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Find Hotels with a Pool in Winchester, CT from CA $207

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Check availability on Winchester Hotels with a Pool

Tonight
Sep 9 - Sep 10
Tomorrow
Sep 10 - Sep 11
This weekend
Sep 11 - Sep 13
Next weekend
Sep 18 - Sep 20

Our top choices for Winchester hotels with a pool

1. Blackberry River Inn

Blackberry River Inn
Norfolk
  • Seasonal outdoor pool beckons at historic bed & breakfast with lobby fireplace and garden grounds.
CA $203
CA $233 total
includes taxes & fees
Sep 10 - Sep 11
Blackberry River Inn

2. Residence Inn by Marriott Hartford Avon

Residence Inn by Marriott Hartford Avon
Avon
  • Splash into mountain adventures with a rejuvenating seasonal outdoor pool and hot tub retreat just steps from scenic trails.
CA $198
CA $228 total
includes taxes & fees
Sep 27 - Sep 28
Residence Inn by Marriott Hartford Avon

3. Home2 Suites by Hilton Bristol

Home2 Suites by Hilton Bristol
Bristol
  • Serene hotel with an indoor pool escape just steps away from relaxing in a soothing hot tub.
CA $180
CA $207 total
includes taxes & fees
Sep 20 - Sep 21
Home2 Suites by Hilton Bristol

4. Simsbury 1820 House

Simsbury 1820 House
Simsbury Center
  • Dive into an indoor pool oasis year-round at this charming Simsbury bed and breakfast.
CA $248
CA $309 total
includes taxes & fees
Sep 27 - Sep 28
Simsbury 1820 House

5. Avon Old Farms Hotel

Avon Old Farms Hotel
Avon
  • Dive into pure refreshment at this seasonal outdoor pool oasis with sauna and fitness centre.
CA $243
CA $309 total
includes taxes & fees
Sep 10 - Sep 11
Avon Old Farms Hotel

6. The Litchfield Inn

The Litchfield Inn
Litchfield
CA $390
CA $448 total
includes taxes & fees
Sep 30 - Oct 1
The Litchfield Inn

7. Simsbury Inn

Simsbury Inn
Simsbury Center
  • Serene indoor pool escape with loungers and après-ski amenities in Simsbury Centre.
CA $329
CA $409 total
includes taxes & fees
Sep 16 - Sep 17
Simsbury Inn

8. Interlaken Inn & Resort

Interlaken Inn & Resort
Lakeville
  • Immerse in the sun-drenched seasonal outdoor pool surrounded by lush resort grounds and full-service spa amenities.
CA $264
CA $303 total
includes taxes & fees
Sep 22 - Sep 23
Interlaken Inn & Resort

9. Cornwall Inn and Lodge

Cornwall Inn and Lodge
Cornwall Bridge
  • Serene seasonal outdoor pool retreat nestled near Mohawk Mountain, where pool loungers and umbrellas invite summer relaxation.
CA $292
CA $335 total
includes taxes & fees
Sep 10 - Sep 11
Cornwall Inn and Lodge

10. DoubleTree by Hilton Hotel Bristol, Connecticut

DoubleTree by Hilton Hotel Bristol, Connecticut
Bristol
  • Serene indoor saltwater pool retreat creates an oasis of relaxation with a nearby hot tub in this upscale Connecticut hotel.
CA $209
CA $240 total
includes taxes & fees
Sep 20 - Sep 21
DoubleTree by Hilton Hotel Bristol, Connecticut
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Choose what matters most at hotels with a pool in Winchester

Breakfast included
4 stars
5 stars
Hot tub
Spa

Top Winchester Hotel Reviews

Hampton Inn & Suites Hartford/Farmington

Hampton Inn & Suites Hartford/Farmington

10/10 Excellent
"Great personable staff. So surprised how early and how late the pool and hottie was open. Nice clean continental breakfast area. Spacious rooms and comfortable bed"
Diana 2-night trip
Posted 2 hours ago
Hampton Inn & Suites Hartford/Farmington
Sheraton Hartford Hotel at Bradley Airport

Sheraton Hartford Hotel at Bradley Airport

10/10 Excellent
"Nice hotel and convenient for an early morning flight"
Paul 1-night trip
Posted 1 day ago
Sheraton Hartford Hotel at Bradley Airport
Avon Old Farms Hotel

Avon Old Farms Hotel

10/10 Excellent
"Clean, quiet, great restaurant and pub. Food was over the top delicious!"
Kathryn 1-night trip
Posted 6 days ago
Avon Old Farms Hotel
Mayflower Inn & Spa, Auberge Collection

Mayflower Inn & Spa, Auberge Collection

10/10 Excellent
"Very nice and charming place to stay. We had a wonderful experience and our kids felt very welcomed and happy."
Angela 1-night trip
Posted 8 days ago
Mayflower Inn & Spa, Auberge Collection

Frequently asked questions

What are some hotels with pools in Winchester?
Waterfront House & Guest House Available in Winchester, CT!: Offers a snack bar/deli, an indoor pool, and buffet. The Farmington Inn & Suites: Provides a seasonal outdoor pool, an indoor pool, and a full-service spa. Extended Stay America Suites Hartford Farmington: Features a snack bar/deli, a pool, and daily. Homewood Suites by Hilton Hartford-Farmington: Offers a sauna, a seasonal outdoor pool, and buffet. Sheraton Hartford Hotel at Bradley Airport: Features a snack bar/deli, an indoor pool, and free valet parking.
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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