Hotels with Swimming Pools in Winchester

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Check availability on Winchester Hotels with Swimming Pools

Tonight
8 Dec - 9 Dec
Tomorrow
9 Dec - 10 Dec
This weekend
12 Dec - 14 Dec
Next weekend
19 Dec - 21 Dec

Top Hotels with Swimming Pools in Winchester

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 S$178
includes taxes & fees
21 Dec - 22 Dec
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 S$130
includes taxes & fees
28 Dec - 29 Dec
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 S$161
includes taxes & fees
19 Dec - 20 Dec
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 S$162
includes taxes & fees
4 Jan - 5 Jan, 2026
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 S$221
includes taxes & fees
9 Dec - 10 Dec
Avon Old Farms Hotel
Seasonal outdoor pool, pool umbrellas, pool loungers
Residence Inn by Marriott Hartford Avon

Residence Inn by Marriott Hartford Avon

3.0 star property
Avon
8.8 out of 10, Excellent, (409)
"Good hotel but expensive "
United States
Christopher
The price is S$176
includes taxes & fees
28 Dec - 29 Dec
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 S$245
includes taxes & fees
9 Dec - 10 Dec
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 S$259
includes taxes & fees
9 Dec - 10 Dec
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 S$207
includes taxes & fees
1 Jan - 2 Jan, 2026
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 S$315
includes taxes & fees
9 Dec - 10 Dec
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

Simsbury Inn

Simsbury Inn

10/10 Excellent
"Simsbury Inn never disappoints. We always stay there when we're in the area. A wonderful staff that gives you a warm welcome upon arrival. They are available 24/7 and very accommodating. A beautiful property with lots of amenities. Excellent location, very clean and a great breakfast. Highly recommend."
Cheryl 4-night trip
Posted 3 days ago
Simsbury Inn

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 high-speed (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 such as Highland Lake and Laurel Lanes. During your stay, visit 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 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.