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Find Hotels with a Pool in Winchester, CT from CA $172

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Check availability on Winchester Hotels with a Pool

Our top choices for Winchester hotels with a pool

1. Blackberry River Inn

Blackberry River Inn
3.0 star property
Norfolk
9.4 out of 10, Exceptional, (256 reviews)
  • cleanliness
    Seasonal outdoor pool beckons at historic bed & breakfast with lobby fireplace and garden grounds.
The price is CA $260
CA $299 total
includes taxes & fees
Nov 22 - Nov 23
Blackberry River Inn

2. Home2 Suites by Hilton Bristol

Home2 Suites by Hilton Bristol
3.0 star property
Bristol
9.6 out of 10, Exceptional, (285 reviews)
  • cleanliness
    Serene hotel with an indoor pool escape just steps away from relaxing in a soothing hot tub.
The price is CA $186
CA $214 total
includes taxes & fees
Nov 22 - Nov 23
Home2 Suites by Hilton Bristol

3. Fairfield Inn & Suites by Marriott Plainville

Fairfield Inn & Suites by Marriott Plainville
3.0 star property
Plainville
8.4 out of 10, Very good, (1,002 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 $172 total
includes taxes & fees
Nov 19 - Nov 20
Fairfield Inn & Suites by Marriott Plainville

4. Residence Inn by Marriott Hartford Avon

Residence Inn by Marriott Hartford Avon
3.0 star property
Avon
8.8 out of 10, Excellent, (468 reviews)
  • cleanliness
    Splash into mountain adventures with a rejuvenating seasonal outdoor pool and hot tub retreat just steps from scenic trails.
The price is CA $182
CA $209 total
includes taxes & fees
Nov 22 - Nov 23
Residence Inn by Marriott Hartford Avon

5. Hampton Inn & Suites Hartford/Farmington

Hampton Inn & Suites Hartford/Farmington
2.5 star property
Farmington
9.0 out of 10, Wonderful, (1,002 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 $187
CA $215 total
includes taxes & fees
Dec 3 - Dec 4
Hampton Inn & Suites Hartford/Farmington

6. Simsbury 1820 House

Simsbury 1820 House
4.0 star property
Simsbury Center
9.4 out of 10, Exceptional, (1,003 reviews)
  • cleanliness
    Dive into an indoor pool oasis year-round at this charming Simsbury bed and breakfast.
The price is CA $197
CA $251 total
includes taxes & fees
Nov 22 - Nov 23
Simsbury 1820 House

7. 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 price is CA $179
CA $236 total
includes taxes & fees
Nov 16 - Nov 17
Avon Old Farms Hotel

8. DoubleTree by Hilton Hotel Bristol, Connecticut

DoubleTree by Hilton Hotel Bristol, Connecticut
4.0 star property
Bristol
9.0 out of 10, Wonderful, (1,004 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 CA $198
CA $227 total
includes taxes & fees
Nov 22 - Nov 23
DoubleTree by Hilton Hotel Bristol, Connecticut

9. Collinsville River Escape / Fall Foliage, Deck & Yard

Collinsville River Escape / Fall Foliage, Deck & Yard
Collinsville
9.6 out of 10, Exceptional, (4 reviews)
The price is CA $154
CA $183 total
includes taxes & fees
Nov 16 - Nov 17
Collinsville River Escape / Fall Foliage, Deck & Yard

10. The Litchfield Inn

The Litchfield Inn
4.0 star property
Litchfield
9.2 out of 10, Wonderful, (1,001 reviews)
The price is CA $395
CA $455 total
includes taxes & fees
Nov 18 - Nov 19
The Litchfield Inn
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?
Enjoy a restful stay with fast internet, smart TV and the company of your pet.: Offers a snack bar/deli, an indoor pool, and buffet. Waterfront House & Guest House Available in Winchester, CT!: Features a seasonal outdoor pool, an indoor pool, and a full-service spa. The Farmington Inn & Suites: Offers a sauna, a seasonal outdoor pool, and buffet. Delamar West Hartford: Offers a snack bar/deli, an indoor pool, and free valet parking. Extended Stay America Suites Hartford Farmington: Provides 2 bars, an indoor 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, Burr Pond State Park, 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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