𝗧𝗢𝗣 𝟭𝟬 𝗛𝗼𝘁𝗲𝗹𝘀 𝗶𝗻 Windsor (2026)

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Our top choices for Windsor hotels

A hotel reception area with two counters labeled 'Choice Hotels' and 'Ascend Hotel Collection'. There are vending machines and a refrigerator with beverages.

An indoor swimming pool with clear blue water, a lifebuoy, and a few lounge chairs.

A modern kitchen with wooden cabinets, a coffee machine, a fruit juice dispenser, and a refrigerator.

A modern fitness center with cardio machines, weightlifting equipment, and a large mirror.

1. Keene Elm City Hotel, an Ascend Collection Hotel

Keene

Lisa

S$178

includes taxes & fees

29 Oct - 30 Oct

A sign for the Henniker Motel with a mountain and sun graphic.

An indoor swimming pool with a tiled edge, wooden paneling, and a door leading to another room.

A hotel room with a bed, two bedside lamps, a nightstand, a remote control, and a framed picture on the wall.

A room with two armchairs, a small table with a lamp, and a window with a view of trees.

2. Henniker Motel

Henniker

Mohammad Ahsan

S$137

includes taxes & fees

1 Nov - 2 Nov

A cozy room with a stone fireplace, wooden furniture, and a table with chairs.

A wooden bar area with a countertop, glasses, and a chalkboard menu.

A bar area with wooden cabinets, a counter, and a notice sign.

A rustic dining area with wooden tables and chairs, a fireplace, and a clock on the wall.

3. Brook Road Inn

Goshen

Bernard Jacobs

S$136

includes taxes & fees

25 Nov - 26 Nov

A hotel room with two beds, a canopy bed, a wooden headboard, a chair, a window, and a wall-mounted sign.

A poolside area with a wooden ceiling, a seating arrangement with chairs and cushions, and skis and snowboards on the wall.

A cozy living room with a stone fireplace, wooden benches, a leather sofa, and a bookshelf filled with books and decorative items.

An outdoor patio with a fire pit, seating, and a covered area.

4. Hideaway Inn Mt.Sunapee

Newbury

Jennifer

S$152

includes taxes & fees

26 Oct - 27 Oct

A hotel room with two beds, a TV, a desk, and a window with curtains.

A reception area with a black marble counter, wooden cabinets, and a 'Staff Only' door.

A hotel gym with treadmills, an elliptical, dumbbells, and a stationary bike.

A conference room with a black table, wooden chairs, a mounted TV, and a decorative mirror.

5. Days Inn by Wyndham Keene NH

Keene

CHERYL

S$128

includes taxes & fees

28 Oct - 29 Oct

A white building with a sign that reads "Colby Hill Inn" and "Guest Entrance".

A wooden cabinet with glass doors, a mirror, and a vase with flowers.

A cozy living room with a fireplace, a red armchair, and a person holding a drink.

6. Colby Hill Inn

Henniker

Joseph

S$271

includes taxes & fees

26 Oct - 27 Oct

A historic brick building with a porch and a sign reading "Burrell House."

A covered outdoor seating area with tables and chairs, overlooking a residential street with houses and a road.

A kitchen with a microwave, coffee maker, and a KUPPST refrigerator. There are two stools and a small shelf with a vase.

A bedroom with a large bed, a wooden desk, and three chairs. There are three windows with shutters.

7. The Burrell House

Keene

Carol

S$195

includes taxes & fees

26 Oct - 27 Oct

A modern bedroom with two beds, a wooden headboard, a small table, and a hanging light fixture.

A modern bathroom with a toilet, sink, and towel rack.

A hotel room with two beds, a wooden floor, a small table, and a painting on the wall.

8. Newport Motel

Newport

Martin

S$133

includes taxes & fees

24 Nov - 25 Nov

A historic building with a prominent corner turret and a wrap-around porch.

A room with a wooden floor, a wooden chair, a table, a mirror, and a red candle on a table.

A residential area with a white house, a white bridge, and a gazebo.

A bar area with a cake on a glass stand, plates, a pink napkin, and a rolled dessert on a plate.

9. Rosewood Country Inn

Bradford

Monica

S$285

includes taxes & fees

27 Oct - 28 Oct

A building with an entrance sign, large windows, and outdoor plants.

A spacious living room with a large sofa, a coffee table, and a fireplace. There are multiple seating areas and a dining table.

A covered outdoor seating area with tables and chairs, a person in an apron, and various beverages on the table.

A restaurant with wooden tables and chairs, arranged in a row, with large windows on one side.

10. The New London Inn

New London

Sarah

S$167

includes taxes & fees

9 Nov - 10 Nov

A stone-clad building entrance with a covered patio and benches.

A hotel entrance with a stone facade, a covered entrance area, and a sign reading "Mountain Edge."

A spacious living room with a fireplace, leather sofas, and a stone accent wall.

An indoor swimming pool with wooden walls and ceiling, clear water, and multiple lanes.

11. Mountain Edge Suites at Sunapee, an Ascend Collection Hotel

Newbury

Jen

S$241

includes taxes & fees

24 Nov - 25 Nov

A modern dining area with a central seating area, a kitchen in the background, and large windows providing natural light.

A reception area with a 'Welcome to the Granite State' sign, a reception desk, and a well-organized suite shop.

A modern hotel with a clear entrance, a parking area, and a sign indicating a 11' clearance.

An indoor swimming pool with lounge chairs and a sign indicating no lifeguard on duty and no diving.

12. Hampton Inn & Suites Keene

Keene

Neil

S$225

includes taxes & fees

19 Nov - 20 Nov

A spacious lobby with a fireplace, comfortable seating, and large windows offering a view of the outdoors.

A bar area with a high ceiling and stained glass windows, bar stools, and a checkered floor.

A gazebo with a white fence and a blue roof, surrounded by a well-maintained lawn, with a brick building in the background.

A hotel room with a large bed, two smaller beds, a desk with a TV, a chair, and a view of the outdoors.

13. Best Western Plus Keene Hotel

Keene

Ruddy

S$196

includes taxes & fees

1 Nov - 2 Nov

A living room with a brick wall, two armchairs, a sofa, a coffee table, and a patterned rug.

A hotel room with a brick wall, a large bed with white bedding, a flat-screen TV, and a desk with a lamp.

A bar area with a dark wooden bar, multiple bar stools, and a large screen displaying the hotel name.

14. Fairfield Inn & Suites by Marriott Keene Downtown

Keene

Christopher

S$240

includes taxes & fees

1 Nov - 2 Nov

An outdoor patio with a round table and chairs, surrounded by a wooden deck and a view of a green landscape.

A reception desk with a wooden top labeled "Blue Bear Inn on Crooked Mountain," a display of hats, and a mannequin wearing a cap.

A neutral-toned armchair and a small wooden table with a glass top, positioned in a bright room with white walls and a window.

A large estate with multiple buildings, a swimming pool, and a well-maintained lawn.

15. Blue Bear Inn

Francestown

Joel

S$282

includes taxes & fees

22 Nov - 23 Nov

An indoor swimming pool with clear water, a glass railing, and a seating area with tables and chairs.

A modern hotel lobby with a central bar area, multiple seating arrangements, and a reception desk.

A hotel room with two beds, a desk, an orange chair, and a view of buildings through the window.

A bar area with a dark tiled backsplash, multiple stools, and a variety of bottles and glasses on the counter.

16. Courtyard by Marriott Keene Downtown

Keene

Deborah

S$235

includes taxes & fees

1 Nov - 2 Nov

A wooden table set with plates, cutlery, and a folded napkin.

A two-story building with a porch, a sign indicating guest rooms, and an American flag.

A corner room with wooden flooring, a wooden table, and four chairs. Large windows with curtains are visible, offering a view of a green landscape and a red deck outside.

A cozy room with a wooden floor, a rocking chair, a blue armchair, a bookshelf, and a globe on a table.

17. The Carriage Barn Inn

Keene

Richard

S$198

includes taxes & fees

23 Nov - 24 Nov

A traditional two-story house with a porch and a large tree in front.

A lakeside view with a dock, chairs, and a clear sky.

A wooden dock leading to a stone staircase with a view of a white house and green chairs by a lake.

A dining area with a table set for four, a painting on the wall, and a statue on a pedestal.

18. Follansbee Inn

North Sutton

David

S$250

includes taxes & fees

26 Oct - 27 Oct

A wooden picnic table with a bottle and two glasses, surrounded by lush greenery and a wooden fence.

A modern bedroom with a large bed, a nightstand, a lamp, and a stone pillar.

A kitchen with a coffee machine, coffee pods, a fruit basket, and a refrigerator.

A hotel with a snow-covered driveway, Christmas lights, and a large tree in front.

19. Riverhouse by Weekender (Formerly Jack Daniels Inn)

Peterborough

Kathleen

S$237

includes taxes & fees

1 Nov - 2 Nov

A two-story building with a white facade and green shutters, a covered front porch, and a sign for the "M" Inn.

A porch with a wooden bench and a bench with cushions.

A cozy living room with a sofa, armchairs, a coffee table, and a dining table. There is a large window with curtains, a fireplace, and a lamp.

A dining area with two tables, chairs, and a radiator.

20. Monadnock Inn

Jaffrey

Jim

S$190

includes taxes & fees

1 Nov - 2 Nov

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Stay near popular Windsor attractions

Black Pond

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

See properties

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?

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Top Windsor Hotel Reviews

Hideaway Inn Mt.Sunapee

8/10 Good

"."

Fairfield Inn & Suites by Marriott Keene Downtown

8/10 Good

"Not sure why room was so warm. Turned heat off still warm. Had to turn ac on when it's 28 degrees outside. Staff was excellent. Breakfast was good."

Newport Motel

8/10 Good

"Very clean room. Nice staff. Overall good stay."

Best Western Plus Keene Hotel

8/10 Good

"Breakfast Convenient location"

Days Inn by Wyndham Keene NH

8/10 Good

"Clean comfortable room with a comfortable bed. I didn’t like the smell of whatever cleaning product they used, it was a bit bit strong let the kind you used to cover up something. Was this recently a smoking hotel? Also I missed an cycle in the fitness center, although the machines that were there seemed to work well. All in all it’s about what you would expect for a moderately priced hotel in New Hampshire during leaf peeper season."

Monadnock Inn

8/10 Good

"The building and interior was big on ambiance and charm. The staff was very cordial and helpful. I would suggest the addition of an ice machine"

Colby Hill Inn

10/10 Excellent

"We were visiting NH for the 1st time. Colby Hills Inn is very much a Gilmore Girls like experience. But on a finer scale. What a fabulous place to stay and the food was to die for. Fine dining and so fresh. We can’t wait to go back. Thank you for a wonderful stay!"

Henniker Motel

10/10 Excellent

"Great place to stay with dogs. Ski across the street. Good restaurant 5 mins away. Safe and quiet. Wood stove and football!"

Riverhouse by Weekender (Formerly Jack Daniels Inn)

8/10 Good

"Nobody is at the reception if you arrive after 6 pm. You cannot open the window in the room anymore."

More cheap stays in Windsor

Days Inn by Wyndham Keene NH

3 Ash Brook Road Keene NH

S$128

28 Oct - 29 Oct

includes taxes & fees

Newport Motel

467 Sunapee St Newport NH

S$133

24 Nov - 25 Nov

includes taxes & fees

8.8/10 Excellent! (381 reviews)

Hideaway Inn Mt.Sunapee

1403 New Hampshire Rte 103 Newbury NH

S$152

26 Oct - 27 Oct

includes taxes & fees

8.4/10 Very good! (311 reviews)

Keene Elm City Hotel, an Ascend Collection Hotel

175 Key Rd Keene NH

S$178

29 Oct - 30 Oct

includes taxes & fees

Hampton Inn & Suites Keene

126 Key Rd Keene NH

S$225

19 Nov - 20 Nov

includes taxes & fees

Riverhouse by Weekender (Formerly Jack Daniels Inn)

80 Concord Street Peterborough NH

S$237

1 Nov - 2 Nov

includes taxes & fees

9.2/10 Wonderful! (480 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 Keene Elm City Hotel, an Ascend Collection Hotel and Best Western Plus Keene Hotel. 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?

Hideaway Inn Mt.Sunapee: Provides free self parking, an indoor pool and complimentary wireless Internet access. Keene Elm City Hotel, an Ascend Collection Hotel and Best Western Plus Keene 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 5 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 Black Pond and Windsor Town Hall. 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.

Explore a world of travel with Expedia

Things to do in New Hampshire

Windsor Hotels from S$128

Change your mind

Treat yourself

Be picky

Go beyond your typical stay in Windsor

Check prices for these dates

Filter by

Star rating

Guest rating

Our top choices for Windsor hotels

1. Keene Elm City Hotel, an Ascend Collection Hotel

2. Henniker Motel

3. Brook Road Inn

4. Hideaway Inn Mt.Sunapee

5. Days Inn by Wyndham Keene NH

6. Colby Hill Inn

7. The Burrell House

8. Newport Motel

9. Rosewood Country Inn

10. The New London Inn

11. Mountain Edge Suites at Sunapee, an Ascend Collection Hotel

12. Hampton Inn & Suites Keene

13. Best Western Plus Keene Hotel

14. Fairfield Inn & Suites by Marriott Keene Downtown

15. Blue Bear Inn

16. Courtyard by Marriott Keene Downtown

17. The Carriage Barn Inn

18. Follansbee Inn

19. Riverhouse by Weekender (Formerly Jack Daniels Inn)

20. Monadnock Inn

Stay near popular Windsor attractions

Black Pond

Windsor Town Hall

Top Windsor Hotel Reviews

Hideaway Inn Mt.Sunapee

Fairfield Inn & Suites by Marriott Keene Downtown

Newport Motel

Best Western Plus Keene Hotel

Days Inn by Wyndham Keene NH

Monadnock Inn

Colby Hill Inn

Henniker Motel

Riverhouse by Weekender (Formerly Jack Daniels Inn)

More cheap stays in Windsor

Days Inn by Wyndham Keene NH

Newport Motel

Hideaway Inn Mt.Sunapee

Keene Elm City Hotel, an Ascend Collection Hotel

Hampton Inn & Suites Keene

Riverhouse by Weekender (Formerly Jack Daniels Inn)

Frequently asked questions

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