Photo by Donny Campos

Find hotels in Winchester, NH from AED 337

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Compare 390 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 973
AED 973 total
includes taxes & fees
7 Mar - 8 Mar
The Maguire House Bed & Breakfast

The Colonial Hotel

3.0 star property
8.6 out of 10, Excellent, (1009)
"Very clean and staff very quick and respectful. "
The price is AED 514
AED 574 total
includes taxes & fees
9 Mar - 10 Mar
The Colonial Hotel

Riverhouse by Weekender (Formerly Jack Daniels Inn)

2.5 star property
9.4 out of 10, Exceptional, (376)
"I have stayed here several times in recent years. The relatively recently upgraded rooms are comfortable and clean, the staff has always been pleasant and helpful, the cost reasonable, and the location conveniently close to the center of Peterborough, with restaurants, stores, etc. Available breakfast is modest."
The price is AED 547
AED 634 total
includes taxes & fees
9 Mar - 10 Mar
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 Mar - 8 Mar
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 AED 567
AED 615 total
includes taxes & fees
1 Apr - 2 Apr
The Carriage Barn Inn

Courtyard by Marriott Keene Downtown

3.0 star property
8.8 out of 10, Excellent, (1007)
"Nice room"
The price is AED 558
AED 606 total
includes taxes & fees
23 Mar - 24 Mar
Courtyard by Marriott Keene Downtown

Fairfield Inn & Suites by Marriott Keene Downtown

2.5 star property
8.8 out of 10, Excellent, (682)
"This is really a nice place to stay. They are friendly the room was very clean and well maintained. The free breakfast was amazing with everything you could want. from hot and fresh eggs, sausage to cereals warm muffins, bagels and on and on. way better than We expected. Would defiantly stay again. Oh and right down town location."
The price is AED 511
AED 554 total
includes taxes & fees
17 Mar - 18 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 AED 500
AED 543 total
includes taxes & fees
16 Mar - 17 Mar
The Burrell House

Best Western Plus Keene Hotel

3.0 star property
8.4 out of 10, Very Good, (1003)
"It was a great stay and the breakfast was awesome! Friendly staff too. We will certainly be back! "
The price is AED 502
AED 545 total
includes taxes & fees
11 Mar - 12 Mar
Best Western Plus Keene Hotel

Hampton Inn & Suites Keene

2.5 star property
9.0 out of 10, Wonderful, (281)
"Great location,front desk help very friendly. Room was super clean and comfortable. Would recommend to family and friends Can’t wait to Try the breakfast, area looks well kept and clean"
The price is AED 498
AED 540 total
includes taxes & fees
6 Apr - 7 Apr
Hampton Inn & Suites Keene

Holiday Inn Express Keene by IHG

2.5 star property
8.4 out of 10, Very Good, (817)
"CONVENIENT LOCATION, EASY ACCESS TO ROADWAYS. "
The price is AED 448
AED 486 total
includes taxes & fees
16 Mar - 17 Mar
Holiday Inn Express Keene by IHG

Days Inn by Wyndham Keene NH

2.0 star property
7.2 out of 10, Good, (993)
"Clean and quiet:)"
The price is AED 356
AED 386 total
includes taxes & fees
9 Mar - 10 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 AED 745
AED 787 total
includes taxes & fees
7 Mar - 8 Mar
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 608
AED 659 total
includes taxes & fees
9 Mar - 10 Mar
Inn at Valley Farms

The Inn At Crumpin Fox

2.5 star property
9.2 out of 10, Wonderful, (282)
"We enjoyed our stay very much."
The price is AED 753
AED 841 total
includes taxes & fees
9 Mar - 10 Mar
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 1,129
AED 1,225 total
includes taxes & fees
9 Mar - 10 Mar
Chesterfield Inn

Hampton Inn & Suites Greenfield

2.5 star property
8.6 out of 10, Excellent, (776)
"No hot water and toilet ran all night"
The price is AED 562
AED 628 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, (1002)
" Great property, great staff and management, affordable and clean!"
The price is AED 337
AED 367 total
includes taxes & fees
10 Mar - 11 Mar
The Putney Inn

Latchis Hotel

2.5 star property
8.4 out of 10, Very Good, (717)
"Was neat, clean and comfortable. While there were more historic amenities that remained in place and made it unique, there were still several current amenities as well including a fridge, microwave and plenty of outlets including usb outlets. The location was close to restaurants and things to see and do. The only downside I had read about in a previous review is the road traffic when facing the mountain/street is more than I expected over night. Everything else was great….even enjoyed a show in...
The price is AED 463
AED 509 total
includes taxes & fees
9 Mar - 10 Mar
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
1 Apr - 2 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 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?

Secluded Lakefront Vacation Home: You might want to consider this vacation home rental near Winchester, which is located on a lake and has a fireplace, a balcony, and a barbecue grill to put you at ease 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. You can relax into your vacation with a garden and a selection of games. 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 Barden State Wildlife Management Area, Rhododendron State Park, and Ashuelot River. A couple of additional sights to add to your agenda are Bennett Gorge 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.