Hotels with Pool & Resorts in Winchester from AU$162

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Check availability on Winchester Hotels with Pool

Our top choices for Winchester hotels with a pool

Indoor pool

Keene Elm City Hotel, an Ascend Collection Hotel

Keene Elm City Hotel, an Ascend Collection Hotel
2.5 star property
Keene
8.6 out of 10, Excellent, (1,000 reviews)
  • cleanliness
    Splash into comfort at this indoor pool oasis offering year-round aquatic escape in Keene.
The price is AU$162
includes taxes & fees
8 June - 9 June
Keene Elm City Hotel, an Ascend Collection Hotel
Indoor pool

Hampton Inn Brattleboro

Hampton Inn Brattleboro
2.5 star property
Brattleboro
8.2 out of 10, Very good, (989 reviews)
  • cleanliness
    Immerse in rejuvenating waters at this mountain-adjacent hotel featuring a pristine indoor pool and relaxing spa pool sanctuary.
The price is AU$193
includes taxes & fees
2 July - 3 July
Hampton Inn Brattleboro
Indoor pool, open 6:00 AM to 10:00 PM, pool loungers

Best Western Plus Keene Hotel

Best Western Plus Keene Hotel
3.0 star property
Keene
8.4 out of 10, Very good, (1,001 reviews)
  • cleanliness
    Splash into luxury at this hotel's sparkling indoor pool, complete with plush sun loungers and serene atmosphere.
The price is AU$184
includes taxes & fees
10 June - 11 June
Best Western Plus Keene Hotel
Indoor pool, pool loungers

Comfort Inn & Suites Brattleboro I-91

Comfort Inn & Suites Brattleboro I-91
2.5 star property
Brattleboro
8.6 out of 10, Excellent, (812 reviews)
  • cleanliness
    Relaxing indoor pool retreat with comfortable loungers sets the perfect stage for your Vermont ski getaway.
The price is AU$200
includes taxes & fees
2 July - 3 July
Comfort Inn & Suites Brattleboro I-91
Indoor pool

The Colonial Hotel

The Colonial Hotel
3.0 star property
Gardner
8.8 out of 10, Excellent, (1,003 reviews)
  • cleanliness
    Dive into a serene indoor pool retreat with spa pool and sauna, perfect for year-round relaxation near Wachusett Mountain.
The price is AU$233
includes taxes & fees
15 June - 16 June
The Colonial Hotel
Seasonal outdoor pool

Black Mountain Inn

Black Mountain Inn
2.0 star property
Brattleboro
7.4 out of 10, Good, (493 reviews)
  • cleanliness
    Refreshing poolside retreat in Black Mountain with seasonal swimming and scenic garden views.
The price is AU$198
includes taxes & fees
9 June - 10 June
Black Mountain Inn
Seasonal outdoor pool

The Inn At Quail Run

The Inn At Quail Run
2.5 star property
Wilmington
9.2 out of 10, Wonderful, (73 reviews)
  • cleanliness
    Dive into summer luxury at this guesthouse's seasonal pool, complete with sauna and nearby bay views for a refreshing retreat.
The price is AU$304
includes taxes & fees
8 June - 9 June
The Inn At Quail Run
Exterior

Inn on Putney Road

Inn on Putney Road
4.0 star property
Brattleboro
9.8 out of 10, Exceptional, (58 reviews)
  • cleanliness
    Tranquil outdoor pool retreat complements this historic bed & breakfast with garden views and mountain adventures.
The price is AU$443
includes taxes & fees
8 June - 9 June
Inn on Putney Road
Indoor pool

Holiday Inn Express Hotel & Suites Brattleboro by IHG

Holiday Inn Express Hotel & Suites Brattleboro by IHG
2.5 star property
Brattleboro
8.8 out of 10, Excellent, (1,002 reviews)
  • cleanliness
    Splash into family fun with a year-round indoor pool perfect for kids at this rural Vermont retreat.
The price is AU$264
includes taxes & fees
5 July - 6 July
Holiday Inn Express Hotel & Suites Brattleboro by IHG
Indoor pool

Hampton Inn & Suites Keene

Hampton Inn & Suites Keene
2.5 star property
Keene
8.8 out of 10, Excellent, (387 reviews)
  • cleanliness
    Splash into serenity at this inviting indoor pool hotel, where year-round swimming meets complete comfort and relaxation.
The price is AU$261
includes taxes & fees
28 June - 29 June
Hampton Inn & Suites Keene
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

Comfort Inn & Suites Brattleboro I-91

Comfort Inn & Suites Brattleboro I-91

10/10 Excellent
"Great location for a stay on the way to Maine. Comfortable everything!"
Linda 1-night trip
Posted 11 hours ago
Comfort Inn & Suites Brattleboro I-91

Frequently asked questions

What are some accommodation options with pools in Winchester?
The Colonial Hotel: Features a sauna, an indoor pool and free self parking. Latchis Hotel: Provides complimentary high-speed (wired) Internet access, an indoor pool and free self parking. Hampton Inn Brattleboro: Features buffet, an indoor pool and free self parking. Best Western Plus Keene Hotel: Features continental, a seasonal outdoor pool and free self parking. Gardner Inn: Offers buffet, an indoor pool and complimentary high-speed (wired) Internet access.
What is there to see and do in Winchester?
Spend some time experiencing the great outdoors at Rhododendron State Park and Cass Pond. During your stay, visit sights such as New England Sweetwater Farm & Distillery, Winchester Speedpark and Pisgah State Park. Take in the natural beauty of Winchester with the lakeside setting.
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 19°C, while the coldest months are January and February, with an average of -2°C. The snowiest months in Winchester are January, March, February and November, with each month seeing an average of 26 cm of snowfall.