Winchester Places to Stay
Show on map
If You Are in a Hurry
Here’s a quick list of the best hotels in Winchester
From cozy bed-and-breakfasts in restored Federal-era homes to modern hotels and countryside cabins, Winchester offers a variety of places to stay that suit romantic getaways, family trips, and outdoor adventures. For easy access to Old Town’s shops and Civil War sites, choose a downtown inn; those seeking scenic drives and vineyard visits should opt for lodgings near the surrounding countryside—and be sure to book ahead during festival season to get the best rates and availability.
Best Places to Stay in Winchester
Courtyard by Marriott Winchester Medical Center
Courtyard by Marriott Winchester Medical Center sits about a mile from Winchester’s historic old town in the heart of the Blue Ridge Mountains and features a swimming pool and an on-site fitness center; it offers spacious rooms with complimentary internet, each equipped with a large desk with task lighting, an ergonomic chair, and tea-and-coffee-making facilities. - Conveniently located: 1 mile from historic old town - Scenic Blue Ridge Mountains setting - On-site swimming pool - Fitness center available - Free Wi-Fi and ergonomic workspaces with tea/coffee facilities
Fairfield Inn and Suites by Marriott Winchester
Executive Suites (Winchester)
Luxury Basement Apartment LA CASA
Luxury Basement Apartment LA CASA in Winchester offers a non-smoking retreat with garden views, free WiFi and free private parking, and is conveniently located just 3.7 km from Glen Burnie Historic House and Gardens; the property lies 12 km from Alamo Drafthouse Cinema - Winchester, about 29 km from Cedar Creek and Belle Grove National Historical Park, roughly 41 km from Locust Hill Golf Course and approximately 43 km from Crosby Stadium. - Free WiFi - Free private parking - Garden views - Non-smoking property - Close to Glen Burnie Historic House and Gardens (3.7 km)
Motel6 Winchester, VA
Motel 6 Winchester, VA offers pet-friendly accommodations with complimentary WiFi; guest rooms feature a TV with cable channels and a private bathroom, and the property provides a 24-hour front desk for assistance and convenience. - Free WiFi - Pet-friendly - Cable TV in rooms - Private bathrooms - 24-hour front desk
Holiday Inn Express and Suites Winchester, an IHG Hotel
Holiday Inn Express & Suites Winchester, an IHG Hotel, is located in Winchester, Virginia, less than 10 minutes from Shenandoah Valley University and the Shenandoah Valley Discovery Museum; the property offers an indoor pool, a jacuzzi, and complimentary in-room Wi‑Fi, while simply furnished guest rooms include a microwave, refrigerator, coffee maker, cable TV, and a hardwood desk for working. - Convenient location near Shenandoah Valley University and Discovery Museum - Indoor pool and jacuzzi - Free in-room Wi‑Fi - Rooms equipped with microwave, refrigerator, and coffee maker - Workspace with hardwood desk and cable TV
TownePlace Suites Winchester
TownePlace Suites Winchester sits just off Interstate 81, about 2 miles from Winchester Country Club, offering spacious rooms with fully equipped kitchens and complimentary Wi‑Fi, an on-site fitness center with free weights and cardio equipment, on-site laundry and dry cleaning services, and free parking. - Spacious rooms with fully equipped kitchens - Complimentary Wi‑Fi - On-site fitness center (free weights and cardio) - Free parking - Laundry and dry cleaning services
Holiday Inn Winchester Southeast-Historic Gateway, an IHG Hotel
Holiday Inn Winchester Southeast–Historic Gateway, an IHG Hotel in Virginia, offers contemporary rooms equipped with a 32-inch flat-screen cable TV with HBO, microwave, refrigerator and coffee maker, plus free Wi‑Fi, a desk and an armchair; the property features an on-site restaurant, an indoor pool and a fitness center, and sits just 1 mile from Carpers Valley Golf Club, providing convenient amenities for leisure and business stays. - On-site restaurant - Indoor pool - Fitness center - Rooms with microwave, fridge & coffee maker - Free Wi‑Fi and HBO