Dog walking in Chester
Book on-demand and scheduled walks with local dog walkers - choose between a 20-minute, 30-minute, or 60-minute walk for your pup- Wag!
- Dog Walking
- Chester, MD
Best dog walkers in Chester
Book on demand and scheduled walks with local dog walkers
On-demand, scheduled, and recurring walks
$10
$90
Best dog walkers in Chester
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
Unable to take your dog on a walk today? Dog Walkers through Wag! are available to care for your pup whenever you’re not. Every dog walker has passed an enhanced background check. Get photos and updates on where your dog poops and pees while you follow along via GPS in the app.
Krystal,
Chester
Took amazing care of my energetic pup!
jessica,
Chester
Very interactive, sent photos and videos. Great communication
Meghan,
Chester
Brooke is great!
Brian,
Chester
Samantha was amazing, and took great care of our pups!
Dae,
Chester
Aurora was great! She sent videos of our pup during playtime and even gave us a new treat suggestion!
Pamela,
Chester
Thank you so much, Brooke!!
Pamela,
Chester
Brooke was so great with Kodi today! Thank you so much for caring for my baby!!
Why book a dog walker in Chester?
Browse Chester, MD dog walkers to find a Caregiver that can provide the best pet care for your dog — whether your pup is a major sniffing machine and needs a patient walker, or loves to pull full force and needs someone strong to hold the leash. Dog walkers on the Wag! platform are waiting to take your furry friend on a walk around Chester, MD so you don't have to stress about pet care. The app even notifies you when your dog poops or pees along the way!
The best dog friendly neighborhoods in Chester
49
Swan Cove Lane
This Chester neighborhood is home to two waterside attractions you can visit with your pup. If you’d like to take your dog for a walk in the park, head to Ferry Point Park. This 41-acre park is surrounded by three bodies of water: the Chester River, Kent Narrows, and Piney Creek. For great views of all three bodies of water, hop on the park’s mile-long paved trail. After you’re finished at the park, head next door to the Chesapeake Heritage and Visitor Center. Dogs are welcome to join you on the visitor center’s grounds. While you’re here, you can look at the historic items on display, and you can also relax and enjoy views of the water.
37
Church Street
If you’re searching for a pawesome off-leash area for your dog, check out Kent Island Dog Park. This dog park is just two miles from Chester, and it includes separate fenced areas for large and small dogs to play in. Both sides of the park offer fun agility equipment, including ramps, tunnels, and hoops. If all this excitement makes your dog thirsty, water is available. If you want to get a bite to eat with your pup after the dog park, head to Rustico. This restaurant welcomes dogs at their outdoor patio, and they serve classic Southern Italian fare, including pasta dishes, seafood entrees, and veal dishes.
24
East Lake Shore
Lake Shore is home to Downs Park, a furrific place to spend the day with your dog. Located 27 miles from Chester, this park has an off-leash dog beach your pup is sure to love. When you’re at this beach, your dog can enjoy swimming in Chesapeake Bay. Or, you can play games of catch with them in the sand. After your dog is finished swimming, put their leash back on and take them for a walk on one of the park’s numerous woodland hiking trails. Bring water and doggy bags with you, and have a fun day out at this park!
13
Larrimore Point
If you want to explore a historical area with your dog, check out Historic London Town and Gardens. This historic site is 23 miles from Chester, and dogs are welcome in all of the gardens and buildings except for the William Brown House. While you’re here, you and your dog can go for walks through the historic area’s 20 acres of gardens. You can also stroll through Colonial-style buildings or take a walk along the South River. If you want a cool treat after your walk, head over to nearby Rita’s Italian Ice. Sit at one of their dog-friendly outdoor tables, and enjoy Italian ices, milkshakes, and soft-serve custard.
0
Harness Woods
When you’re in Harness Woods, you won’t want to miss Quiet Waters Park. Located 23 miles from Chester, this park has an off-leash dog run with separate areas for large and small dogs to play in. Quiet Waters Park also has a dog beach where your pup can swim and splash around. If your dog gets thirsty, water is available in the dog park. After the park, continue your fun day out with lunch at Annapolis Smokehouse and Tavern. This barbeque restaurant welcomes dogs at their outdoor tables, and they also serve a special dish just for dogs: kibble with your choice of meat on top. Your dog will love eating here!
Frequently asked questions
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Dog friendly neighborhoods near Chester
