Dog walking in Middleburg
Book on-demand and scheduled walks with local dog walkers. Choose between a 20, 30, or 60-minute walk for your pup.


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Easily find and book trusted Pet Caregivers near you
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Whether it's Walks, Drop-Ins, Sittings, or Boardings, choose the service that best fits your pet's needs.
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Download the Wag! App to track walks via GPS, communicate with your Caregiver, and enjoy real-time photo and video updates.
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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.
Why book dog walker in Middleburg
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 Middleburg, 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. Middleburg, VA has "pawlenty" of parks and neighborhoods that your dog is itching to explore!

The best dog friendly neighborhoods
in Middleburg
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.
48

Pendleton
Is your dog's favorite meal breakfast? If your dog's a
morning type of doggo, then he'll love living in the Pendleton neighborhood, where you two can visit Middleburg Common Grounds. This is a great local joint
that serves up a pet-friendly breakfast. Many locals sit in the quaint outside
seating area as they enjoy their coffee with their four-legged friends' tails
wagging! Middleburg Common Grounds sells a variety of coffee roasts, tea, and
breakfast sandwiches. Try the Federal Sandwich or a delicious Sour Cream Donut!
You won't need an alarm -- Fido will wake you up in time to get breakfast at Middleground Common Grounds!
36

Middleburg
Does your dog have the body of a Corgi with the personality of a Stallion? If you live in Central Middleburg, you can take your pup with you for a meal at the Red Horse Tavern, where your little pupper can live out his horse-stature fantasies. The Red Horse has great "hos-pet-tality" with agreeable prices and quality food. You can get all the fixin's here! Try a plate of the Shepherds pie, an Alpine burger, or a grilled flank steak salad. The tavern also serves craft beers on tap and has regular live music. You and Fido will love it!
24

The Plains
Does your dog like to munch on artisan crafted popcorn? Just a few bites can't hurt him! The Plains neighborhood has a pet-friendly spot that satisfies this pawticular craving. At Popcorn Monkey, you can get a wide variety of flavored popcorn that makes an awesome snack. Bring Fido down to the shop to try one of the 23 sweet and savory flavors that Popcorn Monkey offers. You can try confetti, which looks like the decoration — a fruity smorgasbord of orchard-filled flavors. On the savory side, you can try Monkey Korn, which is a blend of cheddar and caramel. Bone Appetit!
12

Glenwood
Does your dog firmly believe in the sentiment that "Virginia is For Lovers?" It's probably because he spends a lot of time in the Glenwood neighborhood exploring the banks of the Wancopin Creek! The creek is a great place to bring your pup for a walk. If you're into fishing, Wancopin is an underrated fishing area with tons of prime spots. There is an abundance of native fish, including the freshwater species like bass and crappie, swimming within the Wanacopin streams. One of the best places to visit along Wancopin is the Myrtle Grove Lake Dam. You and Fido can set up a fishing pole and enjoy the day!

The Ag District
Does your dog love to run up and down the rows of grapevines in a winery? In the Ag District, you and Fido can visit the 412-acre Chrysalis Vineyards & Lockey Farmstead Cheese Company. At the foothills of the Blue Ridge Mountains, you can explore the fertile land with the smell of wine grapes in the crisp air. This vineyard is known for their Norton, with robust red wines with undertones of berry and pitted fruits. Dogs are more than welcome to come enjoy the day at Chrysalis Vineyards as long as they are on a leash and well-behaved. No drinks for Fido!