Winchester Hotels with Swimming Pool

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Check availability on Winchester Hotels with Swimming Pools

Our top choices for Winchester hotels with a pool

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, (1003)
"Professional very clean and good breakfast "
United States
Piotr
The price is RM499
RM574 total
includes taxes & fees
2 Jan - 3 Jan 2026
Hampton Inn & Suites Hartford/Farmington
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, (911)
"Great place stayed several times."
United States
Marlene D
The price is RM392
RM451 total
includes taxes & fees
22 Dec - 23 Dec
Fairfield Inn & Suites by Marriott Plainville
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, (1000)
"The young woman who greeted my daughter and I was very sweet and kind. The room was clean and the beds very comfortable. Would definitely stay here again!"
United States
Lisa
The price is RM465
RM535 total
includes taxes & fees
21 Dec - 22 Dec
Homewood Suites by Hilton Hartford-Farmington
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 RM404
RM554 total
includes taxes & fees
28 Dec - 29 Dec
Avon Old Farms Hotel
Indoor pool
DoubleTree by Hilton Hotel Bristol, Connecticut

DoubleTree by Hilton Hotel Bristol, Connecticut

DoubleTree by Hilton Hotel Bristol, Connecticut
4.0 star property
Bristol
9.0 out of 10, Wonderful, (1002)
"Amazing stay"
United States
Marquise
The price is RM566
RM651 total
includes taxes & fees
28 Dec - 29 Dec
DoubleTree by Hilton Hotel Bristol, Connecticut
Front of property
Simsbury 1820 House

Simsbury 1820 House

Simsbury 1820 House
4.0 star property
Simsbury Center
9.2 out of 10, Wonderful, (1002)
"Very nice room, pleasant and helpful staff"
United States
Concetta
The price is RM650
RM818 total
includes taxes & fees
28 Dec - 29 Dec
Simsbury 1820 House
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, (411)
"Good hotel but expensive "
United States
Christopher
The price is RM483
RM555 total
includes taxes & fees
29 Dec - 30 Dec
Residence Inn by Marriott Hartford Avon
Seasonal outdoor pool
Interlaken Inn & Resort

Interlaken Inn & Resort

Interlaken Inn & Resort
3.5 star property
Lakeville
8.2 out of 10, Very good, (271)
"It is so pretty and the views around the hotel were amazing. "
United States
Noraida
The price is RM732
RM841 total
includes taxes & fees
21 Dec - 22 Dec
Interlaken Inn & Resort
Seasonal outdoor pool, open 10:00 AM to 7:00 PM, pool umbrellas
Cornwall Inn and Lodge

Cornwall Inn and Lodge

Cornwall Inn and Lodge
3.0 star property
Cornwall Bridge
9.2 out of 10, Wonderful, (155)
"This inn was very quaint and welcoming. It was a nice inn for the value. "
United States
Jacqueline
The price is RM864
RM994 total
includes taxes & fees
19 Dec - 20 Dec
Cornwall Inn and Lodge
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, (166)
"Everything was incredible "
United States
isaiah
The price is RM498
RM573 total
includes taxes & fees
28 Dec - 29 Dec
Home2 Suites by Hilton Bristol
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

Hampton Inn & Suites Hartford/Farmington

Hampton Inn & Suites Hartford/Farmington

10/10 Excellent
"Clean, , quiet , good area "
Theresa 1-night trip
Posted 22 hours ago
Hampton Inn & Suites Hartford/Farmington

Frequently asked questions

What are some hotels with pools in Winchester?
Sheraton Hartford Hotel at Bradley Airport: Features a sauna, a seasonal outdoor pool and buffet. Extended Stay America Suites Hartford Farmington: Offers daily, an indoor pool and complimentary high-speed (wired) Internet access. Avon Old Farms Hotel: Provides a snack bar/deli, an indoor pool and buffet. Hampton Inn & Suites Hartford/Farmington: Features daily, a seasonal outdoor pool and complimentary high-speed (wired) Internet access. The Farmington Inn & Suites: Offers a seasonal outdoor pool, an indoor pool and a full-service spa.
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 Burr Pond State Park, The Marina at Highland Lake and Winchester Historical Society.
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.

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