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 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.

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 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 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

$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 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.

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

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

Natalie

$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 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.

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

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

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

6. Colby Hill Inn

Henniker

Taisha

$222 nightly

$241 total

Oct 21 - Oct 22

Total with taxes and fees

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

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

A motel with a grassy lawn, a parking lot, and a row of trees in the background.

7. Newport Motel

Newport

Steve and Carla

$107 nightly

$116 total

Nov 9 - Nov 10

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

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.

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

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

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 spacious lobby with a fireplace, comfortable seating, and large windows offering 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 covered outdoor area with a wooden deck, white railings, and string lights.

10. Best Western Plus Keene Hotel

Keene

Ruddy

$142 nightly

$154 total

Nov 1 - Nov 2

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 fireplace, seating, and a TV.

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

11. Fairfield Inn & Suites by Marriott Keene Downtown

Keene

Caroline

$173 nightly

$188 total

Oct 25 - Oct 26

Total with taxes and fees

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.

12. The Burrell House

Keene

Justin

$141 nightly

$153 total

Oct 21 - Oct 22

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 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.

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

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

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.

14. Hampton Inn & Suites Keene

Keene

Rebecca

$155 nightly

$168 total

Oct 25 - Oct 26

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 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.

15. 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.

16. Blue Bear Inn

Francestown

Joel

$232 nightly

$251 total

Nov 3 - Nov 4

Total with taxes and fees

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 bench in front of an apple tree with ripe apples.

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

$169 nightly

$183 total

Oct 12 - Oct 13

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

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

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 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.

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

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

Jed

$157 nightly

$171 total

Nov 1 - Nov 2

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

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."

Hideaway Inn Mt.Sunapee

10/10 Excellent

"There are minimal staff, so it really is a very limited service inn. But for the price that you pay, the very quaint atmosphere, and the gorgeous surroundings, it is a great place at a great value. Plus, there is a nice pub next-door within walking distance that does lots of fun activities at night like karaoke, trivia, and live music."

Hampton Inn & Suites Keene

10/10 Excellent

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

Newport Motel

10/10 Excellent

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

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."

HISTORIC, RENOVATED BARN w/ Mt. SUNAPEE VIEW, SLEEPS 22+, Minutes to Lake / Mt.

10/10 Excellent

"House was great. Pizza oven was amazing. House could use some upgrades, but overall an amazing time at an amazing house."

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

Newport Motel

467 Sunapee St Newport NH

$107 nightly

$116 total

Nov 9 - Nov 10

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

Hampton Inn & Suites Keene

126 Key Rd Keene NH

$155 nightly

$168 total

Oct 25 - Oct 26

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! (290 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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Stoddard Vacation Rentals

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. Fairfield Inn & Suites by Marriott Keene Downtown

12. The Burrell House

13. Keene Elm City Hotel, an Ascend Collection Hotel

14. Hampton Inn & Suites Keene

15. Riverhouse by Weekender (Formerly Jack Daniels Inn)

16. Blue Bear Inn

17. The Carriage Barn 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

Mountain Edge Suites at Sunapee, an Ascend Collection Hotel

Hideaway Inn Mt.Sunapee

Hampton Inn & Suites Keene

Newport Motel

Fairfield Inn & Suites by Marriott Keene Downtown

Riverhouse by Weekender (Formerly Jack Daniels Inn)

Henniker Motel

Monadnock Inn

HISTORIC, RENOVATED BARN w/ Mt. SUNAPEE VIEW, SLEEPS 22+, Minutes to Lake / Mt.

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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