Find Business Hotels in Old Town Winchester, VA

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Check availability on Old Town Winchester Business Hotels

Our top choices for Old Town Winchester business-friendly hotels

2 restaurants, breakfast, lunch, dinner served; American cuisine
The George Washington Hotel, A Wyndham Grand Hotel

The George Washington Hotel, A Wyndham Grand Hotel

The George Washington Hotel, A Wyndham Grand Hotel
3.5 star property
Old Town Winchester
9.4 out of 10, Exceptional, (1010)
"Great hotel!"
United States
CHARLES
The price is NT$3,951
NT$4,476 total
includes taxes & fees
Dec 23 - Dec 24
The George Washington Hotel, A Wyndham Grand Hotel
Lobby
Microtel Inn & Suites by Wyndham Winchester

Microtel Inn & Suites by Wyndham Winchester

Microtel Inn & Suites by Wyndham Winchester
2.5 star property
Winchester
9.2 out of 10, Wonderful, (1382)
"Clean nice room with a hot breakfast, a lot nicer then other places in Winchester especially for the price. Highly recommend "
United States
Curtis
The price is NT$2,321
NT$2,525 total
includes taxes & fees
Jan 15 - 2026/1/16
Microtel Inn & Suites by Wyndham Winchester
Snack bar
TRU By Hilton Winchester

TRU By Hilton Winchester

TRU By Hilton Winchester
2.5 star property
Winchester
9.0 out of 10, Wonderful, (770)
"The hotel was clean and the staff was pleasant."
United States
Sherri
The price is NT$2,233
NT$2,430 total
includes taxes & fees
Jan 5 - 2026/1/6
TRU By Hilton Winchester
Exterior
Comfort Inn & Suites Winchester

Comfort Inn & Suites Winchester

Comfort Inn & Suites Winchester
2.5 star property
Winchester
9.4 out of 10, Exceptional, (1077)
"Very clean, helpful staff"
United States
Kathleen
The price is NT$3,102
NT$3,375 total
includes taxes & fees
Jan 12 - 2026/1/13
Comfort Inn & Suites Winchester
Exterior
Holiday Inn Winchester Se-Historic Gateway by IHG

Holiday Inn Winchester Se-Historic Gateway by IHG

Holiday Inn Winchester Se-Historic Gateway by IHG
3.0 star property
Winchester
9.0 out of 10, Wonderful, (1005)
"Great room cozy bed fabulous restaurant great staff on property"
United States
joyce
The price is NT$2,184
NT$2,469 total
includes taxes & fees
Dec 23 - Dec 24
Holiday Inn Winchester Se-Historic Gateway by IHG
Exterior
La Quinta Inn & Suites by Wyndham Winchester

La Quinta Inn & Suites by Wyndham Winchester

La Quinta Inn & Suites by Wyndham Winchester
3.0 star property
Winchester
9.2 out of 10, Wonderful, (2226)
"Rooms are always clean when I stay and the staff was very friendly. "
United States
Ashley
The price is NT$3,218
NT$3,501 total
includes taxes & fees
Jan 4 - 2026/1/5
La Quinta Inn & Suites by Wyndham Winchester
Lobby
Spark by Hilton Winchester

Spark by Hilton Winchester

Spark by Hilton Winchester
3.0 star property
Winchester
9.0 out of 10, Wonderful, (1003)
"Great location close to restaurants "
United States
SILVIA
The price is NT$2,359
NT$2,672 total
includes taxes & fees
Jan 4 - 2026/1/5
Spark by Hilton Winchester
Lobby
Country Inn & Suites by Radisson, Winchester, VA

Country Inn & Suites by Radisson, Winchester, VA

Country Inn & Suites by Radisson, Winchester, VA
3.0 star property
Winchester
8.8 out of 10, Excellent, (1004)
"Have stayed here multiple times -always good"
United States
Robert
The price is NT$2,626
NT$2,857 total
includes taxes & fees
Jan 4 - 2026/1/5
Country Inn & Suites by Radisson, Winchester, VA
Pillowtop beds, desk, laptop workspace, blackout drapes
SpringHill Suites by Marriott Winchester

SpringHill Suites by Marriott Winchester

SpringHill Suites by Marriott Winchester
2.5 star property
Winchester
9.4 out of 10, Exceptional, (782)
"The staff were friendly and knowledgeable . Clean room and breakfast was excellent. Hotel close to restaurants and stores. "
United States
Yolanda
The price is NT$3,341
NT$3,635 total
includes taxes & fees
Dec 21 - Dec 22
SpringHill Suites by Marriott Winchester
Property amenity
Hillbrook Inn

Hillbrook Inn

Hillbrook Inn
4.0 star property
Charles Town
8.6 out of 10, Excellent, (671)
"We had a wonderful time at Hillbrook. Loved the grounds, the cozy room, the spa massage was awesome!"
United States
Nataliya
The price is NT$4,987
NT$6,370 total
includes taxes & fees
Dec 17 - Dec 18
Hillbrook Inn
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.
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Top Old Town Winchester Hotel Reviews

Hampton Inn Front Royal

Hampton Inn Front Royal

10/10 Excellent
"All great "
Calvin 1-night trip
Posted 5 days ago
Hampton Inn Front Royal

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Frequently asked questions

Why book your business-friendly hotel in Old Town Winchester with Expedia?
Expedia will help you find the perfect business-friendly hotel when you need to travel for work. From conference spaces and room service to gyms and spas, our accommodations have the things you'll need to get the job done.
How can I find cheap business-friendly hotels in Old Town Winchester?
When you're traveling for work in Old Town Winchester, our "business friendly" filter will help you find the ideal hotel. From free WiFi and included breakfast to meeting rooms and work desks, they have the amenities you need to get the job done. Another tip? Refine your search by your preferred star rating and budget to view the most affordable options.