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Check prices for these dates

In two weeks
Apr 24 - Apr 26
In two months
Jun 5 - Jun 7
In three months
Jul 3 - Jul 5
In four months
Jul 31 - Aug 2
No exact matches found, but these alternatives could be just right

Recommended hotels in Winchester

Property entrance

Truman Gillet House Bed & Breakfast

Truman Gillet House Bed & Breakfast
3.0 star property
Granby
9.6 out of 10, Exceptional, (105 reviews)
"Room was spotless and hospitality was outstanding. Had great breakfast and was very welcoming. "
United States
Desiree
$140 nightly
The price is $155
Apr 10 - Apr 11
Total with taxes and fees
Truman Gillet House Bed & Breakfast
Exterior

Locust Tree Bed and Breakfast LLC

Locust Tree Bed and Breakfast LLC
3.0 star property
East Canaan
9.0 out of 10, Wonderful, (416 reviews)
"Great breakfast! Had a wonderful stay!"
United States
Michelle
$105 nightly
The price is $121
Apr 11 - Apr 12
Total with taxes and fees
Locust Tree Bed and Breakfast LLC
Terrace/patio

Home2 Suites by Hilton Bristol

Home2 Suites by Hilton Bristol
3.0 star property
Bristol
9.6 out of 10, Exceptional, (208 reviews)
"Great place good people decent breakfast great room service "
United States
JULES
$130 nightly
The price is $150
Apr 23 - Apr 24
Total with taxes and fees
Home2 Suites by Hilton Bristol
Interior detail

Wilder House Berkshires

Wilder House Berkshires
2.0 star property
Sheffield
9.8 out of 10, Exceptional, (44 reviews)
"Clean, cute, private, nice location. Breakfast was wonderful. Great value as well. Would definitely go back. "
United States
Kristinna
$149 nightly
The price is $166
Apr 22 - Apr 23
Total with taxes and fees
Wilder House Berkshires
Desk, free cribs/infant beds, rollaway beds, free WiFi

Days Inn by Wyndham Torrington

Days Inn by Wyndham Torrington
2.0 star property
Torrington
7.4 out of 10, Good, (1,001 reviews)
"Staff was very attentive to my needs. I required support on two occasions during the length of my stay and they took care of the problem immediately. "
United States
Michele
$92 nightly
The price is $106
Apr 19 - Apr 20
Total with taxes and fees
Days Inn by Wyndham Torrington
Property grounds

Peaceful Meadow Retreat

Peaceful Meadow Retreat
Granby
10.0 out of 10, Exceptional, (20 reviews)
"We stayed here as a quick overnight trip for events in the area. We really enjoyed the property, reading through the guestbook, and the local pizza place La Figata. "
United States
Kaleigh L.
$158 nightly
The price is $179
Apr 12 - Apr 13
Total with taxes and fees
Peaceful Meadow Retreat
Exterior

Hampton Inn & Suites Hartford/Farmington

Hampton Inn & Suites Hartford/Farmington
2.5 star property
Farmington
8.8 out of 10, Excellent, (1,003 reviews)
"Nice clean hotel "
United States
Tiffany
$127 nightly
The price is $146
Apr 17 - Apr 18
Total with taxes and fees
Hampton Inn & Suites Hartford/Farmington
Library

Blackberry River Inn

Blackberry River Inn
3.0 star property
Norfolk
9.4 out of 10, Exceptional, (173 reviews)
"Best host (Lucas) makes all the difference! Great views and delicious breakfasts. "
United States
diane
$150 nightly
The price is $172
Apr 24 - Apr 25
Total with taxes and fees
Blackberry River Inn
Staircase

The Farmington Inn & Suites

The Farmington Inn & Suites
3.0 star property
Farmington
8.8 out of 10, Excellent, (1,001 reviews)
"Lovely stay!"
United States
Ilana
$144 nightly
The price is $165
Apr 15 - Apr 16
Total with taxes and fees
The Farmington Inn & Suites
Desk, iron/ironing board, free WiFi, bed sheets

Extended Stay America Suites Hartford Farmington

Extended Stay America Suites Hartford Farmington
2.5 star property
Farmington
8.0 out of 10, Very Good, (1,000 reviews)
"Feels like home ! Great experience! "
United States
Yong
$101 nightly
The price is $116
Apr 26 - Apr 27
Total with taxes and fees
Extended Stay America Suites Hartford Farmington
Interior

Guesthouse Cabin vacation rentals in Berkshire County

Guesthouse Cabin vacation rentals in Berkshire County
Sheffield
10.0 out of 10, Exceptional, (10 reviews)
"Great place. I highly recommend for a group or family. Amazing views! Beautiful property very private and quiet. Cabin was also very well stocked and had great outdoor space. "
United States
deborah d.
$607 nightly
The price is $678
Apr 12 - Apr 13
Total with taxes and fees
Guesthouse Cabin vacation rentals in Berkshire County
Lobby

Fairfield Inn & Suites by Marriott Plainville

Fairfield Inn & Suites by Marriott Plainville
3.0 star property
Plainville
8.6 out of 10, Excellent, (955 reviews)
"Average clean rooms, pool small, pizza Resterant good. Staff great at hotel and Resterant. "
United States
Kellie
$105 nightly
The price is $121
Apr 17 - Apr 18
Total with taxes and fees
Fairfield Inn & Suites by Marriott Plainville
Private kitchen

Litchfield Retreat, Wineries, Foliage & Skiing

Litchfield Retreat, Wineries, Foliage & Skiing
Torrington
$354 nightly
The price is $401
Apr 10 - Apr 11
Total with taxes and fees
Litchfield Retreat, Wineries, Foliage & Skiing
Property grounds

Big farmhouse in the foothills of the Berkshires

Big farmhouse in the foothills of the Berkshires
Russell
10.0 out of 10, Exceptional, (144 reviews)
"The house is absolutely charming and cozy. It was very clean as well. "
United States
Amanda C.
$322 nightly
The price is $340
Apr 13 - Apr 14
Total with taxes and fees
Big farmhouse in the foothills of the Berkshires
Fridge, microwave, oven, stovetop

The Olde Tobacco Barn - East Granby close to airport, restaurants & things to do

The Olde Tobacco Barn - East Granby close to airport, restaurants & things to do
East Granby
8.6 out of 10, Excellent, (4 reviews)
"Relaxing stay"
United States
Kim M.
$470 nightly
The price is $533
Apr 10 - Apr 11
Total with taxes and fees
The Olde Tobacco Barn - East Granby close to airport, restaurants & things to do
Porch

Interlaken Inn & Resort

Interlaken Inn & Resort
3.5 star property
Lakeville
8.2 out of 10, Very Good, (291 reviews)
"Overall great amenities and great price"
United States
Stacie
$199 nightly
The price is $229
Apr 10 - Apr 11
Total with taxes and fees
Interlaken Inn & Resort
Property grounds

River Overlook - Check the view from your deck!

River Overlook - Check the view from your deck!
Collinsville
10.0 out of 10, Exceptional, (23 reviews)
"The place was perfect for the two of us. It was close to both our kids homes."
United States
Tomas M.
$259 nightly
The price is $294
Apr 13 - Apr 14
Total with taxes and fees
River Overlook - Check the view from your deck!
Exterior

The Millerton Inn

The Millerton Inn
2.0 star property
Millerton
8.4 out of 10, Very Good, (18 reviews)
"Antonia was wonderful and made our stay special. She was kind and warm and when we were initially unhappy with our room immediately rectified the situation and in the end our stay was perfect! It’s a charming hotel, clean and centrally located, walking distance to all the local shops in town."
United States
Jamie
$237 nightly
The price is $268
Apr 10 - Apr 11
Total with taxes and fees
The Millerton Inn
Exterior detail

CT Gate House Goshen CT, Gate House Goshen CT

CT Gate House Goshen CT, Gate House Goshen CT
Goshen
9.4 out of 10, Exceptional, (9 reviews)
"Great place!!"
United States
Ernesto B.
$677 nightly
The price is $699
Apr 12 - Apr 13
Total with taxes and fees
CT Gate House Goshen CT, Gate House Goshen CT
Porch

Mayflower Inn & Spa, Auberge Collection

Mayflower Inn & Spa, Auberge Collection
5.0 star property
Washington
9.4 out of 10, Exceptional, (59 reviews)
"Clean room "
United States
Casey
$758 nightly
The price is $872
Apr 13 - Apr 14
Total with taxes and fees
Mayflower Inn & Spa, Auberge Collection
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 Winchester Hotel Reviews

Avon Old Farms Hotel

Avon Old Farms Hotel

10/10 Excellent
"Clean room/friendly staff. A good hotel experience "
Mary 1-night trip
Posted 6 hours ago
Avon Old Farms Hotel

Find out more about Winchester

Winchester Condo Rentals information

Number of reviews
6,068
Accommodation
2 Condo Rentals
Lowest Price
$106
Highest Price
$872

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