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Check availability on Winchester Business Hotels

Tonight
30 Nov - 1 Dec
Tomorrow
1 Dec - 2 Dec
Next weekend
5 Dec - 7 Dec
In two weeks
12 Dec - 14 Dec

Top Winchester Business Hotels

In-room safe, desk, laptop workspace, blackout curtains
Holiday Inn Express Lexington East - Winchester by IHG

Holiday Inn Express Lexington East - Winchester by IHG

2.5 star property
Winchester
9.2 out of 10, Wonderful, (521)
"Nice room, great staff and just and overall great stay."
United States
Kirk A.
The price is 2.193.568 ₫
2.418.189 ₫ total
includes taxes & fees
7 Dec - 8 Dec
Holiday Inn Express Lexington East - Winchester by IHG
Seasonal outdoor pool
Best Western Winchester Hotel

Best Western Winchester Hotel

2.5 star property
Winchester
8.4 out of 10, Very good, (1002)
"Clean room, friendly and fast check in service and had a great nights sleep "
United States
Cynthia
The price is 1.904.608 ₫
2.099.640 ₫ total
includes taxes & fees
4 Dec - 5 Dec
Best Western Winchester Hotel
Suite, 1 King Bed, Non Smoking | Select Comfort beds, in-room safe, desk, laptop workspace
Hampton Inn Winchester

Hampton Inn Winchester

2.5 star property
Winchester
9.2 out of 10, Wonderful, (449)
"Would stay there again"
United States
Patricia
The price is 2.741.960 ₫
3.022.736 ₫ total
includes taxes & fees
28 Dec - 29 Dec
Hampton Inn Winchester
Lobby
Baymont by Wyndham Winchester

Baymont by Wyndham Winchester

2.5 star property
Winchester
7.2 out of 10, Good, (770)
"The room was all that we expected very good. Staff was very friendly."
United States
LEROY
The price is 1.882.461 ₫
2.075.189 ₫ total
includes taxes & fees
2 Dec - 3 Dec
Baymont by Wyndham Winchester
Desk, iron/ironing board, free WiFi, bed sheets
Comfort Inn Winchester

Comfort Inn Winchester

2.5 star property
Winchester
7.0 out of 10, Good, (351)
" Nice, new facilities"
United States
Francis
The price is 1.634.894 ₫
1.802.307 ₫ total
includes taxes & fees
21 Dec - 22 Dec
Comfort Inn Winchester
Lobby
La Quinta Inn & Suites by Wyndham Lexington South / Hamburg

La Quinta Inn & Suites by Wyndham Lexington South / Hamburg

3.0 star property
Lexington
8.8 out of 10, Excellent, (1230)
"Had a wonderful stay"
United States
Tara
The price is 2.003.740 ₫
2.325.657 ₫ total
includes taxes & fees
25 Dec - 26 Dec
La Quinta Inn & Suites by Wyndham Lexington South / Hamburg
Exterior
Staybridge Suites Lexington S Medical Ctr Area by IHG

Staybridge Suites Lexington S Medical Ctr Area by IHG

3.0 star property
Lexington
9.6 out of 10, Exceptional, (473)
"Nice stay"
United States
george
The price is 2.011.649 ₫
2.334.920 ₫ total
includes taxes & fees
29 Dec - 30 Dec
Staybridge Suites Lexington S Medical Ctr Area by IHG
Exterior
Country Inn & Suites by Radisson, Georgetown, KY

Country Inn & Suites by Radisson, Georgetown, KY

3.0 star property
Georgetown
9.0 out of 10, Wonderful, (1018)
"Room was very clean and staff very courteous. Great stay."
United States
Doug
The price is 2.306.410 ₫
2.542.587 ₫ total
includes taxes & fees
31 Dec - 1 Jan 2026
Country Inn & Suites by Radisson, Georgetown, KY
Exterior
Holiday Inn Express & Suites Mt Sterling North by IHG

Holiday Inn Express & Suites Mt Sterling North by IHG

2.5 star property
Mount Sterling
8.8 out of 10, Excellent, (569)
"Great stay "
United States
Rhonda
The price is 2.509.948 ₫
2.766.968 ₫ total
includes taxes & fees
3 Dec - 4 Dec
Holiday Inn Express & Suites Mt Sterling North by IHG
Indoor pool
Comfort Inn & Suites Mount Sterling

Comfort Inn & Suites Mount Sterling

2.5 star property
Mount Sterling
7.6 out of 10, Good, (698)
"Clean room, helpful staff, good breakfast."
United States
Anne
The price is 2.049.088 ₫
2.258.915 ₫ total
includes taxes & fees
7 Dec - 8 Dec
Comfort Inn & Suites Mount Sterling
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 Winchester Hotel Reviews

Spark by Hilton Lexington Hamburg

Spark by Hilton Lexington Hamburg

10/10 Excellent
"Room was immaculate. Staff was very helpful and friendly. "
William 1-night trip
Posted 7 days ago
Spark by Hilton Lexington Hamburg

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Frequently asked questions

How much do business-friendly hotels in Winchester cost?
Expect to pay between 1.802.307 ₫ and 3.022.736 ₫ per night for business-friendly hotels in Winchester. Top deals on stays that cater to work-related travellers are a few clicks away on Expedia. 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?
Select from multiple business-friendly hotels in Winchester that have a total average guest review rating of 8.4. Hampton Inn Winchester is a hit with many corporate travellers. This 2.5-stars property features amenities such as a swimming pool and front desk services. Holiday Inn Express Lexington East - Winchester, an IHG Hotel is another sought-after option. It has a 2.5-stars rating and conveniences including a swimming pool and complimentary breakfast.
How many business-friendly hotels are there in Winchester?
When work takes you to Winchester, there are 5 business-friendly hotels to pick from. These properties offer a well-suited location with the amenities corporate travellers need.
What are the best cheap business-friendly hotels in Winchester?
Hampton Inn Winchester is popular with corporate travellers in search of a money-saving option. It has amenities like a swimming pool and WiFi. Another inexpensive stay for a work trip is Holiday Inn Express Lexington East - Winchester, an IHG Hotel. A swimming pool and complimentary breakfast are two of the many conveniences here. Rates for business-friendly hotels in Winchester start from only 1.802.307 ₫ per night, so you'll have dollars left over to spend on client entertainment. Want to add some sightseeing to your Winchester work trip? Find time to visit a few fun and free attractions, such as Lykins Park and Community Park. 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.
Are there any family-friendly hotels in Winchester that are also business friendly?
Hampton Inn Winchester caters to business and leisure guests alike. Complimentary breakfast and a laundry service are just the start of the amenities offered at this 2.5-stars Winchester stay. Alternatively, get away with the family and work remotely at Red Roof Inn Winchester. Enjoy the use of conveniences such as WiFi and housekeeping services at this 2-stars option. Once you've gotten work out of the way, there are plenty of family-friendly attractions to discover around Winchester. Bluegrass Heritage Museum and Community Park guarantee fun for all ages.
Why book your business-friendly hotel in Winchester with Expedia?
With amenities like conference rooms, room service and on-site cafés, our business-friendly properties come with all you'll need to close your important deal — and then unwind! Enter your travel dates and destination and we'll help you with everything else.
How can I find cheap business-friendly hotels in Winchester?
Expedia can help you narrow down your search for cheap business-friendly hotels in Winchester. Simply go to our "traveller experience" filter and click on "business friendly." This will show you stays with amenities designed to help you work productively and comfortably, like included breakfast and free WiFi. You can also choose your budget and hotel star rating to keep costs within range.
What is there to do in Winchester near my business-friendly hotel?
The perfect travel accessory is a well-planned to-do list. Bluegrass Heritage Museum is a terrific place to begin your sightseeing in Winchester.