Hotels with Swimming Pools in Winchester

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Check availability on Winchester Hotels with Swimming Pools

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, (226 reviews)
  • cleanliness
    Serene hotel with an indoor pool escape just steps away from relaxing in a soothing hot tub.
The price is S$236
includes taxes & fees
29 Jun - 30 Jun
Home2 Suites by Hilton Bristol
Reception

Simsbury 1820 House

Simsbury 1820 House
4.0 star property
Simsbury Center
9.2 out of 10, Wonderful, (1,005 reviews)
  • cleanliness
    Dive into an indoor pool oasis year-round at this charming Simsbury bed and breakfast.
The price is S$228
includes taxes & fees
10 Jun - 11 Jun
Simsbury 1820 House
Seasonal outdoor pool

Blackberry River Inn

Blackberry River Inn
3.0 star property
Norfolk
9.4 out of 10, Exceptional, (186 reviews)
  • cleanliness
    Seasonal outdoor pool beckons at historic bed & breakfast with lobby fireplace and garden grounds.
The price is S$221
includes taxes & fees
11 Jun - 12 Jun
Blackberry River Inn
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, (165 reviews)
  • cleanliness
    Serene seasonal outdoor pool retreat nestled near Mohawk Mountain, where pool loungers and umbrellas invite summer relaxation.
The price is S$322
includes taxes & fees
10 Jun - 11 Jun
Cornwall Inn and Lodge
Indoor pool

Fairfield Inn & Suites by Marriott Plainville

Fairfield Inn & Suites by Marriott Plainville
3.0 star property
Plainville
8.4 out of 10, Very good, (987 reviews)
  • cleanliness
    Swim year-round at this hotel's indoor pool, with 24-hour fitness centre just steps away.
The price is S$194
includes taxes & fees
21 Jun - 22 Jun
Fairfield Inn & Suites by Marriott Plainville
Indoor pool

Hampton Inn & Suites Hartford/Farmington

Hampton Inn & Suites Hartford/Farmington
2.5 star property
Farmington
9.0 out of 10, Wonderful, (1,011 reviews)
  • cleanliness
    Swim and unwind at this stylish retreat where guests adore the indoor pool and hot tub for year-round aquatic relaxation.
The price is S$209
includes taxes & fees
2 Jul - 3 Jul
Hampton Inn & Suites Hartford/Farmington
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, (1,008 reviews)
  • cleanliness
    Serene indoor saltwater pool retreat creates an oasis of relaxation with a nearby hot tub in this upscale Connecticut hotel.
The price is S$242
includes taxes & fees
21 Jun - 22 Jun
DoubleTree by Hilton Hotel Bristol, Connecticut
Library

The Litchfield Inn

The Litchfield Inn
4.0 star property
Litchfield
9.2 out of 10, Wonderful, (999 reviews)
The price is S$403
includes taxes & fees
15 Jun - 16 Jun
The Litchfield Inn
Outdoor pool

Avon Old Farms Hotel

Avon Old Farms Hotel
3.5 star property
Avon
8.4 out of 10, Very good, (1,007 reviews)
  • cleanliness
    Dive into pure refreshment at this seasonal outdoor pool oasis with sauna and fitness centre.
The price is S$296
includes taxes & fees
21 Jun - 22 Jun
Avon Old Farms Hotel
Seasonal outdoor pool

Interlaken Inn & Resort

Interlaken Inn & Resort
3.5 star property
Lakeville
8.2 out of 10, Very good, (301 reviews)
  • cleanliness
    Immerse in the sun-drenched seasonal outdoor pool surrounded by lush resort grounds and full-service spa amenities.
The price is S$359
includes taxes & fees
17 Jun - 18 Jun
Interlaken Inn & Resort
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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Choose what matters most at hotels with a pool in Winchester

Breakfast included
4 stars

Top Winchester Hotel Reviews

Fairfield Inn & Suites by Marriott Plainville

Fairfield Inn & Suites by Marriott Plainville

6/10 Okay
"Must have been under staffed over the weekend. Trash was full every where. The room I was first given had an alarm going off that you could hear from the room above so they gave us another room we had to move to. I was also surprised to see the pealing wallpaper in the rooms. Next time I think I'll save the money and stay elsewhere."
Beth 2-night trip
Posted 13 hours ago
Fairfield Inn & Suites by Marriott Plainville

Frequently asked questions

What are some hotels with pools in Winchester?
The Farmington Inn & Suites: Features a sauna, a seasonal outdoor pool and buffet. Sheraton Hartford Hotel at Bradley Airport: Offers daily, an indoor pool and complimentary high-speed (wired) Internet access. Avon Old Farms Hotel: Hotel located near Lake Compounce. Features a snack bar/deli, an indoor pool and free valet parking. Hampton Inn & Suites Hartford/Farmington: Provides a snack bar/deli, an indoor pool and buffet. DoubleTree by Hilton Hotel Bristol, Connecticut: 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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