Dog walking in Ashland
Book on-demand and scheduled walks with local dog walkers. Choose between a 20, 30, or 60-minute walk for your pup.


How Wag! works
Easily find and book trusted Pet Caregivers near you
Pick a service
Whether it's Walks, Drop-Ins, Sittings, or Boardings, choose the service that best fits your pet's needs.
Choose your Caregiver
Select from committed Caregivers who understand your requirements. Chat directly to ensure the perfect match!
Follow along in the app
Download the Wag! App to track walks via GPS, communicate with your Caregiver, and enjoy real-time photo and video updates.
Rate and review
Share feedback to help other Pet Parents find their perfect Caregiver.


Wag! Guarantee
Peace of mind with every
booking.
Trustworthy care
All Pet Caregivers are screened and background checked. All reviews are from verified Pet Parents.
Protected bookings
Every booking on Wag! is backed by up to $25,000 of coverage for your pet and your home.Learn more
Reliable communication
Photo and video updates, and in-app messaging to keep you connected during every service.
Assistance anytime
In-app and live support from Wag!’s Trust & Safety team, available when you need it.
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.
Why book dog walker in Ashland
Busy Pet Parents sometimes need a hand when it comes to ensuring their pup is getting the potty breaks and exercise they need. That's where Wag! comes in! Local Ashland, WI dog walkers are background checked and registered on the Wag! platform, ready to take your dog on an adventure when you need them. Your dog can make a friend in the neighborhood, and you can re-book with the same dog walker easily in the app. Ashland, WI has "pawlenty" of parks and neighborhoods that your dog is itching to explore!

The best dog friendly neighborhoods
in Ashland
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.
48

Downtown Ashland
It's fun enough just to take in the historic architecture and scenic lake vistas as you stroll along the streets of downtown Ashland. You can stop along the way and enjoy a beer with your pup at South Shore Brewing's outdoor seating area, then continue to one of a number of neighborhood parks. Central Railyard Park has a playground and open fields. The landscaped Howard Pearson Plaza provides a handicapped-accessible tunnel to the lakefront and connects to the Waterfront Trail, which you can use to walk over to Memorial Park. The Fifth Street Corridor is another great downtown walking trail that connects to the Tri-County Corridor Trail, a sixty-mile trail that could take you all the way to the town of Superior! You will need to keep your dog on a leash at all downtown parks and trails, and bring your own waste bags and water.36

Eastlake
In the Eastlake neighborhood, you can continue to follow the Waterfront Trail to Bayview Park, which features a swimming beach with lifeguards and a fishing pier. Further inland, Ellis Park offers a small playspace for children. Continue southeast to find what will most likely be your pup's favorite neighborhood hangout: the off-leash dog park in Hodgkins Park. This simple, but expansive fenced-in area has become a favorite meeting spot for local pups and their owners. You will still need to bring your own waste bags and water, though people often bring and leave large bottles to share. Hodgkins Park also includes a baseball field and a nature trail where you can take your dog for an on-leash walk.24

Bayfield
Twenty miles north of Ashland, you'll find the charming resort town of Bayfield. It abounds with dog-friendly lodging, including the waterfront Bayfield Inn. The Winfield Inn is also on the lake and allows you to choose a quaint and cozy room at the inn or an entire rental cabin. Restaurants with dog-friendly outdoor seating include Greunke's, where there's a weekly fish boil in the summer, and local seafood staples Pier Plaza Restaurant and Portside Bar and Restaurant. When you're ready for a leashed walk, the Apostle Islands National Lakeshore includes a dog-friendly beach. Another pawsome feature Bayfield has to offer is the numerous charter boat tours that allow dogs! One of the many that welcomes wagging crew members is Manitou Classic Sailing Charters. Pups can also hop aboard the Madeline Island Ferry and continue their adventures across the lake.12

Madeline Island
Just a ferry ride away, Madeline Island offers something for everyone, whether their tastes run luxe or rustic. For pups with more refined tastes, The Inn on Madeline Island provides upscale pet-friendly lodging. The on-site seasonal Pub Restaurant and Wine Bar is a fine-dining establishment with a pet-friendly outdoor eating area. For pups who prefer the simple pleasures of the outdoors, Big Bay State Park is a huge 2350-acre expanse of deep forests, rocky bluffs, and sandy beaches. Several miles of trails wind through and around the park, which also offers primitive campsites. As you pass by sand dunes and sphagnum bogs, you might spot a bald eagle. You will need to keep your dog on a leash at Big Bay Park and bring your own waste bags and water.











