Photo by Donny Campos

Hotels in Winchester

Free cancellation options if plans change
Earn rewards on every night you stay
Save more with Member Prices

Check prices for these dates

Tonight
Jul 19 - Jul 20
Tomorrow
Jul 20 - Jul 21
Next weekend
Jul 25 - Jul 27
In two weeks
Aug 1 - Aug 3

Where to stay in Winchester?

Centennial House
Free daily full breakfast

Centennial House

3.5 star property
9.6 out of 10, Exceptional, (155)
The price is CNY1,248
CNY1,319 total
includes taxes & fees
Jul 21 - Jul 22
Centennial House
Econo Lodge Brattleboro
View from room

Econo Lodge Brattleboro

2.0 star property
5.6 out of 10, (532)
The price is CNY549
CNY604 total
includes taxes & fees
Aug 17 - Aug 18
Econo Lodge Brattleboro
The One Cat B&B
Exterior

The One Cat B&B

2.5 star property
9.6 out of 10, Exceptional, (75)
The price is CNY1,614
CNY1,776 total
includes taxes & fees
Jul 23 - Jul 24
The One Cat B&B
Latchis Hotel
Hiking

Latchis Hotel

2.5 star property
8.4 out of 10, Very Good, (758)
The price is CNY904
CNY994 total
includes taxes & fees
Jul 21 - Jul 22
Latchis Hotel
The Inn At Crumpin Fox
Front of property

The Inn At Crumpin Fox

2.5 star property
9.2 out of 10, Wonderful, (305)
The price is CNY1,356
CNY1,515 total
includes taxes & fees
Aug 13 - Aug 14
The Inn At Crumpin Fox
Inn on Putney Road
Exterior

Inn on Putney Road

4.0 star property
9.8 out of 10, Exceptional, (48)
The price is CNY1,903
CNY2,094 total
includes taxes & fees
Jul 28 - Jul 29
Inn on Putney Road
Chesterfield Inn
Lobby

Chesterfield Inn

4.0 star property
9.0 out of 10, Wonderful, (103)
The price is CNY2,161
CNY2,344 total
includes taxes & fees
Jul 21 - Jul 22
Chesterfield Inn
Days Inn by Wyndham Keene NH
In-room safe, desk, blackout drapes, iron/ironing board

Days Inn by Wyndham Keene NH

2.0 star property
7.2 out of 10, Good, (1002)
The price is CNY689
CNY748 total
includes taxes & fees
Aug 3 - Aug 4
Days Inn by Wyndham Keene NH
Best Western Plus Keene Hotel
Exterior

Best Western Plus Keene Hotel

3.0 star property
8.2 out of 10, Very Good, (1001)
The price is CNY961
CNY1,043 total
includes taxes & fees
Jul 21 - Jul 22
Best Western Plus Keene Hotel
Hampton Inn & Suites Keene
Reception

Hampton Inn & Suites Keene

2.5 star property
9.0 out of 10, Wonderful, (316)
The price is CNY1,061
CNY1,151 total
includes taxes & fees
Jul 27 - Jul 28
Hampton Inn & Suites Keene
Keene Elm City Hotel, Ascend Hotel Collection
Indoor pool

Keene Elm City Hotel, Ascend Hotel Collection

2.5 star property
8.4 out of 10, Very Good, (859)
The price is CNY801
CNY869 total
includes taxes & fees
Jul 27 - Jul 28
Keene Elm City Hotel, Ascend Hotel Collection
Riverside Hotel, Ascend Hotel Collection
Sundeck

Riverside Hotel, Ascend Hotel Collection

2.5 star property
9.6 out of 10, Exceptional, (579)
The price is CNY1,092
CNY1,184 total
includes taxes & fees
Jul 21 - Jul 22
Riverside Hotel, Ascend Hotel Collection
Colonial Motel And Spa
Exterior

Colonial Motel And Spa

3.0 star property
6.8 out of 10, (1005)
The price is CNY704
CNY774 total
includes taxes & fees
Jul 22 - Jul 23
Colonial Motel And Spa
Vikings Villages Resort
Deluxe Chalet | 2 bedrooms, premium bedding, down comforters, in-room safe

Vikings Villages Resort

2.0 star property
10.0 out of 10, Exceptional, (109)
The price is CNY1,614
CNY1,883 total
includes taxes & fees
Jul 21 - Jul 22
Vikings Villages Resort
Black Mountain Inn
Front of property

Black Mountain Inn

2.0 star property
7.4 out of 10, Good, (445)
The price is CNY825
CNY908 total
includes taxes & fees
Jul 24 - Jul 25
Black Mountain Inn
The Covered Bridge Inn
Exterior detail

The Covered Bridge Inn

2.5 star property
7.8 out of 10, Good, (1004)
The Covered Bridge Inn
Holiday Inn Express Hotel & Suites Brattleboro by IHG
Free daily on-the-go breakfast

Holiday Inn Express Hotel & Suites Brattleboro by IHG

2.5 star property
8.8 out of 10, Excellent, (999)
The price is CNY1,428
CNY1,571 total
includes taxes & fees
Aug 17 - Aug 18
Holiday Inn Express Hotel & Suites Brattleboro by IHG
The Carriage Barn Inn
Free daily continental breakfast

The Carriage Barn Inn

3.0 star property
9.6 out of 10, Exceptional, (152)
The price is CNY1,442
CNY1,564 total
includes taxes & fees
Jul 22 - Jul 23
The Carriage Barn Inn
Comfort Inn & Suites Brattleboro I-91
Lobby

Comfort Inn & Suites Brattleboro I-91

2.5 star property
8.6 out of 10, Excellent, (656)
The price is CNY962
CNY1,058 total
includes taxes & fees
Jul 27 - Jul 28
Comfort Inn & Suites Brattleboro I-91
Travelodge by Wyndham Brattleboro VT
Reception

Travelodge by Wyndham Brattleboro VT

2.5 star property
6.0 out of 10, (685)
The price is CNY575
CNY632 total
includes taxes & fees
Jul 22 - Jul 23
Travelodge by Wyndham Brattleboro VT
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.

Top landmarks in Winchester

Winchester Speedpark

Wanna race? You could pay a visit to Winchester Speedpark located 2.6 mi (4.2 km) from central Winchester.

See properties in Winchester Speedpark
Winchester Speedpark

Learn more about Winchester

Winchester is well-known for its attractions such as Winchester Speedpark and Pisgah State Park. The city has something for everyone including sights like Richmond Wildlife Manangement Area and Rhododendron State Park within a scenic setting.

See all hotels in Winchester
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

Check out reviews of Winchester hotels guests love

Holiday Inn Express Hotel & Suites Brattleboro by IHG

Holiday Inn Express Hotel & Suites Brattleboro by IHG

10/10 Excellent
"The hotel was clean, the staff was very accommodating, especially Symphonie. The breakfast had a great selection and the eating area also very clean. We had a great experience. "
Rosa 1-night trip
Posted 2 days ago
Holiday Inn Express Hotel & Suites Brattleboro by IHG

Frequently asked questions

What hotels do travelers like in Winchester?
Guests like Beautiful lake side get away, quiet, and peaceful..
Can I book refundable hotels in Winchester?
If you need the flexibility to change your travel plans to Winchester, most properties provide refundable* rates you can book. You can find these accommodations by searching our site and using the "fully refundable" filter to narrow down the results.
What will the weather in Winchester be like during my vacation?
July and August are typically the warmest months in Winchester when the average temp is 67°F. January and February are the coldest months when the average temperature is 28°F. October and July are the months with the most rain.
Why should I book my Winchester hotel through Hotels.com?
There are lots of reasons to book your Winchester trip with us: our free cancellations on selected hotels gives you flexibility, and with One Key™, our rewards program, you will be able to earn and use OneKeyCash™* on all eligible bookings such as hotels, car rentals, flights, vacation rentals and more on Hotels.com, Expedia and Vrbo.