Photo by Donny Campos

Find hotels in Winchester, NH from SAR 347

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Compare 392 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 SAR 954
SAR 954 total
includes taxes & fees
27 Mar - 28 Mar
The Maguire House Bed & Breakfast

The Colonial Hotel

3.0 star property
8.6 out of 10, Excellent, (1009)
"This Hotel was much better then I expected. It’s beautiful, clean, staff is super attentive and friendly. Hotel is big and room as comfortable. My family and I had a great time. Highly recommend. If we ever go back to Massachusetts we will definitely stay at The Colonial Hotel again. "
The price is SAR 525
SAR 586 total
includes taxes & fees
25 Feb - 26 Feb
The Colonial Hotel

Riverhouse by Weekender (Formerly Jack Daniels Inn)

2.5 star property
9.4 out of 10, Exceptional, (375)
"The staff was wonderful and the property was super clean. Had a beautiful veiw of the river."
The price is SAR 484
SAR 566 total
includes taxes & fees
25 Feb - 26 Feb
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 SAR 571
SAR 619 total
includes taxes & fees
25 Feb - 26 Feb
Monadnock Inn

The Carriage Barn Inn

3.0 star property
9.6 out of 10, Exceptional, (144)
"I was in town for the Harris Hill Ski Jump Challenge in Brattleboro, VT and decided to stay in Keene, NH a town I always wanted to visit. I couldn't have picked a better location. What a lovely place and a brisk 5-minute walk got me into town with a great bakery, running store and restaurants. I'll be back, so much more to do and see. Even got an afternoon of skiing in at Granite Gorge."
The price is SAR 637
SAR 691 total
includes taxes & fees
25 Feb - 26 Feb
The Carriage Barn Inn

Courtyard by Marriott Keene Downtown

3.0 star property
8.8 out of 10, Excellent, (1003)
"Great place"
The price is SAR 570
SAR 618 total
includes taxes & fees
2 Mar - 3 Mar
Courtyard by Marriott Keene Downtown

Fairfield Inn & Suites by Marriott Keene Downtown

2.5 star property
8.8 out of 10, Excellent, (679)
"Wonderful and quiet! "
The price is SAR 521
SAR 566 total
includes taxes & fees
2 Mar - 3 Mar
Fairfield Inn & Suites by Marriott Keene Downtown

The Burrell House

2.5 star property
9.6 out of 10, Exceptional, (123)
"We have a very sweet room that suits us fine. Is strange that we have not seen another person at this property since we have been here. No check in to speak of. Our friend is also staying here, and his room is essentially like a closet… so small. Close to town though, so very convenient"
The price is SAR 511
SAR 554 total
includes taxes & fees
25 Feb - 26 Feb
The Burrell House

Best Western Plus Keene Hotel

3.0 star property
8.2 out of 10, Very Good, (1004)
"Lori at the breakfast area is awesome! Happy, helpful & always so kind!!"
The price is SAR 495
SAR 537 total
includes taxes & fees
2 Mar - 3 Mar
Best Western Plus Keene Hotel

Hampton Inn & Suites Keene

2.5 star property
8.8 out of 10, Excellent, (278)
"Always a great stay, rooms are very clean and the staff are friendly. "
The price is SAR 508
SAR 551 total
includes taxes & fees
16 Mar - 17 Mar
Hampton Inn & Suites Keene

Holiday Inn Express Keene by IHG

2.5 star property
8.4 out of 10, Very Good, (814)
"CONVENIENT LOCATION, EASY ACCESS TO ROADWAYS. "
The price is SAR 458
SAR 496 total
includes taxes & fees
9 Mar - 10 Mar
Holiday Inn Express Keene by IHG

Days Inn by Wyndham Keene NH

2.0 star property
7.2 out of 10, Good, (991)
"Clean and quiet:)"
The price is SAR 351
SAR 380 total
includes taxes & fees
16 Mar - 17 Mar
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 SAR 761
SAR 804 total
includes taxes & fees
28 Feb - 1 Mar
Centennial House

Inn at Valley Farms

3.0 star property
The price is SAR 572
SAR 621 total
includes taxes & fees
25 Feb - 26 Feb
Inn at Valley Farms

The Inn At Crumpin Fox

2.5 star property
9.2 out of 10, Wonderful, (280)
"We enjoyed our stay very much."
The price is SAR 634
SAR 708 total
includes taxes & fees
25 Feb - 26 Feb
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 SAR 1,153
SAR 1,251 total
includes taxes & fees
26 Feb - 27 Feb
Chesterfield Inn

Hampton Inn & Suites Greenfield

2.5 star property
8.6 out of 10, Excellent, (773)
"The motel was under construction, Not in the best area"
The price is SAR 574
SAR 641 total
includes taxes & fees
23 Mar - 24 Mar
Hampton Inn & Suites Greenfield

The Putney Inn

2.5 star property
8.4 out of 10, Very Good, (1004)
"I like the location. Convenient from where I live & very peaceful/quiet just to get away for a night. Front desk was courteous. "
The price is SAR 347
SAR 378 total
includes taxes & fees
2 Mar - 3 Mar
The Putney Inn

Latchis Hotel

2.5 star property
8.4 out of 10, Very Good, (714)
"Staff was accommodating and helpful. Room was basic, but that was expected due to the age of the building. Clean and sanitized, but definitely needed some “deep” cleaning, like dusting baseboards and taking marks off walls. Overall a good experience and in a great location. Would visit again!"
The price is SAR 468
SAR 515 total
includes taxes & fees
2 Mar - 3 Mar
Latchis Hotel

Riverside Hotel, Ascend Hotel Collection

2.5 star property
9.6 out of 10, Exceptional, (559)
"This is one of our favorite hotels to stay at."
The price is SAR 539
SAR 585 total
includes taxes & fees
2 Mar - 3 Mar
Riverside Hotel, Ascend Hotel Collection
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 Colonial Motel And Spa and Comfort Inn & Suites Brattleboro I-91. See all available top hotels, or vacation rentals in Winchester.

What are some of the best vacation rentals in Winchester?

Stunning dog-friendly home with board games, sauna, balcony, gas grill, & deck: Visitors like this Winchester vacation home rental. It offers a balcony, a selection of games, and a barbecue grill to help you feel perfectly comfortable in your new surroundings. It has 3 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. Colonial Motel And Spa and Comfort Inn & Suites Brattleboro I-91 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 Pisgah State Park, Rhododendron State Park, and Ashuelot River. A couple of additional sights to add to your agenda are New England Sweetwater Farm & Distillery and Conant Public Library. 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.