- Wag!
- Dog Walking
- Chesterton, IN
Best dog walkers in Chesterton
Book on demand and scheduled walks with local dog walkers
On-demand, scheduled, and recurring walks
$10
$90
Best dog walkers in Chesterton
Book on demand and scheduled walks with local dog walkers
How to book dog walkers near me
Get matched
A top-rated local Caregiver will match with you; or you can choose to browse Caregivers near you.
Follow along
Receive live updates and photos. Track your pup's walk via GPS.
Get a report card
Once your pet is home, view details on how the walk went, complete with a photo!
Why find pet care through Wag!?
Wag! is the nation's fastest-growing network of vetted and background checked pet sitters, overnight boarding, dog walkers, dog trainers, and even virtual vet chat. Schedule ahead for pet care while you are away, or book on-demand pet care during the workday. In 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.
Customer Reviews
Read reviews of Chesterton, IN dog walkers
4.9
2048 reviews
Why book a dog walker in Chesterton?
Chesterton, IN has plenty of "pawesome" places for your pup to explore, and booking a walk through Wag! is the easiest way to let them get out to sniff, scratch, and spot squirrels. Local dog walkers all over the Chesterton, IN are vetted by Wag! and ready to pick up your pooch for a stroll around the neighborhood. Many Chesterton, IN parks are dog-friendly and have plenty of space for your pup to get their steps in. Whether you're stuck at work or out on your own adventure, book a trusted dog walker to keep your pup happy and healthy.
The best dog friendly neighborhoods in Chesterton
48
Historic Downtown
You can't talk about dog-friendly places in Chesterton without mentioning Thomas Centennial Park. Not only is this a furrific place to walk through history, but it also is the home of the local farmers market. Farmers markets are always lovely, especially when you can bring your dog along, but this one has a "bark in the park" section that sells pet food and pet treats! There are so many chances for belly rubs here that your dog won't be able to stop wagging his tail! There are even water bowls set out for your pup. You'll need to keep a leash on your pal while you're here and bring some waste baggies for those clean-ups.
36
Dune Acres
Dune Acres has an opportunity for you and your dog to do something that you may not be able to do anywhere else. The Dune Challenge is pawfect for pups and pooch parents who love to, well, challenge themselves! Check in at the front desk and choose your level. The casual level allows you to bring your dog with you to climb the dunes. It is a fun way to get some exercise, and if you complete it, you get a sticker. There is a more extreme challenge as well, but you can't bring your dog on that one. Make sure you bring a leash and water. Don't forget to check out the gift shop!
24
National Lakeshore
Indiana Dunes has many options for a day of fun in the sun. There is a dog-friendly beach, many dog-friendly trails, and even a few small dunes to climb. You are sure to have a furrific day here! There is a small fee to get in, so bring some pocket money. You'll have to have your dog on a leash when not in the water. Bring drinking water because there is no running water here. This is a popular site for picnics and family gatherings, so come ready to spend the entire day. The only thing this park is missing is a dog park!
12
Willow Creek
The Prairie Duneland Trail runs from Chesterton to Hobart. You can find an access point in Portage's Willow Creek neighborhood. The first two miles take you through the city but after that, you are led out of town and through the beautiful countryside. Most of the trail is paved, but there are some parts of the trail that still need to be improved. You and your dog can spend as little or as much time as you would like on the trail. Just remember that you do need to keep your dog on her leash at all times. Bring lots of water for the trail because there are few watering stations along the way.
0
Mccool Road
The Iron Horse Trail is the trail that runs from Chesterton to Portage. It is a two-mile trail that is paved most of the way. The trail ends in Imagination Glen Park. If you need a little more exercise, you can take a side trail to Woodland Park after you finish. Both parks are pet-friendly. There are leash laws for this area, though. Bring water with you because the restrooms do not allow pets to come in. Doggie waste bags can be found on some of the trash cans, but not all of them, so you might want to carry a few with you. This is a good hike that is easy to walk with your dog and your children.
Frequently asked questions
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