Top 10 Hotels in Windsor, NH (from $100) 2026 - Competitive Prices

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Our top choices for Windsor hotels

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

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.

A large brick building with a prominent tower, surrounded by trees and a hilly landscape.

1. Brook Road Inn

Goshen

Bernard Jacobs

$106 nightly

$115 total

Oct 6 - Oct 7

Total with taxes and fees

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

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

A house with a large lawn and a rainbow in the sky.

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

2. Henniker Motel

Henniker

Mohammad Ahsan

$99 nightly

$107 total

Nov 1 - Nov 2

Total with taxes and fees

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

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

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

Two vending machines labeled 'Hideaway' with snacks and drinks inside.

3. Hideaway Inn Mt.Sunapee

Newbury

Natalie

$133 nightly

$145 total

Oct 13 - Oct 14

Total with taxes and fees

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.

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.

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

Newbury

Jen

$179 nightly

$194 total

Oct 28 - Oct 29

Total with taxes and fees

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 Days Inn with a brick facade, a central entrance, and a parking lot.

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

5. Days Inn by Wyndham Keene NH

Keene

CHERYL

$92 nightly

$100 total

Oct 27 - Oct 28

Total with taxes and fees

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.

6. Newport Motel

Newport

Steve and Carla

$107 nightly

$116 total

Nov 4 - Nov 5

Total with taxes and fees

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 dining table with chairs, a menu, and a plate of pastries.

7. Colby Hill Inn

Henniker

Taisha

$222 nightly

$241 total

Oct 18 - Oct 19

Total with taxes and fees

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

A four-poster canopy bed with a lace canopy, a bedside table with a lamp, and a wooden floor.

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.

8. Rosewood Country Inn

Bradford

Monica

$206 nightly

$223 total

Oct 27 - Oct 28

Total with taxes and fees

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 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.

9. The Burrell House

Keene

Justin

$141 nightly

$153 total

Oct 21 - Oct 22

Total with taxes and fees

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

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

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

Keene

Richard

$156 nightly

$169 total

Oct 29 - Oct 30

Total with taxes and fees

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

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

A room with a wooden coffee table, two chairs, a bookshelf, and a large mirror on the wall.

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

11. Riverhouse by Weekender (Formerly Jack Daniels Inn)

Peterborough

Kathleen

$176 nightly

$190 total

Oct 8 - Oct 9

Total with taxes and fees

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 covered outdoor area with a wooden deck, white railings, and string lights.

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

12. Best Western Plus Keene Hotel

Keene

Ruddy

$142 nightly

$154 total

Nov 1 - Nov 2

Total with taxes and fees

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

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

A hotel suite shop with shelves stocked with snacks and sundries, a refrigerated display case, and a sign indicating 24-hour availability.

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

13. Hampton Inn & Suites Keene

Keene

Rebecca

$140 nightly

$152 total

Nov 1 - Nov 2

Total with taxes and fees

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

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

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

A hotel room with a bed, a desk, a chair, a wooden door, and a window.

14. Keene Elm City Hotel, an Ascend Collection Hotel

Keene

Angelo

$119 nightly

$129 total

Nov 2 - Nov 3

Total with taxes and fees

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

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

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.

15. The New London Inn

New London

Domenic J.

$194 nightly

$210 total

Oct 13 - Oct 14

Total with taxes and fees

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

A spacious dining area with a fireplace, wooden tables, and chairs.

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.

16. Blue Bear Inn

Francestown

Joel

$232 nightly

$251 total

Nov 3 - Nov 4

Total with taxes and fees

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

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

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

17. Fairfield Inn & Suites by Marriott Keene Downtown

Keene

Caroline

$194 nightly

$210 total

Oct 25 - Oct 26

Total with taxes and fees

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

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.

18. Courtyard by Marriott Keene Downtown

Keene

Deborah

$189 nightly

$205 total

Oct 25 - Oct 26

Total with taxes and fees

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

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

A cozy room with wooden walls, a large armchair, a smaller chair, a table, and a wood-burning stove.

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

19. Follansbee Inn

North Sutton

David

$224 nightly

$243 total

Oct 26 - Oct 27

Total with taxes and fees

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

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

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.

20. Monadnock Inn

Jaffrey

Jed

$152 nightly

$165 total

Nov 2 - Nov 3

Total with taxes and fees

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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.

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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

Hampton Inn & Suites Keene

10/10 Excellent

"5"

Newport Motel

10/10 Excellent

"Front desk staff was super friendly, rooms are nice and open and big."

Hideaway Inn Mt.Sunapee

10/10 Excellent

"Very easy to check in & since I traveled with a kid- I really appreciated the game room area. The coffee machine that made fresh ground coffee was a very nice touch. We enjoyed the charming details of the inn & we would definitely stay again."

Mountain Edge Suites at Sunapee, an Ascend Collection Hotel

8/10 Good

"Mountain Edge is ideal for long weekend or week long stays in Sunapee."

The New London Inn

8/10 Good

"We arrived to the Inn with a paid reservation and couldn’t find a place to park on the property. We parked in the street. When we checked in, the front desk told us that there was a wedding party at the Inn. She also said we shouldn’t park on the street after 9 because we could be ticketed. We left for dinner and found one place to park when we returned. I wondered what would have happened if there were no places available? Taken our chances at being issued a citation?"

Fairfield Inn & Suites by Marriott Keene Downtown

10/10 Excellent

"Free parking included. Centrally located.Friendly staff. Large rooms"

Days Inn by Wyndham Keene NH

8/10 Good

"The staff was friendly and helpful when something was needed. Obviously every hotel has an odor and people who don’t follow rules so yes it smelled of smoke at times. But the sheets smelled fresh and the room was clean. Overall a good quiet stay"

Riverhouse by Weekender (Formerly Jack Daniels Inn)

8/10 Good

"I have stayed here many times but now there seems to be no staff on site ever. This is disconcerting for a woman traveling alone. I get thet not all small hotels have staff 24/7 but I am not sure what anyone would even do if they had an issue getting into their room or some sort of emergency."

Henniker Motel

10/10 Excellent

"Tim, the owner (I assume) is a fantastic human being and it shows in the way Henniker Motel is run! Perfect balance of amenities, cleanliness, and low-stress logistics. Neat indoor pool too!"

More cheap stays in Windsor

Days Inn by Wyndham Keene NH

3 Ash Brook Road Keene NH

$92 nightly

$100 total

Oct 27 - Oct 28

Total with taxes and fees

7/10 Good! (1,003 reviews)

Newport Motel

467 Sunapee St Newport NH

$107 nightly

$116 total

Nov 4 - Nov 5

Total with taxes and fees

8.8/10 Excellent! (374 reviews)

Keene Elm City Hotel, an Ascend Collection Hotel

175 Key Rd Keene NH

$119 nightly

$129 total

Nov 2 - Nov 3

Total with taxes and fees

Hideaway Inn Mt.Sunapee

1403 New Hampshire Rte 103 Newbury NH

$133 nightly

$145 total

Oct 13 - Oct 14

Total with taxes and fees

8.4/10 Very Good! (286 reviews)

Hampton Inn & Suites Keene

126 Key Rd Keene NH

$140 nightly

$152 total

Nov 1 - Nov 2

Total with taxes and fees

8.8/10 Excellent! (417 reviews)

Riverhouse by Weekender (Formerly Jack Daniels Inn)

80 Concord Street Peterborough NH

$176 nightly

$190 total

Oct 8 - Oct 9

Total with taxes and fees

9.2/10 Wonderful! (479 reviews)

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 town center, particularly along Main Street and the surrounding blocks.This area is the heart of Windsor, offering convenient access to local shops, eateries, and historical points of interest. You'll find an inviting space with well-maintained sidewalks, making it easy to explore on foot. The town green is a central feature, often hosting local events.For couples seeking a relaxing getaway, staying in this central area provides a comfortable base. You'll be within walking distance of local dining options and can easily visit attractions like the American Precision Museum. The proximity to the Connecticut River also offers opportunities for scenic strolls.Travelers looking for a convenient and stress-free experience will appreciate the accessibility of the town center.

When is the best time to go to Windsor?

The best time to visit Windsor, New Hampshire, is during the summer (June to August) and fall (September to October) months.Summer offers ideal weather for outdoor activities, with warm temperatures superb for exploring Lake Runnemede or hiking in the nearby Windsor State Forest. This period is great for families looking to enjoy nature and water activities. You'll find many local events and farmers' markets operating during these months.Fall transforms the region with stunning foliage, making it a prime time for scenic drives and photography. The cooler, crisp air is comfortable for exploring the historic Windsor-Cornish Covered Bridge or visiting local orchards.

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 $100 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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Stoddard Vacation Rentals

Find hotels in Windsor, NH from $100

Upfront pricing

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. Brook Road Inn

2. Henniker Motel

3. Hideaway Inn Mt.Sunapee

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

5. Days Inn by Wyndham Keene NH

6. Newport Motel

7. Colby Hill Inn

8. Rosewood Country Inn

9. The Burrell House

10. The Carriage Barn Inn

11. Riverhouse by Weekender (Formerly Jack Daniels Inn)

12. Best Western Plus Keene Hotel

13. Hampton Inn & Suites Keene

14. Keene Elm City Hotel, an Ascend Collection Hotel

15. The New London Inn

16. Blue Bear Inn

17. Fairfield Inn & Suites by Marriott Keene Downtown

18. Courtyard by Marriott Keene Downtown

19. Follansbee Inn

20. Monadnock Inn

Stay near popular Windsor attractions

Black Pond

Windsor Town Hall

Top Windsor Hotel Reviews

Hampton Inn & Suites Keene

Newport Motel

Hideaway Inn Mt.Sunapee

Mountain Edge Suites at Sunapee, an Ascend Collection Hotel

The New London Inn

Fairfield Inn & Suites by Marriott Keene Downtown

Days Inn by Wyndham Keene NH

Riverhouse by Weekender (Formerly Jack Daniels Inn)

Henniker Motel

More cheap stays in Windsor

Days Inn by Wyndham Keene NH

Newport Motel

Keene Elm City Hotel, an Ascend Collection Hotel

Hideaway Inn Mt.Sunapee

Hampton Inn & Suites Keene

Riverhouse by Weekender (Formerly Jack Daniels Inn)

Hotels in Windsor with star-rating

Frequently asked questions

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