Photo by Donny Campos

Find hotels in Winchester, NH from AED 343

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Compare 395 hotels, room rates, hotel reviews and availability. Most hotels are fully refundable.

The Maguire House Bed & Breakfast

3.5 star property
10.0 out of 10, Exceptional, (34)
"Terry was an amazing host. She was so hospitable and made my stay here that much more comfortable. She not only cooks really amazing breakfast but she was so helpful when I wanted to check out the town. Her house is really truly beautiful and the lake is a little walk away from the house. I highly recommend coming here."
The price is AED 1,000
AED 1,000 total
includes taxes & fees
16 Apr - 17 Apr
The Maguire House Bed & Breakfast

The Colonial Hotel

3.0 star property
8.8 out of 10, Excellent, (1005)
"We were greeted upon arrival in the evening and were in a room within minutes. When we left the following morning a hearing aid charger was left and the hotel graciously mailed it priority to my sister. We are very grateful."
The price is AED 509
AED 568 total
includes taxes & fees
7 Apr - 8 Apr
The Colonial Hotel

Riverhouse by Weekender (Formerly Jack Daniels Inn)

2.5 star property
9.4 out of 10, Exceptional, (388)
"I had to be in the area for work and really enjoyed this hotel. It was a super easy check-in and check out with the code. The bed and the linens and pillows were super comfortable. They offer a little continental breakfast. That’s out pretty much all day and coffee I would highly recommend this place."
The price is AED 474
AED 554 total
includes taxes & fees
8 Apr - 9 Apr
Riverhouse by Weekender (Formerly Jack Daniels Inn)

Monadnock Inn

2.5 star property
7.6 out of 10, Good, (264)
"owners are very nice "
The price is AED 559
AED 607 total
includes taxes & fees
7 Apr - 8 Apr
Monadnock Inn

The Carriage Barn Inn

3.0 star property
9.6 out of 10, Exceptional, (146)
"This is a great place to stay. Host, Joe, was very friendly and helpful. The room was clean and cozy , and nicely furnished. Common areas were very comfortable and welcoming. We will definitely come back! "
The price is AED 566
AED 614 total
includes taxes & fees
5 May - 6 May
The Carriage Barn Inn

Courtyard by Marriott Keene Downtown

3.0 star property
8.8 out of 10, Excellent, (1001)
"Staff was amazing"
The price is AED 496
AED 538 total
includes taxes & fees
10 Apr - 11 Apr
Courtyard by Marriott Keene Downtown

Fairfield Inn & Suites by Marriott Keene Downtown

2.5 star property
8.8 out of 10, Excellent, (696)
"Pleasantly surprised by the size of the hotel room, the ease of parking, the convenience and walking distance to many things. The hotel was clean and staff was very friendly and helpful "
The price is AED 536
AED 582 total
includes taxes & fees
4 May - 5 May
Fairfield Inn & Suites by Marriott Keene Downtown

The Burrell House

2.5 star property
9.6 out of 10, Exceptional, (124)
"It’s a beautiful property and walking distance to everywhere. "
The price is AED 797
AED 865 total
includes taxes & fees
19 Apr - 20 Apr
The Burrell House

Best Western Plus Keene Hotel

3.0 star property
8.2 out of 10, Very Good, (1002)
"During my work trip, this hotel was perfect for my needs. The on-site restaurant was amazing! If I lived nearby, I'd definitely visit regularly. The room was clean and well-equipped, making my stay very enjoyable."
The price is AED 459
AED 498 total
includes taxes & fees
13 Apr - 14 Apr
Best Western Plus Keene Hotel

Hampton Inn & Suites Keene

2.5 star property
8.8 out of 10, Excellent, (288)
"Everything was fine although I had no clue how to put on the TV which was disappointing. Also I did not think the bed was that comfortable and thought the sheets were not crisp enough and thought the bed clothes should have been changed. The desk crew were great and the breakfast was very good with a lot of choices. "
The price is AED 514
AED 558 total
includes taxes & fees
14 Apr - 15 Apr
Hampton Inn & Suites Keene

Holiday Inn Express Keene by IHG

2.5 star property
8.4 out of 10, Very Good, (823)
"CONVENIENT LOCATION, EASY ACCESS TO ROADWAYS. "
The price is AED 448
AED 486 total
includes taxes & fees
27 Apr - 28 Apr
Holiday Inn Express Keene by IHG

Days Inn by Wyndham Keene NH

2.0 star property
7.2 out of 10, Good, (1003)
"The hotel is a bit outdated but for the price it was fine. If you are looking for a place to stay that is no frills but safe this is the place to stay. We were just traveling thru and just needed a place to get a good, quiet night of sleep and this fit the build. Front desk person was nice and friendly. We had no issues. Would stay here again when in the area."
The price is AED 343
AED 373 total
includes taxes & fees
1 May - 2 May
Days Inn by Wyndham Keene NH

Centennial House

3.5 star property
9.6 out of 10, Exceptional, (150)
"We had a great stay at Centennial House! Myself and my 14 year old son stayed for one night -- the bed was very comfortable and breakfast was fabulous!!"
The price is AED 710
AED 751 total
includes taxes & fees
19 Apr - 20 Apr
Centennial House

Inn at Valley Farms

2.0 star property
10.0 out of 10, Exceptional, (2)
"Wonderful location and property"
The price is AED 506
AED 549 total
includes taxes & fees
13 Apr - 14 Apr
Inn at Valley Farms

The Inn At Crumpin Fox

2.5 star property
9.2 out of 10, Wonderful, (285)
"Crumpin Fox is a very friendly family run hotel"
The price is AED 753
AED 841 total
includes taxes & fees
7 Apr - 8 Apr
The Inn At Crumpin Fox

Chesterfield Inn

4.0 star property
9.0 out of 10, Wonderful, (101)
"Lots of things were lovely; fantastic room service food (unbelievably fresh and delicious, better than anywhere I’ve ever eaten in a hotel while traveling), beautiful serene natural setting, and wonderful design of the buildings plus COOKIES and tea in the afternoon. The service was also fantastic. The paint could use freshening and the bathroom grout needs redoing (or consider retiling). A piece of one window pane, a wood bit, fell off… so I stuck it back, obviously needs a proper repair. With...
The price is AED 1,106
AED 1,200 total
includes taxes & fees
4 May - 5 May
Chesterfield Inn

Hampton Inn & Suites Greenfield

2.5 star property
8.6 out of 10, Excellent, (782)
"Paid full price for room but upon arrival was informed that the pool and fitness center were closed for renovations. Staff was very nice. "
The price is AED 502
AED 561 total
includes taxes & fees
20 Apr - 21 Apr
Hampton Inn & Suites Greenfield

The Putney Inn

2.5 star property
8.4 out of 10, Very Good, (1005)
"Very quiet. Clean and cozy room. "
The price is AED 343
AED 374 total
includes taxes & fees
7 Apr - 8 Apr
The Putney Inn

Latchis Hotel

2.5 star property
8.4 out of 10, Very Good, (723)
"Very comfortable and quiet. Well situated and perfect for a quick getaway. Staff was very friendly and helpful."
The price is AED 458
AED 504 total
includes taxes & fees
14 Apr - 15 Apr
Latchis Hotel

The One Cat B&B

2.5 star property
9.6 out of 10, Exceptional, (74)
"Conrad and Pat were so welcoming, their house was adorable, and breakfast was superb!"
The price is AED 826
AED 909 total
includes taxes & fees
9 Apr - 10 Apr
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.
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Learn more about Winchester

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

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 Hampton Inn Brattleboro and Colonial Motel And Spa. See all available top hotels, or vacation rentals in Winchester.

What are some of the best vacation rentals in Winchester?

GAMERS HAVEN, River Wine Inn!: You might want to consider this vacation home rental near Winchester, which offers a selection of games, a hot tub, and air-conditioning to help you feel perfectly comfortable in your new surroundings. It has 4 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. 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. Hampton Inn Brattleboro and Colonial Motel And Spa 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 Barden State Wildlife Management Area, Rhododendron State Park, and Ashuelot River. A couple of additional sights to add to your agenda are New England Sweetwater Farm & Distillery and Pisgah State Park. 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.