Top Hotels with Swimming Pools in Winchester | Expedia.com.sg

Winchester, New Hampshire in winter

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Check availability on Winchester Hotels with Swimming Pools

Tonight

27 May - 28 May

Tomorrow

28 May - 29 May

This weekend

29 May - 31 May

Next weekend

Our top choices for Winchester hotels with a pool

Indoor pool

Hampton Inn Brattleboro

Brattleboro

Immerse in rejuvenating waters at this mountain-adjacent hotel featuring a pristine indoor pool and relaxing hot tub sanctuary.

includes taxes & fees

14 Jun - 15 Jun

Indoor pool

Keene Elm City Hotel, an Ascend Collection Hotel

Keene

Splash into comfort at this indoor pool oasis offering year-round aquatic escape in Keene.

includes taxes & fees

9 Jun - 10 Jun

Indoor pool, pool loungers

Comfort Inn & Suites Brattleboro I-91

Brattleboro

Relaxing indoor pool retreat with comfortable loungers sets the perfect stage for your Vermont ski getaway.

includes taxes & fees

7 Jun - 8 Jun

Indoor pool

The Colonial Hotel

Gardner

Dive into a serene indoor pool retreat with hot tub and sauna, perfect for year-round relaxation near Wachusett Mountain.

includes taxes & fees

1 Jun - 2 Jun

Seasonal outdoor pool

The Inn At Quail Run

Wilmington

Dive into summer luxury at this guesthouse's seasonal pool, complete with sauna and nearby bay views for a refreshing retreat.

includes taxes & fees

29 May - 30 May

Indoor pool, open 6:00 AM to 10:00 PM, pool loungers

Best Western Plus Keene Hotel

Keene

Splash into luxury at this hotel's sparkling indoor pool, complete with plush sun loungers and serene atmosphere.

includes taxes & fees

11 Jun - 12 Jun

Indoor pool

Hampton Inn & Suites Keene

Keene

Splash into serenity at this inviting indoor pool hotel, where year-round swimming meets complete comfort and relaxation.

includes taxes & fees

11 Jun - 12 Jun

Exterior

Black Mountain Inn

Brattleboro

Refreshing poolside retreat in Black Mountain with seasonal swimming and scenic garden views.

includes taxes & fees

24 Jun - 25 Jun

View all properties

Choose what matters most at hotels with a pool in Winchester

Breakfast included

4 stars

Top Winchester Hotel Reviews

The Colonial Hotel

The Colonial Hotel

8/10 Good

"Very helpful staff."

Hampton Inn Brattleboro

Hampton Inn Brattleboro

8/10 Good

"This is the best option in the area and we are big fans of the Hilton family of hotels (we stay there exclusively when this is an option). Everything was as expected for a Hampton Inn, including the workout room, layout of the room, and amenities. Five stars for pillows, hot water, and lack of noise. It was really hard getting an early check in, much harder than one would expect given the occupancy. We did end up getting it in plenty of time, which we appreciated. (It seemed like there were challenges with staffing.) We enjoyed our stay and would stay there again."

Best Western Plus Keene Hotel

Best Western Plus Keene Hotel

2/10 Terrible

"This place is a dump Pretty much a motel Looks and smells dirty The curtains in bathroom are filthy The tub is disgusting and black No pride in the upkeep of this property Dirty walls and carpets Exposed outlets Didn’t even clean our room I only stayed here because Hampton inn was sold out NEVERRR AGAIN I even left a day early because I refused to raid a shower there"

Hampton Inn & Suites Greenfield

Hampton Inn & Suites Greenfield

8/10 Good

"The breakfast buffet was very good with great variety. I also liked pots of hot coffee in the lobby available all day. The only thing I didn’t like was the lack of soundproofing between rooms. Perhaps it was because my room could be an adjoining room, but we could hear everything next door. Our neighbor called to complain about our tv volume, so I guess they could hear everything also."

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. Hampton Inn Brattleboro: Offers complimentary high-speed (wired) Internet access, an indoor pool and free self parking. Latchis Hotel: Features a full-service spa, 2 indoor swimming pools and a sauna. Colonial Motel And Spa: Offers buffet, an indoor pool and free self parking. Best Western Plus Keene Hotel: 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 Winchester Speedpark, Pisgah State Park and New England Sweetwater Farm & Distillery. 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.

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