Find hotels in Winchester, NH from Rp1.751.793

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

Filter by

Guest rating
Guest rating
Star rating

Our top choices for Winchester hotels

Windmill Motel Restaurant

Windmill Motel Restaurant
2.0 star property
Bernardston
9.4 out of 10, Exceptional, (11 reviews)
"Clean room, good prices, friendly staff"
United States
Amy
The price is Rp2.366.415
Rp2.643.285 total
includes taxes & fees
14 May - 15 May
Windmill Motel Restaurant

Four Columns Inn

Four Columns Inn
4.0 star property
Newfane
9.8 out of 10, Exceptional, (38 reviews)
"The hot tub was so amazing"
United States
Mark
The price is Rp2.287.534
Rp2.493.412 total
includes taxes & fees
17 May - 18 May
Four Columns Inn

Colonel Williams Inn

Colonel Williams Inn
3.0 star property
Brattleboro
9.8 out of 10, Exceptional, (353 reviews)
"The hotel was very clean, the staff were friendly and welcoming, and the breakfast was delicious."
United States
Sahand
The price is Rp2.742.705
Rp3.016.976 total
includes taxes & fees
21 May - 22 May
Colonel Williams Inn

Vikings Villages Resort

Vikings Villages Resort
2.0 star property
Guilford
10.0 out of 10, Exceptional, (189 reviews)
"Place was amazing. Can’t wait to come back. "
United States
Jeff
The price is Rp2.575.387
Rp3.003.673 total
includes taxes & fees
20 May - 21 May
Vikings Villages Resort

The Carriage Barn Inn

The Carriage Barn Inn
3.0 star property
Keene
9.6 out of 10, Exceptional, (172 reviews)
"Super cute property. Rooms are clean with historical "
United States
Valerie
The price is Rp3.105.052
Rp3.368.982 total
includes taxes & fees
14 May - 15 May
The Carriage Barn Inn

The Inn At Quail Run

The Inn At Quail Run
2.5 star property
Wilmington
9.0 out of 10, Wonderful, (72 reviews)
"Property was just as described, it was great staying there, outdoors was beautiful."
United States
Tami
The price is Rp3.418.155
Rp3.759.971 total
includes taxes & fees
14 May - 15 May
The Inn At Quail Run

The Covered Bridge Inn

The Covered Bridge Inn
2.5 star property
Brattleboro
7.6 out of 10, Good, (1,000 reviews)
"Clean room, useful fridge and microwave, safe parking."
United States
Elizabeth
The price is Rp2.183.716
Rp2.402.087 total
includes taxes & fees
19 May - 20 May
The Covered Bridge Inn

Blooming Inn

Blooming Inn
3.0 star property
Shelburne Falls
9.2 out of 10, Wonderful, (135 reviews)
"Beautiful comfortable home with many thoughtful touches"
United States
Rachel
The price is Rp1.814.251
Rp2.885.439 total
includes taxes & fees
27 May - 28 May
Blooming Inn

The Burrell House

The Burrell House
2.5 star property
Keene
9.6 out of 10, Exceptional, (164 reviews)
"We had a wonderful stay at The Burrell House. The room was large, beautifully renovated with a well thought out design. It is a very short walk or drive to Main Street where there were a multitude of restaurants and shops. We truly enjoyed our stay and plan to book again soon. "
United States
Melissa
The price is Rp2.440.562
Rp2.721.227 total
includes taxes & fees
17 May - 18 May
The Burrell House

Hampton Inn Brattleboro

Hampton Inn Brattleboro
2.5 star property
Brattleboro
8.2 out of 10, Very good, (973 reviews)
"Clean room, great included breakfast, staff was nice and overall was just a good time"
United States
Savanna
The price is Rp2.220.048
Rp2.442.140 total
includes taxes & fees
7 Jun - 8 Jun
Hampton Inn Brattleboro

The Putney Inn

The Putney Inn
2.5 star property
Putney
8.4 out of 10, Very good, (1,000 reviews)
"Easy access off the highway close enough to town for a meal or groceries "
United States
Kathleen
The price is Rp1.648.602
Rp1.813.375 total
includes taxes & fees
17 May - 18 May
The Putney Inn

The One Cat B&B

The One Cat B&B
2.5 star property
Brattleboro
9.6 out of 10, Exceptional, (79 reviews)
"Conrad and Pat were so welcoming, their house was adorable, and breakfast was superb!"
United States
Cara
The price is Rp4.353.500
Rp4.788.850 total
includes taxes & fees
21 May - 22 May
The One Cat B&B

Latchis Hotel

Latchis Hotel
2.5 star property
Brattleboro
8.6 out of 10, Excellent, (880 reviews)
"Nice rooms, great downtown location, helpful staff...great value."
United States
Paul
The price is Rp2.492.624
Rp2.741.886 total
includes taxes & fees
18 May - 19 May
Latchis Hotel

The Inn At Crumpin Fox

The Inn At Crumpin Fox
2.5 star property
Bernardston
9.2 out of 10, Wonderful, (360 reviews)
"The serve breakfast on weekends and we were staying over Sunday night and the owner offered bagels and cereal and allowed me to take a cup of milk for coffee the next morning. Always an easy check in and very quiet, friendly, and clean. It's better than any other place in the area!"
United States
James G.
The price is Rp2.846.710
Rp3.179.761 total
includes taxes & fees
8 Jun - 9 Jun
The Inn At Crumpin Fox

The Colonial Hotel

The Colonial Hotel
3.0 star property
Gardner
8.8 out of 10, Excellent, (1,016 reviews)
"Room was clean, the hotel location is excellent very picturesque, staff was very easy to work with"
Canada
Adnan
The price is Rp2.523.300
Rp2.818.663 total
includes taxes & fees
17 May - 18 May
The Colonial Hotel

The Maguire House Bed & Breakfast

The Maguire House Bed & Breakfast
3.5 star property
Ashburnham
10.0 out of 10, Exceptional, (36 reviews)
"Wonderful bed and breakfast - and remarkable hosts! Definitely worth booking if you plan to be in the area. "
United States
Ranjit
The price is Rp4.962.990
Rp4.962.990 total
includes taxes & fees
20 May - 21 May
The Maguire House Bed & Breakfast

Gardner Inn

Gardner Inn
2.0 star property
Gardner
6.2 out of 10, (30 reviews)
"Great for a quick stay while passing through!"
United States
Cristen
The price is Rp1.568.302
Rp1.751.793 total
includes taxes & fees
17 May - 18 May
Gardner Inn

Inn at Valley Farms

Inn at Valley Farms
2.0 star property
Walpole
10.0 out of 10, Exceptional, (17 reviews)
"Warm hospitality, very nice breakfast"
United States
Christopher
The price is Rp3.456.544
Rp3.750.350 total
includes taxes & fees
17 May - 18 May
Inn at Valley Farms

Keene Elm City Hotel, an Ascend Collection Hotel

Keene Elm City Hotel, an Ascend Collection Hotel
2.5 star property
Keene
8.6 out of 10, Excellent, (1,000 reviews)
"Great stay "
United States
Rashida
The price is Rp2.454.060
Rp2.662.655 total
includes taxes & fees
26 May - 27 May
Keene Elm City Hotel, an Ascend Collection Hotel

Hampton Inn & Suites Greenfield

Hampton Inn & Suites Greenfield
2.5 star property
Greenfield
8.6 out of 10, Excellent, (914 reviews)
"Good breakfast buffet"
United States
Jennifer
The price is Rp3.291.596
Rp3.676.712 total
includes taxes & fees
1 Jun - 2 Jun
Hampton Inn & Suites Greenfield
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

Stay near popular Winchester attractions

Learn more about Winchester

Hike the scenic trails of Pisgah State Park where rangers know which routes offer the best wildlife viewing. Explore the historic city centre district with its charming 19th-century architecture and local shops selling New Hampshire maple products.

Winchester, New Hampshire in winter

Top Winchester Hotel Reviews

More cheap stays in Winchester

Hotels in Winchester with star rating

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 traveller data. Two other choices for your trip to the area are Hampton Inn Brattleboro and Latchis Hotel. 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, the majority of hotel reservations are fully refundable provided that you cancel prior to the accommodation's cancellation deadline, which is usually within 24-48 hours of your arrival date. If you have a non-refundable reservation, you may still be able to cancel and be given a refund within 24 hours of booking. Filter your search by fully refundable to find flexible hotel deals in Winchester.
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 a couple of other choices that offer an on-site pool. View all hotels with pools in Winchester.
What is staying in Winchester like?
Visitors to Winchester will definitely enjoy the lakeside setting. Tourists can also enjoy so much more including its forests. In Winchester, there are 7 hotels and other accommodation options to choose from. Find out more about Winchester.
What are the top places to visit in Winchester?
Natural beauty is on display at Rhododendron State Park, Cass Pond and Royalston State Forest. A couple of additional sights to add to your itinerary are Winchester Speedpark and Pisgah State Park. Take a look at what more there is to see and do in Expedia's Winchester guide.
What's the weather like in Winchester?
The hottest months are usually July and August, with an average temperature of 19°C, while the coldest months are January and February, with an average of -2°C. The snowiest months in Winchester are January, March, February and November, with each month seeing an average of 26 cm of snowfall.