Hotels with Pool & Resorts in Winchester from AU$167

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Check availability on Winchester Hotels with Pool

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, (221 reviews)
  • cleanliness
    Serene hotel with an indoor pool escape just steps away from relaxing in a soothing spa pool.
"Great place for a quick family getaway!!"
United States
Rosemary
The price is AU$233
includes taxes & fees
1 June - 2 June
Home2 Suites by Hilton Bristol

Blackberry River Inn

Blackberry River Inn
3.0 star property
Norfolk
9.4 out of 10, Exceptional, (177 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 AU$230
includes taxes & fees
14 May - 15 May
Blackberry River Inn

Hampton Inn & Suites Hartford/Farmington

Hampton Inn & Suites Hartford/Farmington
2.5 star property
Farmington
8.8 out of 10, Excellent, (1,009 reviews)
  • cleanliness
    Swim and unwind at this stylish retreat where guests adore the indoor pool and spa pool for year-round aquatic relaxation.
"Pool and hot tub were clean and available."
Canada
cameron randall
The price is AU$222
includes taxes & fees
26 May - 27 May
Hampton Inn & Suites Hartford/Farmington

Avon Old Farms Hotel

Avon Old Farms Hotel
3.5 star property
Avon
8.4 out of 10, Very good, (1,004 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 AU$251
includes taxes & fees
11 May - 12 May
Avon Old Farms Hotel

Fairfield Inn & Suites by Marriott Plainville

Fairfield Inn & Suites by Marriott Plainville
3.0 star property
Plainville
8.4 out of 10, Very good, (974 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 AU$167
includes taxes & fees
27 May - 28 May
Fairfield Inn & Suites by Marriott Plainville

Cornwall Inn and Lodge

Cornwall Inn and Lodge
3.0 star property
Cornwall Bridge
9.2 out of 10, Wonderful, (160 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 AU$336
includes taxes & fees
11 May - 12 May
Cornwall Inn and Lodge

Homewood Suites by Hilton Hartford-Farmington

Homewood Suites by Hilton Hartford-Farmington
3.0 star property
Farmington
8.4 out of 10, Very good, (1,007 reviews)
  • cleanliness
    Indoor pool oasis for fitness and family fun just 5 minutes from attractions.
"Pool was nice."
United States
Debbie
The price is AU$220
includes taxes & fees
26 May - 27 May
Homewood Suites by Hilton Hartford-Farmington

Interlaken Inn & Resort

Interlaken Inn & Resort
3.5 star property
Lakeville
8.2 out of 10, Very good, (296 reviews)
  • cleanliness
    Immerse in the sun-drenched seasonal outdoor pool surrounded by lush resort grounds and full-service spa amenities.
"Th location was great for my visit for graduation at Salisbury school, which is about 6 miles away. I really enjoyed everything - the rooms I was in was in one of the older buildings and was a bit dated, but they seem to be well maintained (had A/C which was great!) and were clean. I like having coffee and a light breakfast available. Met my needs and the grounds are lovely- nice pool, tennis courts. "
United States
Christine
The price is AU$370
includes taxes & fees
24 May - 25 May
Interlaken Inn & Resort

Peaceful Modern B&B with Comfort & Charm

Peaceful Modern B&B with Comfort & Charm
Harwinton
8.0 out of 10, Very good, (1 review)
The price is AU$227
includes taxes & fees
11 May - 12 May
Peaceful Modern B&B with Comfort & Charm

The Litchfield Inn

The Litchfield Inn
4.0 star property
Litchfield
9.0 out of 10, Wonderful, (991 reviews)
"Wonderful Stay. The Garden Suite was Stunning. The Fireplace gave a warm glow and the soaking tub with bath salts was Divine after a long day. I enjoyed reading and relaxing in the Wicker Nest Chair in my complimentary bath robe…EVERYTHING was Perfect and the Staff were AMAZING!!! Thank you. "
United States
Scarlett
The price is AU$431
includes taxes & fees
25 May - 26 May
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?
Best Outdoors near the Berkshires: Provides daily, an indoor pool and complimentary high-speed (wired) Internet access. Sheraton Hartford Hotel at Bradley Airport: Features 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, a pool and daily. The Farmington Inn & Suites: Offers 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 such as Highland Lake and Laurel Lanes. During your stay, visit 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 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.