Photo by Donny Campos

Find hotels in Winchester, NH from SAR 344

    calendar shield illustration
    Change your mind
    Book hotels with free cancellation
    deals illustration
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    Sign in
    bed illustration
    Be picky
    Search almost a million properties worldwide

Check prices for these dates

Tonight
27 Jun - 28 Jun
Tomorrow
28 Jun - 29 Jun
This weekend
27 Jun - 29 Jun
Next weekend
4 Jul - 6 Jul

Filter by

Guest rating
Guest rating
Star rating

Compare 418 hotels, room rates, hotel reviews and availability. Most hotels are fully refundable.

The Maguire House Bed & Breakfast
Building design

The Maguire House Bed & Breakfast

3.5 star property
10.0 out of 10, Exceptional, (34)
"Wonderful bed and breakfast - and remarkable hosts! Definitely worth booking if you plan to be in the area. "
The price is SAR 1,031
SAR 1,031 total
includes taxes & fees
17 Jul - 18 Jul
The Maguire House Bed & Breakfast
The Colonial Hotel
Interior

The Colonial Hotel

3.0 star property
8.8 out of 10, Excellent, (1006)
"Great place, location is nice, Restaurant is great."
The Colonial Hotel
Riverhouse by Weekender (Formerly Jack Daniels Inn)
Front of property

Riverhouse by Weekender (Formerly Jack Daniels Inn)

2.5 star property
9.4 out of 10, Exceptional, (404)
"It was a beautiful place right off the main road where there were restaurants and shops and everything right within a 5 to 8 minute walk it was a beautiful place to stay"
Riverhouse by Weekender (Formerly Jack Daniels Inn)
Monadnock Inn
Exterior

Monadnock Inn

2.5 star property
7.6 out of 10, Good, (265)
"Hi it’s a beautiful inn and very comfortable "
Monadnock Inn
The Carriage Barn Inn
Free daily continental breakfast

The Carriage Barn Inn

3.0 star property
9.6 out of 10, Exceptional, (150)
"Loved our stay. Beautifully decorated and I was able to play the house guitar in common room which was a unique touch I really enjoyed. Would gladly stay here again."
The price is SAR 754
SAR 818 total
includes taxes & fees
1 Jul - 2 Jul
The Carriage Barn Inn
Courtyard by Marriott Keene Downtown
Reception

Courtyard by Marriott Keene Downtown

3.0 star property
8.8 out of 10, Excellent, (1001)
"Great check in experience and clean, comfortable rooms. "
The price is SAR 555
SAR 602 total
includes taxes & fees
2 Jul - 3 Jul
Courtyard by Marriott Keene Downtown
Fairfield Inn & Suites by Marriott Keene Downtown
Exterior

Fairfield Inn & Suites by Marriott Keene Downtown

2.5 star property
8.8 out of 10, Excellent, (722)
"We had a lovely stay. Decent breakfast, clean facilities. "
The price is SAR 548
SAR 594 total
includes taxes & fees
13 Jul - 14 Jul
Fairfield Inn & Suites by Marriott Keene Downtown
The Burrell House
Exterior

The Burrell House

2.5 star property
9.6 out of 10, Exceptional, (130)
"Well maintained property with beautifully decorated rooms. "
The Burrell House
Best Western Plus Keene Hotel
Exterior

Best Western Plus Keene Hotel

3.0 star property
8.2 out of 10, Very Good, (1003)
"After a big day it was nice to have this hotel so close. We slept really well and the breakfast was great. Would stay here again."
The price is SAR 503
SAR 545 total
includes taxes & fees
29 Jun - 30 Jun
Best Western Plus Keene Hotel
Hampton Inn & Suites Keene
Reception

Hampton Inn & Suites Keene

2.5 star property
9.0 out of 10, Wonderful, (308)
"We had a great time here! Clean rooms, polite staff and nice dinning area"
The price is SAR 555
SAR 602 total
includes taxes & fees
6 Jul - 7 Jul
Hampton Inn & Suites Keene
Keene Elm City Hotel, Ascend Hotel Collection
Standard Room, 1 King Bed | In-room safe, desk, iron/ironing board, free cribs/infant beds

Keene Elm City Hotel, Ascend Hotel Collection

2.5 star property
8.4 out of 10, Very Good, (847)
"The hotel receptionist was very pleasant and helpful. "
The price is SAR 435
SAR 472 total
includes taxes & fees
6 Jul - 7 Jul
Keene Elm City Hotel, Ascend Hotel Collection
Days Inn by Wyndham Keene NH
In-room safe, desk, blackout drapes, iron/ironing board

Days Inn by Wyndham Keene NH

2.0 star property
7.2 out of 10, Good, (1000)
"Convenient to places to eat in shopping, easy to find. Friendly staff, easy check in. Decent shape of the building and clean in the rooms. "
The price is SAR 344
SAR 374 total
includes taxes & fees
30 Jun - 1 Jul
Days Inn by Wyndham Keene NH
Centennial House
Exterior detail

Centennial House

3.5 star property
9.6 out of 10, Exceptional, (153)
"This historic property is very nice. Beds are comfortable. The hosts are very welcoming and communication was very good. Breakfast was outstanding! I highly recommend this property and hope to return for another visit someday. "
The price is SAR 511
SAR 540 total
includes taxes & fees
30 Jun - 1 Jul
Centennial House
Inn at Valley Farms
Library

Inn at Valley Farms

2.0 star property
10.0 out of 10, Exceptional, (8)
"Wonderful location and property"
The price is SAR 586
SAR 636 total
includes taxes & fees
30 Jun - 1 Jul
Inn at Valley Farms
The Inn At Crumpin Fox
Terrace/patio

The Inn At Crumpin Fox

2.5 star property
9.2 out of 10, Wonderful, (299)
"Quiet clean hotel with no real amenities, but that can be a good thing. "
The price is SAR 713
SAR 796 total
includes taxes & fees
29 Jun - 30 Jun
The Inn At Crumpin Fox
Chesterfield Inn
Lobby

Chesterfield Inn

4.0 star property
9.0 out of 10, Wonderful, (103)
"Great stay"
The price is SAR 1,129
SAR 1,225 total
includes taxes & fees
6 Jul - 7 Jul
Chesterfield Inn
Hampton Inn & Suites Greenfield
Room, 2 Queen Beds, Non Smoking | Down comforters, desk, blackout drapes, soundproofing

Hampton Inn & Suites Greenfield

2.5 star property
8.6 out of 10, Excellent, (811)
"very clean spacious, friendly staff, like newly renovated pool"
The price is SAR 571
SAR 637 total
includes taxes & fees
6 Jul - 7 Jul
Hampton Inn & Suites Greenfield
The Putney Inn
Exterior

The Putney Inn

2.5 star property
8.4 out of 10, Very Good, (1004)
"Quaint little Inn with spacious rooms and comfy beds. Just perfect and the guy at the front desk was super friendly and helpful! Would stay again if in the area "
The Putney Inn
Latchis Hotel
Interior

Latchis Hotel

2.5 star property
8.4 out of 10, Very Good, (746)
"Our stay at the Latchis was wonderful! Super cool to be staying in an old art deco building, and we even took advantage of the movie theater a couple of times. Extremely conveniently located in the center of downtown, just a stone’s throw away from the Amtrak station. "
The price is SAR 468
SAR 515 total
includes taxes & fees
29 Jun - 30 Jun
Latchis Hotel
The One Cat B&B
Exterior detail

The One Cat B&B

2.5 star property
9.6 out of 10, Exceptional, (75)
"Conrad and Pat were so welcoming, their house was adorable, and breakfast was superb!"
The price is SAR 802
SAR 882 total
includes taxes & fees
9 Jul - 10 Jul
The One Cat B&B
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.
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Cabins in Winchester you'll enjoy

Tranquil Guest House - Peaceful Sanctuary plus InfraRed Sauna
Exterior

Tranquil Guest House - Peaceful Sanctuary plus InfraRed Sauna

10.0 out of 10, Exceptional, (13)
The price is SAR 486
SAR 804 total
includes taxes & fees
29 Jun - 30 Jun
Tranquil Guest House - Peaceful Sanctuary plus InfraRed Sauna

These family-friendly hotels in Winchester may fit your trip

Cobb Meadow House - Cozy 5 Bedroom New England home in The Monadnock Region
Interior

Cobb Meadow House - Cozy 5 Bedroom New England home in The Monadnock Region

10.0 out of 10, Exceptional, (23)
The price is SAR 1,670
SAR 2,776 total
includes taxes & fees
30 Jun - 1 Jul
Cobb Meadow House - Cozy 5 Bedroom New England home in The Monadnock Region

Check out apartments in Winchester

Studio Apt with Full Kitchen. 1 minute stroll over picturesque bridge into town.
Fridge, microwave, oven, stovetop

Studio Apt with Full Kitchen. 1 minute stroll over picturesque bridge into town.

9.8 out of 10, Exceptional, (18)
The price is SAR 388
SAR 706 total
includes taxes & fees
8 Jul - 9 Jul
Studio Apt with Full Kitchen. 1 minute stroll over picturesque bridge into town.
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.

Learn more about Winchester

Get away to relaxing Winchester! Enjoy the lake views, forests, and more.

See all hotels in Winchester
The Ashuelot Covered Bridge is a historic wooden covered bridge over the Ashuelot River on Bolton Road, just south of its intersection with NH 119 in Ashuelot, New Hampshire, an unincorporated village of Winchester.
Photo by Donny Campos
Open Photo by Donny Campos

Frequently asked questions

What's the best place to stay in Winchester?

The Colonial Hotel, located 26.3 mi (42.3 km) from the heart of Winchester, is a top choice for your stay based on our traveler data. Other good options for your stay in the area are Colonial Motel And Spa and Best Western Plus Keene Hotel. See all available top hotels, or vacation rentals in Winchester.

What are some of the best vacation rentals in Winchester?

The Jelly Mill-A Peaceful River Retreat: Visitors like this Winchester vacation home rental. It is located on a river and has a patio, a garden, and a barbecue grill to put you at ease in your new surroundings. It has 3 bedrooms as well as a kitchen with a fridge, a stovetop, and a microwave, so you can cook with friends or family. Make the most of the selection of games in this rental home to help you unwind. See all vacation rentals in Winchester.

If I need to cancel my hotel reservation in Winchester, will I receive a refund?

Yes, most hotel reservations are fully refundable as long as you cancel prior to the accommodation's cancellation deadline, which is usually within 24-48 hours of the scheduled arrival. If your reservation is non-refundable, you might still have the option to cancel and get a refund within a 24-hour period of booking. Filter your search by fully refundable to find flexible hotel deals in Winchester.

Where can I learn more about changing or cancelling my trip to Winchester?

For more details about rescheduling or cancelling your trip to Winchester, go to https://www.expedia.com/service/.

What are some hotels with pools in Winchester?

The Colonial Hotel: Features a sauna, an indoor pool, and free self parking. Colonial Motel And Spa and Best Western Plus Keene Hotel are two additional hotels with an onsite pool. View all hotels with pools in Winchester.

What is the best hotel near Hartness State Airport (VSF)?

The Inn at Weathersfield is a popular 4-star inn featuring free breakfast and a restaurant. It's located a short 1.3 mi (2.1 km) from Hartness State Airport. Another good choice close to the airport is Hartness House Inn, located 3.7 mi (5.9 km) away.

What is staying in Winchester like?

Visitors to Winchester are sure to enjoy the lakeside setting. Tourists can also enjoy so much more including its forests. In Winchester, there are 6 hotels and other accommodations to choose from. Find out more about Winchester.

What should I do while I'm visiting Winchester?

Natural beauty is on display at Rhododendron State Park, Ashuelot River, and Cass Pond. A couple of additional sights to add to your agenda are New England Sweetwater Farm & Distillery and Winchester Speedpark. Check out what more to see and do in Expedia's Winchester guide.

What's the seasonal weather like in Winchester?

The hottest months are usually July and August with an average temp of 67°F, while the coldest months are January and February with an average of 28°F. The snowiest months in Winchester are January, March, February, and November, with each month seeing an average of 10 inches of snowfall.