Find Hotels with a Pool in Winchester, CT from CA $181

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Our top choices for Winchester hotels with a pool

Home2 Suites by Hilton Bristol

Home2 Suites by Hilton Bristol
3.0 star property
Bristol
9.6 out of 10, Exceptional, (222 reviews)
  • cleanliness
    Serene hotel with an indoor pool escape just steps away from relaxing in a soothing hot tub.
"very clean rooms, awesome pool and hot tub (ask front desk for pool key) breakfast was ok but good for the price thanks for a nice stay"
United States
Danielle
The price is CA $192
CA $221 total
includes taxes & fees
May 25 - May 26
Home2 Suites by Hilton Bristol

Blackberry River Inn

Blackberry River Inn
3.0 star property
Norfolk
9.4 out of 10, Exceptional, (181 reviews)
  • cleanliness
    Seasonal outdoor pool beckons at historic bed & breakfast with lobby fireplace and garden grounds.
"Pool was perfect."
United States
Diane
The price is CA $196
CA $225 total
includes taxes & fees
May 25 - May 26
Blackberry River Inn

Avon Old Farms Hotel

Avon Old Farms Hotel
3.5 star property
Avon
8.4 out of 10, Very good, (1,002 reviews)
  • cleanliness
    Dive into pure refreshment at this seasonal outdoor pool oasis with sauna and fitness centre.
"The pool was lovely"
United States
Cynthia
The price is CA $191
CA $250 total
includes taxes & fees
May 26 - May 27
Avon Old Farms Hotel

Hampton Inn & Suites Hartford/Farmington

Hampton Inn & Suites Hartford/Farmington
2.5 star property
Farmington
9.0 out of 10, Wonderful, (1,003 reviews)
  • cleanliness
    Swim and unwind at this stylish retreat where guests adore the indoor pool and hot tub for year-round aquatic relaxation.
"Pool and hot tub were clean and available."
Canada
cameron randall
The price is CA $214
CA $246 total
includes taxes & fees
Jun 4 - Jun 5
Hampton Inn & Suites Hartford/Farmington

Simsbury 1820 House

Simsbury 1820 House
4.0 star property
Simsbury Center
9.2 out of 10, Wonderful, (1,001 reviews)
  • cleanliness
    Dive into an indoor pool oasis year-round at this charming Simsbury bed and breakfast.
"At first I thought “ what did I get myself into” because the hotel is old . But then quickly realized that it’s old but high quality hotel . Awesome staff members such as Sarah , Glen and maintenance guy Joseph . The property and its surroundings are AMAZING ! And a pleasure to explore the wilderness / suburbs settings along with the creativity of the town of Simsbury . Plenty of restaurants and stores nearby immediately. They have a park/ frog pond in back of 1820 Hotel along with walking...
United States
Mark
The price is CA $191
CA $244 total
includes taxes & fees
May 26 - May 27
Simsbury 1820 House

Cornwall Inn and Lodge

Cornwall Inn and Lodge
3.0 star property
Cornwall Bridge
9.2 out of 10, Wonderful, (161 reviews)
  • cleanliness
    Serene seasonal outdoor pool retreat nestled near Mohawk Mountain, where pool loungers and umbrellas invite summer relaxation.
"Enjoyed relaxing g at the pool and in my room."
United States
Susan
The price is CA $292
CA $335 total
includes taxes & fees
May 25 - May 26
Cornwall Inn and Lodge

Fairfield Inn & Suites by Marriott Plainville

Fairfield Inn & Suites by Marriott Plainville
3.0 star property
Plainville
8.4 out of 10, Very good, (976 reviews)
  • cleanliness
    Swim year-round at this hotel's indoor pool, with 24-hour fitness centre just steps away.
"I really appreciate having access to both the pool and the gym"
United States
Filippia
The price is CA $157
CA $181 total
includes taxes & fees
Jun 4 - Jun 5
Fairfield Inn & Suites by Marriott Plainville

Interlaken Inn & Resort

Interlaken Inn & Resort
3.5 star property
Lakeville
8.2 out of 10, Very good, (298 reviews)
  • cleanliness
    Immerse in the sun-drenched seasonal outdoor pool surrounded by lush resort grounds and full-service spa amenities.
"This is a lovely setting and the grounds and pool are well-maintained. We stayed in a dog-friendly room and it was very convenient. The staff here are really great - very friendly and accommodating. The location puts you near the Berkshires."
United States
Judith
The price is CA $322
CA $370 total
includes taxes & fees
May 26 - May 27
Interlaken Inn & Resort

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.
"Pool was nice."
United States
Debbie
The price is CA $197
CA $227 total
includes taxes & fees
May 25 - May 26
Homewood Suites by Hilton Hartford-Farmington

DoubleTree by Hilton Hotel Bristol, Connecticut

DoubleTree by Hilton Hotel Bristol, Connecticut
4.0 star property
Bristol
9.0 out of 10, Wonderful, (1,000 reviews)
  • cleanliness
    Serene indoor saltwater pool retreat creates an oasis of relaxation with a nearby hot tub in this upscale Connecticut hotel.
"Pool and fitness center were great."
United States
Michelle
The price is CA $222
CA $255 total
includes taxes & fees
Jun 7 - Jun 8
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.

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: Features daily, an indoor pool, and complimentary wired internet access. Sheraton Hartford Hotel at Bradley Airport: Offers a sauna, a seasonal outdoor pool, and buffet. Hampton Inn & Suites Hartford/Farmington: Offers a snack bar/deli, an indoor pool, and buffet. Avon Old Farms Hotel: Provides a snack bar/deli, an indoor pool, and free valet parking. Delamar West Hartford: Offers 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 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 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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