Windsor Hotels

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Tonight
8 Dec - 9 Dec
Tomorrow
9 Dec - 10 Dec
This weekend
12 Dec - 14 Dec
Next weekend
19 Dec - 21 Dec

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Top 10 trending Windsor hotels

Premium bedding, individually decorated, individually furnished, desk
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 €130
includes taxes & fees
9 Dec - 10 Dec
Best Western Plus Keene Hotel
Exterior
Mountain Edge Suites at Sunapee, an Ascend Collection Hotel

Mountain Edge Suites at Sunapee, an Ascend Collection Hotel

3.0 star property
Newbury
9.2 out of 10, Wonderful, (378)
"Corey, the front desk attendant, was excellent."
United States
Beth
The price is €164
includes taxes & fees
14 Dec - 15 Dec
Mountain Edge Suites at Sunapee, an Ascend Collection Hotel
In-room safe, desk, blackout curtains, iron/ironing board
Days Inn by Wyndham Keene NH

Days Inn by Wyndham Keene NH

2.0 star property
Keene
7.0 out of 10, Good, (1001)
"Not exactly spotless by the experience was better than at the Courtyard by Marriott on Railroad St. in Keene NH."
United States
Miroslaw
The price is €90
includes taxes & fees
31 Dec - 1 Jan 2026
Days Inn by Wyndham Keene NH
Breakfast area
Riverhouse by Weekender (Formerly Jack Daniels Inn)

Riverhouse by Weekender (Formerly Jack Daniels Inn)

2.5 star property
Peterborough
9.4 out of 10, Exceptional, (434)
"Super cute place! Would stay here again"
United States
Danielle
Riverhouse by Weekender (Formerly Jack Daniels Inn)
Interior
Brook Road Inn

Brook Road Inn

3.0 star property
Goshen
8.6 out of 10, Excellent, (243)
"A cozy and comfortable venue."
United States
Brian
Brook Road Inn
Exterior
Fairfield Inn & Suites by Marriott Keene Downtown

Fairfield Inn & Suites by Marriott Keene Downtown

2.5 star property
Keene
8.8 out of 10, Excellent, (755)
"Front desk pleasant and helpful Breakfast was good Room was spacious and clean Able to walk to shopping and dining. "
United States
Stephen
The price is €168
includes taxes & fees
1 Jan - 2 Jan 2026
Fairfield Inn & Suites by Marriott Keene Downtown
Reception
Hampton Inn & Suites Keene

Hampton Inn & Suites Keene

2.5 star property
Keene
8.8 out of 10, Excellent, (352)
"Clean comfy nice staff "
United States
Katherine
The price is €137
includes taxes & fees
23 Dec - 24 Dec
Hampton Inn & Suites Keene
Indoor pool
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, (959)
"Enjoyed the breakfast options and the very comfortable bed. "
Canada
Nancy
The price is €101
includes taxes & fees
29 Dec - 30 Dec
Keene Elm City Hotel, an Ascend Collection Hotel
Family Room, Multiple Beds
Hideaway Inn Mt.Sunapee

Hideaway Inn Mt.Sunapee

2.0 star property
Newbury
9.4 out of 10, Exceptional, (45)
"Wonder stay and great property."
United States
FNU
The price is €119
includes taxes & fees
9 Dec - 10 Dec
Hideaway Inn Mt.Sunapee
Property entrance
Follansbee Inn

Follansbee Inn

3.0 star property
North Sutton
9.6 out of 10, Exceptional, (91)
"My mom and I stayed there back in September for a weekend and had a wonderful stay. The inn was so lovely with a beautiful lake across the street. The breakfast provided each morning was top-notch! If I am ever back in the area, I will certainly stay there again!"
United States
Kimberly
The price is €170
includes taxes & fees
9 Dec - 10 Dec
Follansbee Inn
Free daily continental breakfast
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 €119
includes taxes & fees
29 Dec - 30 Dec
The Carriage Barn Inn
Reception
Courtyard by Marriott Keene Downtown

Courtyard by Marriott Keene Downtown

3.0 star property
Keene
8.8 out of 10, Excellent, (1003)
"Very comfortable and clean."
United States
Christina
The price is €168
includes taxes & fees
15 Dec - 16 Dec
Courtyard by Marriott Keene Downtown
Exterior
The Burrell House

The Burrell House

2.5 star property
Keene
9.6 out of 10, Exceptional, (155)
"Very helpful, kind staff"
United States
Paitris
The Burrell House
Restaurant
The New London Inn

The New London Inn

3.5 star property
New London
9.0 out of 10, Wonderful, (216)
"Beautiful historic inn with a fantastic restaurant. Highly recommend."
United States
Lisa
The price is €92
includes taxes & fees
14 Dec - 15 Dec
The New London Inn
Property entrance
Colby Hill Inn

Colby Hill Inn

3.5 star property
Henniker
9.6 out of 10, Exceptional, (37)
"Great stay!"
United States
Jerald
The price is €182
includes taxes & fees
9 Dec - 10 Dec
Colby Hill Inn
Deluxe Double Room
Newport Motel

Newport Motel

2.0 star property
Newport
8.8 out of 10, Excellent, (267)
"Nice place to short stay "
Mexico
Vanessa
The price is €96
includes taxes & fees
6 Jan - 7 Jan 2026
Newport Motel
Games room
Dexter's Inn

Dexter's Inn

3.0 star property
Sunapee
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. "
United States
Lisa
The price is €245
includes taxes & fees
9 Dec - 10 Dec
Dexter's Inn
Charlie Chaplin Suite
Rosewood Country Inn

Rosewood Country Inn

3.0 star property
Bradford
9.8 out of 10, Exceptional, (90)
"Comfortable clean rooms and an exceptional breakfast ."
United States
Mark
The price is €173
includes taxes & fees
9 Dec - 10 Dec
Rosewood Country Inn
Room 9 - Private Bath - 1st Floor
Blue Bear Inn

Blue Bear Inn

4.0 star property
Francestown
10.0 out of 10, Exceptional, (16)
"We’ve stayed multiple times and plan to come back. Nice place, nice folks."
United States
Carla
The price is €189
includes taxes & fees
24 Dec - 25 Dec
Blue Bear Inn
Exterior
Henniker Motel

Henniker Motel

2.0 star property
Henniker
8.4 out of 10, Very good, (273)
"Nice room, great staff"
United States
Kevin
The price is €102
includes taxes & fees
9 Dec - 10 Dec
Henniker Motel
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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Stay near popular Windsor attractions

Windsor Town Hall

Windsor Town Hall is just one of the places to see in Windsor, so why not enjoy the other things to explore during your travels?
See properties

Black Pond

Commune with nature and explore the great outdoors at Black Pond during your travels in Windsor.
See properties

Top Windsor Hotel Reviews

Monadnock Inn

Monadnock Inn

10/10 Excellent
"Lovely 19th century property. The owners were very charming, and the cats inspected us and approved of us. Ok. Full disclosure. We bribed the cats with treats. "
Jeffrey 1-night trip
Posted 8 days ago
Monadnock Inn

More cheap stays in Windsor

Days Inn by Wyndham Keene NH

Days Inn by Wyndham Keene NH

3 Ash Brook Road Keene NH
The price is €90 per night from 31 Dec to 1 Jan
€90
31 Dec - 1 Jan 2026
includes taxes & fees
7/10 Good! (1,000 reviews)

Frequently asked questions

Where is the best place to stay in Windsor?
Located 13.9 mi (22.3 km) from the heart of Windsor, Hideaway Inn Mt.Sunapee is a top choice for your stay, based on our traveller data. Other good options for your stay in the area are Best Western Plus Keene Hotel and Keene Elm City Hotel, an Ascend Collection Hotel. See all available top hotels, or vacation rentals in Windsor.
What are some of the best holiday rentals that Windsor has to offer?
Private Beach And Mountain Lake Home: This holiday home rental outside of Windsor is located on the beach, and has a fireplace, a patio and a BBQ to put you at ease in your new surroundings. It has 4 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. You can relax into your holiday with a garden and a selection of games. See all 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?
Hideaway Inn Mt.Sunapee: Provides free self parking, an indoor pool and complimentary wireless Internet access. Best Western Plus Keene Hotel and Keene Elm City Hotel, an Ascend Collection Hotel 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?
A couple of favourite places to visit are Windsor Town Hall and Black Pond. You'll also find Franklin Pierce Homestead and Highland Lake 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.

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