Top 10 Hotels in Windsor, NH (from $101) 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 large brick building with a prominent tower, surrounded by trees and a hilly landscape.

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

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

1. Brook Road Inn

Goshen

Bernard Jacobs

$106 nightly

$115 total

Oct 14 - Oct 15

Total with taxes and fees

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

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

$99 nightly

$107 total

Nov 1 - Nov 2

Total with taxes and fees

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

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

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

A spacious lobby with a high ceiling, a stone wall, a wooden staircase, and a buffet table.

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

Newbury

Jen

$165 nightly

$179 total

Nov 9 - Nov 10

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.

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

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

Eva

$157 nightly

$170 total

Oct 13 - Oct 14

Total with taxes and fees

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

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

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

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

5. Days Inn by Wyndham Keene NH

Keene

CHERYL

$93 nightly

$101 total

Oct 25 - Oct 26

Total with taxes and fees

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

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

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

6. Colby Hill Inn

Henniker

Taisha

$191 nightly

$207 total

Oct 31 - Nov 1

Total with taxes and fees

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

A motel sign with '467 Newport' and 'Motel' written on it, and a 'VAGANZY' label.

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.

7. Newport Motel

Newport

Steve and Carla

$107 nightly

$116 total

Nov 9 - Nov 10

Total with taxes and fees

A bedroom with a wooden dresser, a bed with floral bedding, a lamp, a window with curtains, and a chair.

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

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

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

8. Rosewood Country Inn

Bradford

Monica

$206 nightly

$223 total

Oct 27 - Oct 28

Total with taxes and fees

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

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 hand holding a wine glass at a bar with a row of wine bottles in the background.

9. The New London Inn

New London

Domenic J.

$144 nightly

$156 total

Nov 8 - Nov 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 spacious lobby with a fireplace, comfortable seating, and large windows offering a view of the outdoors.

10. Best Western Plus Keene Hotel

Keene

Ruddy

$142 nightly

$154 total

Nov 1 - Nov 2

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

11. The Burrell House

Keene

Justin

$141 nightly

$153 total

Oct 21 - Oct 22

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

A bar area with a fireplace, seating, and a TV.

12. Fairfield Inn & Suites by Marriott Keene Downtown

Keene

Caroline

$173 nightly

$188 total

Oct 25 - Oct 26

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.

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

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.

13. Keene Elm City Hotel, an Ascend Collection Hotel

Keene

Angelo

$119 nightly

$129 total

Nov 2 - Nov 3

Total with taxes and fees

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

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 bench in front of an apple tree with ripe apples.

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

14. The Carriage Barn Inn

Keene

Richard

$165 nightly

$179 total

Oct 29 - Oct 30

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.

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

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

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

15. Hampton Inn & Suites Keene

Keene

Rebecca

$150 nightly

$163 total

Nov 10 - Nov 11

Total with taxes and fees

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

16. Riverhouse by Weekender (Formerly Jack Daniels Inn)

Peterborough

Kathleen

$184 nightly

$200 total

Oct 18 - Oct 19

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.

17. Blue Bear Inn

Francestown

Joel

$232 nightly

$251 total

Nov 5 - Nov 6

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.

A multi-story brick building with a sign reading "COURTYARD BY MARRIOTT".

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.

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

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

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 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 staircase with a patterned carpet, a wooden table with a lamp, and a wall with floral wallpaper.

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

20. Monadnock Inn

Jaffrey

Jed

$148 nightly

$161 total

Nov 3 - Nov 4

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.

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

The Burrell House

10/10 Excellent

"Clean basic room. I got there early and a staff member was cleaning. She said mybroom would be ready in 30. Ineas allowed to park and I went for nice walk. Room was clean. Little fridge and freezer. Microwave and k-cup machine. Couple of k-cups and bottles of water."

Hideaway Inn Mt.Sunapee

10/10 Excellent

"I just loved this place. The self check in was convenient and the walk in shower was amazing. I wish all hotels had them. We ate at the restaurant next door and the food was great."

Mountain Edge Suites at Sunapee, an Ascend Collection Hotel

8/10 Good

"The front desk staff were wonderful. The room was very comfortable. The breakfast was better than I expected. Loads of variety. The property could use a facelift - - fresh paint etc. The blind in our room was broken. Now all in all it waas a very pleasant stay. I would stay here again."

Hampton Inn & Suites Keene

10/10 Excellent

"Staff friendly and helpful. Clean and great breakfast!"

Fairfield Inn & Suites by Marriott Keene Downtown

10/10 Excellent

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

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!"

Monadnock Inn

10/10 Excellent

"Very nice, clean, and a good vibe. An older building but very charming. Would certainly stay again."

More cheap stays in Windsor

Days Inn by Wyndham Keene NH

3 Ash Brook Road Keene NH

$93 nightly

$101 total

Oct 25 - Oct 26

Total with taxes and fees

7/10 Good! (1,002 reviews)

Newport Motel

467 Sunapee St Newport NH

$107 nightly

$116 total

Nov 9 - Nov 10

Total with taxes and fees

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

Hampton Inn & Suites Keene

126 Key Rd Keene NH

$150 nightly

$163 total

Nov 10 - Nov 11

Total with taxes and fees

8.8/10 Excellent! (419 reviews)

Hideaway Inn Mt.Sunapee

1403 New Hampshire Rte 103 Newbury NH

$157 nightly

$170 total

Oct 13 - Oct 14

Total with taxes and fees

8.4/10 Very Good! (291 reviews)

Riverhouse by Weekender (Formerly Jack Daniels Inn)

80 Concord Street Peterborough NH

$184 nightly

$200 total

Oct 18 - Oct 19

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 $101 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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Find hotels in Windsor, NH from $101

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. Mountain Edge Suites at Sunapee, an Ascend Collection Hotel

4. Hideaway Inn Mt.Sunapee

5. Days Inn by Wyndham Keene NH

6. Colby Hill Inn

7. Newport Motel

8. Rosewood Country Inn

9. The New London Inn

10. Best Western Plus Keene Hotel

11. The Burrell House

12. Fairfield Inn & Suites by Marriott Keene Downtown

13. Keene Elm City Hotel, an Ascend Collection Hotel

14. The Carriage Barn Inn

15. Hampton Inn & Suites Keene

16. Riverhouse by Weekender (Formerly Jack Daniels Inn)

17. Blue Bear Inn

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

The Burrell House

Hideaway Inn Mt.Sunapee

Mountain Edge Suites at Sunapee, an Ascend Collection Hotel

Hampton Inn & Suites Keene

Fairfield Inn & Suites by Marriott Keene Downtown

Riverhouse by Weekender (Formerly Jack Daniels Inn)

Henniker Motel

Monadnock Inn

More cheap stays in Windsor

Days Inn by Wyndham Keene NH

Newport Motel

Keene Elm City Hotel, an Ascend Collection Hotel

Hampton Inn & Suites Keene

Hideaway Inn Mt.Sunapee

Riverhouse by Weekender (Formerly Jack Daniels Inn)

Hotels in Windsor with star-rating

Frequently asked questions

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