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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, (239 reviews)
  • cleanliness
    Serene hotel with an indoor pool escape just steps away from relaxing in a soothing hot tub.
The price is ₩231,272
₩265,963 total
includes taxes & fees
Aug 3 - Aug 4
Home2 Suites by Hilton Bristol
M3 Romantic Suite | Living area | 43-inch LCD TV with digital channels, streaming services

Blackberry River Inn

Blackberry River Inn
3.0 star property
Norfolk
9.4 out of 10, Exceptional, (191 reviews)
  • cleanliness
    Seasonal outdoor pool beckons at historic bed & breakfast with lobby fireplace and garden grounds.
The price is ₩234,266
₩269,406 total
includes taxes & fees
Jul 13 - Jul 14
Blackberry River Inn
Indoor pool

Fairfield Inn & Suites by Marriott Plainville

Fairfield Inn & Suites by Marriott Plainville
3.0 star property
Plainville
8.6 out of 10, Excellent, (999 reviews)
  • cleanliness
    Swim year-round at this hotel's indoor pool, with 24-hour fitness center just steps away.
The price is ₩194,852
₩224,079 total
includes taxes & fees
Aug 2 - Aug 3
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 ₩208,446
₩239,713 total
includes taxes & fees
Aug 9 - Aug 10
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, (1,017 reviews)
  • cleanliness
    Indoor pool oasis for fitness and family fun just 5 minutes from attractions.
The price is ₩216,149
₩248,571 total
includes taxes & fees
Jul 12 - Jul 13
Homewood Suites by Hilton Hartford-Farmington
Seasonal outdoor pool

Sunny Peace Homestay

Sunny Peace Homestay
3.0 star property
Harwinton
9.4 out of 10, Exceptional, (9 reviews)
The price is ₩185,517
₩299,860 total
includes taxes & fees
Aug 7 - Aug 8
Sunny Peace Homestay
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, (166 reviews)
  • cleanliness
    Serene seasonal outdoor pool retreat nestled near Mohawk Mountain, where pool loungers and umbrellas invite summer relaxation.
The price is ₩319,618
₩367,561 total
includes taxes & fees
Aug 3 - Aug 4
Cornwall Inn and Lodge
Seasonal outdoor pool

The Litchfield Inn

The Litchfield Inn
4.0 star property
Litchfield
9.2 out of 10, Wonderful, (1,004 reviews)
The price is ₩395,821
₩455,198 total
includes taxes & fees
Jul 14 - Jul 15
The Litchfield Inn
Seasonal outdoor pool

Interlaken Inn & Resort

Interlaken Inn & Resort
3.5 star property
Lakeville
8.2 out of 10, Very Good, (304 reviews)
  • cleanliness
    Immerse in the sun-drenched seasonal outdoor pool surrounded by lush resort grounds and full-service spa amenities.
The price is ₩406,471
₩467,442 total
includes taxes & fees
Aug 5 - Aug 6
Interlaken Inn & Resort
Outdoor pool

Avon Old Farms Hotel

Avon Old Farms Hotel
3.5 star property
Avon
8.4 out of 10, Very Good, (1,014 reviews)
  • cleanliness
    Dive into pure refreshment at this seasonal outdoor pool oasis with sauna and fitness center.
The price is ₩273,125
₩347,093 total
includes taxes & fees
Aug 10 - Aug 11
Avon Old Farms Hotel
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

DoubleTree by Hilton Hotel Bristol, Connecticut

DoubleTree by Hilton Hotel Bristol, Connecticut

8/10 Good
"Front staff was excellent,knowledgable,helpful,thoughtful..."
Loretta 1-night trip
Posted 1 hour ago
DoubleTree by Hilton Hotel Bristol, Connecticut

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 daily, an indoor pool, and complimentary wired internet access. Delamar West Hartford: Hotel located near Lake Compounce. Features a snack bar/deli, an indoor pool, and free valet parking. Hampton Inn & Suites Hartford/Farmington: Offers a snack bar/deli, an indoor pool, and buffet. DoubleTree by Hilton Hotel Bristol, Connecticut: Features a snack bar/deli, a 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, Platt Hill State Park, 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.