Find Hotels with a Pool in Winchester, CT

Start date: Check-in selected.
To Date
End date: Check-out

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check availability on Winchester Hotels with a Pool

Top Winchester Hotels with a Pool

Pool
Home2 Suites by Hilton Bristol

Home2 Suites by Hilton Bristol

3.0 star property
Bristol
  • Hot tub
9.6 out of 10, Exceptional, (157)
Morning laps await at the accessible indoor pool, open from 6:00 AM to 10:00 PM daily. After workouts in the 24-hour fitness center, guests can soak in the hot tub or gather around the outdoor firepit, creating perfect vacation balance.
The price is NT$3,962
NT$4,556 total
includes taxes & fees
Nov 30 - Dec 1
Home2 Suites by Hilton Bristol
Indoor pool
Fairfield Inn & Suites by Marriott Plainville

Fairfield Inn & Suites by Marriott Plainville

2.5 star property
Plainville
  • Indoor pool
8.6 out of 10, Excellent, (905)
Aquatic enthusiasts dive into relaxation at the pristine indoor pool, available from 7 AM to 10 PM daily. Complementing this watery retreat is a comprehensive 24-hour fitness center, restaurant with excellent breakfast, and supremely comfortable accommodations.
The price is NT$2,711
NT$3,118 total
includes taxes & fees
Dec 7 - Dec 8
Fairfield Inn & Suites by Marriott Plainville
Outdoor pool
Avon Old Farms Hotel

Avon Old Farms Hotel

3.5 star property
Avon
  • Outdoor pool
8.4 out of 10, Very Good, (1002)
Seasonal outdoor swimming beckons after exploring nearby hiking trails or skiing adventures. Complementing the refreshing pool experience, this hotel delights with a highly-praised breakfast, comfortable rooms, and an on-site restaurant serving American cuisine.
The price is NT$3,706
NT$4,943 total
includes taxes & fees
Nov 21 - Nov 22
Avon Old Farms Hotel
Indoor pool
Homewood Suites by Hilton Hartford-Farmington

Homewood Suites by Hilton Hartford-Farmington

3.0 star property
Farmington
  • Indoor pool
8.4 out of 10, Very Good, (1001)
Aquatic relaxation awaits at the indoor pool, perfect for unwinding after exploring nearby hiking trails. Families appreciate the clean, spacious rooms with full kitchens, while the complimentary breakfast energizes guests for mountain biking or skiing adventures.
The price is NT$3,339
NT$3,840 total
includes taxes & fees
Nov 24 - Nov 25
Homewood Suites by Hilton Hartford-Farmington
Indoor pool
Hampton Inn & Suites Hartford/Farmington

Hampton Inn & Suites Hartford/Farmington

2.5 star property
Farmington
  • Indoor pool
  • Hot tub
8.8 out of 10, Excellent, (1003)
Aquatic enthusiasts marvel at the pristinely maintained indoor pool and rejuvenating hot tub, open from 8:00 AM until 10:00 PM. Recently remodeled spaces, complimentary breakfast, and hiking trails nearby create a refreshing escape for active travelers.
The price is NT$3,463
NT$3,983 total
includes taxes & fees
Dec 19 - Dec 20
Hampton Inn & Suites Hartford/Farmington
Seasonal outdoor pool, pool umbrellas, sun loungers
Residence Inn by Marriott Hartford Avon

Residence Inn by Marriott Hartford Avon

3.0 star property
Avon
  • Pool loungers
  • Hot tub
8.8 out of 10, Excellent, (407)
Pool perfection awaits at this recreational haven featuring a pristine seasonal outdoor pool with sun loungers. Active travelers relish the tennis court, 24-hour fitness center, and nearby skiing trails while the hot tub provides soothing relaxation after adventure-filled days.
The price is NT$3,415
NT$3,927 total
includes taxes & fees
Nov 30 - Dec 1
Residence Inn by Marriott Hartford Avon
Seasonal outdoor pool, open 10:00 AM to 7:00 PM, pool umbrellas
Cornwall Inn and Lodge

Cornwall Inn and Lodge

3.0 star property
Cornwall Bridge
  • Pool loungers
9.2 out of 10, Wonderful, (153)
Pool enthusiasts discover a tranquil outdoor swimming sanctuary from May through September, complete with sun loungers under shady umbrellas. Surrounded by garden views and within reach of Kent Falls State Park, this clean, comfortable inn delivers homemade breakfast daily.
The price is NT$6,590
NT$7,579 total
includes taxes & fees
Nov 19 - Nov 20
Cornwall Inn and Lodge
Seasonal outdoor pool
Interlaken Inn & Resort

Interlaken Inn & Resort

3.5 star property
Lakeville
  • Full-service spa
8.2 out of 10, Very Good, (270)
Seasonal swimming awaits from May through September at this recreational haven featuring three outdoor tennis courts and hiking trails. Massage treatments, bike rentals, and an arcade room complement the active outdoor lifestyle of this countryside retreat.
The price is NT$5,859
NT$6,737 total
includes taxes & fees
Nov 25 - Nov 26
Interlaken Inn & Resort
Front of property
Simsbury 1820 House

Simsbury 1820 House

4.0 star property
Simsbury Center
  • Indoor pool
9.2 out of 10, Wonderful, (1002)
Swimming enthusiasts discover year-round aquatic bliss in the indoor pool, complemented by a fitness center and free bicycle rentals. After invigorating exercise, guests retreat to beautifully decorated rooms featuring premium Italian linens and designer bath amenities.
The price is NT$4,952
NT$6,232 total
includes taxes & fees
Nov 30 - Dec 1
Simsbury 1820 House
Seasonal outdoor pool
Blackberry River Inn

Blackberry River Inn

3.0 star property
Norfolk
  • Pool
  • Breakfast included
  • Parking included
  • Free WiFi
  • Business services
  • Housekeeping
9.4 out of 10, Exceptional, (159)
Dive into summer bliss at the seasonal outdoor pool, open June through September, after enjoying the complimentary cooked-to-order breakfast. Surrounded by quiet countryside, this bed & breakfast offers fireplace warmth, picnic areas, and attentive service from helpful staff.
The price is NT$5,119
NT$5,887 total
includes taxes & fees
Nov 25 - Nov 26
Blackberry River 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.
View all properties

Top Winchester Hotel Reviews

DoubleTree by Hilton Hotel Bristol, Connecticut

DoubleTree by Hilton Hotel Bristol, Connecticut

10/10 Excellent
"Good good room. The only problem was where the toilet roll holder was. It was behind my back and on the left-hand side so if you could improve the toilet holder positioning, that would be awesome."
Karen 1-night trip
Posted 2 days ago
DoubleTree by Hilton Hotel Bristol, Connecticut

Explore a world of travel with Expedia

Frequently asked questions

What are some hotels with pools in Winchester?
Extended Stay America Suites Hartford Farmington: Features a sauna, a seasonal outdoor pool, and buffet. Sheraton Hartford Hotel at Bradley Airport: Offers daily, an indoor pool, and complimentary wired internet access. Avon Old Farms Hotel: Provides a snack bar/deli, an indoor pool, and free valet parking. The Farmington Inn & Suites: Features a snack bar/deli, an indoor pool, and buffet. Delamar West Hartford: Offers 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.