Dog walking in Chesapeake

Book on demand and scheduled walks with local dog walkers

How it works

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Flexible scheduling

Select the date and time that best suit your needs. Want a walk ASAP? We’ve got you covered.

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Customized for your pup

Choose between a 20-minute, 30-minute, or 60-minute stroll for your dog.

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Follow along

Track your walk with our live GPS tracker, then view your detailed report card after the walk.

What is Wag!?

Wag! is the nation's fastest-growing network of pre-screened and insured pet sitters and dog walkers. In less than 15 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.

Book walkers near you

“Your dog’s best friend when you can’t be there”

I am passionate about dogs and have raised and loved multiple medium to large breed dogs over the past 30 years. My current baby is an active 87 lb Rhodesian Ridgeback, the second Rhodesian I have raised from puppyhood. I tailor my level of effort to your dog’s needs and specialize in high energy dogs who enjoy a faster pace. I treat each of my dog clients as if they were my own and have a proven WAG! track record of being 100% reliable, giving above and beyond care to my clients on every walk.

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Top Pet Caregiver

Socially Distanced Pet Care

Specialties

Dog first aid and/or CPR, Can run with dogs, Oral medicine administration, Senior dog care, Special needs dog care, High energy dogs, Fast walker, Dogs who pull, Puppy care

My name is Anna. I am a mom of 4 kids, two of which are dogs ;) Beau my Goldendoodle and Ollie, my Maltipoo pup. I have always loved dogs. They are a big part of my life. I have been a dog owner for over 24 years and have helped dog owners care for , love , walk & play with their dogs while they are away . I am so excited to be part of the Wag team and look forward to helping you with your dog!!

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Dog Walking in Chesapeake

With over 200,000 citizens, Chesapeake, Virginia, is a large city. But unlike some metropolitan areas residents of Chesapeake do not have to worry about feeling isolated from nature. The urban part is surrounded with forests, farmland, and marshland. Furthermore, a large fraction of the Great Dismal Swamp National Wildlife Refuge is part of Chesapeake.

Understandably, not all of these areas are suitable for pet owners to walk their dog. The farmlands are privately owned and dragging the dog through the mud does not equate to fun times. Luckily, Chesapeake, Virginia, offers multiple alternatives.

There are many regulars at the Chesapeake City Dog Park. This dog run, part of a larger recreational area, consists of two enclosed areas where dogs can play and run around without a leash. For the pet, owners who don't want to worry, there is a designated area for dogs that may be on the smaller side of the size spectrum in addition to a fountain to wash up once playtime is over.

The Western Branch Dog Park is also a place for dogs in town to get out of their leash and get rid of some of that energy. The park is fully enclosed and offers water fountains, shaded areas and park benches for the owners.

When you are just passing through, you and your furry pal can stay in one of the 20 pet-friendly hotels in the city. Don’t forget to stop at Bruster's Real Ice Cream for a special ice cream treat for your dog!

Best Dog Neighborhoods in Chesapeake

Greenbrier

48
Dog Parks
1 park

Population Density
3,022 per sq. mi.

Greenbrier

48

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

36
Population Density
1,378 per sq. mi.

Oakbrooke

36

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

24
Population Density
3,022 per sq. mi.

Greenbrier West

24

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

12
Dog Parks
1 park

Population Density
1,458 per sq. mi.

West Chadswyck Terrace

12

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

0
Population Density
1,224 per sq. mi.

Martin Johnson/Millers Run

0

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.

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