Photo by Donny Campos

Find hotels in Winchester, NH from ₩101,180

    Plan, book, stay with confidence
    bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    Sign in
    today icon
    Change your mind
    Book hotels with free cancellation

Check Winchester hotel prices

Tonight
May 16 - May 17
Tomorrow night
May 17 - May 18
This weekend
May 17 - May 19
Next weekend
May 24 - May 26

Filter by

Popular filters
Popular filters
Price per night
Guest rating
Guest rating
Star rating
Payment type
Payment type
Property type
Property type
Neighborhood
Neighborhood
Popular locations
Popular locations
Meal plans available
Meal plans available
Amenities
Amenities
Accessibility
Accessibility
Traveler experience
Traveler experience

Compare 379 hotels, room rates, hotel reviews and availability. Most hotels are fully refundable.

In-room safe, desk, blackout drapes, iron/ironing board
Days Inn by Wyndham Keene NH
2.0 star property
7.4 out of 10, Good, (874)
"It is obvious this is an older property. The small refrigerator and the microwave were plugged into an extension cord (not sure how safe that is.....). Overall it was clean and reception desk was very nice. No overall issues. I would recommend"
The price is ₩121,024
per night
May 22 - May 23
Days Inn by Wyndham Keene NH
Hypo-allergenic bedding, in-room safe, desk, laptop workspace
Courtyard by Marriott Keene Downtown
3.0 star property
8.8 out of 10, Excellent, (903)
"The beds were comfy, the whole place was extremely clean and every employee we encountered was wonderful. I highly recommend a stay at this hotel, I know I’ll stay there again."
The price is ₩173,869
per night
May 20 - May 21
Courtyard by Marriott Keene Downtown
Interior entrance
Best Western Plus Keene Hotel
3.0 star property
8.2 out of 10, Very Good, (1001)
"Nice pool, great breakfast "
The price is ₩189,090
per night
May 19 - May 20
Best Western Plus Keene Hotel
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free
Indoor pool
Holiday Inn Express Keene, an IHG Hotel
2.5 star property
8.4 out of 10, Very Good, (719)
"The place is in the middle of construction. It was quiet and clean"
The price is ₩175,486
per night
May 19 - May 20
Holiday Inn Express Keene, an IHG Hotel
Reception
Hampton Inn & Suites Keene
2.5 star property
9.0 out of 10, Wonderful, (170)
"Great location, service and breakfast. Would definitely stay again if in the area. "
The price is ₩168,957
per night
Jun 2 - Jun 3
Hampton Inn & Suites Keene
View from room
Econo Lodge Brattleboro
2.0 star property
5.8 out of 10, (486)
"Clean quiet and affordable place with a friendly staff. Small critique: put a small shelf in the shower for shampoo/soap etc. "
The price is ₩121,208
per night
May 21 - May 22
Econo Lodge Brattleboro
Terrace/patio
The Inn At Crumpin Fox
2.5 star property
9.2 out of 10, Wonderful, (223)
"Very clean warm comfortable very good atmosphere "
The price is ₩231,397
per night
Jun 2 - Jun 3
The Inn At Crumpin Fox
Free daily continental breakfast
The Carriage Barn Inn
3.0 star property
9.6 out of 10, Exceptional, (121)
"Joe went above and beyond for us. I recently had surgery and needed a chair to put in the shower (not the typical request) and he found me one within ten minutes of asking. He also had a lovely breakfast and was enjoy to talk to"
The price is ₩253,020
per night
May 20 - May 21
The Carriage Barn Inn
Interior
Latchis Hotel
2.5 star property
8.4 out of 10, Very Good, (565)
"It was a great experience. But extremely pricey for the quality of the room. "
The price is ₩197,252
per night
May 19 - May 20
Latchis Hotel
Exterior detail
Centennial House
3.5 star property
9.4 out of 10, Exceptional, (127)
"The owners of this historic home are exceptionally helpful with all of the details for a pleasant visit. The particular highlight is the marvelous and creative breakfasts, in our case especially the frittatas and raspberry turnovers, which we wished we could take home by the dozen."
The price is ₩270,712
per night
May 19 - May 20
Centennial House
Exterior detail
The One Cat B&B
2.5 star property
9.6 out of 10, Exceptional, (66)
"Wonderful selection of books, friendly hosts, happy colors."
The price is ₩272,072
per night
May 21 - May 22
The One Cat B&B
Interior
Historic Home w/ Modern Updates on < 4 Acres
3.5 star property
10.0 out of 10, Exceptional, (1)
Historic Home w/ Modern Updates on < 4 Acres
Don't see what you're looking for?
See all available properties in Winchester
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.

More cheap stays in Winchester

The Covered Bridge Inn

The Covered Bridge Inn

1043 Putney Road, Brattleboro, VT
The price is ₩101,180 per night from May 27 to May 28
₩101,180
per night
May 27 - May 28
8.2/10 Very Good! (1,004 reviews)

Winchester hotels information

Number of reviews
3,959
Accommodation
379 hotels
Lowest Price
₩101,180
Highest Price
₩272,072

Frequently asked questions

What's the best place to stay in Winchester?

The Covered Bridge Inn, located 11.6 mi (18.7 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 The Colonial Hotel and Colonial Motel And Spa. See all available top hotels, or 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: Provides a sauna, an indoor pool, and free self parking. Colonial Motel And Spa and Hampton Inn Brattleboro 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 5 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 Pisgah State Park, Birch Point, and Rhododendron State Park. Additionally, you might want to add Ashuelot River to your itinerary. 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, April, and February, with each month seeing an average of 11 inches of snowfall.

Recent reviews of Winchester hotels
Expedia verified reviews

Hampton Inn & Suites Greenfield

Hampton Inn & Suites Greenfield

5/5 Excellent
"The staff were lovely. The pool was closed."
A verified traveler stayed at Hampton Inn & Suites Greenfield
Posted 3 weeks ago
Hampton Inn & Suites Greenfield