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Find Hotels with a Pool in Winchester, CT from CA $171

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Check availability on Winchester Hotels with a Pool

Our top choices for Winchester hotels with a pool

Blackberry River Inn

Blackberry River Inn
3.0 star property
Norfolk
9.4 out of 10, Exceptional, (193 reviews)
  • cleanliness
    Seasonal outdoor pool beckons at historic bed & breakfast with lobby fireplace and garden grounds.
The price is CA $196
CA $226 total
includes taxes & fees
Jul 20 - Jul 21
Blackberry River Inn

Home2 Suites by Hilton Bristol

Home2 Suites by Hilton Bristol
3.0 star property
Bristol
9.6 out of 10, Exceptional, (240 reviews)
  • cleanliness
    Serene hotel with an indoor pool escape just steps away from relaxing in a soothing hot tub.
The price is CA $226
CA $260 total
includes taxes & fees
Aug 3 - Aug 4
Home2 Suites by Hilton Bristol

Sunny Peace Homestay

Sunny Peace Homestay
3.0 star property
Harwinton
9.4 out of 10, Exceptional, (9 reviews)
The price is CA $175
CA $282 total
includes taxes & fees
Jul 26 - Jul 27
Sunny Peace Homestay

Fairfield Inn & Suites by Marriott Plainville

Fairfield Inn & Suites by Marriott Plainville
3.0 star property
Plainville
8.6 out of 10, Excellent, (1,000 reviews)
  • cleanliness
    Swim year-round at this hotel's indoor pool, with 24-hour fitness centre just steps away.
The price is CA $149
CA $171 total
includes taxes & fees
Aug 2 - Aug 3
Fairfield Inn & Suites by Marriott Plainville

Hampton Inn & Suites Hartford/Farmington

Hampton Inn & Suites Hartford/Farmington
2.5 star property
Farmington
9.0 out of 10, Wonderful, (1,012 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 CA $174
CA $200 total
includes taxes & fees
Aug 2 - Aug 3
Hampton Inn & Suites Hartford/Farmington

Peaceful Modern Private Room with Comfort & Charm

Peaceful Modern Private Room with Comfort & Charm
Harwinton
9.4 out of 10, Exceptional, (3 reviews)
The price is CA $195
CA $253 total
includes taxes & fees
Jul 16 - Jul 17
Peaceful Modern Private Room with Comfort & Charm

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 CA $300
CA $344 total
includes taxes & fees
Jul 19 - Jul 20
Cornwall Inn and Lodge

Simsbury 1820 House

Simsbury 1820 House
4.0 star property
Simsbury Center
9.4 out of 10, Exceptional, (1,002 reviews)
  • cleanliness
    Dive into an indoor pool oasis year-round at this charming Simsbury bed and breakfast.
The price is CA $268
CA $332 total
includes taxes & fees
Jul 14 - Jul 15
Simsbury 1820 House

Homewood Suites by Hilton Hartford-Farmington

Homewood Suites by Hilton Hartford-Farmington
3.0 star property
Farmington
8.4 out of 10, Very good, (1,021 reviews)
  • cleanliness
    Indoor pool oasis for fitness and family fun just 5 minutes from attractions.
The price is CA $185
CA $212 total
includes taxes & fees
Jul 19 - Jul 20
Homewood Suites by Hilton Hartford-Farmington

Troutbeck

Troutbeck
5.0 star property
Amenia
10.0 out of 10, Exceptional, (3 reviews)
The price is CA $786
CA $945 total
includes taxes & fees
Aug 3 - Aug 4
Troutbeck
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.

Choose what matters most at hotels with a pool in Winchester

Top Winchester Hotel Reviews

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.

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