Dog Friendly Restaurants in Middletown, VA

There are 3 dog-friendly restaurants in Middletown that welcome dogs at their outdoor tables, and 65 more nearby. Need help to decide where to eat? Here’s a detailed description of each restaurant, along with pictures and reviews from other dog owners. Coming from out of town? Get a discounted rate on pet friendly hotels in Middletown. Bone appetit!

Pet Friendly A&L Scoops and Swirls
A&L Scoops and Swirls
Fido can join you at the six tables outside A&L Scoops and Swirls, a dog-friendly ice cream shop in Middletown, VA. While they don't have a full dog menu, they do offer vanilla ice cream pup cups for canine visitors! Head to the convenient outdoor walk-up window to order your own delicious ice cream treat.
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Pet Friendly Wayside Inn
Wayside Inn
The Wayside Inn is a colonial era inn and restaurant that offers traditional American dishes and local cuisine. They offer a few outdoor tables with dog-friendly seating and recommend calling ahead. The menu includes the traditional Peanut Soup, salads, and entrees like Maple Glazed Pork Chops or the Tavern Seafood Medley. The inn hosts live music reglarly and dinner specials every evening. The Wayside Inn is open Wednesday through Saturday from 12pm to 9pm and Sunday from 9am to 2pm. Their hours may be seasonal, so call ahead to get the most current hours.
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Pet Friendly Shaffer's BBQ
Shaffer's BBQ
Shaffer’s BBQ in Middletown, VA, offers dog-friendly covered outdoor seating where Fido can relax while you enjoy BBQ classics made with local meats. Great food, friendly service and a grassy area out back make it a perfect stop. Please note that pets must remain outside if you want to check out the market.
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Pet Friendly Bonnie Blue Southern Market & Bakery
Bonnie Blue Southern Market & Bakery
Bonnie Blue Southern Market & Bakery in Winchester, VA, welcomes Fido outside on the dog-friendly patio. Breakfast, brunch, and lunch is served in the remodeled 1920s gas station. The eatery has several different kinds of smoked meats and serves southern comfort food.
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Pet Friendly Vibrissa Beer
Vibrissa Beer
Vibrissa Beer is a craft beer bar and kitchen in Front Royal, VA. Outside seating allows up to three dogs on the patio at any given time. Please call ahead to ensure the availability of dog-friendly seating. Their food menu includes small & large plates with options of Poutine Tots, Curry Fries, Sliders and more. You can also enjoy burgers and other handhelds.
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Pet Friendly 50/50 Taphouse
50/50 Taphouse
50/50 Taphouse is located in Historic Old Town Winchester and is dedicated to pairing beer and burgers. With 50 craft beer taps and 50 gourmet burgers to choose from, finding the right combination to satisfy your palate shouldn't be a problem. They also serve salads, nachos, and chili, as well as fried Oreos and New York-style cheesecake for dessert. Dogs are welcome at outdoor tables.
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Pet Friendly Roma's Wood-Fired Pizzeria
Roma's Wood-Fired Pizzeria
Located on the Old Town Walking Mall of Winchester, ROMA's offers REAL wood-fired pizza and a great selection of beer and drinks. Their outdoor patio seating is dog friendly.
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Pet Friendly Oak Stone Craft Pizza and Bar
Oak Stone Craft Pizza and Bar
Oak Stone Craft Pizza & Bar is a restaurant in Winchester, VA, that offers a dog-friendly outdoor seating. Their wood-fired menu features items like garlic knots, chicken parm, sesame-roasted salmon, and a hearty turkey BLT on grilled sourdough. Pizza lovers can enjoy specialties like the Bee’s Knees or build-your-own on classic, gluten-free, or cauliflower crusts.
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Pet Friendly Spelunkers
Spelunkers
Frozen custard, burgers, fries. Outdoor seating. Order inside. Please keep dogs out of Koi pond.
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Pet Friendly Woodstock Brew House
Woodstock Brew House
Woodstock Brew House is a casual, dog-friendly spot in Woodstock, VA, offering a variety of beers, pretzels, nachos and sandwiches. Dogs are welcome on the spacious outdoor patio, which has some umbrella-shaded tables. Please remember to order inside, and your dog must stay outside while you wait for your food to be brought to you.
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Pet Friendly Papermill Place
Papermill Place
Papermill Place is a casual American eatery that serves up a variety of Southern comfort foods. Choose from menu options including breakfast platters, omelettes, pancakes, French toast, sandwiches, burgers, subs, soups, salads, quesadillas, wraps, meat loaf, roast beef, and more. Fido is welcome to join you at one of their six pet-friendly outdoor tables while you enjoy your meal. Try the Corned Beef Hash Omelette, filled with corned beef hash, green peppers, onions, and cheese. Or stop by for lunch and order the Swiss Turkey Melt with thinly sliced turkey, grilled and topped with Swiss cheese, Thousand Island dressing, lettuce, and tomato, atop grilled sourdough bread. Papermill Place is open Monday through Friday from 6am to 8pm, Saturday from 6am to 3pm, and Sunday from 7am to 3pm.
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Pet Friendly Woodstock Cafe
Woodstock Cafe
Woodstock Café is a dog-friendly restaurant in Woodstock, VA, that welcomes Fido at four outdoor tables for breakfast, lunch and dinner. The menu features freshly baked goods, sandwiches, wraps, paninis, salads, soups, and made-to-order breakfast classics.
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Pet Friendly Union Jack Pub & Restaurant
Union Jack Pub & Restaurant
Located in historic downtown Winchester, VA, Union Jack Pub and Restaurant is a unique eatery that serves up delicious British-American-style bar fare. Fido is welcome on the dog-friendly patio. Choose from menu options including appetizers, soups, salads, burgers, sandwiches, seafood, chicken, steak, and more.
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Pet Friendly Sabai Thai
Sabai Thai
Sabai Thai is a dog-friendly restaurant in Winchester, VA, where Fido can join you at an outdoor table on the patio. Guests can enjoy classic Thai cuisine like chicken satay, wasabi dumplings, curry, noodle and fried rice dishes, and specialties like Kao Soi beef and crispy duck. Vegetarian, vegan and gluten-free options are available.
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Pet Friendly Roma Casual Italian & Greek Dining
Roma Casual Italian & Greek Dining
Roma Casual Italian and Greek Dining serves up a variety of Mediterranean-inspired dishes. Choose from menu options including appetizers, soups, salads, pizza, pasta, baked dishes, gyros, souvlaki, steak, seafood, and more. Fido is more than welcome to join you at one of their six pet-friendly outdoor tables while you enjoy your meal. Start off with a bowl of the Wedding Soup, with meatballs, spinach, pasta, and chicken stock. Next, chow down on the house favorite Baked Tuscany, with penne, shrimp, chicken, pancetta, garlic, and cream. Or go for a slice of the Greek Pizza topped with brushed garlic, spinach, mushrooms, fire-roasted tomatoes, feta, and mozzarella. Roma Casual Italian and Greek Dining is open Monday through Saturday from 11am to 10pm, and Sunday from 12pm to 9pm.
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Pet Friendly Muse Vineyards
Muse Vineyards
Muse Vineyards is a dog-friendly winery in Woodstock, VA, where Fido is welcome to join you around the grounds outside and inside the tasting room. They serve lunch and fine food Friday through Sunday and a limited menu on other days. Their location features panoramic views, a self-guided nature trail, and wine tastings.
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Pet Friendly Piccadilly's Public House & Restaurant
Piccadilly's Public House & Restaurant
Housed in a former 1900 grocery warehouse, Piccadilly’s Public House & Restaurant in Winchester, VA, continues its tradition of feeding the community with comfort fare for both people and dogs, including a dedicated dog menu. Original brick walls and historic details set the scene for dining in Winchester’s largest dog-friendly outdoor space, where timeless hospitality meets a relaxed, welcoming atmosphere.
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Pet Friendly El Centro
El Centro
Inviting Mexican eatery serves classic dishes, yummy desserts, and a wide selection of margaritas and beer. Menu includes queso blanco, carne asada, tamales, chile poblano, fajitas, and churros. Outdoor seating is dog friendly.
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Pet Friendly Glory Days Grill
Glory Days Grill
Glory Days Grill, located in Bradenton, FL, is a casual sports bar-style eatery that serves up an array of delicious grub. Choose from menu options including starters, wings, soups, salads, burgers, sandwiches, pork, ribs, chicken, fish, pasta, steak, and more. Fido is welcome to join you at one of their pet-friendly outdoor tables while you enjoy your meal. Start off with a cold beer and an order of the Santa Fe Egg Rolls stuffed with chicken, pepper jack, jalapenos, chili peppers, black beans, spinach, corn, cilantro, and garlic, served with an avocado-ranch dipping sauce. Next, chow down on the MVP Black Angus Burger topped with cheddar, grilled onions, and hickory chipotle sauce. Or go for the Chicken and Waffles - a buttermilk Belgian waffle topped with crispy sweet heat chicken tenders, maple syrup, and homemade cinnamon butter, served with mashed potatoes.
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Pet Friendly Village Square Restaurant
Village Square Restaurant
Village Square Restaurant is an American-style eatery that serves up delicious dishes. Choose from menu options including appetizers, soups, salads, gyros, sandwiches, burgers, seafood, pasta, steak, and more. Fido is welcome to join you at one of their fourteen pet-friendly outdoor tables while you enjoy your meal. Start off with a Manhattan (Maker's 46, sweet vermouth, Peychaud's bitters, bing cherry, served up on the rocks) and an order of the Fried Florida Green Tomatoes Caprese, with fresh mozzarella, crispy prosciutto, and a pesto drizzle. Next, chow down on the Pan Seared Diver Scallops with stone ground grits, collard greens, and a smoked tomato Creole sauce. Or go for the simple but delicious Chef Dans Burger - a 3/4 pound Angus burger topped with thick-cut applewood smoked bacon, avocado, bibb lettuce, and sundried tomato mayo, served with a side of onion rings. Village Square Restaurant is open Monday through Saturday from 11:30am to 10pm, and Sunday from 11:30am to 3pm.
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