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

Where to stay in Windsor?

Rosewood Country Inn
Rosewood Country Inn
3.0 star property
Bradford
9.8 out of 10, Exceptional, (91 reviews)
  • cleanliness
    Relax in Victorian elegance near Whitman Park at this Bradford B&B retreat.
The price is $186
$202 total
includes taxes & fees
Jan 16 - Jan 17
Rosewood Country Inn
Colby Hill Inn
Colby Hill Inn
3.5 star property
Henniker
9.6 out of 10, Exceptional, (37 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
Jan 16 - Jan 17
Colby Hill Inn
Hideaway Inn Mt.Sunapee
Hideaway Inn Mt.Sunapee
2.0 star property
Newbury
8.8 out of 10, Excellent, (78 reviews)
  • cleanliness
    Discover a woodland retreat near Mt. Sunapee with hiking trails and indoor pool.
The price is $136
$148 total
includes taxes & fees
Jan 28 - Jan 29
Hideaway Inn Mt.Sunapee
Brook Road Inn
Brook Road Inn
3.0 star property
Goshen
8.6 out of 10, Excellent, (245 reviews)
  • cleanliness
    Quiet countryside retreat in Goshen with fast wifi and free parking for explorers.
The price is $74
$115 total
includes taxes & fees
Jan 19 - Jan 20
Brook Road Inn
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, (384 reviews)
  • cleanliness
    Relax at a resort with 2 indoor pools and exceptional staff service.
The price is $179
$211 total
includes taxes & fees
Jan 21 - Jan 22
Mountain Edge Suites at Sunapee, an Ascend Collection Hotel
Henniker Motel
Henniker Motel
2.0 star property
Henniker
8.4 out of 10, Very Good, (276 reviews)
  • cleanliness
    Rest among quaint hills of Henniker with easy access to Pats Peak slopes.
The price is $149
$162 total
includes taxes & fees
Jan 16 - Jan 17
Henniker Motel
Newport Motel
Newport Motel
2.0 star property
Newport
8.8 out of 10, Excellent, (272 reviews)
  • cleanliness
    Charming motel in the heart of Newport with access to nearby wildlife areas.
The price is $103
$111 total
includes taxes & fees
Feb 14 - Feb 15
Newport Motel
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.
The price is $263
$285 total
includes taxes & fees
Jan 16 - Jan 17
Dexter's Inn
Blue Bear Inn
Blue Bear Inn
4.0 star property
Francestown
10.0 out of 10, Exceptional, (17 reviews)
  • cleanliness
    Cozy retreat with seasonal pool in Francestown, near Crotched Mountain attractions.
The price is $207
$225 total
includes taxes & fees
Jan 19 - Jan 20
Blue Bear Inn
The New London Inn
The New London Inn
3.5 star property
New London
9.0 out of 10, Wonderful, (217 reviews)
  • cleanliness
    Experience colonial charm at this New London hotel near a playhouse and historical sites.
The price is $149
$162 total
includes taxes & fees
Jan 19 - Jan 20
The New London Inn
Follansbee Inn
Follansbee Inn
3.0 star property
North Sutton
9.6 out of 10, Exceptional, (92 reviews)
  • cleanliness
    Serene lakeside getaway with free perks, rowboats, and gourmet breakfast daily.
The price is $201
$218 total
includes taxes & fees
Jan 16 - Jan 17
Follansbee Inn
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, (444 reviews)
The price is $179
$205 total
includes taxes & fees
Jan 18 - Jan 19
Riverhouse by Weekender (Formerly Jack Daniels Inn)
The Burrell House
The Burrell House
2.5 star property
Keene
9.6 out of 10, Exceptional, (156 reviews)
  • cleanliness
    Charming guesthouse in walkable Keene with complimentary WiFi and parking.
The price is $181
$201 total
includes taxes & fees
Jan 17 - Jan 18
The Burrell House
Brook Road Condo
Brook Road Condo
3.0 star property
Goshen
8.8 out of 10, Excellent, (3 reviews)
  • cleanliness
    Cozy retreat in Goshen with free WiFi and parking near scenic Gunnison Lake.
The price is $184
$299 total
includes taxes & fees
Jan 19 - Jan 20
Brook Road Condo
Fairfield Inn & Suites by Marriott Keene Downtown
Fairfield Inn & Suites by Marriott Keene Downtown
2.5 star property
Keene
8.8 out of 10, Excellent, (759 reviews)
The price is $175
$190 total
includes taxes & fees
Jan 21 - Jan 22
Fairfield Inn & Suites by Marriott Keene Downtown
The Carriage Barn Inn
The Carriage Barn Inn
3.0 star property
Keene
9.6 out of 10, Exceptional, (167 reviews)
  • cleanliness
    Historic B&B in charming Keene offers complimentary breakfast and art gallery access.
The price is $127
$138 total
includes taxes & fees
Jan 28 - Jan 29
The Carriage Barn Inn
Keene Elm City Hotel, an Ascend Collection Hotel
Keene Elm City Hotel, an Ascend Collection Hotel
2.5 star property
Keene
8.4 out of 10, Very Good, (978 reviews)
  • cleanliness
    Historic charm and inviting indoor pool await in downtown Keene.
The price is $120
$130 total
includes taxes & fees
Jan 18 - Jan 19
Keene Elm City Hotel, an Ascend Collection Hotel
Courtyard by Marriott Keene Downtown
Courtyard by Marriott Keene Downtown
3.0 star property
Keene
8.8 out of 10, Excellent, (1,001 reviews)
  • cleanliness
    Beautiful hotel in downtown Keene with Art Deco charm and indoor pool access.
The price is $180
$195 total
includes taxes & fees
Jan 21 - Jan 22
Courtyard by Marriott Keene Downtown
Hampton Inn & Suites Keene
Hampton Inn & Suites Keene
2.5 star property
Keene
8.8 out of 10, Excellent, (363 reviews)
  • cleanliness
    Experience serene New England comfort with a convenient location near Ashuelot River.
The price is $173
$188 total
includes taxes & fees
Feb 8 - Feb 9
Hampton Inn & Suites Keene
Best Western Plus Keene Hotel
Best Western Plus Keene Hotel
3.0 star property
Keene
8.4 out of 10, Very Good, (1,000 reviews)
  • cleanliness
    Stay in a peaceful Keene hotel with convenient access to Ashuelot River.
The price is $139
$151 total
includes taxes & fees
Jan 18 - Jan 19
Best Western Plus Keene 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.

Top landmarks in Windsor

Check out reviews of Windsor hotels guests love

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.