Hotels in Windsor

Free cancellation options if plans change

Earn rewards on every night you stay

Save more with Member Prices

Check prices for these dates

Tonight
Mar 31 - Apr 1
Tomorrow
Apr 1 - Apr 2
This weekend
Apr 3 - Apr 5
Next weekend
Apr 10 - Apr 12

Where to stay in Windsor?

Indoor pool
Henniker Motel
Henniker Motel
2.0 star property
Henniker
8.4 out of 10, Very Good, (284 reviews)
  • cleanliness
    Rest among quaint hills of Henniker with easy access to Pats Peak slopes.
The price is $129
$140 total
includes taxes & fees
Apr 1 - Apr 2
Henniker Motel
Exterior
Blue Bear Inn
Blue Bear Inn
4.0 star property
Francestown
10.0 out of 10, Exceptional, (23 reviews)
  • cleanliness
    Cozy retreat with seasonal pool in Francestown, near Crotched Mountain attractions.
The price is $227
$246 total
includes taxes & fees
Apr 1 - Apr 2
Blue Bear Inn
Check-in/check-out kiosk
Colby Hill Inn
Colby Hill Inn
3.5 star property
Henniker
9.6 out of 10, Exceptional, (39 reviews)
  • cleanliness
    Charming ski-in/ski-out inn offers seasonal outdoor pool and convenient mountain access.
The price is $222
$241 total
includes taxes & fees
Apr 1 - Apr 2
Colby Hill Inn
BBQ/picnic area
Riverhouse by Weekender (Formerly Jack Daniels Inn)
Riverhouse by Weekender (Formerly Jack Daniels Inn)
2.5 star property
Peterborough
9.4 out of 10, Exceptional, (451 reviews)
The price is $139
$162 total
includes taxes & fees
Apr 12 - Apr 13
Riverhouse by Weekender (Formerly Jack Daniels Inn)
Exterior
Monadnock Inn
Monadnock Inn
2.5 star property
Jaffrey
7.6 out of 10, Good, (280 reviews)
  • cleanliness
    Charming golf-side B&B retreat offers mountain adventure and historic inn ambiance.
The price is $148
$161 total
includes taxes & fees
Apr 1 - Apr 2
Monadnock Inn
Property grounds
Follansbee Inn
Follansbee Inn
3.0 star property
North Sutton
9.6 out of 10, Exceptional, (93 reviews)
  • cleanliness
    Serene lakeside getaway with free perks, rowboats, and gourmet breakfast daily.
The price is $189
$205 total
includes taxes & fees
Apr 1 - Apr 2
Follansbee Inn
Bar (on property)
Rosewood Country Inn
Rosewood Country Inn
3.0 star property
Bradford
9.8 out of 10, Exceptional, (96 reviews)
  • cleanliness
    Relax in Victorian elegance near Whitman Park at this Bradford B&B retreat.
The price is $181
$197 total
includes taxes & fees
Apr 1 - Apr 2
Rosewood Country Inn
Restaurant
The New London Inn
The New London Inn
3.5 star property
New London
9.0 out of 10, Wonderful, (227 reviews)
  • cleanliness
    Experience colonial charm at this New London hotel near a playhouse and historical sites.
The price is $139
$151 total
includes taxes & fees
Apr 1 - Apr 2
The New London Inn
Exterior
Mountain Edge Suites at Sunapee, an Ascend Collection Hotel
Mountain Edge Suites at Sunapee, an Ascend Collection Hotel
3.0 star property
Newbury
9.2 out of 10, Wonderful, (398 reviews)
  • cleanliness
    Relax at a resort with 2 indoor pools and exceptional staff service.
The price is $161
$191 total
includes taxes & fees
Apr 9 - Apr 10
Mountain Edge Suites at Sunapee, an Ascend Collection Hotel
Family Room, Multiple Beds | Blackout drapes, free WiFi
Hideaway Inn Mt.Sunapee
Hideaway Inn Mt.Sunapee
2.0 star property
Newbury
8.8 out of 10, Excellent, (150 reviews)
  • cleanliness
    Discover a woodland retreat near Mt. Sunapee with hiking trails and indoor pool.
The price is $136
$148 total
includes taxes & fees
Apr 1 - Apr 2
Hideaway Inn Mt.Sunapee
Building design
Dexter's Inn
Dexter's Inn
3.0 star property
Sunapee
8.8 out of 10, Excellent, (70 reviews)
  • cleanliness
    Cozy country getaway with seasonal pool and tennis in scenic Sunapee setting.
Dexter's Inn
Interior
Brook Road Inn
Brook Road Inn
3.0 star property
Goshen
8.6 out of 10, Excellent, (253 reviews)
  • cleanliness
    Quiet countryside retreat in Goshen with fast wifi and free parking for explorers.
The price is $74
$115 total
includes taxes & fees
Apr 5 - Apr 6
Brook Road Inn
Free daily continental breakfast
The Carriage Barn Inn
The Carriage Barn Inn
3.0 star property
Keene
9.6 out of 10, Exceptional, (170 reviews)
  • cleanliness
    Historic B&B in charming Keene offers complimentary breakfast and art gallery access.
The price is $154
$167 total
includes taxes & fees
Apr 1 - Apr 2
The Carriage Barn Inn
Lobby
Courtyard by Marriott Keene Downtown
Courtyard by Marriott Keene Downtown
3.0 star property
Keene
8.8 out of 10, Excellent, (1,000 reviews)
  • cleanliness
    Beautiful hotel in downtown Keene with Art Deco charm and indoor pool access.
The price is $180
$195 total
includes taxes & fees
Apr 6 - Apr 7
Courtyard by Marriott Keene Downtown
Deluxe Double Room | Free WiFi
Newport Motel
Newport Motel
2.0 star property
Newport
8.8 out of 10, Excellent, (308 reviews)
  • cleanliness
    Charming motel in the heart of Newport with access to nearby wildlife areas.
The price is $100
$108 total
includes taxes & fees
Apr 1 - Apr 2
Newport Motel
Exterior
Fairfield Inn & Suites by Marriott Keene Downtown
Fairfield Inn & Suites by Marriott Keene Downtown
3.0 star property
Keene
8.8 out of 10, Excellent, (767 reviews)
The price is $175
$190 total
includes taxes & fees
Apr 6 - Apr 7
Fairfield Inn & Suites by Marriott Keene Downtown
Exterior
The Burrell House
The Burrell House
2.5 star property
Keene
9.6 out of 10, Exceptional, (160 reviews)
  • cleanliness
    Charming guesthouse in walkable Keene with complimentary WiFi and parking.
The price is $127
$141 total
includes taxes & fees
Apr 1 - Apr 2
The Burrell House
Restaurant
Best Western Plus Keene Hotel
Best Western Plus Keene Hotel
3.0 star property
Keene
8.4 out of 10, Very Good, (1,004 reviews)
  • cleanliness
    Stay in a peaceful Keene hotel with convenient access to Ashuelot River.
The price is $154
$167 total
includes taxes & fees
Apr 1 - Apr 2
Best Western Plus Keene Hotel
Free daily buffet breakfast
Hampton Inn & Suites Keene
Hampton Inn & Suites Keene
2.5 star property
Keene
8.8 out of 10, Excellent, (374 reviews)
  • cleanliness
    Experience serene New England comfort with a convenient location near Ashuelot River.
The price is $172
$187 total
includes taxes & fees
Apr 19 - Apr 20
Hampton Inn & Suites Keene
Lobby
Keene Elm City Hotel, an Ascend Collection Hotel
Keene Elm City Hotel, an Ascend Collection Hotel
2.5 star property
Keene
8.6 out of 10, Excellent, (999 reviews)
  • cleanliness
    Historic charm and inviting indoor pool await in downtown Keene.
The price is $126
$137 total
includes taxes & fees
Apr 20 - Apr 21
Keene Elm City Hotel, an Ascend Collection Hotel
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
View all properties

Top landmarks in Windsor

Black Pond

Black Pond is 2.2 mi (3.6 km) from central Windsor, why not stop by during your stay.
See properties

Windsor Town Hall

Windsor Town Hall is worth a visit, located 1.2 mi (1.9 km) from central Windsor.
See properties

Check out reviews of Windsor hotels guests love

The New London Inn

The New London Inn

10/10 Excellent
"The front desk worker was very warm and friendly gave us a quick run down of the inn. The room was very clean and cute. The bar was full with cookies, drinks, fruits, and pastry’s. Overall great experience! "
Gemma 1-night trip
Posted 17 hours ago
The New London Inn

Frequently asked questions

Can I book a refundable hotel in Windsor?
If you're looking for the flexibility to change your plans to Windsor, most accommodations provide refundable* rates you can book. You can find these accommodations by searching our site and using the "fully refundable" filter to narrow down the results.
Where can I stay in Windsor if I want a vacation home instead of a traditional hotel?
You'll find 5 vacation homes on our site.
What will the weather in Windsor be like during my vacation?
The warmest months in Windsor are usually July and August with an average temp of 66°F. January and February are the chilliest months when the average temp is 27°F. The rainiest months are July and October.
Why should I book my Windsor hotel through Hotels.com?
There are plenty of reasons to book your Windsor travel with us: our free cancellations on selected hotels gives you the flexibility you're looking for, and with One Key™, our rewards program, you will be able to earn and use OneKeyCash™* on all eligible bookings such as hotels, car rentals, flights, vacation rentals and more on Hotels.com, Expedia and Vrbo.