Find Hotels with a Pool in Winchester, CT

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Check availability on Winchester Hotels with a Pool

Our top choices for Winchester hotels with a pool

Pool
Home2 Suites by Hilton Bristol

Home2 Suites by Hilton Bristol

3.0 star property
Bristol
9.6 out of 10, Exceptional, (163)
"I would stay here again! "
United States
Jael
The price is NT$3,717
NT$4,274 total
includes taxes & fees
Jan 1 - 2026/1/2
Home2 Suites by Hilton Bristol
Indoor pool
Fairfield Inn & Suites by Marriott Plainville

Fairfield Inn & Suites by Marriott Plainville

2.5 star property
Plainville
8.6 out of 10, Excellent, (908)
"Yes, the room was clean. Staff was very nice and we look forward to our next stay"
United States
Liza Marie
The price is NT$2,713
NT$3,120 total
includes taxes & fees
Dec 28 - Dec 29
Fairfield Inn & Suites by Marriott Plainville
Indoor pool
Hampton Inn & Suites Hartford/Farmington

Hampton Inn & Suites Hartford/Farmington

2.5 star property
Farmington
8.8 out of 10, Excellent, (1004)
"Clean room and great staff"
United States
Beth
The price is NT$3,374
NT$3,880 total
includes taxes & fees
Dec 19 - Dec 20
Hampton Inn & Suites Hartford/Farmington
Indoor pool
Homewood Suites by Hilton Hartford-Farmington

Homewood Suites by Hilton Hartford-Farmington

3.0 star property
Farmington
8.4 out of 10, Very Good, (1003)
"Check-in was easy and the front desk person was friendly. The room is clean and well stocked with everything we need."
United States
Catherine
The price is NT$3,393
NT$3,901 total
includes taxes & fees
Jan 4 - 2026/1/5
Homewood Suites by Hilton Hartford-Farmington
Outdoor pool
Avon Old Farms Hotel

Avon Old Farms Hotel

3.5 star property
Avon
8.4 out of 10, Very Good, (1005)
"Very nice place to stay"
United States
Alvero
The price is NT$3,087
NT$4,231 total
includes taxes & fees
Dec 28 - Dec 29
Avon Old Farms Hotel
Seasonal outdoor pool, pool umbrellas, sun loungers
Residence Inn by Marriott Hartford Avon

Residence Inn by Marriott Hartford Avon

3.0 star property
Avon
8.8 out of 10, Excellent, (410)
"Good hotel but expensive "
United States
Christopher
The price is NT$3,684
NT$4,237 total
includes taxes & fees
Dec 28 - Dec 29
Residence Inn by Marriott Hartford Avon
Seasonal outdoor pool
Blackberry River Inn

Blackberry River Inn

3.0 star property
Norfolk
9.4 out of 10, Exceptional, (163)
"Courteous welcoming staff, amazing breakfast, and restful stay, highly recommend."
United States
Paulina
The price is NT$5,125
NT$5,893 total
includes taxes & fees
Dec 10 - Dec 11
Blackberry River Inn
Front of property
Simsbury 1820 House

Simsbury 1820 House

4.0 star property
Simsbury Center
9.2 out of 10, Wonderful, (1000)
"Very nice room, pleasant and helpful staff"
United States
Concetta
The price is NT$4,958
NT$6,240 total
includes taxes & fees
Dec 10 - Dec 11
Simsbury 1820 House
Indoor pool
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 NT$4,329
NT$4,978 total
includes taxes & fees
Jan 1 - 2026/1/2
DoubleTree by Hilton Hotel Bristol, Connecticut
Seasonal outdoor pool, open 10:00 AM to 7:00 PM, pool umbrellas
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 NT$6,598
NT$7,588 total
includes taxes & fees
Dec 10 - Dec 11
Cornwall Inn and Lodge
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

Homewood Suites by Hilton Hartford-Farmington

Homewood Suites by Hilton Hartford-Farmington

10/10 Excellent
"Friendly staff, quick check in. Room is quiet and clean."
Alyce 1-night trip
Posted 2 days ago
Homewood Suites by Hilton Hartford-Farmington

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Frequently asked questions

What are some hotels with pools in Winchester?
Extended Stay America Suites Hartford Farmington: Features a sauna, a seasonal outdoor pool, and buffet. Sheraton Hartford Hotel at Bradley Airport: Features daily, an indoor pool, and complimentary wired internet access. Avon Old Farms Hotel: Provides a snack bar/deli, an indoor pool, and buffet. The Farmington Inn & Suites: Features a snack bar/deli, an indoor pool, and free valet parking. Hampton Inn & Suites Hartford/Farmington: Offers 2 bars, an indoor pool, and daily.
What is there to see and do in Winchester?
Make a point to visit attractions like Highland Lake and Laurel Lanes. During your stay, check out sights such as The Marina at Highland Lake, Winchester Historical Society, and Burr Pond State Park.
When is the best time to book a hotel with a pool in Winchester?
Taking into account the local weather in Winchester can help you maximize your time at the pool during your trip. The hottest months are usually July and August with an average temp of 67°F, while the coldest months are January and February with an average of 30°F. The snowiest months in Winchester are January, February, March, and April, with each month seeing an average of 6 inches of snowfall.