Winchester Historic District Packages (Flight + Hotel)

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Top hotels in Winchester Historic District

The George Washington Hotel, A Wyndham Grand Hotel

The George Washington Hotel, A Wyndham Grand Hotel

3.5 out of 5
103 E Piccadilly St Winchester VA
Fully refundableReserve now, pay when you stay
The price is ฿3,929 per night from 29 Jan to 30 Jan
฿3,929
฿4,452 total
29 Jan - 30 Jan
includes taxes & fees
9.2/10 Wonderful! (1,005 reviews)
Everything was great. John that checked me in was a huge help with my luggage. When I was leaving the next day there was an older man that works at the hotel that was telling me all about the history of the hotel, I loved that! The room was clean and comfortable. I loved the older furniture and art ...

Reviewed on 20 Jan 2026

The George Washington Hotel, A Wyndham Grand Hotel
Microtel Inn & Suites by Wyndham Winchester

Microtel Inn & Suites by Wyndham Winchester

2.5 out of 5
150 Faraday Plaza Winchester VA
Fully refundableReserve now, pay when you stay
The price is ฿2,532 per night from 26 Jan to 27 Jan
฿2,532
฿2,754 total
26 Jan - 27 Jan
includes taxes & fees
9/10 Wonderful! (1,437 reviews)
Perfect for a single night, relatively clean, very friendly staff and decent breakfast.

Reviewed on 18 Jan 2026

Microtel Inn & Suites by Wyndham Winchester
La Quinta Inn & Suites by Wyndham Winchester

La Quinta Inn & Suites by Wyndham Winchester

3 out of 5
1055 Millwood Pike, Route 50 East Winchester VA
Fully refundableReserve now, pay when you stay
The price is ฿2,848 per night from 26 Jan to 27 Jan
฿2,848
฿3,099 total
26 Jan - 27 Jan
includes taxes & fees
9.2/10 Wonderful! (2,245 reviews)
yes, room was spotless very nice place to stay

Reviewed on 13 Jan 2026

La Quinta Inn & Suites by Wyndham Winchester
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.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.