Hotels in Winchester

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Check prices for these dates

Tonight
Mar 5 - Mar 6
Tomorrow
Mar 6 - Mar 7
This weekend
Mar 6 - Mar 8
Next weekend
Mar 13 - Mar 15

Where to stay in Winchester?

Exterior
The Inn At Crumpin Fox
The Inn At Crumpin Fox
2.5 star property
Bernardston
9.2 out of 10, Wonderful, (353 reviews)
  • cleanliness
    Wake up to rolling hills and adventure at this charming Bernardston inn.
The price is CNY875
CNY978 total
includes taxes & fees
Mar 14 - Mar 15
The Inn At Crumpin Fox
Restaurant
Best Western Plus Keene Hotel
Best Western Plus Keene Hotel
3.0 star property
Keene
8.4 out of 10, Very Good, (1,002 reviews)
  • cleanliness
    Stay in a peaceful Keene hotel with convenient access to Ashuelot River.
The price is CNY822
CNY892 total
includes taxes & fees
Mar 8 - Mar 9
Best Western Plus Keene Hotel
Front of property
The One Cat B&B
The One Cat B&B
2.5 star property
Brattleboro
9.6 out of 10, Exceptional, (79 reviews)
  • cleanliness
    Charming B&B with full breakfast near Brattleboro Station, trails, and museums.
The price is CNY1,724
CNY1,897 total
includes taxes & fees
Mar 19 - Mar 20
The One Cat B&B
Room, 1 King Bed, Transfer Shower, Non Smoking | In-room safe, desk, iron/ironing board, free cribs/infant beds
Keene Elm City Hotel, an Ascend Collection Hotel
Keene Elm City Hotel, an Ascend Collection Hotel
2.5 star property
Keene
8.4 out of 10, Very Good, (988 reviews)
  • cleanliness
    Historic charm and inviting indoor pool await in downtown Keene.
The price is CNY752
CNY816 total
includes taxes & fees
Mar 11 - Mar 12
Keene Elm City Hotel, an Ascend Collection Hotel
Exterior
Inn on Putney Road
Inn on Putney Road
4.0 star property
Brattleboro
9.8 out of 10, Exceptional, (57 reviews)
  • cleanliness
    Take a scenic stroll through gardens to downtown from this riverside B&B.
The price is CNY1,618
CNY1,780 total
includes taxes & fees
Mar 19 - Mar 20
Inn on Putney Road
Front of property
Vikings Villages Resort
Vikings Villages Resort
2.0 star property
Guilford
10.0 out of 10, Exceptional, (173 reviews)
  • cleanliness
    Rustic lodge with rooftop views near Sweet Pond State Park in Vermont.
The price is CNY1,498
CNY1,747 total
includes taxes & fees
Apr 5 - Apr 6
Vikings Villages Resort
In-room safe, desk, blackout drapes, iron/ironing board
Days Inn by Wyndham Keene NH
Days Inn by Wyndham Keene NH
2.0 star property
Keene
7.0 out of 10, Good, (1,002 reviews)
The price is CNY715
CNY776 total
includes taxes & fees
Mar 8 - Mar 9
Days Inn by Wyndham Keene NH
Lobby
Holiday Inn Express Hotel & Suites Brattleboro by IHG
Holiday Inn Express Hotel & Suites Brattleboro by IHG
2.5 star property
Brattleboro
8.8 out of 10, Excellent, (1,002 reviews)
  • cleanliness
    Brattleboro retreat with indoor pool and proximity to local attractions.
The price is CNY1,052
CNY1,157 total
includes taxes & fees
Mar 8 - Mar 9
Holiday Inn Express Hotel & Suites Brattleboro by IHG
Free daily continental breakfast
The Carriage Barn Inn
The Carriage Barn Inn
3.0 star property
Keene
9.6 out of 10, Exceptional, (169 reviews)
  • cleanliness
    Historic B&B in charming Keene offers complimentary breakfast and art gallery access.
The price is CNY958
CNY1,039 total
includes taxes & fees
Mar 31 - Apr 1
The Carriage Barn Inn
Lobby
Comfort Inn & Suites Brattleboro I-91
Comfort Inn & Suites Brattleboro I-91
2.5 star property
Brattleboro
8.6 out of 10, Excellent, (777 reviews)
  • cleanliness
    Convenient hotel near I-91, offering a restaurant and free amenities for travelers.
The price is CNY782
CNY860 total
includes taxes & fees
Mar 12 - Mar 13
Comfort Inn & Suites Brattleboro I-91
Indoor pool
Hampton Inn Brattleboro
Hampton Inn Brattleboro
2.5 star property
Brattleboro
8.2 out of 10, Very Good, (948 reviews)
  • cleanliness
    Riverside comfort with fitness center and hot tub near United States Navy Seabee Bridge.
The price is CNY732
CNY805 total
includes taxes & fees
Mar 11 - Mar 12
Hampton Inn Brattleboro
Seasonal outdoor pool
Econo Lodge Brattleboro South
Econo Lodge Brattleboro South
2.0 star property
Brattleboro
5.4 out of 10, (621 reviews)
  • cleanliness
    Quiet riverside motel with free breakfast and WiFi, near downtown Brattleboro.
The price is CNY404
CNY445 total
includes taxes & fees
Apr 3 - Apr 4
Econo Lodge Brattleboro South
Lunch and dinner served, American cuisine
Colonial Motel And Spa
Colonial Motel And Spa
3.0 star property
Brattleboro
6.8 out of 10, (1,005 reviews)
  • cleanliness
    Relaxing Vermont retreat with spa services and two inviting indoor pools.
The price is CNY655
CNY721 total
includes taxes & fees
Mar 15 - Mar 16
Colonial Motel And Spa
Front of property
Black Mountain Inn
Black Mountain Inn
2.0 star property
Brattleboro
7.4 out of 10, Good, (485 reviews)
  • cleanliness
    Serene Black Mountain retreat with outdoor pool and peaceful hiking trails nearby.
The price is CNY654
CNY719 total
includes taxes & fees
Mar 10 - Mar 11
Black Mountain Inn
Breakfast area
The Covered Bridge Inn
The Covered Bridge Inn
2.5 star property
Brattleboro
7.6 out of 10, Good, (1,002 reviews)
  • cleanliness
    Quaint Vermont escape near hiking trails with free daily breakfast and parking.
The price is CNY652
CNY717 total
includes taxes & fees
Mar 12 - Mar 13
The Covered Bridge Inn
Sundeck
Riverside Hotel, an Ascend Collection Hotel
Riverside Hotel, an Ascend Collection Hotel
2.5 star property
West Chesterfield
9.6 out of 10, Exceptional, (639 reviews)
The price is CNY1,076
CNY1,167 total
includes taxes & fees
Apr 5 - Apr 6
Riverside Hotel, an Ascend Collection Hotel
Free daily buffet breakfast
Hampton Inn & Suites Keene
Hampton Inn & Suites Keene
2.5 star property
Keene
8.8 out of 10, Excellent, (369 reviews)
  • cleanliness
    Experience serene New England comfort with a convenient location near Ashuelot River.
The price is CNY1,136
CNY1,232 total
includes taxes & fees
Mar 22 - Mar 23
Hampton Inn & Suites Keene
Exterior
The Burrell House
The Burrell House
2.5 star property
Keene
9.6 out of 10, Exceptional, (158 reviews)
  • cleanliness
    Charming guesthouse in walkable Keene with complimentary WiFi and parking.
The Burrell House
Reception
Travelodge by Wyndham Brattleboro VT
Travelodge by Wyndham Brattleboro VT
2.5 star property
Brattleboro
6.0 out of 10, (760 reviews)
  • cleanliness
    Perfect Vermont location for skiing and outdoor activities year-round.
The price is CNY490
CNY539 total
includes taxes & fees
Mar 15 - Mar 16
Travelodge by Wyndham Brattleboro VT
Exterior
Fairfield Inn & Suites by Marriott Keene Downtown
Fairfield Inn & Suites by Marriott Keene Downtown
3.0 star property
Keene
8.8 out of 10, Excellent, (766 reviews)
The price is CNY1,241
CNY1,347 total
includes taxes & fees
Apr 2 - Apr 3
Fairfield Inn & Suites by Marriott Keene Downtown
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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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.
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Barden State Wildlife Management Area

Barden State Wildlife Management Area is 1.5 mi (2.4 km) from central Richmond, why not stop by during your stay. Want to stretch your legs some more? Head to Richmond Wildlife Manangement Area, just a short walk away.
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Learn more about Winchester

Winchester is well-known for its attractions such as New England Sweetwater Farm & Distillery and Winchester Speedpark. The city has something for everyone including sights like Barden State Wildlife Management Area and Conant Public Library within a scenic setting.

See all hotels in Winchester
Winchester, New Hampshire in winter

Check out reviews of Winchester hotels guests love

Comfort Inn & Suites Brattleboro I-91

Comfort Inn & Suites Brattleboro I-91

10/10 Excellent
"Goo"
Tim 1-night trip
Posted 1 hour ago
Comfort Inn & Suites Brattleboro I-91

Frequently asked questions

How much does a hotel room cost in Winchester?
You can find top hotels in Winchester from CNY445 with options to suit your budget and needs. If you're looking for an affordable hotel in Winchester that meets all of your requirements, just sort hotels by "Price: low to high" after applying your filters when searching on Hotels.com.
How can I find deals and earn rewards at Winchester hotels?
Discover great deals on Winchester hotel stays with Hotels.com. Take a look at hotel prices mid-week or during the low season as to find those off-peak deals. If it's a spontaneous trip, check out our last-minute deals on Winchester hotels.
Can I book Winchester hotels with free cancellation?
To book a refundable Winchester hotel on Hotels.com, just filter hotels by "Property cancellation options" and select "Fully refundable property". The majority of hotels offer free cancellation, so you can receive a refund if you need to cancel. Some hotels do require cancelling more than 24 hours before check-in, so double-check your booking beforehand.
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.