

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When I was young I always hanged around dogs I didn't know. I was short in height and the dogs were bigger than me but they all walked around with me with no leash even though I didn't know them they were my furry friends. If the dog wants to walk left I go left if the dog wants to make a right turn I will go right. I'm not here to discipline the dogs I'm here to let the dog have as much fun as possible and be as safe as possible. If the dog is lonely I will take away that loneliness but giving the dog plenty attention.

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Tom EHighland Mills, Woodbury

4.9

(494)

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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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Eytan KHighland Mills, Woodbury

4.9

(230)

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Hello, my name is Eytan. I'm an avid dog and all-animal lover, having grown up surrounded by amazing dogs and many other animals. I love being in nature and have spent a lot of time working on farms and taking care of animals both big and small (Chickens, Ducks, Goats, Horses, Cows to name a few...)I also enjoy doing Yoga, singing, dancing and playing Piano.I look forward to meeting your dog and taking them on a walk : )

Background Checked

High Demand

Top Pet Caregiver

Specialties

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

Joseph RHighland Mills, Woodbury

4.9

(200)

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“Dogs are family! :)”

Hi, Wonderful Dog Parents! My name is Joseph, a current college student in Chicago and I have been passionate about pet care ever since I got my own dog. This began not only a great love for dogs, but a hobby to take care of others! My dog care experience has played a major role in my life, specifically working with a variety of dogs and places like New York and Chicago for six years. This involves running, long cold walks, and lots of play time! I hope to be the best pet care provider for you!

Background Checked

High Demand

Specialties

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

Vanessa FHighland Mills, Woodbury

4.9

(192)

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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

Mackenzie HHighland Mills, Woodbury

4.9

(172)

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I am student enrolled at Fordham University for graduate school who has a deep love for dogs. I've grown up with not only dogs but a variety of animals and am very experienced with all types. I have fostered 20+ puppies with different medical needs and can handle any sort of dog, whether it is shy or aggressive. I've dog sat for countless friends, neighbors and family members so I can handle any type of dog.

Background Checked

High Demand

Specialties

Oral medicine administration, Senior dog care, High energy dogs, Dogs who pull, Puppy care, Fast walker

Sammie FHighland Mills, Woodbury

4.9

(110)

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“Safety is my #1 priority!”

Hi dog parents! I have been professionally walking dogs with Wag for 2 years & I have gained so much experience with dogs of all ages, sizes, and personalities. I am known for my detailed report cards & long walks! I will love & care for your dog just as I do for my own (a sweet 5 yr old rescue), while also respecting your home and following any special instructions you may have. I am looking forward to meeting your pup & doing absolutely everything I can to keep them safe, healthy, & happy!

Background Checked

High Demand

Top Pet Caregiver

Socially Distanced Pet Care

Specialties

Oral medicine administration, High energy dogs, Training experience, Dogs who pull, Puppy care, Fast walker

Olivia RHighland Mills, Woodbury

4.9

(59)

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Hello! My name is Olivia, and I have been part of the Wag team since 2017. I have been walking and caring for dogs my whole life, and I worked in an animal hospital for 4 years as well. I love animals of all kinds, and I try to keep my schedule fairly flexible so I can walk or sit dogs when I’m needed! I look forward to caring for your pup!

Background Checked

Specialties

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

Dog Walking in Highland Mills

Right off of the coast of New York and nestled into Orange County, Highland Mills is a small community that takes you out of the busyness of New York and into a sleepy town. Fido will love visiting Highland Mills since it is filled with numerous parks that he can explore with you, plus a great restaurant where the two of you can sit down and relax. Home to five veterinarians, Fido will not only love visiting Highland Mills, but can feel safe doing so. 

The Richiesto and Pizzeria is a great dog friendly restaurant that you and your pup can visit together if you get a rumble in your tummy. With an extensive menu, you have lots of choices here, like chicken Parmesan and paninis. After a delicious meal, visit the Early Reservoir Park for a good walk. The park has a great walking trail that you and your pup can explore, and the park features a great pond in the middle.

The Long Path Trail is perfect for the more adventurous dog. The trail is rated as difficult, and being 7-miles long, it can take quite a while to finish. If you and your pooch want to brave the trail, you can even set up camp along it and spend the night under the stars. After exploring all the great sites that Highland Mills has, your dog isn't going to want to leave.

Best Dog Neighborhoods in Highland Mills

Monroe Village Center

48
Dog Parks
1 park

Population Density
1,841 per sq. mi.

Monroe Village Center

48

The Smith's Clove Dog Park is a great place to take Fido if he is getting a little stir crazy and needs some off leash time. The park is three miles out of Highland Mills in Monroe and offers separate areas for large and small dogs. The park has a dirt ground covering, so your pup may come home a little dirty. If a good walk is what your pup is craving after visiting the park, take a stroll around Smith's Clove Park. This pawsome park offers hiking trails, a fitness course, football fields, and a picnic area. Make sure to bring water for you and your pup.

Mountain Lodge Park / Salisbury Mills

36
Population Density
338 per sq. mi.

Mountain Lodge Park / Salisbury Mills

36

Located in Chester, just twelve miles out of Highland Hills, the Heritage Trail is a pawtastic 15-mile trail with an asphalt surface which is perfect for you and your pup to hike along. While hiking this beautiful trail, you and your pup will be taken through some corn and wheat fields, and you will even see a cool Saber fighter jet in a park. Although the trail is long, it is still perfect for any skill level of hiker since there are no hills you have to climb. The end of the trail will take you past a nice wooded area that your pup will love to explore. 

Cornwall Landing

24
Population Density
197 per sq. mi.

Cornwall Landing

24

The Black Rock Forest Trail is ten miles out of Highland Mills in Cornwall, and a pawsome trail to explore with your furry pal by your side. With 6.25-miles of trail to travel and a moderately easy hike, your furry pal will be jumping for joy when he gets here. The hike will grant you and your pup a little solitude, and there's a pond where the two of you can stop for some water along the way. If Fido isn't in the mood for exercising, you can still enjoy the Black Rock Forest together. With 3,800-acres of land filled with lakes and streams, the two of you won't be bored while you're here.

Route 94 / Station Rd

12
Population Density
748 per sq. mi.

Route 94 / Station Rd

12

The Mays Field is a small park in Wasingtonville that is perfect to visit with your pup by your side. Only ten miles out of Highland Mills, your dog will love exploring the fields and walking path that the field offers. Usually bustling with kids or adults playing baseball, your dog will love all the people he can meet here. The Vinum Cafe is a fantastic spot to stop and grab some food with your furry pal by your side. This classy cafe offers soups, pastas, and chicken, plus a great cocktail menu. Their outdoor patio welcomes your pup to dine alongside you before heading home.

Doodletown

0
Population Density
226 per sq. mi.

Doodletown

0

The Silvermine Lake to Black Mountain Trail is a moderatly easy 6.5-mile trail that will take you past Silvermine Lake and to the peak of the Black Mountain. Only fifteen miles out of Highland Mills in Stony Point, your dog will love exploring this wooded trail that also offers small streams and plenty of trees for shade. The trail route is a loop and is accessible year-around, plus pretty simple for just about any hiker since the elevation gain is only 590-feet. Make sure to keep your pup on a leash when you are on the trail.