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Check availability on Winchester Hotels with a Pool

Our top choices for Winchester hotels with a pool

Indoor pool

Hampton Inn & Suites Hartford/Farmington

Hampton Inn & Suites Hartford/Farmington
2.5 star property
Farmington
9.0 out of 10, Wonderful, (1,004 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 ₩181,771
₩209,036 total
includes taxes & fees
Aug 2 - Aug 3
Hampton Inn & Suites Hartford/Farmington
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, (451 reviews)
  • cleanliness
    Splash into mountain adventures with a rejuvenating seasonal outdoor pool and hot tub retreat just steps from scenic trails.
The price is ₩212,894
₩244,828 total
includes taxes & fees
Aug 16 - Aug 17
Residence Inn by Marriott Hartford Avon
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, (1,003 reviews)
  • cleanliness
    Indoor pool oasis for fitness and family fun just 5 minutes from attractions.
The price is ₩217,625
₩250,268 total
includes taxes & fees
Jul 26 - Jul 27
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, (1,005 reviews)
  • cleanliness
    Dive into pure refreshment at this seasonal outdoor pool oasis with sauna and fitness center.
The price is ₩286,641
₩362,143 total
includes taxes & fees
Jul 26 - Jul 27
Avon Old Farms Hotel
Indoor pool, sun loungers

Simsbury Inn

Simsbury Inn
3.5 star property
Simsbury Center
9.2 out of 10, Wonderful, (303 reviews)
  • cleanliness
    Serene indoor pool escape with loungers and après-ski amenities in Simsbury Center.
The price is ₩429,954
₩526,954 total
includes taxes & fees
Jul 20 - Jul 21
Simsbury Inn
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, (195 reviews)
  • cleanliness
    Seasonal outdoor pool beckons at historic bed & breakfast with lobby fireplace and garden grounds.
The price is ₩231,639
₩266,385 total
includes taxes & fees
Jul 21 - Jul 22
Blackberry River Inn
Exterior

Simsbury 1820 House

Simsbury 1820 House
4.0 star property
Simsbury Center
9.4 out of 10, Exceptional, (1,000 reviews)
  • cleanliness
    Dive into an indoor pool oasis year-round at this charming Simsbury bed and breakfast.
The price is ₩355,567
₩434,565 total
includes taxes & fees
Jul 20 - Jul 21
Simsbury 1820 House
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, (1,001 reviews)
  • cleanliness
    Swim year-round at this hotel's indoor pool, with 24-hour fitness center just steps away.
The price is ₩169,601
₩195,041 total
includes taxes & fees
Aug 2 - Aug 3
Fairfield Inn & Suites by Marriott Plainville
Seasonal outdoor pool

The Litchfield Inn

The Litchfield Inn
4.0 star property
Litchfield
9.2 out of 10, Wonderful, (1,002 reviews)
The price is ₩433,342
₩498,343 total
includes taxes & fees
Jul 27 - Jul 28
The Litchfield Inn
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, (1,001 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 ₩242,768
₩279,183 total
includes taxes & fees
Jul 30 - Jul 31
DoubleTree by Hilton Hotel Bristol, Connecticut
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

The Farmington Inn & Suites

The Farmington Inn & Suites

10/10 Excellent
"The hotel was clean, cozy and inviting. My only complaint is we had to ask for clean towels, toilet paper and trash bags. We were there for 3 days and didn’t have maid service. Other than that, it was a really nice place to stay with kids."
giovanna 3-night trip
Posted less than an hour ago
The Farmington Inn & Suites

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: Features a snack bar/deli, an indoor pool, and buffet. Sheraton Hartford Hotel at Bradley Airport: Offers daily, an indoor pool, and complimentary wired internet access. Delamar West Hartford: Hotel located near Lake Compounce. Provides a snack bar/deli, an indoor pool, and free valet parking. Homewood Suites by Hilton Hartford-Farmington: Features 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 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.