Dog walking in Winnetka

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

Peggy GWinnetka, IL

5.0

(1351)

Book now

“Serving Dogs of the Lakeview East Area Exclusively”

Hi! I'm Peggy and I am a life-long dog lover. I grew up with an adorable Labrador and I volunteer as a foster parent for Alive Rescue, though which I adopted my dog Rory. I'm comfortable with all breeds and temperaments. I respect the importance dogs have in our lives and I promise to treat your dog as if it were my own.

Background Checked

High Demand

Top Pet Caregiver

Specialties

Oral medicine administration, Senior dog care, Special needs dog care, Dogs who pull, Fast walker

Ashley DWinnetka, IL

4.9

(2617)

Book now

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.

Background Checked

High Demand

Top Pet Caregiver

Julie KWinnetka, IL

4.9

(2214)

Book now

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.

Background Checked

High Demand

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 HWinnetka, IL

4.9

(2029)

Book now

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!

Background Checked

High Demand

Socially Distanced Pet Care

Specialties

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

Brian MWinnetka, IL

4.9

(1720)

Book now

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.​

Background Checked

High Demand

Top Pet Caregiver

Andrew MWinnetka, IL

4.9

(1609)

Book now

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)!

Background Checked

High Demand

Top Pet Caregiver

Jamie YWinnetka, IL

4.9

(1802)

Book now

​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.​

Background Checked

High Demand

Top Pet Caregiver

Michele OWinnetka, IL

4.9

(1806)

Book now

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!

Background Checked

High Demand

Top Pet Caregiver

Specialties

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

Martin MWinnetka, IL

4.9

(1631)

Book now

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.

Background Checked

High Demand

Top Pet Caregiver

Cree RWinnetka, IL

4.9

(1348)

Book now

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.

Background Checked

High Demand

Top Pet Caregiver

Dog Walking in Winnetka

The history of Winnetka, IL starts with the 100 inhabitants who settled here 200 years ago. Today, the population has grown to more than 12,000 locals who enjoy their slow-paced lifestyle on the outskirts of the Windy City. There are plenty of historical spots to visit here, and over 242 acres of public parks operated by the Winnetka Park District. The local animal hospital, located within walking distance of central Winnetka, is happy to lend a helping paw to pooches in need.

Grab your leash and em-bark on an outdoor adventure at Centennial Park, featuring miles of walking paths, plenty of shade, and amazing spots to sniff and explore. The best part of the park is Centennial Dog Beach, where your pooch can make a splash in the surf or bury his nose in the sand! You'll need to obtain a membership to visit this pristine, sandy beach. Be sure to pick up after your pal to keep the beach nice and clean for everyone.

The village of Winnetka is basically surrounded by walking trails and rail-trails. You can easily access Green Bay Trail, stretching for about 9 miles from Highland Park to Wilmette, from Winnetka. Or, feel free to travel east to find the challenging North Branch Trail, running from Northbrook to Chicago for more than 19 miles.

Best Dog Neighborhoods in Winnetka

McCormick Boulevard East

48
Population Density
6,027 per sq. mi.

McCormick Boulevard East

48

McCormick Boulevard starts at Green Bay Road and follows the stream of North Shore Channel, winding alongside the green recreation areas situated along the channel's banks. Stop near Dempster Street to find Skokie Northshore Sculpture Park, which is the pawfect place to stretch your legs after a long ride. There are several walking trails here where dogs are allowed to accompany their masters and sniff out a couple of the park's unique sculptures. Afterward, don't fur-get to stop by Dengeos Restaurant, located right across the street from the park, which welcomes dogs to dine with their owners.

Oakton Street North

36
Dog Parks
1 park

Population Density
8,813 per sq. mi.

Oakton Street North

36

Stretching through the northern part of Skokie, Oakton Street connects the city with Evanston to the west and is home to a great Fido-friendly spot near the North Shore Channel. Here, you'll find Pooch Park, which has plenty of space for pups to run and play. This park features two separate areas for the large and small breeds, lots of grass, drinking water, and agility equipment to train or have some extra fun. You'll need to obtain a membership to play here, though. Afterward, travel north along the street to find Tein Li Chow, a dog-friendly Chinese restaurant with two outdoor tables for pups.

West Ridge

24
Population Density
20,265 per sq. mi.

West Ridge

24

West Ridge is one Chicago's 77 neighborhoods. It's located in the northern region of the city, bordering with Rogers Park to the northeast and Peterson Park to the south. This sprawling neighborhood is home to a number of local businesses, convenience stores, and recreation areas. You and your furry friend will want to make a beeline for Warren Park, located in the heart of the neighborhood. Walking trails are available here for leashed strolls, and some even allow pups to explore off-leash, but you'll need to pay close attention to signage. This unfenced park is usually fairly crowded, so it may not be suitable for timid pups or those who tend to run off.

Edgewater

12
Population Density
32,839 per sq. mi.

Edgewater

12

The lakefront neighborhood of Edgewater is located north of Chicago and 7 miles from the Loop. This densely populated residential neighborhood welcomes you and your pup to explore and have fun in Berger Park on North Sheppard Road. This scenic and surprisingly quiet spot tucked away from the hustle and bustle of Chicago is the pawfect place to have a leashed walk with Fido, or let your children play at the playground. You and your pooch can marvel at the mansion here, but dogs aren't allowed to explore inside. Afterward, chill out at one of Waterfront Cafe's outdoor tables. The staff are very friendly toward pups, and will even bring Fido his own water bowl!

Budlong Woods

0
Dog Parks
1 park

Population Density
15,589 per sq. mi.

Budlong Woods

0

The Budlong Woods neighborhood is bordered by North Shore Channel to the west and North Lincoln Avenue to the east, forming a nice, medium-sized area in the northern part of Chicago. Located at heart of the neighborhood are residential quarters with quiet streets that will lead you to Chicago Park District River Park. This green public park provides easy access to the North Branch Chicago River, and has an amazing dog park for your pooch’s excitement! River Park Dog Park is a fully fenced, off-leash park complete with puppy pools where your pal can dip his paws on a hot day!