Dog walking in Highwood

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

Ashley DHighwood, IL 60040

4.9

(2622)

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I'm Ashley I have a love and passion for dogs. I have always had a dog in my life growing up and I currently own two dogs of my own. I have experience with dogs in a day care setting as well as in my personal life.

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Julie KHighwood, IL 60040

4.9

(2429)

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My name is Julie. I live in Lakeview with my beautiful four year old chocolate Lab. I've loved dogs all my life. I frequently volunteer at Chicago Canine Rescue and am certified in pet CPR and first aid.

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Socially Distanced Pet Care

Specialties

Dog first aid and/or CPR, Oral medicine administration, Senior dog care, Special needs dog care, High energy dogs, Training experience, Dogs who pull, Puppy care, Fast walker

Robert HHighwood, IL 60040

4.9

(2108)

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Hi, I’m located in Logan Square and parent to a nine year old rescued pit bull, and in the past have been foster parent to rescued dogs while they were awaiting placement in their forever homes. I love all kinds of dogs, big, small, and in between, and have a particular fondness for pit bulls and other bully breeds, because they’re so cute and sweet!

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High Demand

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Specialties

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

Brian MHighwood, IL 60040

4.9

(1727)

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Hi, my name is Brian Martinez Flores- I am a true animal lover! I own a beautiful pit bull! My life style is very active and I hope by joining this team I can contribute to making it even better.​

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Andrew MHighwood, IL 60040

4.9

(1655)

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My name is Andrew. I am a huge dog lover and own a husky puppy named Mack, who is not only great with other dogs but is great training for walking your dog! I am a student at DePaul, so I have a pretty open schedule and am mostly available in the Lincoln Park and Gold Coast areas. I can't wait to meet you and your furry friend(s)!

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Jamie YHighwood, IL 60040

4.9

(1855)

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​Hi, I'm Jamie! I have experience dog walking and sitting for many different breeds, old and young, big and small. I take the health and safety of the dogs I work with seriously. To be the best walking companion for your dog, I have done extensive research on safe dog walking tips and techniques, and the various types of collars and harnesses to ensure your dog remains safe and healthy while they are in my care.​

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Michele OHighwood, IL 60040

4.9

(1806)

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I've always been around animals and dogs since I could walk, and when I was old enough to work I knew there would be no better fit than working with animals! I have volunteered at a shelter and worked professionally with animals in a retail environment. Due to a heavy school schedule I had to leave that job but now that Wag! exists I can still work with pups!

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Top Pet Caregiver

Specialties

High energy dogs, Training experience, Puppy care, Fast walker

Martin MHighwood, IL 60040

4.9

(1640)

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I'm a lifelong dog owner and personal dog sitter. Taking out my dog for a nice hike in the forest is blissful. Fur babies just add a very special element into our lives.

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Patrick LHighwood, IL 60040

4.9

(1674)

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My name is Patrick & I live in the Logan Square neighborhood of Chicago. I've had dogs & cats my whole life, currently having a 17 year old calico named Jadzia. Love my doggies too but Jadzia doesn’t approve so I make up for it by dog sitting for friends & family, as well as taking volunteer opportunities. On top of that, I love being outside & walking, even when the weather isn't so great.

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Socially Distanced Pet Care

Specialties

Fast walker

Cree RHighwood, IL 60040

4.9

(1405)

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I am a semi retired professional with a passion for animals. Growing up on a farm in North Carolina I was exposed to a lot of dogs: hunting dogs, house dogs, guard dogs, herding dogs, etc. The advantage of living on the farm was that you got to play with the working animals when they weren’t working and I spent a lot of time with dogs learning valuable lessons of how they interact with people and other animals and how they think. All through my life I have been around dogs and cats. I have owned three dogs of my own and have had relationships with other dogs belonging to roommates housemates and neighbors. I am very attuned to the challenges of having a pet in the city and understand the importance of seeing that the animals get the proper attention and care. Caring for dogs is not just a job for me it’s a passion and it’s important that I give each dog I encounter the same attention that I would give my own dog.

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Dog Walking in Highwood

Highwood, Illinois is a city in Moraine Township, located between Chicago and Kenosha. This city is geographically small, with only 0.7 square miles of land, but is big on fun places to go with your pup! This city is known for its main thoroughfare in the business district that’s lined with shops, restaurants, and outdoor cafes, several of which welcome dogs. This means your pup can join in on the fun when you go out on the town in Highwood!

One of the favorite neighborhood hangs for you and your pupper to explore is Everts Park. This park is located right downtown, and welcomes leashed dogs! Here you can find a lovely gazebo and plenty of grassy areas to sniff and play on. You may also want to check out the Wednesday Night Market! Here you and your pup can enjoy delicious food from the vendors, and maybe even catch some live music. Don’t forget the waste bags so you can pick up after your dog.

If you and Fido need some refreshment, head over to the Tap House Grill. Here you can enjoy some delicious draught beer and shrimp tacos on the outdoor patio alongside your best pal.

With all the dog-friendly places to check out in the lively city, Highwood is sure to get your dog’s tail wagging!

Best Dog Neighborhoods in Highwood

Highwood

48
Population Density
6,993 per sq. mi.

Highwood

48

Highwood has a great treat for you and your doggo! Here you can find a portion of the Robert McClorey Bike Path. If you want to go for a heart pumping jog or a leisurely stroll with your dog, this multi-use paved pathway is the way to go. This pathway is part of the Rails-to- Trails Conservancy Organization, converting unused railways into woofderful places to take a walk. The pathway follows Sheridan Road. Well-behaved dogs are welcome, as long as they stay leashed and get picked up after. Once you’ve worked up an appetite, head over to Miramar Bistro. This French bistro offers a cuban flare, and dog friendly outdoor seating.

Town of Fort Sheridan

36
Population Density
1,233 per sq. mi.

Town of Fort Sheridan

36

Situated just above the city of Highland, is the city of Lake Forest. In the neighborhood of Town of Fort Sheridan in Lake Forest, you can find another puppy paradise! The Fort Sheridan Forest Preserve. This forest preserve is just a 7 minute drive away from Highland, or you can get there from the Robert McClorey Bike Path. Walking would take about 45 minutes. Once you arrive, you and your dog can start your adventure on the trails here! There are a total of 4.5 miles of trail, surfaces including paved, gravel, grass, woodchip, and sand. The trails pass through rolling terrain, along the sandy shore of Lake Michigan, and through peaceful forests.  Dogs are welcome, as long as they stay leashed and on the trails.

Highland Park Lake

24
Dog Parks
1 park

Population Density
1,878 per sq. mi.

Highland Park Lake

24

The city of Highwood is surrounded by the city of Highland Park on three of it’s four borders. Highland Park has a plethora of parks that welcome dogs! One of these is Moraine Park, located in the Highland Park Lake neighborhood, just east of Highwood. Possibly the best park about this par, is the dog beach! Here your playful pup can run, rinse, and repeat all day along the shores of Lake Michigan. There is also a shower and hose near the parking lot, so you don’t need to bring a sandy dog into your car. Dogs need to be registered at the Heller Nature Center with their proof of license and rabies vaccinations in order to play here. You can also enjoy the nature paths and picnic areas throughout the rest of Moraine Park, just be sure to keep your dog leashed when not in the off-leash areas.

Sunset Park

12
Population Density
2,053 per sq. mi.

Sunset Park

12

Just south of Highwood, in the Sunset Woods Park neighborhood of Highland Park, you can find a great gem, the Sunset Woods Park. This family friendly park has something for everyone, including the family dog of course! This park is 38 acres of pathways through the woods, athletic fields and playgrounds. This park attracts joggers, outdoors enthusiasts, and dog walkers alike. Leashed dogs are welcome, just don’t forget the waste bags and dog treats! When your stomach is growling, head over to Tomo Sushi, just southeast of Sunset Woods Park. This restaurant has a large selection of sushi, noodle entrees, and more that you can enjoy at one of the four dog friendly outdoor tables.

West Lake Forest

0
Dog Parks
1 park

Population Density
838 per sq. mi.

West Lake Forest

0

The nearby town of Lake Forest clearly loves dogs, because they’ve also created some places for your pupper to run and play off-leash in a safe environment. In the West Lake Forest neighborhood, just a 10 minute drive away from Highwood, you can find the Prairie Wolf Dog Park. This massive dog park has 44 acres of natural beauty where your pal can romp around like a wild dog, and enjoy some pawsitive socialization. This area is completely fenced in, with separate enclosures for training, large fields, a swimming pond, and a drinking fountain. There are also restrooms and water available for the owners! A daily or annual permit is required to play at this park.