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Winchester hotels from RM389

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Check prices for these dates

Tonight
1 Jul - 2 Jul
Tomorrow
2 Jul - 3 Jul
This weekend
4 Jul - 6 Jul
Next weekend
11 Jul - 13 Jul

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Top 10 trending Winchester hotels

Vikings Villages Resort
2 bedrooms, premium bedding, down duvets, in-room safe

Vikings Villages Resort

2.0 star property
10.0 out of 10, Exceptional, (106)
"Loved the place! "
The price is RM1,190
RM1,388 total
includes taxes & fees
2 Aug - 3 Aug
Vikings Villages Resort
The Burrell House
Exterior

The Burrell House

2.5 star property
9.6 out of 10, Exceptional, (130)
"Well maintained property with beautifully decorated rooms. "
The price is RM1,034
RM1,122 total
includes taxes & fees
12 Jul - 13 Jul
The Burrell House
Riverhouse by Weekender (Formerly Jack Daniels Inn)
Front of property

Riverhouse by Weekender (Formerly Jack Daniels Inn)

2.5 star property
9.4 out of 10, Exceptional, (404)
"It was a beautiful place right off the main road where there were restaurants and shops and everything right within a 5 to 8 minute walk it was a beautiful place to stay"
Riverhouse by Weekender (Formerly Jack Daniels Inn)
The Colonial Hotel
Interior

The Colonial Hotel

3.0 star property
8.8 out of 10, Excellent, (1011)
"Great motel "
The Colonial Hotel
Inn on Putney Road
Exterior

Inn on Putney Road

4.0 star property
9.8 out of 10, Exceptional, (46)
"The breakfast was excellent and Paul did whatever he could to enhance our stay "
The price is RM1,114
RM1,225 total
includes taxes & fees
7 Jul - 8 Jul
Inn on Putney Road
The Inn At Crumpin Fox
Terrace/patio

The Inn At Crumpin Fox

2.5 star property
9.2 out of 10, Wonderful, (300)
"Very nice and very responsive staff"
The price is RM798
RM891 total
includes taxes & fees
3 Jul - 4 Jul
The Inn At Crumpin Fox
The One Cat B&B
Front of property

The One Cat B&B

2.5 star property
9.6 out of 10, Exceptional, (75)
"Conrad and Pat were so welcoming, their house was adorable, and breakfast was superb!"
The price is RM945
RM1,039 total
includes taxes & fees
7 Jul - 8 Jul
The One Cat B&B
Riverside Hotel, Ascend Hotel Collection
Sun deck

Riverside Hotel, Ascend Hotel Collection

2.5 star property
9.6 out of 10, Exceptional, (573)
"Clean, well decorated, comfortable and spacious rooms. Staff was very courteous and helpful. We will definitely come stay again. "
The price is RM640
RM695 total
includes taxes & fees
7 Jul - 8 Jul
Riverside Hotel, Ascend Hotel Collection
Colonel Williams Inn
Front of property

Colonel Williams Inn

3.0 star property
9.8 out of 10, Exceptional, (307)
"The inn keepers are always super friendly and the place is kept well. The breakfast is delicious. Great for families who prefer quiet and quaint."
The price is RM663
RM723 total
includes taxes & fees
6 Jul - 7 Jul
Colonel Williams Inn
Hampton Inn & Suites Keene
Reception

Hampton Inn & Suites Keene

2.5 star property
9.0 out of 10, Wonderful, (310)
"We had a great time here! Clean rooms, polite staff and nice dinning area"
The price is RM622
RM675 total
includes taxes & fees
13 Jul - 14 Jul
Hampton Inn & Suites Keene
Inn at Valley Farms
Library

Inn at Valley Farms

2.0 star property
10.0 out of 10, Exceptional, (8)
"Wonderful location and property"
The price is RM749
RM813 total
includes taxes & fees
7 Jul - 8 Jul
Inn at Valley Farms
The Maguire House Bed & Breakfast
Property grounds

The Maguire House Bed & Breakfast

3.5 star property
10.0 out of 10, Exceptional, (34)
"Wonderful bed and breakfast - and remarkable hosts! Definitely worth booking if you plan to be in the area. "
The price is RM1,158
RM1,158 total
includes taxes & fees
17 Jul - 18 Jul
The Maguire House Bed & Breakfast
The Putney Inn
Exterior

The Putney Inn

2.5 star property
8.4 out of 10, Very good, (1000)
"Clean rooms with good parking. Minor complaint: breakfasts were a little sparse"
The Putney Inn
Green River Bridge Inn
Exterior

Green River Bridge Inn

3.0 star property
10.0 out of 10, Exceptional, (1)
"Such a peaceful, beautiful area and inn! The host is wonderful and an amazing cook. The quintessential Vermont inn with an international flair. Can’t wait to go back!"
The price is RM850
RM927 total
includes taxes & fees
14 Jul - 15 Jul
Green River Bridge Inn
The Carriage Barn Inn
Free daily continental breakfast

The Carriage Barn Inn

3.0 star property
9.6 out of 10, Exceptional, (151)
"Loved our stay. Beautifully decorated and I was able to play the house guitar in common room which was a unique touch I really enjoyed. Would gladly stay here again."
The price is RM844
RM915 total
includes taxes & fees
6 Jul - 7 Jul
The Carriage Barn Inn
Best Western Plus Keene Hotel
Exterior

Best Western Plus Keene Hotel

3.0 star property
8.2 out of 10, Very good, (1001)
"Nice hotel "
The price is RM563
RM610 total
includes taxes & fees
3 Jul - 4 Jul
Best Western Plus Keene Hotel
Holiday Inn Express Hotel & Suites Brattleboro by IHG
Free daily on-the-go breakfast

Holiday Inn Express Hotel & Suites Brattleboro by IHG

2.5 star property
8.8 out of 10, Excellent, (994)
"The nicest Holiday Inn Express I have ever stayed at. Lovely place and super clean."
The price is RM640
RM704 total
includes taxes & fees
6 Jul - 7 Jul
Holiday Inn Express Hotel & Suites Brattleboro by IHG
Fairfield Inn & Suites by Marriott Keene Downtown
Exterior

Fairfield Inn & Suites by Marriott Keene Downtown

2.5 star property
8.8 out of 10, Excellent, (723)
"We had a lovely stay. Decent breakfast, clean facilities. "
The price is RM598
RM649 total
includes taxes & fees
20 Jul - 21 Jul
Fairfield Inn & Suites by Marriott Keene Downtown
Chesterfield Inn
Lobby

Chesterfield Inn

4.0 star property
9.0 out of 10, Wonderful, (103)
"Great stay"
The price is RM1,264
RM1,372 total
includes taxes & fees
16 Jul - 17 Jul
Chesterfield Inn
Keene Elm City Hotel, Ascend Hotel Collection
Indoor pool

Keene Elm City Hotel, Ascend Hotel Collection

2.5 star property
8.4 out of 10, Very good, (851)
"Friendly staff and clean, spacious room. Breakfast was very good!! "
The price is RM487
RM529 total
includes taxes & fees
8 Jul - 9 Jul
Keene Elm City Hotel, Ascend Hotel Collection
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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Learn more about Winchester

Get away to relaxing Winchester! Enjoy the lake views, forests and more.

See all hotels in Winchester
Photo by Donny Campos
Open Photo by Donny Campos

Frequently asked questions

What's the best place to stay in Winchester?

The Colonial Hotel, located 26.3 mi (42.3 km) from the heart of Winchester, is a top choice for your stay, based on our traveller data. Two other choices for your trip to the area are Colonial Motel And Spa and Best Western Plus Keene Hotel. See all available top hotels, or vacation rentals in Winchester.

If I need to cancel my hotel reservation in Winchester, will I receive a refund?

Yes, the majority of hotel reservations are fully refundable provided that you cancel prior to the accommodation's cancellation deadline, which is usually within 24-48 hours of your arrival date. If you have a non-refundable reservation, you may still be able to cancel and be given a refund within 24 hours of booking. Filter your search by fully refundable to find flexible hotel deals in Winchester.

What are some hotels with pools in Winchester?

The Colonial Hotel: Features a sauna, an indoor pool and free self parking. Colonial Motel And Spa and Best Western Plus Keene Hotel are a couple of other choices that offer an on-site pool. View all hotels with pools in Winchester.

What is staying in Winchester like?

Visitors to Winchester will definitely enjoy the lakeside setting. Tourists can also enjoy so much more including its forests. In Winchester, there are 6 hotels and other accommodation options to choose from. Find out more about Winchester.

What are the top places to visit in Winchester?

Natural beauty is on display at Rhododendron State Park, Ashuelot River and Cass Pond. A couple of additional sights to add to your itinerary are New England Sweetwater Farm & Distillery and Winchester Speedpark. Take a look at what more there is to see and do in Expedia's Winchester guide.

What's the weather like in Winchester?

The hottest months are usually July and August, with an average temperature of 19°C, while the coldest months are January and February, with an average of -2°C. The snowiest months in Winchester are January, March, February and November, with each month seeing an average of 26 cm of snowfall.