Photo by Kim Knox Beckius

Winsted Hotel Guide - Hotels with Pool in Winsted, Connecticut

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Check availability on Winsted Hotels with Pool

Tonight
31 Dec - 1 Jan
Tomorrow
1 Jan - 2 Jan
This weekend
2 Jan - 4 Jan
Next weekend
9 Jan - 11 Jan

Our top choices for Winsted hotels with a pool

Pool
Home2 Suites by Hilton Bristol

Home2 Suites by Hilton Bristol

Home2 Suites by Hilton Bristol
3.0 star property
Bristol
9.6 out of 10, Exceptional, (177)
"Place is immaculate and staff super friendly and helpful "
United States
Yarah
The price is €123
includes taxes & fees
8 Jan - 9 Jan 2026
Home2 Suites by Hilton Bristol
Indoor pool
Holiday Inn Express Hotel & Suites Great Barrington by IHG

Holiday Inn Express Hotel & Suites Great Barrington by IHG

Holiday Inn Express Hotel & Suites Great Barrington by IHG
2.5 star property
Great Barrington
8.8 out of 10, Excellent, (714)
"We stay here every year and it never disappoints "
United States
Elizabeth
The price is €93
includes taxes & fees
25 Jan - 26 Jan 2026
Holiday Inn Express Hotel & Suites Great Barrington by IHG
Indoor pool
Fairfield Inn & Suites by Marriott Plainville

Fairfield Inn & Suites by Marriott Plainville

Fairfield Inn & Suites by Marriott Plainville
2.5 star property
Plainville
8.6 out of 10, Excellent, (917)
"The room was very clean, and the check-in staff was very courteous."
United States
Kristin
The price is €99
includes taxes & fees
8 Jan - 9 Jan 2026
Fairfield Inn & Suites by Marriott Plainville
Indoor pool
Hampton Inn Westfield

Hampton Inn Westfield

Hampton Inn Westfield
2.5 star property
Westfield
8.4 out of 10, Very good, (819)
"Very pet friendly and the night check in agent was super kind and friendly"
United States
olivia townsend
The price is €111
includes taxes & fees
21 Jan - 22 Jan 2026
Hampton Inn Westfield
Outdoor pool
Avon Old Farms Hotel

Avon Old Farms Hotel

Avon Old Farms Hotel
3.5 star property
Avon
8.4 out of 10, Very good, (1000)
"Very nice place to stay"
United States
Alvero
The price is €135
includes taxes & fees
2 Jan - 3 Jan 2026
Avon Old Farms Hotel
Iron/ironing board, free cots/infant beds, rollaway beds, free WiFi
The Little Lion

The Little Lion

The Little Lion
3.0 star property
Great Barrington
8.6 out of 10, Excellent, (548)
"Perfect for pets "
United States
Maria
The price is €104
includes taxes & fees
1 Jan - 2 Jan 2026
The Little Lion
Indoor pool
Springhill Suites Marriott Airport

Springhill Suites Marriott Airport

Springhill Suites Marriott Airport
3.0 star property
Windsor Locks
8.6 out of 10, Excellent, (1000)
"Nice hotel and great staff!"
United States
Brett
The price is €105
includes taxes & fees
6 Jan - 7 Jan 2026
Springhill Suites Marriott Airport
Seasonal outdoor pool, pool umbrellas, pool loungers
Residence Inn by Marriott Hartford Avon

Residence Inn by Marriott Hartford Avon

Residence Inn by Marriott Hartford Avon
3.0 star property
Avon
8.8 out of 10, Excellent, (417)
"The staff is amazing friendly and always there for advice. "
United States
Robert
The price is €116
includes taxes & fees
8 Jan - 9 Jan 2026
Residence Inn by Marriott Hartford Avon
Indoor pool
Homewood Suites by Hilton Hartford-Farmington

Homewood Suites by Hilton Hartford-Farmington

Homewood Suites by Hilton Hartford-Farmington
3.0 star property
Farmington
8.4 out of 10, Very good, (1001)
"Everything from reservation to check-in. Room cleanliness and dining room selections were excellent."
United States
Ken
The price is €116
includes taxes & fees
4 Jan - 5 Jan 2026
Homewood Suites by Hilton Hartford-Farmington
Indoor pool
Hampton Inn & Suites Hartford/Farmington

Hampton Inn & Suites Hartford/Farmington

Hampton Inn & Suites Hartford/Farmington
2.5 star property
Farmington
8.8 out of 10, Excellent, (1000)
"It was great, clean, friendly!!"
United States
Stacey
The price is €120
includes taxes & fees
10 Jan - 11 Jan 2026
Hampton Inn & Suites Hartford/Farmington
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

Homewood Suites by Hilton Hartford-Farmington

Homewood Suites by Hilton Hartford-Farmington

10/10 Excellent
"Nice staff. Rooms were clean. Good breakfast. Overall very nice stay over the holidays! "
Daniel 2-night trip
Posted 3 days ago
Homewood Suites by Hilton Hartford-Farmington

Frequently asked questions

What are some hotels with pools in Winsted?
Sheraton Hartford Hotel at Bradley Airport: Features daily, an indoor pool and complimentary high-speed (wired) Internet access. The Farmington Inn & Suites: Features a sauna, a seasonal outdoor pool and buffet. Holiday Inn Express & Suites Bradley Airport by IHG: Offers free self parking, an indoor pool and a 24-hour fitness centre. Extended Stay America Suites Hartford Farmington: Provides daily, an indoor pool and complimentary high-speed (wired) Internet access. Avon Old Farms Hotel: Features a snack bar/deli, a pool and buffet.
What is there to see and do in Winsted?
Make a point to visit attractions such as Highland Lake and Laurel Lanes. Discover sights such as Burr Pond State Park, The Marina at Highland Lake and Northwestern Connecticut Community College Library during your stay.
When is the best time to book a hotel with a pool in Winsted?
Taking the local weather in Winsted into account is an important factor for planning your visit, especially if you plan to spend your trip by the pool. The hottest months are usually July and August, with an average temperature of 20°C, while the coldest months are January and February, with an average of -1°C. The snowiest months in Winsted are January, February, March and April, with each month seeing an average of 15 cm of snowfall.