Best Cheap Pet Friendly Hotels in Winchester, VA

Compare 384 available vacation home properties, starts from $33

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Cheap Pet Friendly Hotels & Accommodation Deals in Winchester, VA

Home2 Suites By Hilton Charles Town
Hotel
Home2 Suites By Hilton Charles Town
4.7 (66 reviews)
This Home2 Suites By Hilton Charles Town is a pet-friendly hotel located in Charles Town, West Virginia. Popular nearby restaurants include The Blue Ridge Grill, Thai by the Sea, and El Mariachi Mexican Restaurant. Popular activities in the area include visiting Hollywood Casino at Charles Town Races, exploring the Harpers Ferry National Historical Park, and hiking on the Appalachian Trail.
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$138 /night
Holiday Inn Express Stephens City
Hotel
Holiday Inn Express Stephens City
4.2 (141 reviews)
This Holiday Inn Express Stephens City is a great place to stay with your pet. It is located near popular restaurants such as El Charro Mexican Restaurant and Yummy's Chinese, as well as the nearby activities of Shenandoah Valley Golf Club and Skyline Caverns. There are also plenty of trails, such as the Appalachian Trail and George Washington National Forest, for outdoor enthusiasts.
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$78 /night
Stone Manor Boutique Inn
Hotel
Stone Manor Boutique Inn
4.7 (21 reviews)
This Hotel, Stone Manor Boutique Inn, is a pet-friendly hotel located near the city of Frederick, Maryland. It's convenient location offers guests easy access to popular local restaurants such as The Tasting Room and Olde Mother Brewing, as well as outdoor activities like Cunningham Falls State Park and Catoctin Mountain Park. There are also several trails nearby such as Appalachian Trail and Tuscarora Trail.
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$184 /night
Hillbrook Inn & Spa
Hotel
Hillbrook Inn & Spa
4.6 (23 reviews)
This Hotel, Hillbrook Inn & Spa, is located in a great area for visitors to explore. Nearby popular restaurants include The Inn at Little Washington, Magnolia's at the Mill, and Lightfoot Restaurant. There are also plenty of activities available in the area, such as hiking on the Appalachian Trail or golfing at Shenandoah Valley Golf Club. Pets are allowed, making it a great destination for travelers with furry friends.
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$152 /night
Country Inn & Suites by Radisson, Winchester, VA
Hotel
Country Inn & Suites by Radisson, Winchester, VA
4.5 (723 reviews)
This Country Inn & Suites by Radisson is located in Winchester, VA. It allows pets and is close to popular restaurants such as The George Washington Hotel, El Charrito Mexican Restaurant, and The Apple House; activities like the Shenandoah Valley Discovery Museum, Skyline Caverns, and Jim Barnett Park; and trails including the Appalachian Trail and Middle Road Trail.
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$87 /night
Days Inn by Wyndham Charles Town
Hotel
Days Inn by Wyndham Charles Town
4.1 (495 reviews)
This Hotel is Days Inn by Wyndham Charles Town, located in Charles Town, West Virginia. It allows pets and is close to popular attractions such as Hollywood Casino at Charles Town Races, Harpers Ferry National Historical Park, and Summit Point Motorsports Park. Nearby restaurants include the Blue Moon Cafe, The Bavarian Inn, and The Shack. Visitors can also enjoy outdoor activities like hiking on the Appalachian Trail or biking along the C&O Canal Towpath.
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$51 /night
Comfort Inn Woodstock Shenandoah
Hotel
Comfort Inn Woodstock Shenandoah
4.4 (181 reviews)
The Comfort Inn Woodstock Shenandoah is a pet-friendly hotel located in Woodstock, Virginia. Popular nearby restaurants include the Woodstock Cafe and Brewery, The Station at Riverton, and the El Gran Charro Mexican Restaurant. Nature lovers can explore the nearby trails of the George Washington National Forest or take part in activities such as fishing, kayaking, and horseback riding.
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$81 /night
Candlewood Suites Winchester
Hotel
Candlewood Suites Winchester
4.6 (98 reviews)
This Candlewood Suites Winchester is a pet-friendly hotel located in Winchester, Virginia. Popular nearby restaurants include The Artful Dodger Pub & Restaurant, Sweet Nola's Southern Kitchen and Bistro, and Brewbaker's Restaurant. Local attractions and activities include the Museum of the Shenandoah Valley, Cedar Creek and Belle Grove National Historical Park, and the Apple Blossom Mall. There are also a number of trails for hiking and biking nearby, such as the Kernstown Battlefield Trail, Jim Barnett Park Trails, and the George Washington National Forest.
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$94 /night
Quality Inn Stephens City-Winchester South
Hotel
Quality Inn Stephens City-Winchester South
4.1 (149 reviews)
This hotel, Quality Inn Stephens City-Winchester South, is a pet-friendly accommodation located in Stephens City. Popular nearby restaurants include The Apple House Restaurant, Missy's Kitchen, and The Mimslyn Inn, while popular activities include exploring the Sky Meadows State Park, hiking at the North Mountain Trail, and visiting the Belle Grove Plantation.
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$64 /night
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How Does The Vacation Home Rental Price Look Like in Winchester, VA?
Vacation House & Cabin Rental Price Information in Winchester, VA
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The graph shows the percentages of vacation homes in each price bucket. Winchester has the largest percentage (22.34%) of homes in $150 - $200 price range.
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How Many Rental Accommodations Are Pets Friendly in Winchester, VA?
Percentage of Pet Friendly Rental Properties in Winchester, VA
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43.23% of vacation homes in Winchester are pet friendly. Make sure you select the pet friendly home filter when you are going to bring your pet(s) for the upcoming vacation.
Are you looking for pet-friendly restaurants in Winchester, VA?
Pet-Friendly Restaurants in Winchester, VA
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Winchester, VA is a great place to explore with your pet. There are many pet-friendly restaurants that offer a wide variety of cuisines and atmosphere. Whether you're looking for a casual lunch spot or an elegant dinner experience, there's something for everyone.

  • Hops Grill & Bar: A popular sports bar offering classic American fare and a large patio area where dogs are welcome.
  • The Wayside Inn: An upscale eatery serving seasonal dishes and cocktails in a historic setting with a pet-friendly outdoor patio.
  • Tall Tales Brewery: A cozy brewery with a selection of house-brewed beers and pub food that welcomes furry friends on the patio.
Are you looking for pet-friendly activities in Winchester, VA?
Pet-Friendly Activities in Winchester, VA
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Winchester, VA has plenty of fun things for you and your pet to do together. From hiking trails to dog parks, there's something for everyone. With its beautiful scenery, this city is the perfect destination for a pet-friendly getaway.

  • Algonkian Regional Park: A sprawling park featuring scenic views, walking paths, and picnic areas that allow leashed pets.
  • Glen Burnie Dog Park: A fenced-in park with separate areas for large and small dogs, agility equipment, and benches.
  • Shenandoah Valley Bicycle Coalition Trail: A 35-mile trail network winding through woodlands and meadows with pet-friendly sections.
Best Tourist Attractions in Winchester, VA?
Recommended Places to Visit in Winchester, VA
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