Windsor Hotels from S$115

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Check Windsor hotel prices

Tonight
30 Nov - 1 Dec
Tomorrow night
1 Dec - 2 Dec
Next weekend
6 Dec - 8 Dec

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Top 10 trending Windsor hotels

Blue Bear Inn
Exterior

Blue Bear Inn

4.5 star property
9.6 out of 10, Exceptional, (43)
"This is a great little get away. It’s quiet, peaceful, and serene. The Inn is lovely, warm, and comfortable. It sits surrounded by New Hampshire mountains and the vistas are breath taking. The food is amazing. The owners, Carrie and Bob, are warm and friendly. Brian, the barkeep, is also a lovely individual. There are lots of places to walk and explore. The ski resort is nearby. I will be returning. "
The price is S$197
includes taxes & fees
1 Dec - 2 Dec
Blue Bear Inn
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, (361)
"Easy checking. Clean nice rooms"
The price is S$217
includes taxes & fees
1 Dec - 2 Dec
Riverhouse by Weekender (Formerly Jack Daniels Inn)
Henniker Motel
Exterior

Henniker Motel

2.0 star property
8.2 out of 10, Very good, (223)
"Everything "
The price is S$187
includes taxes & fees
1 Dec - 2 Dec
Henniker Motel
Monadnock Inn
Exterior

Monadnock Inn

2.5 star property
7.6 out of 10, Good, (263)
"The place is over coming new ownership so it has work being done but the new owners seem nice and our room was nice a clean and the bed was super comfy. I would love to see it in a year to see all the renovations done. "
The price is S$240
includes taxes & fees
1 Dec - 2 Dec
Monadnock Inn
The Birchwood Inn
Bar (on property)

The Birchwood Inn

3.5 star property
9.4 out of 10, Exceptional, (191)
"Quaint room in a beautiful area. Very nice stay. "
The price is S$233
includes taxes & fees
2 Dec - 3 Dec
The Birchwood Inn
Colby Hill Inn
Property entrance

Colby Hill Inn

4.0 star property
9.2 out of 10, Wonderful, (16)
"A great B&B with a lot of character and a great homemade breakfast!"
The price is S$315
includes taxes & fees
1 Dec - 2 Dec
Colby Hill Inn
Hillsborough Village Retreat: Walk to River!
Microwave, oven, stovetop, cookware/dishes/utensils

Hillsborough Village Retreat: Walk to River!

3.0 star property
Hillsborough Village Retreat: Walk to River!
Cabin: Private Hot Tub, Walk to Pats Peak Ski Area
TV, fireplace, books

Cabin: Private Hot Tub, Walk to Pats Peak Ski Area

3.0 star property
Cabin: Private Hot Tub, Walk to Pats Peak Ski Area
Modern Francestown Retreat on Scobie Pond!
Dining

Modern Francestown Retreat on Scobie Pond!

3.0 star property
Modern Francestown Retreat on Scobie Pond!
Rustic Waterfront Cottage w/ Fire Pit & Kayaks
Fireplace

Rustic Waterfront Cottage w/ Fire Pit & Kayaks

2.5 star property
Rustic Waterfront Cottage w/ Fire Pit & Kayaks
Charming Jaffrey Cottage w/ Deck & Grill!
Private kitchen

Charming Jaffrey Cottage w/ Deck & Grill!

3.0 star property
Charming Jaffrey Cottage w/ Deck & Grill!
Luxe Riverfront Cottage w/ Dock by Lake Horace!
Outdoor dining

Luxe Riverfront Cottage w/ Dock by Lake Horace!

3.0 star property
Luxe Riverfront Cottage w/ Dock by Lake Horace!
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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Frequently asked questions

Where is the best place to stay in Windsor?

Located 19.2 mi (31 km) from the heart of Windsor, Courtyard by Marriott Keene Downtown is a top choice for your stay, based on our traveller data. Other good options for your stay in the area are Hampton Inn & Suites Keene and Days Inn by Wyndham Keene NH. 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?

Courtyard by Marriott Keene Downtown: Provides complimentary high-speed (wired) Internet access, an indoor pool and free self parking. Hampton Inn & Suites Keene and Bluebird Sunapee are two additional hotels that feature an on-site pool. 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. In Windsor, there are 6 hotels and other accommodation options to choose from. Find out more about Windsor.

What should I see while I'm in Windsor?

Places to visit in the wider area include Highland Lake, Contoocook River and Pats Peak. You'll also find Crotched Mountain Ski and Ride Area and Mount Sunapee State Park 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.