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Check prices for these dates

In two weeks
Mar 20 - Mar 22
In two months
May 1 - May 3
In three months
May 29 - May 31
In four months
Jun 26 - Jun 28
No exact matches found, but these alternatives could be just right

Recommended hotels in Winsted

Exterior

Motel in Great Barrington

Monument Mountain Motel
2.5 star property
9.0 out of 10, Wonderful, (824 reviews)
"The room was clean, and the staff was friendly and helpful. "
United States
Damien
$67 nightly
The price is $74
Mar 3 - Mar 4
Total with taxes and fees
Monument Mountain Motel
Property entrance

Bed & Breakfast in Granby

Truman Gillet House Bed & Breakfast
3.0 star property
9.6 out of 10, Exceptional, (104 reviews)
"Room was spotless and hospitality was outstanding. Had great breakfast and was very welcoming. "
United States
Desiree
$140 nightly
The price is $155
Mar 6 - Mar 7
Total with taxes and fees
Truman Gillet House Bed & Breakfast
Exterior

Bed & Breakfast in East Canaan

Locust Tree Bed and Breakfast LLC
3.0 star property
9.0 out of 10, Wonderful, (415 reviews)
"Great breakfast! Had a wonderful stay!"
United States
Michelle
$105 nightly
The price is $121
Mar 3 - Mar 4
Total with taxes and fees
Locust Tree Bed and Breakfast LLC
Exterior

Motel in Great Barrington

Travelodge by Wyndham Great Barrington Berkshires
2.0 star property
7.6 out of 10, Good, (573 reviews)
"Excellent location!!"
United States
Abdul Samad
$75 nightly
The price is $84
Mar 3 - Mar 4
Total with taxes and fees
Travelodge by Wyndham Great Barrington Berkshires
Exterior

Bed & Breakfast in Great Barrington

The Berkshire Mountain Inn
3.0 star property
$150 nightly
The price is $168
Mar 3 - Mar 4
Total with taxes and fees
The Berkshire Mountain Inn
Exterior

Hotel in Great Barrington

Quality Inn Great Barrington
2.5 star property
8.4 out of 10, Very Good, (1,001 reviews)
"Clean room, great location"
United States
Andrea
$66 nightly
The price is $74
Mar 23 - Mar 24
Total with taxes and fees
Quality Inn Great Barrington
Terrace/patio

Hotel in Bristol

Home2 Suites by Hilton Bristol
3.0 star property
9.6 out of 10, Exceptional, (197 reviews)
"Clean room, great staff"
United States
Tamiya
$130 nightly
The price is $150
Apr 2 - Apr 3
Total with taxes and fees
Home2 Suites by Hilton Bristol
Exterior

Hotel in Millerton

The Millerton Inn
2.0 star property
8.2 out of 10, Very Good, (16 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
$154 nightly
The price is $175
Mar 31 - Apr 1
Total with taxes and fees
The Millerton Inn
Exterior

Motel in Great Barrington

The Little Lion
3.0 star property
8.6 out of 10, Excellent, (554 reviews)
"Great friendly staff"
United States
Pablo
$110 nightly
The price is $123
Mar 3 - Mar 4
Total with taxes and fees
The Little Lion
Exterior

Hotel in Great Barrington

Holiday Inn Express Hotel & Suites Great Barrington by IHG
2.5 star property
8.8 out of 10, Excellent, (742 reviews)
"Great property, very accommodating. "
United States
Shanice
$107 nightly
The price is $120
Mar 8 - Mar 9
Total with taxes and fees
Holiday Inn Express Hotel & Suites Great Barrington by IHG
Exterior

Cabin in Bethlehem

Cozy & Serene Cabin with Fireplace, Ski Nearby!
9.8 out of 10, Exceptional, (40 reviews)
"Very comfortable property. The host had thought of everything!"
United States
Jennifer Y.
$375 nightly
The price is $425
Mar 8 - Mar 9
Total with taxes and fees
Cozy & Serene Cabin with Fireplace, Ski Nearby!
Property grounds

Apartment in Collinsville

River Overlook - Check the view from your deck!
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.
$236 nightly
The price is $267
Mar 3 - Mar 4
Total with taxes and fees
River Overlook - Check the view from your deck!
Exterior

Bed & Breakfast in Sheffield

Wilder House Berkshires
2.0 star property
9.8 out of 10, Exceptional, (43 reviews)
"Clean, cute, private, nice location. Breakfast was wonderful. Great value as well. Would definitely go back. "
United States
Kristinna
$184 nightly
The price is $206
Mar 9 - Mar 10
Total with taxes and fees
Wilder House Berkshires
Terrace/patio

Hotel in Litchfield Historic District

The Abner Hotel
3.0 star property
9.4 out of 10, Exceptional, (52 reviews)
"My stay was flawless. From staff to the clean room and comfortable bedding all made for an amazing experience."
United States
Francis
$217 nightly
The price is $250
Mar 23 - Mar 24
Total with taxes and fees
The Abner Hotel
Exterior

Vacation Home in Great Barrington

Home in Great Barrington
9.8 out of 10, Exceptional, (27 reviews)
"Great stay in a cool, new space, totally walkable to Railroad St. I would definitely go back to GB and would try to stay here again. "
United States
Cameron M.
$234 nightly
The price is $261
Mar 23 - Mar 24
Total with taxes and fees
Home in Great Barrington
Lobby

Hotel in Westfield

Hampton Inn Westfield
2.5 star property
8.4 out of 10, Very Good, (829 reviews)
"I will stay again"
United States
Jailene
$116 nightly
The price is $130
Mar 22 - Mar 23
Total with taxes and fees
Hampton Inn Westfield
Exterior

Hotel in Westfield

Quality Inn Westfield - Springfield
2.5 star property
7.2 out of 10, Good, (917 reviews)
"Pleasantly surprised by this hotel. For a budget-friendly option, it was clean, comfortable, and far better than I expected. Great value for the price"
United States
Amanda
$95 nightly
The price is $106
Mar 22 - Mar 23
Total with taxes and fees
Quality Inn Westfield - Springfield
Exterior

Cabin in Sheffield

Guesthouse Cabin vacation rentals in Berkshire County
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.
$616 nightly
The price is $688
Mar 4 - Mar 5
Total with taxes and fees
Guesthouse Cabin vacation rentals in Berkshire County
Exterior

Hotel in Farmington

The Farmington Inn & Suites
3.0 star property
8.8 out of 10, Excellent, (1,002 reviews)
"Love the inn"
United States
Donna
$121 nightly
The price is $139
Mar 9 - Mar 10
Total with taxes and fees
The Farmington Inn & Suites
Exterior

Hotel in Windsor Locks

Holiday Inn Express & Suites Bradley Airport by IHG
2.5 star property
9.0 out of 10, Wonderful, (1,159 reviews)
"Always my go to hotel when I come home for visits, friendly staff, clean hotel. "
United States
Kathleen
$105 nightly
The price is $121
Mar 23 - Mar 24
Total with taxes and fees
Holiday Inn Express & Suites Bradley Airport by IHG
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 Winsted Hotel Reviews

Holiday Inn Express Hotel & Suites Great Barrington by IHG

Holiday Inn Express Hotel & Suites Great Barrington by IHG

10/10 Excellent
"Simple and clean hotel"
Vitor 1-night trip
Posted 1 day ago
Holiday Inn Express Hotel & Suites Great Barrington by IHG

Find out more about Winsted

Winsted Cottages information

Number of reviews
8,528
Accommodation
77 Cottages
Lowest Price
$74
Highest Price
$688

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