Chesapeake, VA

Dog walking in Chesapeake

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.

She was great with Jolene! Would definitely use again

Sarah Z.

She was super great with Jolene

Sarah Z.

Naomi was amazing and would definitely recommend

Apple U.

Leaves great report cards and Lady Bird enjoyed her walk! Thanks so much.

Mahogany W.

Thank you for coming back out today. You always go above and beyond and it is greatly appreciated!

Lakisha S.

Thank you walking Appa, and giving him extra love! He s just the biggest baby ever and lives his hugs!

Lakisha S.

Thank you for walking him, he really loves his walks and being outside. He will probably be out every time you come but please continue to put him in the crate after his evening walk! Thanks again!

Lakisha S.

Followed all instructions and gave Appa a good walk around the neighborhood pool.

Lakisha S.

We love her! She s the best. Super responsive and reliable :)

Kaitlyn M.

Thank you again for a great walk for Nessa!

Hannah A.

Why book dog walker in Chesapeake

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

The best dog friendly neighborhoods
in Chesapeake

Greenbrier

Greenbrier is a gorgeous area that plays host to many dog friendly places. Taking up nearly half of this neighborhood is the Chesapeake City Park, a large area with a lake, forested natural areas, and open fields. Walking paths wind through this entire park, allowing leashed dogs anytime during daylight hours. Also located in Greenbrier is the Chesapeake City Dog Park, a fenced in area where your pup can run about off leash to their heart’s content! This park includes a separate small dog area and a fountain for washing. Whatever your choice, both places are sure to be a tail wagger!

Oakbrooke

For dog owners and dogs alike, Oakbrooke is absolutely the place to be. Oakbrooke Park takes up the entire western edge of this neighborhood, and offers walking trails that travel through the entire natural area. The trails lead to two different ponds that often are home to waterfowl depending on the time of the year. All dogs are required to be leashed while on the trails. Enjoy the trickling water as you walk alongside it with your best furry friend! Shade trees are planted strategically to allow relief from the sun as you walk. Remember to bring water, as these trails are long and there isn’t always easy access.

Greenbrier West

Greenbrier West is a fantastic area to be in and has easy access to the freeway. Home to Oak Grove Lake Park, this natural spot is simply gorgeous and a breathtaking place to take your four legged friend out for a day in the open air. A one and a half mile trail winds around the lake, offering scenes like the shimmering waters and shade trees that play host to a variety of wildlife. The area is not fenced in, so remember to keep your dog secured by a leash at all times. Your pup is sure to rate the trip two paws up!

West Chadswyck Terrace

West Chadswyck Terrace is a breathtaking area with plenty to do. Tucked inside this neighborhood is the Western Branch Dog Park, a fenced in area that allows for off leash dogs to explore and make new friends! Trees offer shade from the sun and water fountains ensure that your pet is hydrated while they play. Benches are placed around to allow for owners to rest while their pups let loose all that excess puppy energy. Remember to pick up after your dog to keep the park clean! Your pup will love the trip and is certain to rate it five out of five wags.

Martin Johnson/Millers Run

Martin Johnson/Millers Run is a small, humble neighborhood with a quiet atmosphere, and is the perfect place for dogs who prefer a little less activity in their lives. Follow the Portsmouth Ditch Trail and you might find yourself in the Great Dismal Swamp National Wildlife Refuge. This huge area has numerous trails running up along its many rivers, so each and every walk is sure to be a new experience. Dogs must be leashed at all times, as this place isn’t fenced in and is home to unpredictable wildlife. Your furry friend will certainly enjoy exploring the ins and outs of this natural area.