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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, (1007)
"Great hotel!"
United States
CHARLES
The price is 3.338.747 ₫
3.782.801 ₫ total
includes taxes & fees
17 Dec - 18 Dec
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, (1375)
"Excellent accommodations"
United States
Loretta
The price is 1.919.154 ₫
2.088.039 ₫ total
includes taxes & fees
7 Jan - 8 Jan 2026
Microtel Inn & Suites by Wyndham 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, (1075)
"Very clean, helpful staff"
United States
Kathleen
The price is 2.644.109 ₫
2.876.791 ₫ total
includes taxes & fees
5 Jan - 6 Jan 2026
Comfort Inn & Suites 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, (765)
"The hotel was clean and the staff was pleasant."
United States
Sherri
The price is 1.919.154 ₫
2.088.040 ₫ total
includes taxes & fees
7 Jan - 8 Jan 2026
TRU By Hilton 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, (1001)
"Great location close to restaurants "
United States
SILVIA
The price is 1.983.024 ₫
2.246.724 ₫ total
includes taxes & fees
4 Jan - 5 Jan 2026
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, (1001)
"Have stayed here multiple times -always good"
United States
Robert
The price is 2.246.724 ₫
2.444.435 ₫ total
includes taxes & fees
4 Jan - 5 Jan 2026
Country Inn & Suites by Radisson, Winchester, VA
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, (2221)
"Rooms are always clean when I stay and the staff was very friendly. "
United States
Ashley
The price is 2.729.785 ₫
2.970.007 ₫ total
includes taxes & fees
5 Jan - 6 Jan 2026
La Quinta Inn & Suites by Wyndham Winchester
Pillow-top beds, desk, laptop workspace, blackout curtains
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, (775)
"The staff were friendly and knowledgeable . Clean room and breakfast was excellent. Hotel close to restaurants and stores. "
United States
Yolanda
The price is 2.823.370 ₫
3.071.826 ₫ total
includes taxes & fees
14 Dec - 15 Dec
SpringHill Suites by Marriott 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, (1000)
"Todo excelente "
Mexico
Anner Javier
The price is 1.950.788 ₫
2.201.543 ₫ total
includes taxes & fees
14 Dec - 15 Dec
Holiday Inn Winchester Se-Historic Gateway by IHG
Lobby
Hampton Inn Front Royal

Hampton Inn Front Royal

Hampton Inn Front Royal
2.5 star property
Front Royal
9.0 out of 10, Wonderful, (1001)
"Room was spotless, place was quiet and our welcome at the desk was perfect"
United States
Merrill
The price is 2.826.006 ₫
3.145.345 ₫ total
includes taxes & fees
17 Dec - 18 Dec
Hampton Inn Front Royal
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

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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 accommodation 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 travelling 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.