Hotels with Pool & Resorts in Winchester from NZ$182

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Check availability on Winchester Hotels with Pool

Tonight
26 Feb - 27 Feb
Tomorrow
27 Feb - 28 Feb
This weekend
27 Feb - 1 Mar
Next weekend
6 Mar - 8 Mar

Our top choices for Winchester hotels with a pool

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 NZ$216
includes taxes & fees
27 Feb - 28 Feb
Best Western Plus Keene Hotel
Fitness facility

Keene Elm City Hotel, an Ascend Collection Hotel

Keene Elm City Hotel, an Ascend Collection Hotel
2.5 star property
Keene
8.4 out of 10, Very good, (986 reviews)
  • cleanliness
    Splash into comfort at this indoor pool oasis offering year-round aquatic escape in Keene.
The price is NZ$197
includes taxes & fees
5 Mar - 6 Mar
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, (948 reviews)
  • cleanliness
    Immerse in rejuvenating waters at this mountain-adjacent hotel featuring a pristine indoor pool and relaxing spa pool sanctuary.
The price is NZ$209
includes taxes & fees
5 Mar - 6 Mar
Hampton Inn Brattleboro
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, (769 reviews)
  • cleanliness
    Relaxing indoor pool retreat with comfortable loungers sets the perfect stage for your Vermont ski getaway.
The price is NZ$213
includes taxes & fees
28 Mar - 29 Mar
Comfort Inn & Suites Brattleboro I-91
Exterior

Black Mountain Inn

Black Mountain Inn
2.0 star property
Brattleboro
7.4 out of 10, Good, (484 reviews)
  • cleanliness
    Refreshing poolside retreat in Black Mountain with seasonal swimming and scenic garden views.
The price is NZ$182
includes taxes & fees
5 Mar - 6 Mar
Black Mountain Inn
Indoor pool

The Colonial Hotel

The Colonial Hotel
3.0 star property
Gardner
8.8 out of 10, Excellent, (1,000 reviews)
  • cleanliness
    Dive into a serene indoor pool retreat with spa pool and sauna, perfect for year-round relaxation near Wachusett Mountain.
The Colonial Hotel
Seasonal outdoor 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 price is NZ$413
includes taxes & fees
16 Mar - 17 Mar
The Inn At Quail Run
WiFi, bed sheets

Spacious lakeside 4-bedroom house in beautiful Ashburnham

Spacious lakeside 4-bedroom house in beautiful Ashburnham
Ashburnham
The price is NZ$588
includes taxes & fees
2 Mar - 3 Mar
Spacious lakeside 4-bedroom house in beautiful Ashburnham
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 NZ$264
includes taxes & fees
1 Mar - 2 Mar
Holiday Inn Express Hotel & Suites Brattleboro by IHG
Outdoor spa tub

Modern Downtown 12ppl Hot Tub Fire Pit Games

Modern Downtown 12ppl Hot Tub Fire Pit Games
Keene
9.6 out of 10, Exceptional, (22 reviews)
The price is NZ$481
includes taxes & fees
2 Mar - 3 Mar
Modern Downtown 12ppl Hot Tub Fire Pit Games
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

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Top Winchester Hotel Reviews

Holiday Inn Express Hotel & Suites Brattleboro by IHG

Holiday Inn Express Hotel & Suites Brattleboro by IHG

10/10 Excellent
"Hotel was very clean, breakfast was great and staff were very helpful and courteous."
Michael 2-night trip
Posted 1 day ago
Holiday Inn Express Hotel & Suites Brattleboro by IHG

Frequently asked questions

What are some accommodation options with pools in Winchester?
The Colonial Hotel: Offers a sauna, an indoor pool and free self parking. Colonial Motel And Spa: Provides a full-service spa, 2 indoor swimming pools and a sauna. Hampton Inn Brattleboro: Features complimentary high-speed (wired) Internet access, an indoor pool and free self parking. Comfort Inn & Suites Brattleboro I-91: Offers buffet, an indoor pool and free self parking. Vikings Villages Resort: Offers buffet, an indoor pool and free self parking.
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 New England Sweetwater Farm & Distillery, Winchester Speedpark and Richmond Town Hall. 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.