Winchester Holidays
Book a Hotel + Flight or Car together to unlock savings
Top hotels in Winchester
Microtel Inn & Suites by Wyndham Winchester
150 Faraday Plaza Winchester VA
Fully refundableReserve now, pay when you stay
The price is 2.084.148 ₫ per night from 23 Dec to 24 Dec
2.084.148 ₫
2.267.553 ₫ total
23 Dec - 24 Dec
includes taxes & fees
9/10 Wonderful! (1,394 reviews)
It’s clean. Staff is nice. Good deal.
Reviewed on 20 Dec 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 2.599.922 ₫ per night from 24 Dec to 25 Dec
2.599.922 ₫
2.828.715 ₫ total
24 Dec - 25 Dec
includes taxes & fees
9.2/10 Wonderful! (2,225 reviews)
Yes
Reviewed on 15 Dec 2025
Travelodge by Wyndham Winchester
160 Front Royal Pike Winchester VA
Fully refundableReserve now, pay when you stay
The price is 1.815.735 ₫ per night from 28 Dec to 29 Dec
1.815.735 ₫
1.975.730 ₫ total
28 Dec - 29 Dec
includes taxes & fees
8.4/10 Very Good! (1,088 reviews)
Everything was fine except your Breakfast pretty much only had instant cereal, apples, orange juice, and toast.
Reviewed on 16 Dec 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 cosy cafes or top-notch restaurants 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.
