
Winchester Vacations
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to ₩234,741 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPlan, book, and manage your trip all in one place
Find the Best Winchester Vacation Packages
Winchester Hotel Deals

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 ₩143,574 per night from Feb 15 to Feb 16
₩143,574
₩156,209 total
Feb 15 - Feb 16
includes taxes & fees
9.2/10 Wonderful! (2,258 reviews)
Clean, bright, and up-to-date hotel. Friendly staff, warm pool, nice little exercise room. Standard hotel breakfast fare, but it was good, and staff was very kind about the bit of mess our toddlers made while eating (we offered to tidy up, and they said it was no problem!). Great experience.
Reviewed on Jan 31, 2026

Travelodge by Wyndham Winchester
160 Front Royal Pike Winchester VA
Fully refundableReserve now, pay when you stay
The price is ₩102,449 per night from Feb 9 to Feb 10
₩102,449
₩111,464 total
Feb 9 - Feb 10
includes taxes & fees
8.4/10 Very Good! (1,080 reviews)
Room was good for the price, staff was friendly and helpful
Reviewed on Feb 4, 2026

The George Washington Hotel, A Wyndham Grand Hotel
103 E Piccadilly St Winchester VA
Fully refundableReserve now, pay when you stay
The price is ₩185,359 per night from Feb 16 to Feb 17
₩185,359
₩210,012 total
Feb 16 - Feb 17
includes taxes & fees
9.2/10 Wonderful! (1,001 reviews)
Clean nice room Great location for restaurants
Reviewed on Jan 28, 2026
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.
Explore a world of travel with Expedia
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
