Photo by Donny Campos

Winchester Hotels from ₹8,568

    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

This weekend
Next weekend

Filter by

Guest rating
Guest rating
Property class

Top 10 Winchester hotels and places to stay

The Maguire House Bed & Breakfast

3.5 star property
10.0 out of 10, Exceptional, (34)
"Wonderful bed and breakfast - and remarkable hosts! Definitely worth booking if you plan to be in the area. "
The price is ₹23,694
₹23,694 total
includes taxes & fees
30 Jul - 31 Jul
The Maguire House Bed & Breakfast

The Colonial Hotel

3.0 star property
8.8 out of 10, Excellent, (1007)
"Very good hotel "
The Colonial Hotel

Riverhouse by Weekender (Formerly Jack Daniels Inn)

2.5 star property
9.4 out of 10, Exceptional, (407)
"Clean, comfortable, easy check in/check out. Beautiful location, staff was friendly and efficient. "
Riverhouse by Weekender (Formerly Jack Daniels Inn)

Monadnock Inn

2.5 star property
7.6 out of 10, Good, (265)
"Hi it’s a beautiful inn and very comfortable "
Monadnock Inn

The Carriage Barn Inn

3.0 star property
9.6 out of 10, Exceptional, (152)
"Loved our stay. Beautifully decorated and I was able to play the house guitar in common room which was a unique touch I really enjoyed. Would gladly stay here again."
The price is ₹16,274
₹17,657 total
includes taxes & fees
22 Jul - 23 Jul
The Carriage Barn Inn

Courtyard by Marriott Keene Downtown

3.0 star property
8.8 out of 10, Excellent, (1004)
"Hotel itself clean and nice but surrounding area has homeless people, or seems a little sketchy, which made us a little nervous walking around town "
The price is ₹14,561
₹15,799 total
includes taxes & fees
27 Jul - 28 Jul
Courtyard by Marriott Keene Downtown

Fairfield Inn & Suites by Marriott Keene Downtown

2.5 star property
8.8 out of 10, Excellent, (725)
"Friendly, helpful staff. Old hotel in good condition. "
The price is ₹12,579
₹13,648 total
includes taxes & fees
10 Aug - 11 Aug
Fairfield Inn & Suites by Marriott Keene Downtown

The Burrell House

2.5 star property
9.6 out of 10, Exceptional, (131)
"Beautiful Inn!! Very happy customer ! I’ll be back !"
The Burrell House

Best Western Plus Keene Hotel

3.0 star property
8.2 out of 10, Very good, (1002)
"Nice hotel "
The price is ₹11,545
₹12,527 total
includes taxes & fees
22 Jul - 23 Jul
Best Western Plus Keene Hotel

Hampton Inn & Suites Keene

2.5 star property
9.0 out of 10, Wonderful, (316)
"Keene NH Hampton was probaly the nicest Hampton I ever stayed at. Clean & friendly "
The price is ₹12,877
₹13,972 total
includes taxes & fees
27 Jul - 28 Jul
Hampton Inn & Suites Keene

Keene Elm City Hotel, Ascend Hotel Collection

2.5 star property
8.4 out of 10, Very good, (860)
"Good place to stop "
The price is ₹9,615
₹10,433 total
includes taxes & fees
27 Jul - 28 Jul
Keene Elm City Hotel, Ascend Hotel Collection

Days Inn by Wyndham Keene NH

2.0 star property
7.2 out of 10, Good, (1005)
"Great stay"
The price is ₹8,568
₹9,297 total
includes taxes & fees
30 Jul - 31 Jul
Days Inn by Wyndham Keene NH

Centennial House

3.5 star property
9.6 out of 10, Exceptional, (156)
"Great breakfast, friendly staff"
The price is ₹12,443
₹13,152 total
includes taxes & fees
23 Jul - 24 Jul
Centennial House

Inn at Valley Farms

2.0 star property
10.0 out of 10, Exceptional, (9)
"Wonderful location and property"
The price is ₹12,951
₹14,052 total
includes taxes & fees
22 Jul - 23 Jul
Inn at Valley Farms

The Inn At Crumpin Fox

2.5 star property
9.2 out of 10, Wonderful, (305)
"Very nice and very responsive staff"
The price is ₹14,732
₹16,456 total
includes taxes & fees
3 Aug - 4 Aug
The Inn At Crumpin Fox

Chesterfield Inn

4.0 star property
9.0 out of 10, Wonderful, (103)
"Great stay"
The price is ₹25,946
₹28,152 total
includes taxes & fees
23 Jul - 24 Jul
Chesterfield Inn

Hampton Inn & Suites Greenfield

2.5 star property
8.6 out of 10, Excellent, (819)
"Great property and staff!"
The price is ₹13,988
₹15,624 total
includes taxes & fees
10 Aug - 11 Aug
Hampton Inn & Suites Greenfield

The Putney Inn

2.5 star property
8.4 out of 10, Very good, (1010)
"Certainly convenient, right off 91."
The Putney Inn

Latchis Hotel

2.5 star property
8.4 out of 10, Very good, (760)
"Great location, amazing history and architecture."
The price is ₹10,697
₹11,767 total
includes taxes & fees
24 Jul - 25 Jul
Latchis Hotel

The One Cat B&B

2.5 star property
9.6 out of 10, Exceptional, (75)
"Conrad and Pat were so welcoming, their house was adorable, and breakfast was superb!"
The price is ₹16,576
₹18,233 total
includes taxes & fees
30 Jul - 31 Jul
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.
Save an average of 15% on thousands of hotels when you're signed in

Learn more about Winchester

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

Photo by Donny Campos
Open Photo by Donny Campos

Top Winchester Hotel Reviews

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 Colonial Motel And Spa and Hampton Inn Brattleboro. 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. Colonial Motel And Spa and Hampton Inn Brattleboro 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 6 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 Richmond Wildlife Manangement Area, Rhododendron State Park and Ashuelot River. 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.