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Our top choices for Windsor hotels

A bar area with a cake on a glass stand, plates, a pink napkin, and a rolled dessert on a plate.
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 four-poster canopy bed with a lace canopy, a bedside table with a lamp, and a wooden floor.

1. Rosewood Country Inn

Rosewood Country Inn
Bradford
United States
Monica
CA $264
CA $286 total
includes taxes & fees
Aug 30 - Aug 31
Rosewood Country Inn
A stone-clad building entrance with a covered patio and benches.
A spacious lobby with a high ceiling, a stone wall, a wooden staircase, and a buffet table.
An indoor swimming pool with wooden walls and ceiling, clear water, and multiple lanes.
A spacious living room with a fireplace, leather sofas, and a stone accent wall.

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

Mountain Edge Suites at Sunapee, an Ascend Collection Hotel
Newbury
United States
Leah
CA $199
CA $238 total
includes taxes & fees
Aug 31 - Sep 1
Mountain Edge Suites at Sunapee, an Ascend Collection Hotel
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.
A white building with a sign that reads "Colby Hill Inn" and "Guest Entrance".
Two people holding wine glasses.

3. Colby Hill Inn

Colby Hill Inn
Henniker
United States
Taisha
CA $307
CA $333 total
includes taxes & fees
Sep 2 - Sep 3
Colby Hill Inn
A wooden bar area with a countertop, glasses, and a chalkboard menu.
A rustic dining area with wooden tables and chairs, a fireplace, and a clock on the wall.
A cozy room with a stone fireplace, wooden furniture, and a table with chairs.
A bar area with wooden cabinets, a counter, and a notice sign.

4. Brook Road Inn

Brook Road Inn
Goshen
United States
Jennifer
CA $92
CA $148 total
includes taxes & fees
Aug 30 - Aug 31
Brook Road Inn
A modern bedroom with two beds, a wooden headboard, a small table, and a hanging light fixture.
A motel with a grassy lawn, a parking lot, and a row of trees in the background.
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.

5. Newport Motel

Newport Motel
Newport
United States
NORMAN
CA $148
CA $161 total
includes taxes & fees
Aug 31 - Sep 1
Newport Motel
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 house with a large lawn and a rainbow in the sky.

6. Henniker Motel

Henniker Motel
Henniker
United States
glen
CA $206
CA $224 total
includes taxes & fees
Aug 31 - Sep 1
Henniker Motel
A hotel room with two beds, a canopy bed, a wooden headboard, a chair, a window, and a wall-mounted sign.
A cozy living room with a stone fireplace, wooden benches, a leather sofa, and a bookshelf filled with books and decorative items.
A poolside area with a wooden ceiling, a seating arrangement with chairs and cushions, and skis and snowboards on the wall.
An outdoor patio with a fire pit, seating, and a covered area.

7. Hideaway Inn Mt.Sunapee

Hideaway Inn Mt.Sunapee
Newbury
Canada
michel
CA $168
CA $182 total
includes taxes & fees
Aug 30 - Aug 31
Hideaway Inn Mt.Sunapee
A historic brick building with a porch and a sign reading "Burrell House."
A bedroom with a large bed, a wooden desk, and three chairs. There are three windows with shutters.
A hallway with a white radiator, a wooden staircase, and a door with decorative glass panels.
A kitchen with a microwave, coffee maker, and a KUPPST refrigerator. There are two stools and a small shelf with a vase.

8. The Burrell House

The Burrell House
Keene
United States
Justin
CA $174
CA $194 total
includes taxes & fees
Sep 1 - Sep 2
The Burrell House
A bar area with a high ceiling and stained glass windows, bar stools, and a checkered floor.
A hotel room with a large bed, two smaller beds, a desk with a TV, a chair, and a view of the outdoors.
A gazebo with a white fence and a blue roof, surrounded by a well-maintained lawn, with a brick building in the background.
A spacious lobby with a fireplace, comfortable seating, and large windows offering a view of the outdoors.

9. Best Western Plus Keene Hotel

Best Western Plus Keene Hotel
Keene
United States
Julia
CA $187
CA $203 total
includes taxes & fees
Sep 24 - Sep 25
Best Western Plus Keene Hotel
A wooden table set with plates, cutlery, and a folded napkin.
A bench in front of an apple tree with ripe apples.
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 two-story building with a porch, a sign indicating guest rooms, and an American flag.

10. The Carriage Barn Inn

The Carriage Barn Inn
Keene
United States
Jonathan
CA $202
CA $220 total
includes taxes & fees
Aug 30 - Aug 31
The Carriage Barn Inn
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 hotel suite shop with shelves stocked with snacks and sundries, a refrigerated display case, and a sign indicating 24-hour availability.
A modern hotel with a clear entrance, a parking area, and a sign indicating a 11' clearance.

11. Hampton Inn & Suites Keene

Hampton Inn & Suites Keene
Keene
United States
Christopher
CA $216
CA $234 total
includes taxes & fees
Sep 9 - Sep 10
Hampton Inn & Suites Keene
A hotel reception area with two counters labeled 'Choice Hotels' and 'Ascend Hotel Collection'. There are vending machines and a refrigerator with beverages.
A hotel room with a bed, a desk, a chair, a wooden door, and a window.
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.

12. Keene Elm City Hotel, an Ascend Collection Hotel

Keene Elm City Hotel, an Ascend Collection Hotel
Keene
United States
James
CA $185
CA $201 total
includes taxes & fees
Aug 30 - Aug 31
Keene Elm City Hotel, an Ascend Collection Hotel
A restaurant with wooden tables and chairs, arranged in a row, with large windows on one side.
A covered outdoor seating area with tables and chairs, a person in an apron, and various beverages on the table.
A hand holding a wine glass at a bar with a row of wine bottles in the background.
A building with an entrance sign, large windows, and outdoor plants.

13. The New London Inn

The New London Inn
New London
United States
Sarah
CA $186
CA $202 total
includes taxes & fees
Aug 30 - Aug 31
The New London Inn
A hotel room with two beds, a TV, a desk, and a window with curtains.
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.
A Days Inn with a brick facade, a central entrance, and a parking lot.

14. Days Inn by Wyndham Keene NH

Days Inn by Wyndham Keene NH
Keene
United States
Alex
CA $134
CA $146 total
includes taxes & fees
Sep 9 - Sep 10
Days Inn by Wyndham Keene NH
A traditional two-story house with a porch and a large tree in front.
A dining area with a table set for four, a painting on the wall, and a statue on a pedestal.
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.

15. Follansbee Inn

Follansbee Inn
North Sutton
United States
Kathryn
CA $246
CA $267 total
includes taxes & fees
Aug 30 - Aug 31
Follansbee Inn
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.
A living room with a brick wall, two armchairs, a sofa, a coffee table, and a patterned rug.

16. Fairfield Inn & Suites by Marriott Keene Downtown

Fairfield Inn & Suites by Marriott Keene Downtown
Keene
United States
James
CA $240
CA $261 total
includes taxes & fees
Sep 6 - Sep 7
Fairfield Inn & Suites by Marriott Keene Downtown
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 hotel with a snow-covered driveway, Christmas lights, and a large tree in front.
A kitchen with a coffee machine, coffee pods, a fruit basket, and a refrigerator.

17. Riverhouse by Weekender (Formerly Jack Daniels Inn)

Riverhouse by Weekender (Formerly Jack Daniels Inn)
Peterborough
United States
James
CA $190
CA $222 total
includes taxes & fees
Sep 23 - Sep 24
Riverhouse by Weekender (Formerly Jack Daniels Inn)
A large estate with multiple buildings, a swimming pool, and a well-maintained lawn.
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 reception desk with a wooden top labeled "Blue Bear Inn on Crooked Mountain," a display of hats, and a mannequin wearing a cap.
A spacious dining area with a fireplace, wooden tables, and chairs.

18. Blue Bear Inn

Blue Bear Inn
Francestown
United States
Max
CA $280
CA $304 total
includes taxes & fees
Aug 30 - Aug 31
Blue Bear Inn
A bar area with a dark tiled backsplash, multiple stools, and a variety of bottles and glasses on the counter.
A modern hotel lobby with a central bar area, multiple seating arrangements, and a reception desk.
A multi-story brick building with a sign reading "COURTYARD BY MARRIOTT".
A hotel room with two beds, a desk, an orange chair, and a view of buildings through the window.

19. Courtyard by Marriott Keene Downtown

Courtyard by Marriott Keene Downtown
Keene
United States
Deborah
CA $234
CA $254 total
includes taxes & fees
Sep 6 - Sep 7
Courtyard by Marriott Keene Downtown
A modern living room with a sectional sofa, a wooden coffee table, and a large window with blinds.
A large brick building with a prominent tower, surrounded by trees and a hilly landscape.
A kitchen with white cabinets, a stove, a microwave, and a coffee maker.
A wooden deck with a table and chairs, surrounded by greenery and a wooden fence.

20. Brook Road Cabin

Brook Road Cabin
Goshen
United States
Jill
CA $254
CA $414 total
includes taxes & fees
Aug 30 - Aug 31
Brook Road Cabin
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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?
See properties

Top Windsor Hotel Reviews

Days Inn by Wyndham Keene NH

Days Inn by Wyndham Keene NH

8/10 Good
"The staff was helpful. Parking was easy. It was an ok stay. I would stay there again for the price."
Deborah 1-night trip
Posted 2 hours ago
Days Inn by Wyndham Keene NH
Keene Elm City Hotel, an Ascend Collection Hotel

Keene Elm City Hotel, an Ascend Collection Hotel

8/10 Good
"Has everything necessary for a two night stay."
Giovanna 2-night trip
Posted 2 hours ago
Keene Elm City Hotel, an Ascend Collection Hotel
Colby Hill Inn

Colby Hill Inn

8/10 Good
"The inn was pretty and the staff was very nice. The breakfast was delicious and plentiful. Our room was comfortable but all the pictures shown are not quite what it looks like at this time."
Donna 2-night trip
Posted 5 hours ago
Colby Hill Inn
Mountain Edge Suites at Sunapee, an Ascend Collection Hotel

Mountain Edge Suites at Sunapee, an Ascend Collection Hotel

8/10 Good
"First, the service was amazing. The afternoon/evening front desk gentlemen was extremely kind and helpful as we navigated an issue with the room we were originally given (that turned out to not be an issue so won’t bother mentioning). The rooms were slightly dated but clean and well maintained. The only downside of the room was the carpet - it wasn’t awful but was old and a bit musty. We are very sensitive to smells and allergens so others may not notice. That said it didn’t affect our allergies too much so it wasn’t that bad. Room comes with basic cooking equipment, plates and silverware. The room we got was a two bedroom but the queen bedroom doesn’t have a door that closes - it’s a separate room but is open to the living room/kitchen. This wasn’t an issue for us but worth noting for others. Beds were clean and looked new but weren’t the nicest mattresses. Same with the pillows. We did go to the indoor pools - it was pretty well maintained. They had locker rooms and a dry sauna but we didn’t use either. Continental breakfast was as you’d expect. Nothing hot was served but lots of options - including a whole gluten free section which you NEVER see at hotels and I great appreciated. The hotel was nice and the staff great but it definitely had “we were a reeeallly nice hotel before the pandemic and then we lost a lot of our extras” vibes. They used to have a spa, a bar, an outdoor pool and a restaurant but those are all gone. It was fine as is though."
Jessica 3-night trip
Posted 9 hours ago
Mountain Edge Suites at Sunapee, an Ascend Collection Hotel
Newport Motel

Newport Motel

8/10 Good
"Very quiet and clean. We had trouble with the bathroom light. It wouldn't go on. The bed was a king, but the mattress was not the best. For a motel off the main road, it was a nice place to stay for one night."
william 1-night trip
Posted 2 days ago
Newport Motel
Riverhouse by Weekender (Formerly Jack Daniels Inn)

Riverhouse by Weekender (Formerly Jack Daniels Inn)

8/10 Good
"Quiet."
James 3-night trip
Posted 2 days ago
Riverhouse by Weekender (Formerly Jack Daniels Inn)
Best Western Plus Keene Hotel

Best Western Plus Keene Hotel

8/10 Good
"Clean room breakfast was good"
Lori 1-night trip
Posted 3 days ago
Best Western Plus Keene Hotel
The Burrell House

The Burrell House

10/10 Excellent
"Short walk to everything."
Steve 1-night trip
Posted 3 days ago
The Burrell House
Courtyard by Marriott Keene Downtown

Courtyard by Marriott Keene Downtown

10/10 Excellent
"Everything was great!! Beds were super comfortable."
Karen 1-night trip
Posted 5 days ago
Courtyard by Marriott Keene Downtown

More cheap stays in Windsor

Days Inn by Wyndham Keene NH

Days Inn by Wyndham Keene NH

3 Ash Brook Road Keene NH
CA $134
CA $146 total
Sep 9 - Sep 10
includes taxes & fees
7/10 Good! (1,002 reviews)
Days Inn by Wyndham Keene NH
Newport Motel

Newport Motel

467 Sunapee St Newport NH
CA $148
CA $161 total
Aug 31 - Sep 1
includes taxes & fees
8.8/10 Excellent! (357 reviews)
Newport Motel
Hideaway Inn Mt.Sunapee

Hideaway Inn Mt.Sunapee

1403 New Hampshire Rte 103 Newbury NH
CA $168
CA $182 total
Aug 30 - Aug 31
includes taxes & fees
Hideaway Inn Mt.Sunapee
Keene Elm City Hotel, an Ascend Collection Hotel

Keene Elm City Hotel, an Ascend Collection Hotel

175 Key Rd Keene NH
CA $185
CA $201 total
Aug 30 - Aug 31
includes taxes & fees
8.6/10 Excellent! (1,001 reviews)
Keene Elm City Hotel, an Ascend Collection Hotel
Henniker Motel

Henniker Motel

61 Craney Pond Rd Henniker NH
CA $206
CA $224 total
Aug 31 - Sep 1
includes taxes & fees
Henniker Motel
Hampton Inn & Suites Keene

Hampton Inn & Suites Keene

126 Key Rd Keene NH
CA $216
CA $234 total
Sep 9 - Sep 10
includes taxes & fees
8.8/10 Excellent! (406 reviews)
Hampton Inn & Suites Keene

Hotels in Windsor with star rating

Frequently asked questions

What is the best area to stay in Windsor?
The best area to stay in Windsor, New Hampshire is near the centre of town, particularly along Main Street and the surrounding blocks.This area provides easy access to Windsor's key features. Main Street itself is where you'll find most of the town's local shops, eateries, and historic buildings. It's a pleasant area for a stroll, with a welcoming, small-town feeling. The American Precision Museum, a significant historical site, is also located here, offering insight into the region's industrial past.Couples looking for a relaxing getaway often find this central area ideal. You're close to charming local restaurants and have the convenience of walking to places of interest without needing a car.
Can I cancel my hotel reservation on Expedia?
You can cancel your hotel reservation on Expedia, though it depends on the cancellation policy of your booking. Most bookings are refundable if canceled within 24-48 hours of the scheduled arrival. Be sure to check your booking confirmation for the exact cancellation policy. If free cancellation is available, you can cancel directly through your Expedia account by logging in, going to "My Trips", and selecting your reservation. To find flexible deals, filter your search by "Fully refundable property" for hotels in Windsor.
How much is the nightly rate at a Windsor hotel?
Prices for hotels in Windsor often vary, but you can find a great deal from CA $146 on Expedia. All sorts of factors affect price, such as the time of year or the days of the week you choose for your stay. Find the best deals by being flexible with your dates, and sort search results by "Price: low to high" for the cheapest rate.

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