Find Hotels with a Pool in Winchester, CT

    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check availability on Winchester Hotels with a Pool

Tonight
Aug 5 - Aug 6
Tomorrow
Aug 6 - Aug 7
This weekend
Aug 8 - Aug 10
Next weekend
Aug 15 - Aug 17

Top Winchester Hotels with a Pool

Homewood Suites by Hilton Hartford-Farmington
Relax by the rectangular pool surrounded by comfortable lounge chairs.

Homewood Suites by Hilton Hartford-Farmington

3.0 star property
8.4 out of 10, Very Good, (1001)
"great location "
The price is NT$3,888
NT$4,471 total
includes taxes & fees
Sep 4 - Sep 5
Homewood Suites by Hilton Hartford-Farmington
Hampton Inn & Suites Hartford/Farmington
Relax by the pool surrounded by comfortable lounge chairs and a shaded area.

Hampton Inn & Suites Hartford/Farmington

2.5 star property
8.8 out of 10, Excellent, (1003)
"Staff was very friendly and prompt, whole facility was clean and nice, breakfast was delicious and the grounds were gorgeous. Will definitely stay there when traveling to that area again!"
The price is NT$3,948
NT$4,540 total
includes taxes & fees
Sep 4 - Sep 5
Hampton Inn & Suites Hartford/Farmington
Fairfield Inn & Suites by Marriott Plainville
Relax by the rectangular pool surrounded by a light-colored tile pattern and potted plants.

Fairfield Inn & Suites by Marriott Plainville

2.5 star property
8.6 out of 10, Excellent, (868)
"Great stay would and will stay again "
The price is NT$2,870
NT$3,301 total
includes taxes & fees
Aug 14 - Aug 15
Fairfield Inn & Suites by Marriott Plainville
Avon Old Farms Hotel
Relax by the pool surrounded by lounge chairs and umbrellas, with a table offering refreshing drinks and amenities.

Avon Old Farms Hotel

3.5 star property
8.4 out of 10, Very Good, (1005)
"Lovely stay!"
The price is NT$4,547
NT$5,883 total
includes taxes & fees
Aug 10 - Aug 11
Avon Old Farms Hotel
Simsbury 1820 House
Stately home with a central entrance and columns, surrounded by lush gardens.

Simsbury 1820 House

4.0 star property
9.2 out of 10, Wonderful, (975)
"Great place to stay and eat."
The price is NT$5,651
NT$7,014 total
includes taxes & fees
Aug 6 - Aug 7
Simsbury 1820 House
Simsbury Inn
Relax by the pool surrounded by lush greenery and a vaulted ceiling.

Simsbury Inn

3.5 star property
9.2 out of 10, Wonderful, (262)
"Excellent all around. Staff could not have been more helpful."
The price is NT$6,847
NT$8,527 total
includes taxes & fees
Aug 7 - Aug 8
Simsbury Inn
Residence Inn by Marriott Hartford Avon
Relax by the rectangular pool surrounded by lounge chairs and a small table.

Residence Inn by Marriott Hartford Avon

3.0 star property
8.8 out of 10, Excellent, (398)
"Easy parking, great location!"
The price is NT$4,041
NT$4,647 total
includes taxes & fees
Sep 1 - Sep 2
Residence Inn by Marriott Hartford Avon
DoubleTree by Hilton Hotel Bristol, Connecticut
Relax by the pool surrounded by comfortable lounge chairs and a seating area with tables.

DoubleTree by Hilton Hotel Bristol, Connecticut

4.0 star property
9.0 out of 10, Wonderful, (1001)
"Nice, clean, up to date. "
The price is NT$4,739
NT$5,450 total
includes taxes & fees
Aug 14 - Aug 15
DoubleTree by Hilton Hotel Bristol, Connecticut
Home2 Suites by Hilton Bristol
Relax by the pool surrounded by comfortable seating and stunning views.

Home2 Suites by Hilton Bristol

3.0 star property
9.4 out of 10, Exceptional, (111)
"It was a great stay"
The price is NT$4,305
NT$4,951 total
includes taxes & fees
Aug 31 - Sep 1
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.

Top Winchester Hotel Reviews

Avon Old Farms Hotel

Avon Old Farms Hotel

10/10 Excellent
"going back again this week"
Jenifer 1-night trip
Posted 2 days ago
Avon Old Farms Hotel

Frequently asked questions

What are some hotels with pools in Winchester?
The Farmington Inn & Suites: Provides a sauna, a seasonal outdoor pool, and buffet. Avon Old Farms Hotel: Offers a snack bar/deli, a pool, and daily. Extended Stay America Suites Hartford Farmington: Offers daily, an indoor pool, and complimentary wired internet access. Fairfield Inn & Suites by Marriott Plainville: Provides a snack bar/deli, an indoor pool, and buffet. Delamar West Hartford: Features a snack bar/deli, an indoor pool, and free valet parking.
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 Burr Pond State Park, Platt Hill State Park, and Winchester Historical Society.
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.