Find Business Hotels in Winchester, VA

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Check availability on Winchester Business Hotels

Our top choices for Winchester business-friendly hotels

Microtel Inn & Suites by Wyndham Winchester

Microtel Inn & Suites by Wyndham Winchester
2.5 star property
Winchester
9.2 out of 10, Wonderful, (1383)
"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$2,343
NT$2,549 total
includes taxes & fees
Jan 1 - 2026/1/2
Microtel Inn & Suites by Wyndham Winchester

Spark by Hilton Winchester

Spark by Hilton Winchester
3.0 star property
Winchester
9.0 out of 10, Wonderful, (1002)
"Great location close to restaurants "
United States
SILVIA
The price is NT$2,428
NT$2,751 total
includes taxes & fees
Jan 4 - 2026/1/5
Spark by Hilton Winchester

TRU By Hilton Winchester

TRU By Hilton Winchester
2.5 star property
Winchester
9.0 out of 10, Wonderful, (770)
"Very nice room and common spaces. Breakfast was good and the price was very fair."
United States
Joseph
The price is NT$2,299
NT$2,501 total
includes taxes & fees
Jan 5 - 2026/1/6
TRU By Hilton Winchester

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$2,637
NT$2,869 total
includes taxes & fees
Jan 4 - 2026/1/5
Country Inn & Suites by Radisson, Winchester, VA

Ramada by Wyndham Strasburg/Shenandoah Valley

Ramada by Wyndham Strasburg/Shenandoah Valley
2.5 star property
Strasburg
8.2 out of 10, Very Good, (1006)
"Breakfast was delicious "
United States
Robert
The price is NT$2,266
NT$2,522 total
includes taxes & fees
Dec 25 - Dec 26
Ramada by Wyndham Strasburg/Shenandoah Valley

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$3,115
NT$3,389 total
includes taxes & fees
Jan 12 - 2026/1/13
Comfort Inn & Suites Winchester

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$2,196
NT$2,483 total
includes taxes & fees
Dec 23 - Dec 24
Holiday Inn Winchester Se-Historic Gateway by IHG

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$3,142
NT$3,418 total
includes taxes & fees
Jan 11 - 2026/1/12
La Quinta Inn & Suites by Wyndham 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$3,186
NT$3,466 total
includes taxes & fees
Jan 4 - 2026/1/5
SpringHill Suites by Marriott Winchester

Fairfield Inn & Suites by Marriott Winchester

Fairfield Inn & Suites by Marriott Winchester
2.5 star property
Winchester
9.0 out of 10, Wonderful, (798)
"Quick check in, clean room, friendly staff."
United States
Darcy
The price is NT$2,906
NT$3,162 total
includes taxes & fees
Dec 21 - Dec 22
Fairfield Inn & Suites by Marriott 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.

Top Winchester Hotel Reviews

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Frequently asked questions

How much do business-friendly hotels in Winchester cost?
Rates for business hotels in Winchester range between NT$2,483 and NT$3,466 per night. No matter your budget, Expedia will help you locate the best space for a smooth work trip. These prices were available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.
What are the best business-friendly hotels in Winchester?
Winchester has multiple business-friendly hotels with a total average guest review rating of 8.9. One of the most popular is SpringHill Suites by Marriott Winchester. Get down to work at this 2.5-stars option, which includes first-run movie services and a firepit. Another sought-after stay among corporate travelers is The George Washington Hotel, A Wyndham Grand Hotel. It has a 3.5-stars rating and amenities such as a swimming pool and pillow top mattresses.
How many business-friendly hotels are there in Winchester?
Winchester has 35 hotels that accommodate corporate travelers. Whether you're searching for a location near the city or amenities such as conference rooms and workspaces, you'll find the perfect property on Expedia.
What are the best cheap business-friendly hotels in Winchester?
SpringHill Suites by Marriott Winchester is a great choice for corporate travelers looking for a money-saving option. It has amenities like a swimming pool and first-run movie services. Another cheap stay for a work-related trip is TRU By Hilton Winchester. A swimming pool and an electric car charging station are two of the conveniences here. Rates for business-friendly hotels in Winchester start from just NT$2,483 per night, so you'll have more dollars left over to entertain clients. When it's time to explore Winchester, add some fantastic free attractions to your business travel itinerary. Jim Barnett Park and Apple Blossom Mall will keep you busy. This price was available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.
What are the top business-friendly motels in Winchester?
Check out the availability at Travelodge by Wyndham Winchester, located around 3 kilometers south of downtown Winchester. This business-friendly stay offers a nice variety of amenities, such as a swimming pool and complimentary use of a nearby fitness center.There are plenty of things to see and experience around Winchester. Take time out from your work schedule to visit leading attractions like Museum of the Shenandoah Valley and Shenandoah Valley Discovery Museum.
Are there any family-friendly hotels in Winchester that are also business friendly?
Vacationing with the family, and keeping track of work matters, is a cinch at Country Inn & Suites by Radisson, Winchester, VA. Take advantage of amenities such as complimentary breakfast and housekeeping services at this leading 3-stars retreat in Winchester. Another great option is Holiday Inn Winchester Se-Historic Gateway, an IHG Hotel. Get your meetings out of the way and then spend quality time with the kids at this 3-stars property. Housekeeping services and WiFi are two of the conveniences available here. Once you've wrapped up work, there are tons of family-friendly attractions to explore around Winchester. Shenandoah Valley Discovery Museum and Appleland Sports Center guarantee fun for young and old.
Why book your business-friendly hotel in Winchester with Expedia?
Here at Expedia, our top task is to help you land a suitable stay at the right price. From fancy, corporate-friendly escapes to affordable motor inns filled with all the amenities you need, you'll have your next work trip booked in a few easy clicks.
How can I find cheap business-friendly hotels in Winchester?
Expedia can help you easily locate cheap business-friendly hotels in Winchester. Look for our "traveler experience" filter and click on "business friendly." This will show you stays with amenities designed to help you work comfortably, like included breakfast and free WiFi. You can also choose your budget and preferred star rating to keep costs to a minimum.
What is there to do in Winchester near my business-friendly hotel?
You'll find tons of superb things that'll fill up your itinerary in Winchester. Drop by attractions like Museum of the Shenandoah Valley, Shenandoah Valley Discovery Museum and Bright Box Theater. Winchester Little Theater, Valerie Hill Winery and Abram's Delight are other must-do's.