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Check availability on Winchester Hotels with Air Conditioning

Our top choices for Winchester hotels with air conditioning

Exterior detail
The Covered Bridge Inn

The Covered Bridge Inn

The Covered Bridge Inn
2.5 star property
Brattleboro
7.6 out of 10, Good, (1001)
"Quiet, easy to get to right off the highway with lots of quick eats within walking distance. Staff was friendly and helpful with any requests."
United States
Zachery
The price is 2.087.870 ₫
2.296.657 ₫ total
includes taxes & fees
15 Dec - 16 Dec
The Covered Bridge Inn
Indoor pool
Keene Elm City Hotel, an Ascend Collection Hotel

Keene Elm City Hotel, an Ascend Collection Hotel

Keene Elm City Hotel, an Ascend Collection Hotel
2.5 star property
Keene
8.4 out of 10, Very good, (960)
"Enjoyed the breakfast options and the very comfortable bed. "
Canada
Nancy
The price is 2.871.693 ₫
3.115.787 ₫ total
includes taxes & fees
30 Dec - 31 Dec
Keene Elm City Hotel, an Ascend Collection Hotel
Front of property
Blooming Inn

Blooming Inn

Blooming Inn
3.0 star property
Shelburne Falls
9.2 out of 10, Wonderful, (124)
"Excellent! Really fun space with beautiful objects all around you. One of a kind, well run, seamless experience. "
United States
Ben
The price is 1.779.975 ₫
3.280.363 ₫ total
includes taxes & fees
17 Dec - 18 Dec
Blooming Inn
Front of property
The Inn At Crumpin Fox

The Inn At Crumpin Fox

The Inn At Crumpin Fox
2.5 star property
Bernardston
9.2 out of 10, Wonderful, (343)
"Room was great, we will be back again, favorite place in the valley thus far to stay. "
United States
Christine
The price is 3.440.241 ₫
3.842.789 ₫ total
includes taxes & fees
11 Dec - 12 Dec
The Inn At Crumpin Fox
Interior
The Colonial Hotel

The Colonial Hotel

The Colonial Hotel
3.0 star property
Gardner
8.8 out of 10, Excellent, (1007)
"The perfect hotel!"
United States
Elizabeth
The Colonial Hotel
Exterior
The Putney Inn

The Putney Inn

The Putney Inn
2.5 star property
Putney
8.4 out of 10, Very good, (1000)
"Nice motel. "
United States
Richard
The Putney Inn
Premium bedding, individually decorated, individually furnished, desk
Best Western Plus Keene Hotel

Best Western Plus Keene Hotel

Best Western Plus Keene Hotel
3.0 star property
Keene
8.4 out of 10, Very good, (1000)
"Great staff, clean room, nice breakfast"
United States
DORTHY
The price is 3.664.318 ₫
3.975.917 ₫ total
includes taxes & fees
22 Dec - 23 Dec
Best Western Plus Keene Hotel
Free daily continental breakfast
The Carriage Barn Inn

The Carriage Barn Inn

The Carriage Barn Inn
3.0 star property
Keene
9.6 out of 10, Exceptional, (165)
"Excellent place!!!! Lovely room that had all I needed!!! The bed was comfortable and the stay was wonderful!!!!!!"
United States
natalia
The price is 3.360.593 ₫
3.646.243 ₫ total
includes taxes & fees
29 Dec - 30 Dec
The Carriage Barn Inn
Lobby
Comfort Inn & Suites Brattleboro I-91

Comfort Inn & Suites Brattleboro I-91

Comfort Inn & Suites Brattleboro I-91
2.5 star property
Brattleboro
8.6 out of 10, Excellent, (738)
"Staff was friendly and pool was nice"
United States
Joshua
The price is 2.819.480 ₫
3.101.428 ₫ total
includes taxes & fees
14 Dec - 15 Dec
Comfort Inn & Suites Brattleboro I-91
Room, 2 Queen Beds, Non Smoking | Down duvets, desk, blackout curtains, soundproofing
Hampton Inn & Suites Greenfield

Hampton Inn & Suites Greenfield

Hampton Inn & Suites Greenfield
2.5 star property
Greenfield
8.6 out of 10, Excellent, (877)
"Friendly staff, great breakfast, comfy beds"
United States
Lori
The price is 4.829.518 ₫
5.394.571 ₫ total
includes taxes & fees
20 Dec - 21 Dec
Hampton Inn & Suites Greenfield
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

Latchis Hotel

Latchis Hotel

10/10 Excellent
"Our room was very clean. Comfy bed. Loved the uniqueness of this hotel! Will come again!"
LuAnn 1-night trip
Posted 3 days ago
Latchis Hotel

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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.