- Change your mindBook hotels with free cancellation
- Be pickySearch almost a million properties worldwide
Check prices for these dates
Our top choices for Old Town Winchester hotels

1. The George Washington Hotel, A Wyndham Grand Hotel
The George Washington Hotel, A Wyndham Grand HotelOld Town Winchester
9.4 out of 10, Exceptional, (1,004 reviews)
The price is P8,309
P9,414 total
includes taxes & fees
Nov 22 - Nov 23

2. Spark by Hilton Winchester
Spark by Hilton Winchester2 km from Old Town Winchester
9.2 out of 10, Wonderful, (1,003 reviews)
The price is P4,144
P4,695 total
includes taxes & fees
Nov 22 - Nov 23

3. La Quinta Inn & Suites by Wyndham Winchester
La Quinta Inn & Suites by Wyndham Winchester2.9 km from Old Town Winchester
9.2 out of 10, Wonderful, (2,272 reviews)
The price is P5,904
P6,571 total
includes taxes & fees
Nov 29 - Nov 30

4. Hampton Inn Winchester N/Conference Center, VA
Hampton Inn Winchester N/Conference Center, VA2.1 km from Old Town Winchester
9.2 out of 10, Wonderful, (966 reviews)
The price is P6,741
P7,637 total
includes taxes & fees
Nov 22 - Nov 23

5. Microtel Inn & Suites by Wyndham Winchester
Microtel Inn & Suites by Wyndham Winchester4.1 km from Old Town Winchester
9.2 out of 10, Wonderful, (1,444 reviews)
The price is P5,047
P5,617 total
includes taxes & fees
Nov 22 - Nov 23

6. Fairfield Inn & Suites by Marriott Winchester
Fairfield Inn & Suites by Marriott Winchester2.9 km from Old Town Winchester
9.2 out of 10, Wonderful, (977 reviews)
The price is P5,904
P6,571 total
includes taxes & fees
Nov 18 - Nov 19

7. Courtyard by Marriott Winchester
Courtyard by Marriott Winchester3.1 km from Old Town Winchester
9.0 out of 10, Wonderful, (1,000 reviews)
The price is P6,825
P7,596 total
includes taxes & fees
Nov 22 - Nov 23

8. Holiday Inn Winchester Se-Historic Gateway by IHG
Holiday Inn Winchester Se-Historic Gateway by IHG3.2 km from Old Town Winchester
9.0 out of 10, Wonderful, (1,007 reviews)
The price is P6,309
P7,213 total
includes taxes & fees
Dec 13 - Dec 14

9. TRU By Hilton Winchester
TRU By Hilton Winchester4.4 km from Old Town Winchester
9.2 out of 10, Wonderful, (1,001 reviews)
The price is P5,173
P5,758 total
includes taxes & fees
Nov 22 - Nov 23

10. Holiday Inn Express Hotel & Suites Winchester by IHG
Holiday Inn Express Hotel & Suites Winchester by IHG3.1 km from Old Town Winchester
9.0 out of 10, Wonderful, (872 reviews)
The price is P6,118
P6,809 total
includes taxes & fees
Nov 22 - Nov 23

11. Comfort Inn & Suites Winchester
Comfort Inn & Suites Winchester7.8 km from Old Town Winchester
9.4 out of 10, Exceptional, (1,157 reviews)
The price is P5,904
P6,571 total
includes taxes & fees
Nov 22 - Nov 23

12. SpringHill Suites by Marriott Winchester
SpringHill Suites by Marriott Winchester5.3 km from Old Town Winchester
9.4 out of 10, Exceptional, (917 reviews)
The price is P7,234
P8,052 total
includes taxes & fees
Nov 22 - Nov 23

13. DoubleTree by Hilton Front Royal Blue Ridge Shadows
DoubleTree by Hilton Front Royal Blue Ridge Shadows21.9 km from Old Town Winchester
9.0 out of 10, Wonderful, (1,003 reviews)
The price is P7,082
P7,811 total
includes taxes & fees
Dec 13 - Dec 14

14. Hampton Inn Winchester-University/Mall Area
Hampton Inn Winchester-University/Mall Area2.1 km from Old Town Winchester
9.0 out of 10, Wonderful, (1,001 reviews)
The price is P5,796
P6,567 total
includes taxes & fees
Dec 6 - Dec 7

15. TownePlace Suites by Marriott Front Royal
TownePlace Suites by Marriott Front Royal24.4 km from Old Town Winchester
9.6 out of 10, Exceptional, (620 reviews)
The price is P8,093
P9,054 total
includes taxes & fees
Dec 3 - Dec 4

16. Fairfield Inn & Suites Strasburg Shenandoah Valley
Fairfield Inn & Suites Strasburg Shenandoah Valley24.9 km from Old Town Winchester
9.0 out of 10, Wonderful, (1,001 reviews)
The price is P7,685
P8,554 total
includes taxes & fees
Nov 22 - Nov 23

17. Country Inn & Suites by Radisson, Winchester, VA
Country Inn & Suites by Radisson, Winchester, VA7.5 km from Old Town Winchester
8.8 out of 10, Excellent, (1,002 reviews)
The price is P5,501
P6,122 total
includes taxes & fees
Dec 6 - Dec 7

18. Hilton Garden Inn Winchester
Hilton Garden Inn Winchester2.1 km from Old Town Winchester
9.0 out of 10, Wonderful, (562 reviews)
The price is P7,529
P8,531 total
includes taxes & fees
Nov 22 - Nov 23

19. Sleep Inn & Suites Winchester near University
Sleep Inn & Suites Winchester near University3.1 km from Old Town Winchester
7.6 out of 10, Good, (1,002 reviews)
The price is P3,773
P4,199 total
includes taxes & fees
Dec 6 - Dec 7

20. Holiday Inn Express Winchester South-Stephens City by IHG
Holiday Inn Express Winchester South-Stephens City by IHG12.4 km from Old Town Winchester
8.2 out of 10, Very good, (926 reviews)
The price is P4,779
P5,320 total
includes taxes & fees
Dec 4 - Dec 5
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.
Compare popular hotels in Old Town Winchester
Property | Property class | Guest rating | Breakfast included | Pool | Spa | Pet-friendly | WiFi included | |
|---|---|---|---|---|---|---|---|---|
![]() The George Washington Hotel, A Wyndham Grand Hotel | 9.4 Exceptional 1,004 reviews | View | ||||||
![]() Spark by Hilton Winchester | 9.2 Wonderful 1,003 reviews | View | ||||||
![]() TRU By Hilton Winchester | 9.2 Wonderful 1,001 reviews | View | ||||||
![]() Microtel Inn & Suites by Wyndham Winchester | 9.2 Wonderful 1,444 reviews | View | ||||||
![]() Hampton Inn Winchester N/Conference Center, VA | 9.2 Wonderful 966 reviews | View |
Where to stay in Old Town Winchester
Find the best Old Town Winchester areas and neighborhoods for the activities you enjoy most.

Photo by Fernando Begay
Open Photo by Fernando Begay
Winchester Historic District
While visiting Winchester Historic District, you might make a stop by sights like Bright Box Theater and Shenandoah Valley Discovery Museum.





































































