Winchester Holidays
Book a Hotel + Flight or Car together to unlock savings
Top hotels in Winchester
Hampton Inn Winchester-University/Mall Area
640 East Jubal Early Drive, Winchester, VA
Fully refundableReserve now, pay when you stay
The price is 2.184.878 ₫ per night from 31 Oct to 1 Nov
2.184.878 ₫
2.475.467 ₫ total
31 Oct - 1 Nov
includes taxes & fees
9/10 Wonderful! (1,014 reviews)
"We needed a break with a long family care situation. We took a break and stayed in Winchester and relaxed. Hampton Inn was just perfect. Breakfast was great! Thank you!"
Reviewed on 28 Sept 2025
La Quinta Inn & Suites by Wyndham Winchester
1055 Millwood Pike, Route 50 East, Winchester, VA
Fully refundableReserve now, pay when you stay
The price is 2.861.442 ₫ per night from 5 Oct to 6 Oct
2.861.442 ₫
3.113.249 ₫ total
5 Oct - 6 Oct
includes taxes & fees
9.2/10 Wonderful! (2,166 reviews)
"Friendly front desk..needed additional pillow and blanket ..got immediate response"
Reviewed on 23 Sept 2025
Travelodge by Wyndham Winchester
160 Front Royal Pike, Winchester, VA
Fully refundableReserve now, pay when you stay
The price is 1.902.168 ₫ per night from 1 Oct to 2 Oct
1.902.168 ₫
2.069.664 ₫ total
1 Oct - 2 Oct
includes taxes & fees
8.4/10 Very Good! (1,097 reviews)
"Clean room"
Reviewed on 20 Sept 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.
Popular places to visit
Museum of the Shenandoah Valley
You can spend time browsing the exhibits at Museum of the Shenandoah Valley during your trip to Winchester. Visit the top-notch restaurants or cosy cafes in this walkable area.
Handley Regional Library
After visiting Handley Regional Library, make a plan to see the other sights and activities in Winchester. Visit the top-notch restaurants or cosy cafes in this walkable area.
Shenandoah University
Enjoy the student vibe when you visit Shenandoah University during your trip to Winchester. While in this walkable area, you can savour the top-notch restaurants.
