Hotels in Windsor

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Check prices for these dates

This weekend
May 15 - May 17
Next weekend
May 22 - May 24

Where to stay in Windsor?

Bar (on property)
Rosewood Country Inn
Rosewood Country Inn
3.0 star property
Bradford
9.8 out of 10, Exceptional, (98 reviews)
Discover charm at this Victorian Bradford B&B with free breakfast and WiFi. Unwind with drinks at the bar, dine at the restaurant, or stroll through the garden. Whitman Park and Blaisdell Lake await nearby for local exploration.
The price is $181
$197 total
includes taxes & fees
May 15 - May 16
Rosewood Country Inn
Check-in/check-out kiosk
Colby Hill Inn
Colby Hill Inn
3.5 star property
Henniker
9.6 out of 10, Exceptional, (40 reviews)
Escape to this cozy Henniker ski inn with direct slope access and a welcoming restaurant. After adventures near Contoocook River, unwind at the outdoor pool or terrace before enjoying drinks at the bar. Free breakfast, WiFi, and parking complete your stay.
The price is $222
$241 total
includes taxes & fees
May 16 - May 17
Colby Hill Inn
Front of property
Brook Road Inn
Brook Road Inn
3.0 star property
Goshen
8.6 out of 10, Excellent, (254 reviews)
Unwind in this charming guesthouse near Gunnison Lake. With free WiFi and parking, air-conditioned comfort awaits after exploring Olive G. Pettis Library and nearby attractions. Manchester-Boston Airport is just 70 minutes away.
The price is $74
$115 total
includes taxes & fees
May 17 - May 18
Brook Road Inn
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, (177 reviews)
Surrounded by natural beauty in Newbury, this cozy hotel offers free WiFi and parking plus hiking and biking trails on the property. Close to John Hay Wildlife Refuge and Mount Sunapee State Park with a welcoming lobby fireplace for après-adventure relaxation.
The price is $136
$148 total
includes taxes & fees
May 17 - May 18
Hideaway Inn Mt.Sunapee
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, (410 reviews)
This Newbury resort offers tranquil accommodations near Mount Sunapee State Park and John Hay National Wildlife Refuge. Enjoy free breakfast, WiFi, parking, and 2 indoor pools. Guests consistently praise the helpful staff at this business-friendly mountain retreat.
The price is $161
$191 total
includes taxes & fees
May 25 - May 26
Mountain Edge Suites at Sunapee, an Ascend Collection Hotel
Exterior
Henniker Motel
Henniker Motel
2.0 star property
Henniker
8.4 out of 10, Very Good, (285 reviews)
This charming motel offers a convenient base for outdoor adventures, just minutes from Pats Peak skiing and StoneFalls Gardens. After mountain biking or cross-country trails, unwind in the indoor pool. Friendly staff and daily housekeeping ensure a comfortable stay.
The price is $129
$140 total
includes taxes & fees
May 17 - May 18
Henniker Motel
Deluxe Double Room | Free WiFi
Newport Motel
Newport Motel
2.0 star property
Newport
8.8 out of 10, Excellent, (312 reviews)
This traditional motel offers free WiFi and parking, ideal for exploring local attractions. Located near Wendell Marsh Wildlife Management Area and Newport Historical Society, it provides clean, comfortable accommodations praised by guests for their cleanliness.
The price is $100
$108 total
includes taxes & fees
May 18 - May 19
Newport Motel
Exterior
Blue Bear Inn
Blue Bear Inn
4.0 star property
Francestown
10.0 out of 10, Exceptional, (23 reviews)
Immerse yourself in countryside charm at this welcoming inn with free breakfast, WiFi, and parking. After skiing at nearby Crotched Mountain, relax by the seasonal outdoor pool or grab a drink at the bar. Helpful staff ensure your stay exceeds expectations.
The price is $227
$246 total
includes taxes & fees
May 19 - May 20
Blue Bear Inn
Property entrance
Follansbee Inn
Follansbee Inn
3.0 star property
North Sutton
9.6 out of 10, Exceptional, (94 reviews)
Escape to this charming B&B on Kezar Lake where complimentary canoes, bikes, and daily gourmet breakfast await. Unwind at the bar, stroll through gardens, or explore nearby Wadleigh State Park and Country Club of New Hampshire.
The price is $189
$205 total
includes taxes & fees
May 15 - May 16
Follansbee Inn
Restaurant
The New London Inn
The New London Inn
3.5 star property
New London
9.0 out of 10, Wonderful, (236 reviews)
Unwind at this Colonial hotel in New London with a cozy bar, restaurant, and garden terrace. Just moments from New London Barn Playhouse and Historical Society, you'll enjoy free WiFi, parking, and attentive staff praised by fellow travelers.
The price is $139
$151 total
includes taxes & fees
May 17 - May 18
The New London Inn
BBQ/picnic area
Riverhouse by Weekender (Formerly Jack Daniels Inn)
Riverhouse by Weekender (Formerly Jack Daniels Inn)
2.5 star property
Peterborough
9.2 out of 10, Wonderful, (462 reviews)
The price is $202
$230 total
includes taxes & fees
May 19 - May 20
Riverhouse by Weekender (Formerly Jack Daniels Inn)
Exterior
The Burrell House
The Burrell House
2.5 star property
Keene
9.6 out of 10, Exceptional, (165 reviews)
Tucked into walkable Keene, this cozy guesthouse offers free WiFi and convenient self parking. Explore nearby Central Square and local shops, then unwind in the peaceful picnic area after a day of adventures.
The price is $155
$172 total
includes taxes & fees
May 17 - May 18
The Burrell House
Comfort Townhome | In-room dining
Brook Road Condo
Brook Road Condo
3.0 star property
Goshen
8.8 out of 10, Excellent, (3 reviews)
Discover comfort in this fully equipped vacation home with a smart TV and kitchen. Relax with an in-room coffeemaker before exploring nearby Olive G. Pettis Library or Gunnison Lake. Free WiFi and parking add convenience to your stay.
The price is $184
$299 total
includes taxes & fees
May 18 - May 19
Brook Road Condo
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, (773 reviews)
The price is $180
$195 total
includes taxes & fees
May 31 - Jun 1
Fairfield Inn & Suites by Marriott Keene Downtown
Free daily continental breakfast
The Carriage Barn Inn
The Carriage Barn Inn
3.0 star property
Keene
9.6 out of 10, Exceptional, (172 reviews)
Wake up to continental breakfast at this cozy Keene B&B, located near the Thorne-Sagendorph Art Gallery. Enjoy free WiFi and parking while exploring the area, with Manchester-Boston Regional Airport and Brattleboro Station both accessible for day trips.
The price is $177
$192 total
includes taxes & fees
May 18 - May 19
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)
Located in downtown Keene, this Art Deco hotel offers an indoor pool and 24-hour fitness center. Grab a bite at the coffee shop or unwind with drinks at the bar. Near Colonial Theatre and Central Square, enjoy free WiFi and parking during your stay.
The price is $180
$195 total
includes taxes & fees
May 31 - Jun 1
Courtyard by Marriott Keene Downtown
Exterior
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, (1,000 reviews)
Escape to this welcoming hotel in Keene, where you'll find an indoor pool and fitness center near local shops and eateries. Despite its commercial location, guests enjoy a quiet atmosphere, free breakfast, and helpful staff to enhance your stay.
The price is $140
$152 total
includes taxes & fees
May 26 - May 27
Keene Elm City Hotel, an Ascend Collection Hotel
Restaurant
Best Western Plus Keene Hotel
Best Western Plus Keene Hotel
3.0 star property
Keene
8.4 out of 10, Very Good, (1,001 reviews)
Quiet rooms welcome travelers to this restful retreat near the Ashuelot River and Thorne Sagendorph Art Gallery. The restaurant and bar provide delicious meals, while fellow guests rave about the free breakfast and helpful staff.
The price is $154
$167 total
includes taxes & fees
May 17 - May 18
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, (385 reviews)
Located in Keene with easy access to Cheshire Children's Museum, this hotel offers a refreshing indoor pool and 24-hour fitness center. Enjoy complimentary breakfast, free parking, and attentive staff to enhance your stay while exploring nearby attractions.
The price is $197
$213 total
includes taxes & fees
May 27 - May 28
Hampton Inn & Suites Keene
Exterior
Days Inn by Wyndham Keene NH
Days Inn by Wyndham Keene NH
2.0 star property
Keene
7.0 out of 10, Good, (1,000 reviews)
The price is $105
$113 total
includes taxes & fees
May 31 - Jun 1
Days Inn by Wyndham Keene NH
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.
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Top landmarks in Windsor

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 Burrell House

The Burrell House

10/10 Excellent
"Self check-in and checkout. Room was very clean but a bit too much potpourri for my allergies. Will stay here again when in Keene. "
Charles 2-night trip
Posted 3 hours ago
The Burrell House

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.