Dog walking in Winchester

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

Meg GWinchester, VA 22601

5.0

(7)

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I bond with all dogs from all walks of life. I am stern yet very loving. I love to go on long walks if the animal is able to. I hope to make friends with each new pet I meet. I am caring and thoughtful with all creatures. I am organized and attentive. Love to send photos of daily activities and cute moments! My current job isn't really fulfilling me in a way that taking care of animals would provide. Summer is so close! The perfect time in Portland to hang with your pets outdoors! My partner says that my happiness grows exponentially when I see or meet a dog. It's very clear to others how much I love animals. Hope to meet yours!

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Carmelia (Mel) OWinchester, VA 22601

4.9

(955)

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““I like animals more than people.””

Hello, I'm Mel I am very loving and compassionate about all animals. I treat your pets like they are mine. I enjoy spending time with them and make sure they are very well cared for and loved.

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High Demand

Top Pet Caregiver

Socially Distanced Pet Care

Specialties

Oral medicine administration, Injected medicine administration, Senior dog care, Special needs dog care, High energy dogs, Dogs who pull, Puppy care

Garth SWinchester, VA 22601

4.9

(152)

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I am a lifetime dog lover and and current Dog Walking professional in the Alexandria and Washington DC area. I have one year of experience in Dog Walking, and twenty-two years of experience as a Dog Owner. I am excellent with dogs of all types and sizes, and look forward to befriending yours!

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High Demand

Specialties

High energy dogs, Dogs who pull, Puppy care

Steven SWinchester, VA 22601

4.9

(78)

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“I will love your pets as if they are my own!”

Hi! I’m Steven and I’ve grown up in Northern Virginia around dogs my whole life. I have a 4 year old lab mix named Duke and I also have experience taking care of dogs of all sizes. I live an active lifestyle as a PE teacher in Loudoun County and I love making sure dogs are active and live healthy lifestyles. I have experience taking care of a dog with seizures which included giving the dog medication. I will do whatever it takes to make sure your dog is happy and healthy!

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High Demand

Specialties

Can run with dogs, Oral medicine administration, Senior dog care, Special needs dog care, High energy dogs, Fast walker, Dogs who pull, Puppy care

Regina MWinchester, VA 22601

4.9

(66)

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Hey there! My name is Regina. I fell in love with my previous job at a local lodging facility for pets and decided I would want to continue working with happy friends while I am doing school. I love spending time outside and absolutely love having a furry companion out on walks with me! I have had the pleasure of working with pets of all ages as well as others that require special attention to their needs. I am thoroughly excited to have the opportunity to meet so many more furry friends and their parents in the future!

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High Demand

Lauren DWinchester, VA 22601

4.9

(64)

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Hello, my name is Lauren. I am a full time nurse who is looking to add some part time work by doing things I absolutely love. I am a proud dog and cat mom for most of my life. I have an American Pitbull, so I am not a stranger to stronger, larger dogs. I love walking dogs and I am able to walk at many different paces depending on your fur babies preference and ability. I am well versed in care for all ages and all breeds. I am honest, dependable and try to go above and beyond for all my clients.

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Top Pet Caregiver

Specialties

Can run with dogs, Oral medicine administration, Injected medicine administration, Senior dog care, Special needs dog care, High energy dogs, Fast walker, Dogs who pull, Puppy care, Training experience, Potty training, Puppy training

Cristy GWinchester, VA 22601

4.9

(34)

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I am a recent college grad who just moved back to Pittsburgh AND loves dogs! I unfortunately did not have a dog of my own growing up, but I've been volunteering with an animal shelter for several years as a walker! I've also been a dogsitter for a family friend for several summers! I can't wait to meet your dogs!

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Mary CWinchester, VA 22601

4.9

(32)

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Hi! My name is Mary Catherine, and I’m a twenty-four-year-old who just recently moved to Arlington. I currently work as the Lead Hostess at Tupelo Honey Cafe near Courthouse Metro (Come visit us!) I’ve always loved animals ever since I was a toddler. I grew up with a black lab that I so lovingly named Rainbow; we spent 14 wonderful years together. I will make sure to love and treat your pets as I did my own: with compassion, kindness, and a whole lot of fun!

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Tricia SWinchester, VA 22601

4.8

(68)

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Hi! My name is Tricia, I have had dogs my whole life and have over 20 years of experience pet sitting & dog walking. I currently have one dog, her name is Libby, she is 7 years old and a rescue.

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Victoria WWinchester, VA 22601

4.8

(40)

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Hi! My name is Victoria and I have grown up with many dogs in my life! Specifically pit bulls, labs, and poodles. I have a passion for medicine and currently am in graduate school to pursue my future as a physician assistant, but in my spare time I would love to walk your dog! I'm a sucker for the puppy eyes, but I have learned how to play, walk, and enjoy a dog's company through the dogs I have grown up with and my friends who are fortunate enough to have them! Currently in school, I am missing the presence of a furry animal in my life, and am looking forward to getting and giving joy and exercise to your happy pup!

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Socially Distanced Pet Care

Dog Walking in Winchester

Like a town right out of a storybook, it is hard not to be captivated with Winchester, Virginia. Winchester is one of the first established towns of the United States, and they have done their best to make the downtown match their historical background. This is a perfect town to explore for history-loving pet owners.

There is a lovely dog park for your pet to romp around in if you are a local to the area. The park does require membership to visit, so it may not make it ideal for visitors. However, the park boasts a large, wooded area for pets to venture into off-lead. Great to blow off some steam.

For a more sophisticated adventure, the Murphy Beverage Company allows well-behaved pets on their property. The Murphy Beverage Company is a local business that creates and sells craft beers and wines. While it may be a bit difficult to allow large pets in, small pets are definitely welcome to join you while you sample their beverages.

When it’s time to turn in for the night, Winchester offers many choices of lodging that welcome you and your furry friend. One of the more optimal choices, however, is probably Aloft Winchester. Not only is their facility modern and well-kept, but they have a fantastic pet policy. They will welcome you and your pet with a bed, bowl, and treats when you check in. The customer service team will go above and beyond to make your pet feel right at home.

Winchester also has a variety of eating locations as well. Brewbakers is a traditional pub type setting that offers tasty burgers and steaks, as well as craft beers and live entertainment. They allow well-behaved pets on their patio outside while you dine. Another choice is One Block West. This restaurant serves upscale New-American dishes and also allows pets at their outside seating.

Winchester has fantastic scenery and deep history that you can get lost in. Spend some time in Winchester with your best friend today!

Best Dog Neighborhoods in Winchester

Winchester City Center

48
Population Density
4,782 per sq. mi.

Winchester City Center

48

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

36
Dog Parks
1 park

Population Density
4,868 per sq. mi.

Shenandoah University

36

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

24
Population Density
595 per sq. mi.

Central Winchester

24

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

12
Population Density
589 per sq. mi.

Boyce

12

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

0
Dog Parks
1 park

Population Density
4,396 per sq. mi.

Fort Royal Town Center

0

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.