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Our top choices for Winchester hotels with a pool

1. Hampton Inn Brattleboro
Hampton Inn BrattleboroBrattleboro
8.2 out of 10, Very good, (1,000 reviews)
cleanliness Immerse in rejuvenating waters at this mountain-adjacent hotel featuring a pristine indoor pool and relaxing hot tub sanctuary.
The price is €110
includes taxes & fees
15 Nov - 16 Nov

2. Holiday Inn Express Hotel & Suites Brattleboro by IHG
Holiday Inn Express Hotel & Suites Brattleboro by IHGBrattleboro
9.0 out of 10, Wonderful, (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 €136
includes taxes & fees
6 Dec - 7 Dec

3. Comfort Inn & Suites Brattleboro I-91
Comfort Inn & Suites Brattleboro I-91Brattleboro
8.6 out of 10, Excellent, (899 reviews)
cleanliness Relaxing indoor pool retreat with comfortable loungers sets the perfect stage for your Vermont ski getaway.
The price is €112
includes taxes & fees
22 Nov - 23 Nov

4. Keene Elm City Hotel, an Ascend Collection Hotel
Keene Elm City Hotel, an Ascend Collection HotelKeene
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 €129
includes taxes & fees
8 Nov - 9 Nov

5. Best Western Plus Keene Hotel
Best Western Plus Keene HotelKeene
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 €137
includes taxes & fees
8 Nov - 9 Nov

6. Black Mountain Inn
Black Mountain InnBrattleboro
7.6 out of 10, Good, (531 reviews)
cleanliness Refreshing poolside retreat in Black Mountain with seasonal swimming and scenic garden views.
The price is €100


















