Search Hotels with Air Conditioning in Winchester

Start date: Check-in selected.
To Date
End date: Check-out

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check availability on Winchester Hotels with Air Conditioning

Our top choices for Winchester hotels with air conditioning

Lobby
Spark by Hilton 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 1.978.286 ₫
2.241.356 ₫ total
includes taxes & fees
4 Jan - 5 Jan 2026
Spark by Hilton 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, (766)
"The hotel was clean and the staff was pleasant."
United States
Sherri
The price is 1.873.058 ₫
2.037.886 ₫ total
includes taxes & fees
11 Jan - 12 Jan 2026
TRU By Hilton Winchester
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, (1377)
"Excellent accommodations"
United States
Loretta
The price is 1.915.150 ₫
2.083.684 ₫ total
includes taxes & fees
7 Jan - 8 Jan 2026
Microtel Inn & Suites by Wyndham Winchester
Lobby
Ramada by Wyndham Strasburg/Shenandoah Valley

Ramada by Wyndham Strasburg/Shenandoah Valley

Ramada by Wyndham Strasburg/Shenandoah Valley
2.5 star property
Strasburg
8.2 out of 10, Very good, (1003)
"Great clean hotel it’s our halfway stop between NC and NY we stay here each time great value "
United States
shanaaz
The price is 1.878.320 ₫
2.090.570 ₫ total
includes taxes & fees
1 Jan - 2 Jan 2026
Ramada by Wyndham Strasburg/Shenandoah Valley
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, (1003)
"Clean room, quiet area, good breakfast"
United States
Laurie
The price is 1.841.490 ₫
2.082.462 ₫ total
includes taxes & fees
1 Jan - 2 Jan 2026
Holiday Inn Winchester Se-Historic Gateway by IHG
Exterior
SpringHill Suites by Marriott Winchester

SpringHill Suites by Marriott Winchester

SpringHill Suites by Marriott Winchester
2.5 star property
Winchester
9.6 out of 10, Exceptional, (777)
"The staff were friendly and knowledgeable . Clean room and breakfast was excellent. Hotel close to restaurants and stores. "
United States
Yolanda
The price is 2.817.480 ₫
3.065.417 ₫ total
includes taxes & fees
28 Dec - 29 Dec
SpringHill Suites by Marriott Winchester
Exterior
Quality Inn Winchester

Quality Inn Winchester

Quality Inn Winchester
2.5 star property
Winchester
9.2 out of 10, Wonderful, (1002)
"Great stay"
United States
Jaron
The price is 1.990.125 ₫
2.165.255 ₫ total
includes taxes & fees
4 Jan - 5 Jan 2026
Quality Inn 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, (1074)
"Very clean, helpful staff"
United States
Kathleen
The price is 2.580.454 ₫
2.807.534 ₫ total
includes taxes & fees
11 Jan - 12 Jan 2026
Comfort Inn & Suites Winchester
Free daily buffet breakfast
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, (2222)
"Rooms are always clean when I stay and the staff was very friendly. "
United States
Ashley
The price is 2.701.355 ₫
2.939.073 ₫ total
includes taxes & fees
11 Jan - 12 Jan 2026
La Quinta Inn & Suites by Wyndham 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, (1002)
"Have stayed here multiple times -always good"
United States
Robert
The price is 2.198.213 ₫
2.391.656 ₫ total
includes taxes & fees
11 Jan - 12 Jan 2026
Country Inn & Suites by Radisson, Winchester, VA
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.
View all properties

Top Winchester Hotel Reviews

Explore a world of travel with Expedia

Frequently asked questions

How much do hotels with air conditioning in Winchester cost?
Rates for hotels with air conditioning in Winchester range between 2.037.886 ₫ and 3.065.417 ₫ per night. No matter your budget, you'll be sure to locate the ideal place to spend your holiday in air-conditioned comfort. 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 hotels with air conditioning in Winchester?
A traveller favourite is SpringHill Suites by Marriott Winchester. Kick back at this 2.5-stars getaway which features a swimming pool and first-run movie services. The George Washington Hotel, A Wyndham Grand Hotel is another sought-after option where you can recharge in air-conditioned rooms after a busy day. Pillow top mattresses and a spa are among the conveniences at this 3.5-stars property. You can choose from multiple hotels with air conditioning in Winchester that have a total average guest review rating of 9.0.
How many hotels with air conditioning are there in Winchester?
You can choose from 44 hotels with air conditioning in Winchester. Whether you're taking a trip with the little ones or planning a weekend escape with some friends, Expedia will help you find the perfect air-conditioned place to spend your holiday.
What are the best cheap hotels with air conditioning in Winchester?
SpringHill Suites by Marriott Winchester is one of the best inexpensive hotels with air conditioning in Winchester and comes with pillow top mattresses and a firepit. Another favourite that's easy on the finances is TRU By Hilton Winchester. Conveniences here include an electric car charging station and a swimming pool. Rates for hotels with in-room AC start at just 2.037.886 ₫ per night. If you're sightseeing in Winchester and want to save money, there are plenty of free and popular attractions to add to your to-do list. Jim Barnett Park and Apple Blossom Mall are worth stopping by. 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 motels with air conditioning in Winchester?
Pack your suitcase and make Motel 6 Winchester, VA the base for your next great adventure. Featuring front desk services and WiFi, this motel with air conditioning is around 5 km southwest of downtown Winchester. Travelodge by Wyndham Winchester is another option that has air-conditioned rooms. Located approximately 3 km south of the city's centre, other conveniences here include complimentary use of a nearby fitness centre and a swimming pool.When you're ready to slip on some comfy shoes and go sightseeing, head to Museum of the Shenandoah Valley. Shenandoah Valley Discovery Museum is another popular attraction in Winchester.
Are there any family-friendly hotels with air conditioning in Winchester?
Holidaying with friends in Winchester is easy at Country Inn & Suites by Radisson, Winchester, VA. Chill out in air-conditioned comfort and enjoy amenities like complimentary breakfast and laundry facilities at this 3-stars getaway. Holiday Inn Winchester Se-Historic Gateway, an IHG Hotel is another family-friendly hotel with AC. It has a 3-stars rating and amenities including WiFi and laundry facilities. Once you've checked in and unpacked your suitcase, there's no shortage of family-friendly attractions to explore around Winchester. Shenandoah Valley Discovery Museum and Appleland Sports Centre are two of our top suggestions.
Why book your hotel with air conditioning in Winchester with Expedia?
Holidaying should be a walk in the park, so if you're looking for hotels with air conditioning at the perfect price, Expedia has your back. Keep the budget under control and choose a cheap property with AC, or splurge and book 5-star accommodation to pamper your favourite people.
How can I find cheap hotels with air conditioning in Winchester?
Expedia can help you search for cheap hotels with air conditioning in Winchester. Just click "air conditioned" below the amenities filter heading to view all stays with this feature. Then, choose your hotel star rating (lower-rated stays are generally cheaper) and your budget per night to find a suitable spot with air conditioning at the most affordable price.
What is there to do in Winchester near my hotel with air conditioning?
Winchester has enough experiences and activities to keep you amused for weeks, beginning with Museum of the Shenandoah Valley. Shenandoah Valley Discovery Museum, Bright Box Theatre and Winchester Little Theatre are other terrific attractions. If you're in town for longer, Valerie Hill Winery and Abram's Delight will put the finishing touches on your itinerary.