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Check availability on Winchester Hotels with Pool

Next weekend
7 Aug - 9 Aug
In two weeks
14 Aug - 16 Aug

Our top choices for Winchester hotels with a pool

M3 Romantic Suite | Living area | 43-inch LCD TV with digital channels, streaming services

1. Blackberry River Inn

Blackberry River Inn
3.0 star property
Norfolk
9.4 out of 10, Exceptional, (200 reviews)
  • cleanliness
    Seasonal outdoor pool beckons at historic bed & breakfast with lobby fireplace and garden grounds.
The price is ฿6,353
฿7,306 total
includes taxes & fees
3 Aug - 4 Aug
Blackberry River Inn
Seasonal outdoor pool

2. The Litchfield Inn

The Litchfield Inn
4.0 star property
Litchfield
9.2 out of 10, Wonderful, (1,002 reviews)
The price is ฿10,149
฿11,671 total
includes taxes & fees
16 Aug - 17 Aug
The Litchfield Inn
Seasonal outdoor pool, pool umbrellas, pool loungers

3. Residence Inn by Marriott Hartford Avon

Residence Inn by Marriott Hartford Avon
3.0 star property
Avon
8.8 out of 10, Excellent, (453 reviews)
  • cleanliness
    Splash into mountain adventures with a rejuvenating seasonal outdoor pool and hot tub retreat just steps from scenic trails.
The price is ฿4,785
฿5,502 total
includes taxes & fees
16 Aug - 17 Aug
Residence Inn by Marriott Hartford Avon
Indoor pool, pool loungers

4. Simsbury Inn

Simsbury Inn
3.5 star property
Simsbury Center
9.2 out of 10, Wonderful, (305 reviews)
  • cleanliness
    Serene indoor pool escape with loungers and après-ski amenities in Simsbury Centre.
The price is ฿9,663
฿11,843 total
includes taxes & fees
3 Aug - 4 Aug
Simsbury Inn
Indoor pool

5. Hampton Inn & Suites Hartford/Farmington

Hampton Inn & Suites Hartford/Farmington
2.5 star property
Farmington
9.0 out of 10, Wonderful, (1,001 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 ฿4,764
฿5,478 total
includes taxes & fees
1 Sept - 2 Sept
Hampton Inn & Suites Hartford/Farmington
Outdoor pool

6. Avon Old Farms Hotel

Avon Old Farms Hotel
3.5 star property
Avon
8.4 out of 10, Very good, (1,003 reviews)
  • cleanliness
    Dive into pure refreshment at this seasonal outdoor pool oasis with sauna and fitness centre.
The price is ฿6,442
฿8,139 total
includes taxes & fees
5 Aug - 6 Aug
Avon Old Farms Hotel
Indoor pool

7. Homewood Suites by Hilton Hartford-Farmington

Homewood Suites by Hilton Hartford-Farmington
3.0 star property
Farmington
8.4 out of 10, Very good, (1,004 reviews)
  • cleanliness
    Indoor pool oasis for fitness and family fun just 5 minutes from attractions.
The price is ฿5,148
฿5,920 total
includes taxes & fees
2 Sept - 3 Sept
Homewood Suites by Hilton Hartford-Farmington
Exterior

8. 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 ฿6,319
฿7,844 total
includes taxes & fees
3 Aug - 4 Aug
Simsbury 1820 House
Indoor pool

9. 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 ฿3,812
฿4,383 total
includes taxes & fees
9 Aug - 10 Aug
Fairfield Inn & Suites by Marriott Plainville
Indoor pool

10. 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 ฿5,456
฿6,275 total
includes taxes & fees
16 Aug - 17 Aug
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

Avon Old Farms Hotel

Avon Old Farms Hotel

10/10 Excellent
"Everything was great! Staff was helpful."
frankie 3-night trip
Posted 10 hours ago
Avon Old Farms Hotel

Frequently asked questions

What are some hotels with pools in Winchester?
The Farmington Inn & Suites: Offers a sauna, a seasonal outdoor pool and buffet. Sheraton Hartford Hotel at Bradley Airport: Features a snack bar/deli, an indoor pool and buffet. Avon Old Farms Hotel: Provides daily, an indoor pool and complimentary high-speed (wired) Internet access. Homewood Suites by Hilton Hartford-Farmington: Features a seasonal outdoor pool, an indoor pool and a full-service spa. 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 such as Highland Lake and Laurel Lanes. During your stay, visit sights such as Platt Hill State Park, Burr Pond State Park and The Marina at Highland Lake.
When is the best time to book a hotel with a pool in Winchester?
Taking the local weather in Winchester into account can help you maximise your time at the pool during your trip. The hottest months are usually July and August, with an average temperature of 20°C, while the coldest months are January and February, with an average of -1°C. The snowiest months in Winchester are January, February, March and April, with each month seeing an average of 15 cm of snowfall.