Winchester, VA

Dog walking in Winchester

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.

Thank you again for the quick and last minute service! Roscoe and I both appreciate you.

Jonathan R.

Cesia was wonderful. On time. Provided great notes and took excellent care of our puppy!

Geoff D.

We are thrilled to have Cesia take care of our puppy Lucy. Everything went swimmingly!

Geoff D.

Thank you so much for taking care of Kookie while I was gone. I was able to relax knowing she was in good hands with Cesia!

Karin C.

Thank you for taking care of my angel!

Jessica G.

Excellent with Whiskey!!

Angela J.

Thanks so much

Marina H.

Thank you!!

Marina H.

Megan was excellent and thorough in her communication and reports. Couldn t have asked for better service.

Patrick H.

Great meeting you Megan.

Audrey Y.

Why book dog walker in Winchester

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 Winchester, VA 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. Winchester, VA has "pawlenty" of parks and neighborhoods that your dog is itching to explore!

The best dog friendly neighborhoods
in Winchester

Winchester City Center

Winchester City Center is home to a few unique places to check out with your four-legged friend. For healthy, all-natural food and delicious treats, check out Dancing Dog Natural Market. Looking to preserve precious memories of your pooch? Pay a visit to Shannon Hodges Pet Photography. If you are looking for a place to grab a bite to eat with your companion, stop by Brewbakers. This local favorite serves up delicious American fare, and dogs are welcome at the outdoor umbrella tables. The staff loves dogs, so this is the perfect place to visit when you’re spending a day with your furry best friend.

Shenandoah University

When you’re in the Shenandoah University area, the Winchester Dog Park is the place to be. Located in Jim Barnett Park, this doggy destination features a small dog park for canines under 30 pounds and a park for larger dogs over 30 pounds. This off-leash park has plenty of space for dogs to run, however, please note that it is only open to members. Annual memberships and visitor passes are available. Prices vary depending on whether you are a Winchester resident or not, and how many dogs you have. The park provides water and doggie cleanup bags. There are also benches and a picnic table where pet parents can relax and enjoy the action.

Central Winchester

Central Winchester is located just west of Jim Barnett Park and is home to the beautiful Shawnee Springs Preserve. This 14-acre nature preserve is open year-round during daylight hours, and has several natural features, including forests, wetlands and springs. There is a one-mile paved route known as the Winchester Green Circle that is perfect for walking or bicycling. If you’re looking to take your dog a bit further off the beaten path, check out the Shawnee Springs Trail, which runs through shaded forests. Whether you’re a local or just passing through, Shawnee Springs Preserve is the perfect place to get in touch with nature with your canine companion.

Boyce

Just under 10 miles south of Winchester is the single neighborhood community of Boyce, which boasts the popular State Arboretum of Virginia. This stunning arboretum features two small lakes, an herb garden, spacious meadows and plenty of open areas. There are several trails, and well-behaved dogs are welcome to explore off-leash. Humans can bring their canine companions everywhere on the grounds. The State Arboretum of Virginia spans several acres and features benches and a picnic area where pet parents can relax. It is well-maintained and features historical buildings, a gift shop and restrooms as well, so it’s an appropriate destination for the entire family, including your two-legged and four-legged children.

Fort Royal Town Center

Thinking about getting out of town for the day? Head south to Front Royal, Virginia, and check out the Warren County Dog Park. This spacious, secure park is located in a scenic area along the Shenandoah River and adjacent to a walking trail. While you’re in the area, be sure to check out Shenandoah National Park. This massive park has more than 500 miles of trails, only 20 of which are not dog-friendly. Spend the day or an entire weekend taking in the natural beauty of Virginia’s Blue Ridge Mountains. No matter how many times you visit, you and your canine companion will always find new spots to explore when in Shenandoah National Park.