Search Hotels with Pool in Winchester

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Check availability on Winchester Hotels with Pool

Our top choices for Winchester hotels with a pool

The Inn At Quail Run

The Inn At Quail Run
2.5 star property
Wilmington
9.0 out of 10, Wonderful, (72 reviews)
  • cleanliness
    Dive into summer luxury at this guesthouse's seasonal pool, complete with sauna and nearby bay views for a refreshing retreat.
"The pool, air hockey table, pool table, a bar, and outdoor cooking area, it really has something for everyone."
United States
Jill
The price is Rp3.418.155
Rp3.759.971 total
includes taxes & fees
14 May - 15 May
The Inn At Quail Run

Hampton Inn Brattleboro

Hampton Inn Brattleboro
2.5 star property
Brattleboro
8.2 out of 10, Very good, (973 reviews)
  • cleanliness
    Immerse in rejuvenating waters at this mountain-adjacent hotel featuring a pristine indoor pool and relaxing hot tub sanctuary.
"Amenities were nice and clean including the pool and fitness area."
United States
Anonymous traveller
The price is Rp2.220.048
Rp2.442.140 total
includes taxes & fees
7 Jun - 8 Jun
Hampton Inn Brattleboro

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.
"Clean room, polite staff,kids enjoyed the indoor heated pool they also have a small gym and breakfast in the morning could not beat the price definitely a great place for the family dogs are also welcome!!"
United States
Sean
The price is Rp2.454.060
Rp2.662.655 total
includes taxes & fees
26 May - 27 May
Keene Elm City Hotel, an Ascend Collection Hotel

The Colonial Hotel

The Colonial Hotel
3.0 star property
Gardner
8.8 out of 10, Excellent, (1,016 reviews)
  • cleanliness
    Dive into a serene indoor pool retreat with hot tub and sauna, perfect for year-round relaxation near Wachusett Mountain.
"The pool and fitness area were clean and well kept."
United States
Grace
The price is Rp2.523.300
Rp2.818.663 total
includes taxes & fees
17 May - 18 May
The Colonial Hotel

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.
"Great stay pool was very nice"
United States
Patrick
The price is Rp2.699.466
Rp2.928.921 total
includes taxes & fees
14 May - 15 May
Best Western Plus Keene Hotel

Comfort Inn & Suites Brattleboro I-91

Comfort Inn & Suites Brattleboro I-91
2.5 star property
Brattleboro
8.6 out of 10, Excellent, (803 reviews)
  • cleanliness
    Relaxing indoor pool retreat with comfortable loungers sets the perfect stage for your Vermont ski getaway.
"pool was nice"
United States
Joshua
The price is Rp2.497.883
Rp2.747.846 total
includes taxes & fees
1 Jun - 2 Jun
Comfort Inn & Suites Brattleboro I-91

Black Mountain Inn

Black Mountain Inn
2.0 star property
Brattleboro
7.4 out of 10, Good, (491 reviews)
  • cleanliness
    Refreshing poolside retreat in Black Mountain with seasonal swimming and scenic garden views.
"The inn had excellent and friendly employees, the rooms were clean, and the pool area was well maintained."
United States
Natalie
The price is Rp2.314.495
Rp2.545.944 total
includes taxes & fees
20 May - 21 May
Black Mountain Inn

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 Inn was so warm and comforting that it felt like home. It's beautifully decorated and you have access to the common areas where you can enjoy a game of pool, play piano, play a board game or find a nice book to read. The grounds are beautiful with flowers and plenty of seating. The owner Paul was very welcoming and included local snacks and sodas as well as waters in the room which I thought was a nice touch. The breakfast each morning was out of this world! Will definitely stay here again...
United States
Michelle
The price is Rp4.946.447
Rp5.441.004 total
includes taxes & fees
21 May - 22 May
Inn on Putney Road

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 children had a great time in the pool"
United States
Michele
The price is Rp3.117.106
Rp3.428.817 total
includes taxes & fees
7 Jun - 8 Jun
Holiday Inn Express Hotel & Suites Brattleboro by IHG
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 accommodation options with pools in Winchester?
The Colonial Hotel: Features a sauna, an indoor pool and free self parking. Colonial Motel And Spa: Offers a full-service spa, 2 indoor swimming pools and a sauna. Hampton Inn Brattleboro: Provides complimentary high-speed (wired) Internet access, an indoor pool and free self parking. Vikings Villages Resort: Features buffet, an indoor pool and free self parking. Latchis Hotel: Offers buffet, an indoor pool and complimentary high-speed (wired) Internet access.
What is there to see and do in Winchester?
Make a point to visit attractions such as Barden State Wildlife Management Area and Rhododendron State Park. 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.