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Our top choices for Winchester hotels with a pool

Belden House & Mews

Belden House & Mews
3.5 star property
Litchfield Historic District
8.6 out of 10, Excellent, (7 reviews)
"This hotel was terrific top to bottom"
United States
laura
The price is 14.920.675 ₫
17.158.776 ₫ total
includes taxes & fees
6 Feb - 7 Feb
Belden House & Mews

Simsbury 1820 House

Simsbury 1820 House
4.0 star property
Simsbury Center
9.2 out of 10, Wonderful, (1,000 reviews)
"Lovely staff, beautiful room, comfy bed, delicious fresh breakfast. "
United States
Debra
The price is 4.125.891 ₫
5.192.395 ₫ total
includes taxes & fees
4 Feb - 5 Feb
Simsbury 1820 House

DoubleTree by Hilton Hotel Bristol, Connecticut

DoubleTree by Hilton Hotel Bristol, Connecticut
4.0 star property
Bristol
9.0 out of 10, Wonderful, (1,000 reviews)
"clean room, quiet overnight, great hot tub "
United States
MELANIE
The price is 3.808.794 ₫
4.380.113 ₫ total
includes taxes & fees
15 Feb - 16 Feb
DoubleTree by Hilton Hotel Bristol, Connecticut

Avon Old Farms Hotel

Avon Old Farms Hotel
3.5 star property
Avon
8.4 out of 10, Very good, (1,001 reviews)
"I love this hotel. Beds are so comfy, showers are hot with great water pressure, large bathrooms, nice amenities, friendly staff. "
United States
Ann
The price is 2.828.441 ₫
3.819.693 ₫ total
includes taxes & fees
4 Feb - 5 Feb
Avon Old Farms Hotel

Fairfield Inn & Suites by Marriott Plainville

Fairfield Inn & Suites by Marriott Plainville
2.5 star property
Plainville
8.6 out of 10, Excellent, (929 reviews)
"Rooms were clean and staff was courteous. "
United States
Keith
The price is 2.624.741 ₫
3.018.452 ₫ total
includes taxes & fees
7 Feb - 8 Feb
Fairfield Inn & Suites by Marriott Plainville

Hampton Inn & Suites Hartford/Farmington

Hampton Inn & Suites Hartford/Farmington
2.5 star property
Farmington
8.8 out of 10, Excellent, (1,003 reviews)
"The room and common spaces/amenities were clean and modern, and the staff treated us very well!"
United States
Joshua
The price is 3.170.449 ₫
3.646.016 ₫ total
includes taxes & fees
20 Feb - 21 Feb
Hampton Inn & Suites 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, (1,002 reviews)
"Very courteous staff. Room was clean and spotless."
United States
Richard
The price is 3.247.777 ₫
3.734.944 ₫ total
includes taxes & fees
6 Feb - 7 Feb
Homewood Suites by Hilton Hartford-Farmington

Blackberry River Inn

Blackberry River Inn
3.0 star property
Norfolk
9.4 out of 10, Exceptional, (168 reviews)
"Courteous welcoming staff, amazing breakfast, and restful stay, highly recommend."
United States
Paulina
The price is 4.264.718 ₫
4.904.425 ₫ total
includes taxes & fees
4 Feb - 5 Feb
Blackberry River Inn

Interlaken Inn & Resort

Interlaken Inn & Resort
3.5 star property
Lakeville
8.2 out of 10, Very good, (276 reviews)
"It is so pretty and the views around the hotel were amazing. "
United States
Noraida
The price is 4.647.466 ₫
5.344.586 ₫ total
includes taxes & fees
8 Feb - 9 Feb
Interlaken Inn & Resort

Residence Inn by Marriott Hartford Avon

Residence Inn by Marriott Hartford Avon
3.0 star property
Avon
8.8 out of 10, Excellent, (423 reviews)
"Love the hotel "
United States
Carmen
The price is 3.507.007 ₫
4.033.058 ₫ total
includes taxes & fees
26 Feb - 27 Feb
Residence Inn by Marriott Hartford Avon
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.

Choose what matters most at hotels with a pool in Winchester

Top Winchester Hotel Reviews

Frequently asked questions

What is there to see and do in Winchester?
Make a point to visit attractions such as Highland Lake and Laurel Lanes. During your stay, visit sights such as The Marina at Highland Lake, Burr Pond State Park and Platt Hill State Park.
When is the best time to book a hotel with a pool in Winchester?
Taking the local weather in Winchester into account can help you maximise your time at the pool during your trip. 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 Winchester are January, February, March and April, with each month seeing an average of 15 cm of snowfall.