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HomeDog Walking

Ashland, WI

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.

Looking for other services? Book Sitting or Boarding with Wag!

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How Wag! works app

How Wag! works

Easily find and book trusted Pet Caregivers near you

Pick a service

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

Choose your Caregiver

Select from committed Caregivers who understand your requirements. Chat directly to ensure the perfect match!

Follow along in the app

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

Rate and review

Share feedback to help other Pet Parents find their perfect Caregiver.

Wag! Guarantee - Pet caregiver with dog

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.

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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.

review
walk

Courtney was great! My dog has separation anxiety & is usually freaking out when I get home after being gone all day. But this time, she was calm and happy. She clearly loved Courtney!

Lauren G

review
sitting

Taylor was such an amazing sitter! She gave me detailed updates every time she checked in on the pups. Will definitely hire her again if she is available :)

Ivianna S

review
boarding

Yuki boarded at Mari’s house and she had a great time. She loves running in the background. Thank you so much for taking good care of Yuki.

Cari P

review
drop-in

Thank you for taking such great care of our kitties, so glad to hear that they were in good company while we were away!

Rebecca G

review
sitting

Keera was great with Archer and went at his pace! I got a ton of updates and Keera was super responsive and gave great updates! Keera was flexible when I was coming home sooner than expected.

Suzanne C

review
walk

Above and beyond service and communication! Would recommend time and time again! Extra caring and loving!

Lindsey B

review
boarding

Kristen took such great care of Mia while I was away for the weekend! Super responsive and easy to communicate with. Mia would love to stay with her again!

Nicole C

review
drop-in

Sheana came through when I was in a pinch. I needed someone to let the dogs out because I was stuck in traffic in the mountains. She responded last minute and had excellent communication. She’s the best!

Lindsay C

review
sitting

It was our first time leaving Skittles with a sitter, and Daniel did a great job of assuaging our fears! He was super communicative and made sure we knew that Skittles was in good hands. Highly recommend!

Christi B

review
drop-in

He looks so happy with you dropping by! Thank you so much for your loving caring attention. Love it!

Crystal C

review
boarding

Kelli was awesome boarding my two dogs. Not only did she give daily updates with videos and pictures she also worked with them on introducing them to her cat and getting used to her big dogs. Can't recommend enough!

Cody H

review
walk

Sara went above and beyond for us and our pet. Gave us some peace of mind while out of town and we couldn’t be more grateful. Def recommended!

Jenn S

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!

Why book with Wag!

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.

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Downtown Ashland

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.
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Eastlake

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.
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Bayfield

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.
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Madeline Island

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.
Clam Lake

Clam Lake

To the west of Ashland, Clam Lake is situated right in the middle of the western part of the Chequamagon-Nicolet National Forest. It's only one of five sections of the million-acre wood, but is probably the best place to start exploring the hundreds of miles of trails that wind through it. You can follow the state roads twenty miles north to get to one of the forest's most popular hikes: the Morgan's Falls and Saint Peter's Dome Trail. The seventy-foot-high falls are a majestic sight, and the dome, the highest point in the forest, grants a twenty-mile view to Lake Superior on a clear day. You might also see some elk, which were reintroduced to the area in 1995. The round-trip hike is about 3.5 miles. You will need to keep your dog on a leash and bring your own waste bags and water.

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