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Search Hotels with Air Conditioning in Winchester

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Check availability on Winchester Hotels with Air Conditioning

Tonight
4 Oct - 5 Oct
Tomorrow
5 Oct - 6 Oct
Next weekend
10 Oct - 12 Oct
In two weeks
17 Oct - 19 Oct

Top Winchester Hotels with Air Conditioning

The Colonial Hotel
Interior

The Colonial Hotel

3.0 star property
8.8 out of 10, Excellent, (1002)
"Fantastic 9 day stay. Room (especially the bed) was very comfortable."
The Colonial Hotel
Keene Elm City Hotel, an Ascend Collection Hotel
Indoor pool

Keene Elm City Hotel, an Ascend Collection Hotel

2.5 star property
8.4 out of 10, Very good, (911)
"the breakfast was good… rooms clean "
The price is 2.824.870 ₫
3.064.984 ₫ total
includes taxes & fees
2 Nov - 3 Nov
Keene Elm City Hotel, an Ascend Collection Hotel
The Putney Inn
Exterior

The Putney Inn

2.5 star property
8.4 out of 10, Very good, (1000)
"Very enjoyable stay"
The Putney Inn
Latchis Hotel
Hiking

Latchis Hotel

2.5 star property
8.4 out of 10, Very good, (798)
"Great location in downtown Brattleboro, close to shops and restaurants. Staff are friendly and helpful. "
The price is 3.679.452 ₫
4.047.398 ₫ total
includes taxes & fees
2 Nov - 3 Nov
Latchis Hotel
Colonel Williams Inn
Front of property

Colonel Williams Inn

3.0 star property
9.8 out of 10, Exceptional, (327)
"Very nice historic inn. We enjoyed our stay. Breakfast was exceptional."
The price is 4.154.220 ₫
4.569.906 ₫ total
includes taxes & fees
14 Oct - 15 Oct
Colonel Williams Inn
Four Columns Inn
Dining

Four Columns Inn

3.0 star property
9.2 out of 10, Wonderful, (5)
"So much charm! This place was absolutely outstanding. Already trying to figure out how we can come back for a longer stay."
Four Columns Inn
Monadnock Inn
Exterior

Monadnock Inn

2.5 star property
7.6 out of 10, Good, (271)
"It is a Beautiful Old Charm Inn. Everything was great. I would definitely come back and stay there again. "
Monadnock Inn
The Burrell House
Exterior

The Burrell House

2.5 star property
9.6 out of 10, Exceptional, (147)
"Very helpful, kind staff"
The Burrell House
Blooming Inn
Front of property

Blooming Inn

3.0 star property
9.2 out of 10, Wonderful, (114)
"Lovely Inn and very responsive and approachable staff. "
The price is 2.373.840 ₫
3.944.003 ₫ total
includes taxes & fees
5 Oct - 6 Oct
Blooming Inn
Riverside Hotel, an Ascend Collection Hotel
Sun deck

Riverside Hotel, an Ascend Collection Hotel

2.5 star property
9.6 out of 10, Exceptional, (606)
"The hotel is on a beautiful river front and the grounds are lovely. We drove to find dinner and it was easy enough. The hotel has a wonderful, helpful staff. "
The price is 4.013.108 ₫
4.354.222 ₫ total
includes taxes & fees
27 Oct - 28 Oct
Riverside Hotel, an Ascend Collection Hotel
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

Latchis Hotel

Latchis Hotel

10/10 Excellent
"Great location in downtown Brattleboro, close to shops and restaurants. Staff are friendly and helpful. "
Joycelyn 2-night trip
Posted 6 days ago
Latchis Hotel

Explore a world of travel with Expedia

Explore a world of travel with Expedia

Frequently asked questions

Why book your hotel with air conditioning in Winchester with Expedia?
Expedia has irresistible deals on hotels with air conditioning in Winchester. If you're on a budget, select how much you'd like to spend and the preferred star rating of your hotel. Then take advantage of our filters to search for air-conditioned digs with conveniences like free WiFi or a pool. We'll help you find the right fit whatever your escape looks like.
How can I find cheap hotels with air conditioning in Winchester?
Expedia can help you narrow your search for cheap hotels with air conditioning in Winchester. Simply select the "air conditioned" box under the amenities filter heading to view stays with this feature. Next, choose your hotel star rating (lower-rated stays are generally cheaper) and your budget per night to find the best properties with air conditioning at the lowest price.
What is there to do in Winchester near my hotel with air conditioning?
The ideal travel accessory is a well-planned itinerary. Pisgah State Park is an excellent place to kick off your adventures in Winchester.