Top 10 Hotels in Windsor, NH (from $101) 2026 - Competitive Prices

Upfront pricing
Our total price for your stay includes taxes and fees
Treat yourself
Save 10% or more on over 100,000 hotels worldwide with Member Prices
Learn about One Key
Be picky
Search almost a million properties worldwide

Go beyond your typical stay in Windsor

Pet friendly

Apartment

Condo

Hot tub

Resort

Cottage

Pool

Cabin

Family friendly

Waterpark

Check prices for these dates

Tonight

Tomorrow

Next weekend

In two weeks

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 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.

1. Brook Road Inn

Goshen

Bernard Jacobs

$105 nightly

$113 total

Nov 17 - Nov 18

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.

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

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.

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

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

$177 nightly

$192 total

Nov 16 - Nov 17

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

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

4. Hideaway Inn Mt.Sunapee

Newbury

Sheila

$137 nightly

$149 total

Nov 15 - Nov 16

Total with taxes and fees

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

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 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.

6. Rosewood Country Inn

Bradford

Monica

$206 nightly

$223 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.

7. Newport Motel

Newport

Steve and Carla

$107 nightly

$116 total

Nov 16 - Nov 17

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.

8. Colby Hill Inn

Henniker

Joseph

$222 nightly

$241 total

Oct 21 - Oct 22

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

Carol

$141 nightly

$153 total

Oct 22 - Oct 23

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.

10. The New London Inn

New London

Domenic J.

$134 nightly

$145 total

Nov 9 - Nov 10

Total with taxes and fees

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

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.

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

11. 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.

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.

12. Hampton Inn & Suites Keene

Keene

Rebecca

$155 nightly

$168 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.

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.

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

13. Keene Elm City Hotel, an Ascend Collection Hotel

Keene

Lisa

$127 nightly

$138 total

Oct 25 - Oct 26

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.

14. Fairfield Inn & Suites by Marriott Keene Downtown

Keene

Christopher

$194 nightly

$210 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 room with a wooden coffee table, two chairs, a bookshelf, and a large mirror on the wall.

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

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

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

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.

16. Blue Bear Inn

Francestown

Joel

$232 nightly

$251 total

Nov 8 - Nov 9

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".

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

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

17. Courtyard by Marriott Keene Downtown

Keene

Deborah

$189 nightly

$205 total

Oct 25 - Oct 26

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

A bench in front of an apple tree with ripe apples.

18. The Carriage Barn Inn

Keene

Richard

$175 nightly

$190 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 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

$212 nightly

$230 total

Oct 26 - Oct 27

Total with taxes and fees

A rustic room with a ping pong table, wooden walls, and a ceiling fan.

A wooden interior with a fireplace, bookshelves, and a dining area.

A cozy living room with a fireplace, wooden walls, and a bookshelf.

A courtyard with outdoor seating, surrounded by trees and a building with multiple windows.

20. Dexter's Inn

Sunapee

Lisa

$233 nightly

$252 total

Nov 8 - Nov 9

Total with taxes and fees

View all properties

Save an average of 15% on thousands of hotels when you're signed in

Stay near popular Windsor attractions

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

Black Pond

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

See properties

Top Windsor Hotel Reviews

Hampton Inn & Suites Keene

8/10 Good

"Clean room and comfortable"

Hideaway Inn Mt.Sunapee

8/10 Good

"Pool was cold."

Best Western Plus Keene Hotel

10/10 Excellent

"nice pool"

Days Inn by Wyndham Keene NH

8/10 Good

"I arrived late and exhausted. Young man at front counter was friendly and efficient. Carpet in hallway slightly warn. Room and bath very clean, no complaints. Bed was large and soft. I slept well. Parking lot safe and quiet. Free breakfast was… nothing special. Other businesses close by. Would definitely stay there again. Thank you."

Fairfield Inn & Suites by Marriott Keene Downtown

10/10 Excellent

"Breakfast was very good. The staff friendly and very helpful. Room clean and comfortable. My area was a bit noisy though. Very convenient. Overall an excellent place to stay. I would return and also recommend!"

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"

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!"

The Burrell House

10/10 Excellent

"The Burrell House is a lovely historic home convenient to downtown Keene. The room was very clean and the bed super comfortable. There is no staff but it worked fine for my stay."

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

$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 16 - Nov 17

Total with taxes and fees

Keene Elm City Hotel, an Ascend Collection Hotel

175 Key Rd Keene NH

$127 nightly

$138 total

Oct 25 - Oct 26

Total with taxes and fees

Hideaway Inn Mt.Sunapee

1403 New Hampshire Rte 103 Newbury NH

$137 nightly

$149 total

Nov 15 - Nov 16

Total with taxes and fees

8.4/10 Very Good! (299 reviews)

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! (423 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! (480 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.

Explore a world of travel with Expedia

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. Rosewood Country Inn

7. Newport Motel

8. Colby Hill Inn

9. The Burrell House

10. The New London Inn

11. Best Western Plus Keene Hotel

12. Hampton Inn & Suites Keene

13. Keene Elm City Hotel, an Ascend Collection Hotel

14. Fairfield Inn & Suites by Marriott Keene Downtown

15. Riverhouse by Weekender (Formerly Jack Daniels Inn)

16. Blue Bear Inn

17. Courtyard by Marriott Keene Downtown

18. The Carriage Barn Inn

19. Follansbee Inn

20. Dexter's Inn

Stay near popular Windsor attractions

Windsor Town Hall

Black Pond

Top Windsor Hotel Reviews

Hampton Inn & Suites Keene

Hideaway Inn Mt.Sunapee

Best Western Plus Keene Hotel

Days Inn by Wyndham Keene NH

Fairfield Inn & Suites by Marriott Keene Downtown

Monadnock Inn

Henniker Motel

The Burrell House

Riverhouse by Weekender (Formerly Jack Daniels Inn)

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

Explore a world of travel with Expedia

Go further with the Expedia app