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Featured Winchester Family Hotels
Country Inn & Suites by Radisson, Winchester, VA
141 Kernstown Commons Blvd, Winchester, VA
Fully refundable
Stay at this 3-star business-friendly hotel in Winchester. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
Fairfield Inn & Suites Strasburg Shenandoah Valley
33760 Old Valley Pike, Strasburg, VA
Fully refundableReserve now, pay when you stay
Book a stay at this business-friendly hotel in Strasburg. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. ...
Quality Inn
1601 Martinsburg Pike, Winchester, VA
Fully refundableReserve now, pay when you stay
Stay at this hotel in Winchester. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular ...
Hampton Inn Front Royal
9800 Winchester Rd, Front Royal, VA
Fully refundableReserve now, pay when you stay
Book a stay at this business-friendly hotel in Front Royal. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
Red Roof Inn Winchester, VA
991 Millwood Pike, Winchester, VA
Fully refundableReserve now, pay when you stay
Stay at this hotel in Winchester. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the clean rooms in our reviews. Popular attractions ...
Spark by Hilton Winchester
150 Wingate Dr, Winchester, VA
Fully refundableReserve now, pay when you stay
Stay at this 3-star business-friendly hotel in Winchester. Enjoy free breakfast, free parking, and a fitness center. Our guests praise the helpful staff and ...
The George Washington Hotel, A Wyndham Grand Hotel
103 E Piccadilly St, Winchester, VA
Fully refundableReserve now, pay when you stay
Stay at this 3.5-star spa hotel in Winchester. Enjoy free WiFi, a full-service spa, and 2 restaurants. Our guests praise the bar and the helpful staff in our ...
Holiday Inn Express Winchester South-Stephens City by IHG
165 Town Run Ln, Stephens City, VA
Fully refundable
Book a stay at this business-friendly hotel in Stephens City. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. ...
Quality Inn Stephens City - Winchester South
167 Town Run Ln, Stephens City, VA
Fully refundableReserve now, pay when you stay
Book a stay at this business-friendly hotel in Stephens City. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. ...
Hotel Strasburg
213 S. Holliday Street, Strasburg, VA
Stay at this 3-star historic hotel in Strasburg. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Shenandoah Valley Artworks and Strasburg ...
La Quinta Inn & Suites by Wyndham Winchester
1055 Millwood Pike, Route 50 East, Winchester, VA
Fully refundableReserve now, pay when you stay
Book a stay at this business-friendly hotel in Winchester. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
Travelodge by Wyndham Winchester
160 Front Royal Pike, Winchester, VA
Fully refundableReserve now, pay when you stay
Stay at this motel in Winchester. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the breakfast and the helpful staff in our reviews. ...
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Hotels with Pools in Winchester
Country Inn & Suites by Radisson, Winchester, VA
141 Kernstown Commons Blvd, Winchester, VA
Stay at this 3-star business-friendly hotel in Winchester. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
8.6/10 Excellent! (1,007 reviews)
"Clean"
Reviewed on Mar 23, 2025
The George Washington Hotel, A Wyndham Grand Hotel
103 E Piccadilly St, Winchester, VA
Stay at this 3.5-star spa hotel in Winchester. Enjoy free WiFi, a full-service spa, and 2 restaurants. Our guests praise the bar and the helpful staff in our ...
9.2/10 Wonderful! (1,000 reviews)
"Love old historical hotel. This one is always been great. Great location neat walking mall and great shopping and restaurants. Street parking and garage nearby. Staff was great."
Reviewed on Mar 23, 2025
Spark by Hilton Winchester
150 Wingate Dr, Winchester, VA
Stay at this 3-star business-friendly hotel in Winchester. Enjoy free breakfast, free parking, and a fitness center. Our guests praise the helpful staff and ...
8.8/10 Excellent! (1,001 reviews)
"Great spot to stop for the night while traveling. Just off the highway!"
Reviewed on Mar 17, 2025
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Hotels With Connecting Rooms in Winchester
Spark by Hilton Winchester
150 Wingate Dr, Winchester, VA
Stay at this 3-star business-friendly hotel in Winchester. Enjoy free breakfast, free parking, and a fitness center. Our guests praise the helpful staff and ...
Quality Inn
1601 Martinsburg Pike, Winchester, VA
Stay at this hotel in Winchester. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular ...
Country Inn & Suites by Radisson, Winchester, VA
141 Kernstown Commons Blvd, Winchester, VA
Stay at this 3-star business-friendly hotel in Winchester. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Hotels by Star Rating
More Hotel Options
- Historic Hotels in Winchester
- Hotels with Free Parking in Winchester
- Hotels with a Pool in Winchester
- Pet-friendly Hotels in Winchester
- Hotel Wedding Venues in Winchester
- Luxury Hotels in Winchester
- Winery Hotels in Winchester
- Hotels with an Indoor Pool in Winchester
- Romantic Hotels in Winchester
- Hotels with Hot Tubs in Winchester
Winchester Neighborhoods
Top Points of Interests in Winchester
- Hotels near Winchester Medical Center
- Hotels near Shenandoah University
- Hotels near Apple Blossom Mall
- Hotels near Museum of the Shenandoah Valley
- Hotels near Shenandoah Valley Discovery Museum
- Hotels near Rock Harbor Golf Course
- Hotels near Jim Barnett Park
- Hotels near Bright Box Theater
- Hotels near Patsy Cline Historic House
- Hotels near Winchester Little Theater
- Hotels near Stonewall Jackson's Headquarters
- Hotels near Mt Hebron Cemetery
- Hotels near Winchester-Frederick County Convention & Visitors Bureau
- Hotels near Handley Regional Library
- Hotels near Rocking S Ranch
- Hotels near The Kernstown Battlefield
- Hotels near Abram's Delight
- Hotels near Old Court House Civil War Museum
- Hotels near Nalls Farm Market
Cities near Winchester
- Berkeley Springs Hotels (30.75 mi)
- Luray Hotels (39.14 mi)
- Harpers Ferry Hotels (25.16 mi)
- Blue Ridge Mountains Hotels (325.83 mi)
- Middleburg Hotels (27.44 mi)
- Shenandoah Valley Hotels (60.78 mi)
- Front Royal Hotels (18.43 mi)
- Charles Town Hotels (17.9 mi)
- Martinsburg Hotels (21.66 mi)
- Purcellville Hotels (24.37 mi)
- Northern Virginia Hotels (35.96 mi)
- Shepherdstown Hotels (25.72 mi)
- Appalachian Mountains Hotels (69.74 mi)
- Woodstock Hotels (27.72 mi)
- Hedgesville Hotels (27.08 mi)
- Strasburg Hotels (17 mi)
- Bluemont Hotels (18.47 mi)
- Lost River Hotels (34.05 mi)
- Sharpsburg Hotels (29.2 mi)
- Great Cacapon Hotels (30.86 mi)
Car Rentals Near Winchester
- Car rentals in Berkeley Springs
- Car rentals in Luray
- Car rentals in Harpers Ferry
- Car rentals in Blue Ridge Mountains
- Car rentals in Middleburg
- Car rentals in Shenandoah Valley
- Car rentals in Front Royal
- Car rentals in Charles Town
- Car rentals in Martinsburg
- Car rentals in Purcellville
- Car rentals in Northern Virginia
- Car rentals in Shepherdstown
- Car rentals in Appalachian Mountains
- Car rentals in Woodstock
- Car rentals in Hedgesville
- Car rentals in Strasburg
Top Family Hotel Destinations
- Las Vegas Family Hotels
- Arcade Family Hotels
- Branson Family Hotels
- Biloxi Family Hotels
- Ocean City Family Hotels
- Orlando Family Hotels
- Buffalo Family Hotels
- Reno Family Hotels
- Colorado Springs Family Hotels
- Phoenix Family Hotels
- Niagara Falls Family Hotels
- New York Family Hotels
- Whistler Family Hotels
- Houston Family Hotels
- Fort Walton Beach Family Hotels
- Pensacola Beach Family Hotels
- Tampa Family Hotels
- Myrtle Beach Family Hotels
- Miami Beach Family Hotels
- Birmingham Family Hotels
Top Booked Hotels in Winchester
- La Quinta Inn & Suites by Wyndham Winchester
- Spark by Hilton Winchester
- The George Washington Hotel, A Wyndham Grand Hotel
- Holiday Inn Winchester Se-Historic Gateway by IHG
- Sleep Inn & Suites
- Travelodge by Wyndham Winchester
- Country Inn & Suites by Radisson, Winchester, VA
- Courtyard by Marriott Winchester
- Fairfield Inn & Suites by Marriott Winchester
- Quality Inn
- Candlewood Suites Winchester by IHG
- Salamander Resort And Spa