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Sep 16 - Sep 17
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Sep 17 - Sep 18
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Sep 18 - Sep 20
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Sep 25 - Sep 27

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Our top choices for Windsor hotels

1. Rosewood Country Inn

Rosewood Country Inn
Bradford
United States
Monica
¥34,788
¥37,745 total
includes taxes & fees
Sep 21 - Sep 22
Rosewood Country Inn

2. Best Western Plus Keene Hotel

Best Western Plus Keene Hotel
Keene
United States
Julia
¥23,114
¥25,079 total
includes taxes & fees
Sep 20 - Sep 21
Best Western Plus Keene Hotel

3. Colby Hill Inn

Colby Hill Inn
Henniker
United States
Taisha
¥34,417
¥37,343 total
includes taxes & fees
Sep 21 - Sep 22
Colby Hill Inn

4. Henniker Motel

Henniker Motel
Henniker
United States
glen
¥23,114
¥25,079 total
includes taxes & fees
Sep 20 - Sep 21
Henniker Motel

5. Keene Elm City Hotel, an Ascend Collection Hotel

Keene Elm City Hotel, an Ascend Collection Hotel
Keene
United States
David
¥25,880
¥28,080 total
includes taxes & fees
Oct 7 - Oct 8
Keene Elm City Hotel, an Ascend Collection Hotel

6. Days Inn by Wyndham Keene NH

Days Inn by Wyndham Keene NH
Keene
United States
Alex
¥15,691
¥17,025 total
includes taxes & fees
Sep 20 - Sep 21
Days Inn by Wyndham Keene NH

7. Hampton Inn & Suites Keene

Hampton Inn & Suites Keene
Keene
United States
sheri
¥24,678
¥26,775 total
includes taxes & fees
Sep 24 - Sep 25
Hampton Inn & Suites Keene

8. Newport Motel

Newport Motel
Newport
United States
Andrew
¥16,580
¥17,990 total
includes taxes & fees
Sep 21 - Sep 22
Newport Motel

9. Fairfield Inn & Suites by Marriott Keene Downtown

Fairfield Inn & Suites by Marriott Keene Downtown
Keene
United States
Matt
¥33,749
¥36,617 total
includes taxes & fees
Sep 27 - Sep 28
Fairfield Inn & Suites by Marriott Keene Downtown

10. Brook Road Inn

Brook Road Inn
Goshen
United States
Jennifer
¥10,332
¥16,596 total
includes taxes & fees
Sep 20 - Sep 21
Brook Road Inn

11. The Carriage Barn Inn

The Carriage Barn Inn
Keene
United States
Jonathan
¥23,694
¥25,708 total
includes taxes & fees
Sep 20 - Sep 21
The Carriage Barn Inn

12. Courtyard by Marriott Keene Downtown

Courtyard by Marriott Keene Downtown
Keene
United States
Deborah
¥32,275
¥35,018 total
includes taxes & fees
Oct 4 - Oct 5
Courtyard by Marriott Keene Downtown

13. Hideaway Inn Mt.Sunapee

Hideaway Inn Mt.Sunapee
Newbury
United States
Lenny
¥17,175
¥18,635 total
includes taxes & fees
Oct 1 - Oct 2
Hideaway Inn Mt.Sunapee

14. The Burrell House

The Burrell House
Keene
United States
Justin
¥21,237
¥23,679 total
includes taxes & fees
Sep 21 - Sep 22
The Burrell House

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

Mountain Edge Suites at Sunapee, an Ascend Collection Hotel
Newbury
United States
Leah
¥26,435
¥31,226 total
includes taxes & fees
Oct 18 - Oct 19
Mountain Edge Suites at Sunapee, an Ascend Collection Hotel

16. Follansbee Inn

Follansbee Inn
North Sutton
United States
David
¥28,172
¥30,567 total
includes taxes & fees
Sep 21 - Sep 22
Follansbee Inn

17. Blue Bear Inn

Blue Bear Inn
Francestown
United States
Joel
¥33,944
¥36,829 total
includes taxes & fees
Sep 30 - Oct 1
Blue Bear Inn

18. The New London Inn

The New London Inn
New London
United States
Sarah
¥18,011
¥19,542 total
includes taxes & fees
Oct 12 - Oct 13
The New London Inn

19. Riverhouse by Weekender (Formerly Jack Daniels Inn)

Riverhouse by Weekender (Formerly Jack Daniels Inn)
Peterborough
United States
Kathleen
¥22,663
¥26,272 total
includes taxes & fees
Oct 7 - Oct 8
Riverhouse by Weekender (Formerly Jack Daniels Inn)

20. Monadnock Inn

Monadnock Inn
Jaffrey
United States
Jed
¥26,389
¥28,632 total
includes taxes & fees
Sep 20 - Sep 21
Monadnock Inn
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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

Hideaway Inn Mt.Sunapee

Hideaway Inn Mt.Sunapee

8/10 Good
"Interesting digital Rez and check-in and out worked well. Very interesting decor and extras in the public areas. Rooms are spacious but need more fixtures for unpacking. You're basically stuck living out of suitcase - no other place to put it."
Steven 2-night trip
Posted less than an hour ago
Hideaway Inn Mt.Sunapee
Fairfield Inn & Suites by Marriott Keene Downtown

Fairfield Inn & Suites by Marriott Keene Downtown

10/10 Excellent
"Very nice place to stay"
Scott 1-night trip
Posted 1 hour ago
Fairfield Inn & Suites by Marriott Keene Downtown
Best Western Plus Keene Hotel

Best Western Plus Keene Hotel

10/10 Excellent
"Great place to go"
Ruddy 6-night trip
Posted 2 hours ago
Best Western Plus Keene Hotel
Newport Motel

Newport Motel

10/10 Excellent
"The room was clean and the staff were helpful and accommodating of our delayed flight that lead to delayed check in. I couldn’t get a hold of the property directly to let them know of this issue but Expedia reached them very quickly and was very helpful. Very appreciative of the property working with our late arrival. I believe my room was less used but my partners had extra blankets/pillows and some welcome candies. Rooms a bit humid but I had a comfortable sleep and it was great having a fridge and microwave amenities. The property outlines their procedures for check out in the other rooms (but not in mine) but appreciated."
McKenzie 2-night trip
Posted 4 hours ago
Newport Motel
Colby Hill Inn

Colby Hill Inn

10/10 Excellent
"A wonderful old inn and a unique stay. Mostly decorated in a traditionl style, with a few modern touches. The staff were exceedingly helpful and friendly. The breakfast was delicious and the inn's restaurant is renowned - bookings essential. The food was amazing! Plenty of parking and an easy walk into the town center. We would certainly return."
Thomas 2-night trip
Posted 3 days ago
Colby Hill Inn
Riverhouse by Weekender (Formerly Jack Daniels Inn)

Riverhouse by Weekender (Formerly Jack Daniels Inn)

10/10 Excellent
"Very clean and convenient. Staff were lovely, big rooms."
Kathleen 2-night trip
Posted 3 days ago
Riverhouse by Weekender (Formerly Jack Daniels Inn)
The Burrell House

The Burrell House

10/10 Excellent
"Wonderful inn in the heart of Keene. Easy walk to everything. I have stayed there numerous times."
derek 1-night trip
Posted 2 weeks ago
The Burrell House
Monadnock Inn

Monadnock Inn

10/10 Excellent
"Very nice, clean, and a good vibe. An older building but very charming. Would certainly stay again."
Jed 1-night trip
Posted 3 weeks ago
Monadnock 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 3 weeks ago
Mountain Edge Suites at Sunapee, an Ascend Collection Hotel

More cheap stays in Windsor

Days Inn by Wyndham Keene NH

Days Inn by Wyndham Keene NH

3 Ash Brook Road Keene NH
¥15,691
¥17,025 total
Sep 20 - Sep 21
includes taxes & fees
Days Inn by Wyndham Keene NH
Newport Motel

Newport Motel

467 Sunapee St Newport NH
¥16,580
¥17,990 total
Sep 21 - Sep 22
includes taxes & fees
8.8/10 Excellent! (365 reviews)
Newport Motel
Hideaway Inn Mt.Sunapee

Hideaway Inn Mt.Sunapee

1403 New Hampshire Rte 103 Newbury NH
¥17,175
¥18,635 total
Oct 1 - Oct 2
includes taxes & fees
8.4/10 Very Good! (269 reviews)
Hideaway Inn Mt.Sunapee
Riverhouse by Weekender (Formerly Jack Daniels Inn)

Riverhouse by Weekender (Formerly Jack Daniels Inn)

80 Concord Street Peterborough NH
¥22,663
¥26,272 total
Oct 7 - Oct 8
includes taxes & fees
9.2/10 Wonderful! (476 reviews)
Riverhouse by Weekender (Formerly Jack Daniels Inn)
Hampton Inn & Suites Keene

Hampton Inn & Suites Keene

126 Key Rd Keene NH
¥24,678
¥26,775 total
Sep 24 - Sep 25
includes taxes & fees
Hampton Inn & Suites Keene
Keene Elm City Hotel, an Ascend Collection Hotel

Keene Elm City Hotel, an Ascend Collection Hotel

175 Key Rd Keene NH
¥25,880
¥28,080 total
Oct 7 - Oct 8
includes taxes & fees
Keene Elm City Hotel, an Ascend Collection Hotel

Frequently asked questions

Where is the best place to stay in Windsor?
Located 20.3 mi (32.7 km) from the heart of Windsor, Keene Elm City Hotel, an Ascend Collection Hotel is a top choice for your stay based on our traveler data. Other good options for your visit to the area are Hideaway Inn Mt.Sunapee and Best Western Plus Keene Hotel. See all available top hotels, or vacation rentals in Windsor.
What are some of the best vacation home rentals that Windsor has to offer?
HISTORIC, RENOVATED BARN w/ Mt. SUNAPEE VIEW, SLEEPS 22+, Minutes to Lake / Mt.: Visitors like this Windsor vacation home rental. It is located on a lake and has a fireplace, a balcony, and a barbecue grill to put you at ease in your new surroundings. It has 7 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. Kick off your shoes and enjoy yourself with a garden and a library. See all vacation rentals in Windsor.
If I need to cancel my hotel reservation in Windsor, will I receive a refund?
Yes! You'll find that most hotel reservations are fully refundable if cancelled prior to the accommodation's cancellation deadline, which often is within 24-48 hours of check in. If your reservation is non-refundable, you may still be able to cancel and get a refund within 24 hours of your booking. Filter your search by fully refundable to find flexible hotel deals in Windsor.
Where can I learn more about changing or cancelling my trip to Windsor?
To access more information about updating your trip to Windsor or cancelling it, click here.
What are some hotels with pools in Windsor?
Keene Elm City Hotel, an Ascend Collection Hotel: Provides buffet, an indoor pool, and complimentary wired internet access. Hideaway Inn Mt.Sunapee and Best Western Plus Keene Hotel are two additional hotels that offer an onsite pool. View all hotels with pools in Windsor.
How is it staying in Windsor?
Visitors to Windsor are sure to find plenty to explore and enjoy. In Windsor, there are 5 hotels and other accommodations to choose from. Find out more about Windsor.
What is there to see in Windsor?
A couple of favorite places to visit are Black Pond and Windsor Town Hall. You'll also find Franklin Pierce Homestead and Highland Lake in the area. Check out what more to see and do in Expedia's Windsor guide.
What's the weather like in Windsor?
The hottest months are usually July and August with an average temp of 66°F, while the coldest months are January and February with an average of 27°F. The snowiest months in Windsor are January, March, February, and November, with each month seeing an average of 7 inches of snowfall.

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