Windsor Hotels from S$129

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14 Jul - 15 Jul
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15 Jul - 16 Jul
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18 Jul - 20 Jul
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25 Jul - 27 Jul

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Top 10 trending Windsor hotels

Riverhouse by Weekender (Formerly Jack Daniels Inn)
Free daily on-the-go breakfast

Riverhouse by Weekender (Formerly Jack Daniels Inn)

2.5 star property
9.4 out of 10, Exceptional, (406)
"Clean, comfortable, easy check in/check out. Beautiful location, staff was friendly and efficient. "
Riverhouse by Weekender (Formerly Jack Daniels Inn)
A Hotel Inn Sunapee
Indoor pool

A Hotel Inn Sunapee

3.0 star property
8.8 out of 10, Excellent, (720)
"Beautiful area "
The price is S$176
includes taxes & fees
30 Jul - 31 Jul
A Hotel Inn Sunapee
Mountain Edge Suites at Sunapee, Ascend Hotel Collection
Exterior

Mountain Edge Suites at Sunapee, Ascend Hotel Collection

3.0 star property
9.2 out of 10, Wonderful, (344)
"Always a great time here!"
The price is S$256
includes taxes & fees
12 Aug - 13 Aug
Mountain Edge Suites at Sunapee, Ascend Hotel Collection
The Burrell House
Exterior

The Burrell House

2.5 star property
9.6 out of 10, Exceptional, (131)
"Well maintained property with beautifully decorated rooms. "
The Burrell House
Blue Bear Inn
1 bedroom, premium bedding, Tempur-Pedic beds, individually decorated

Blue Bear Inn

4.0 star property
9.6 out of 10, Exceptional, (50)
"Great place"
The price is S$345
includes taxes & fees
17 Jul - 18 Jul
Blue Bear Inn
Newport Motel
1 bedroom, free WiFi

Newport Motel

2.0 star property
8.8 out of 10, Excellent, (204)
"A very nice affordable place to stay."
The price is S$167
includes taxes & fees
13 Aug - 14 Aug
Newport Motel
Hampton Inn & Suites Keene
Reception

Hampton Inn & Suites Keene

2.5 star property
9.0 out of 10, Wonderful, (311)
"We had a great time here! Clean rooms, polite staff and nice dinning area"
The price is S$205
includes taxes & fees
24 Jul - 25 Jul
Hampton Inn & Suites Keene
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, (724)
"We had a lovely stay. Decent breakfast, clean facilities. "
The price is S$208
includes taxes & fees
3 Aug - 4 Aug
Fairfield Inn & Suites by Marriott Keene Downtown
Rosewood Country Inn
Individually decorated, individually furnished, blackout curtains

Rosewood Country Inn

3.0 star property
9.8 out of 10, Exceptional, (83)
"Very Nice Place, we had a Great stay and will return. "
The price is S$274
includes taxes & fees
16 Jul - 17 Jul
Rosewood Country 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, (854)
"Friendly staff and clean, spacious room. Breakfast was very good!! "
The price is S$155
includes taxes & fees
22 Jul - 23 Jul
Keene Elm City Hotel, Ascend Hotel Collection
Courtyard by Marriott Keene Downtown
Reception

Courtyard by Marriott Keene Downtown

3.0 star property
8.8 out of 10, Excellent, (1006)
"Hotel itself clean and nice but surrounding area has homeless people, or seems a little sketchy, which made us a little nervous walking around town "
The price is S$206
includes taxes & fees
24 Jul - 25 Jul
Courtyard by Marriott Keene Downtown
Follansbee Inn
Property entrance

Follansbee Inn

3.0 star property
9.6 out of 10, Exceptional, (82)
"Great place, beautiful area, love the breakfast. "
The price is S$278
includes taxes & fees
21 Jul - 22 Jul
Follansbee Inn
Brook Road Condo
Private kitchen

Brook Road Condo

3.0 star property
8.8 out of 10, Excellent, (3)
The price is S$415
includes taxes & fees
16 Jul - 17 Jul
Brook Road Condo
Brook Road Inn
Interior

Brook Road Inn

3.0 star property
8.8 out of 10, Excellent, (225)
"Quintessential New England Inn"
Brook Road Inn
The Carriage Barn Inn
Free daily continental breakfast

The Carriage Barn Inn

3.0 star property
9.6 out of 10, Exceptional, (152)
"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 S$236
includes taxes & fees
28 Jul - 29 Jul
The Carriage Barn Inn
Colby Hill Inn
Property entrance

Colby Hill Inn

3.5 star property
9.2 out of 10, Wonderful, (25)
"Wonderful food and a charming old Inn"
The price is S$271
includes taxes & fees
28 Jul - 29 Jul
Colby Hill Inn
The New London Inn
Restaurant

The New London Inn

3.5 star property
8.8 out of 10, Excellent, (202)
"Very nice place to stay and clean .."
The price is S$304
includes taxes & fees
17 Jul - 18 Jul
The New London 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 S$186
includes taxes & fees
16 Jul - 17 Jul
Best Western Plus Keene Hotel
Henniker Motel
Exterior

Henniker Motel

2.0 star property
8.2 out of 10, Very good, (246)
"Great place to stay and the staff is super nice"
The price is S$179
includes taxes & fees
16 Jul - 17 Jul
Henniker Motel
Dexter's Inn
Games room

Dexter's Inn

3.0 star property
8.8 out of 10, Excellent, (70)
"This was my 3rd time staying at Dexter’s Inn and hopefully not the last. It is a wonderful inn with easy access to Mount Sunapee. "
The price is S$344
includes taxes & fees
27 Jul - 28 Jul
Dexter's Inn
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 Windsor

Explore attractions like Windsor Town Hall and Black Pond as you discover things to see and do in Windsor.

See all hotels in Windsor

Frequently asked questions

Where is the best place to stay in Windsor?

Located 20.4 mi (32.8 km) from the heart of Windsor, Best Western Plus Keene Hotel is a top choice for your stay, based on our traveller data. Other good options for your stay in the area are Keene Elm City Hotel, Ascend Hotel Collection and Newport Motel. See all available top hotels, or vacation rentals in Windsor.

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

Yes, you'll find most hotel bookings are fully refundable if you cancel before the accommodation's cancellation deadline, which is usually within 24-48 hours of the scheduled arrival. If your reservation is non-refundable, you might be able to cancel it and receive a refund within a 24-hour period of your booking. Filter your search by fully refundable to find flexible hotel deals in Windsor.

What are some hotels with pools in Windsor?

Best Western Plus Keene Hotel: Offers buffet, an indoor pool and free self parking. Another option that features an on-site pool is A Hotel Inn Sunapee. View all hotels with pools in Windsor.

How is it to stay in Windsor?

Visitors to Windsor will definitely find plenty to explore and enjoy. There are 452 hotels and other accommodation options in the surrounding area. Find out more about Windsor.

What should I see while I'm in Windsor?

A couple of favourite places to visit are Windsor Town Hall and Black Pond. You'll also find Franklin Pierce Homestead and Washington Common in the area. Take a look at what more there is to see and do in Expedia's Windsor guide.

What's the seasonal weather like in Windsor?

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 -3°C. The snowiest months in Windsor are January, March, February and November, with each month seeing an average of 19 cm of snowfall.