Find Hotels with a Pool in Winchester, NH

Start date: Check-in selected.
To Date
End date: Check-out

  • Upfront pricing

    Our total price for your stay includes taxes and fees

  • Treat yourself

    Save 10% or more on over 100,000 hotels worldwide with Member Prices
    Learn about One Key

  • Be picky

    Search almost a million properties worldwide

Check availability on Winchester Hotels with a Pool

Top Winchester Hotels with a Pool

Indoor pool, sun loungers
Comfort Inn & Suites Brattleboro I-91

Comfort Inn & Suites Brattleboro I-91

2.5 star property
Brattleboro
8.6 out of 10, Excellent, (728)
"Check in was easy and there is coffee available 24 hours a day!"
United States
Michelle
$104 nightly
The price is $115
Nov 18 - Nov 19
Total with taxes and fees
Comfort Inn & Suites Brattleboro I-91
Indoor pool
Hampton Inn Brattleboro

Hampton Inn Brattleboro

2.5 star property
Brattleboro
8.2 out of 10, Very Good, (919)
"The room was very clean, and both staff and service were outstanding."
United States
Wonji
$91 nightly
The price is $100
Dec 7 - Dec 8
Total with taxes and fees
Hampton Inn Brattleboro
Indoor pool
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, (949)
"Enjoyed the breakfast options and the very comfortable bed. "
Canada
Nancy
$118 nightly
The price is $128
Dec 7 - Dec 8
Total with taxes and fees
Keene Elm City Hotel, an Ascend Collection Hotel
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, (1000)
"Friendly, efficient staff and a very clean and nice room"
United States
Margaret
$142 nightly
The price is $156
Nov 22 - Nov 23
Total with taxes and fees
Holiday Inn Express Hotel & Suites Brattleboro by IHG
Indoor pool
The Colonial Hotel

The Colonial Hotel

3.0 star property
Gardner
8.8 out of 10, Excellent, (1002)
"LOVED THE HOTEL AND LOVED THE AREA. WOULD GO BACK TOMORROW IF I COULD."
United States
Derrick Michael
$144 nightly
The price is $161
Nov 19 - Nov 20
Total with taxes and fees
The Colonial Hotel
Indoor pool
Hampton Inn & Suites Keene

Hampton Inn & Suites Keene

2.5 star property
Keene
8.8 out of 10, Excellent, (344)
"We had a great time here! Clean rooms, polite staff and nice dinning area"
United States
Nchabanu
$158 nightly
The price is $171
Nov 24 - Nov 25
Total with taxes and fees
Hampton Inn & Suites Keene
Exterior
Black Mountain Inn

Black Mountain Inn

2.0 star property
Brattleboro
7.4 out of 10, Good, (474)
"Very friendly and helpful staff, clean and quiet room. No restaurant but staff gave an excellent recommendation just down the road."
United States
Paul
$101 nightly
The price is $111
Dec 1 - Dec 2
Total with taxes and fees
Black Mountain Inn
Indoor pool, open 6:00 AM to 10:00 PM, sun loungers
Best Western Plus Keene Hotel

Best Western Plus Keene Hotel

3.0 star property
Keene
8.4 out of 10, Very Good, (1005)
"Hotel was great."
United States
Heidi
$149 nightly
The price is $162
Nov 17 - Nov 18
Total with taxes and fees
Best Western Plus Keene 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, (71)
"Property was just as described, it was great staying there, outdoors was beautiful."
United States
Tami
$185 nightly
The price is $204
Nov 17 - Nov 18
Total with taxes and fees
The Inn At Quail Run
2 indoor pools
Colonial Motel And Spa

Colonial Motel And Spa

3.0 star property
Brattleboro
6.8 out of 10, (1001)
"Excellent staff"
United States
Barry
$108 nightly
The price is $119
Dec 1 - Dec 2
Total with taxes and fees
Colonial Motel And Spa
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.
View all properties

Top Winchester Hotel Reviews

The Colonial Hotel

The Colonial Hotel

10/10 Excellent
" Very nice hotel. "
JoAnn 1-night trip
Posted 3 days ago
The Colonial Hotel

Frequently asked questions

What are some accommodations with pools in Winchester?
The Colonial Hotel: Features a sauna, an indoor pool, and free self parking. The Covered Bridge Inn: Provides complimentary wired internet access, an indoor pool, and free self parking. Hampton Inn Brattleboro: Features a full-service spa, 2 indoor pools, and a sauna. Colonial Motel And Spa: Offers buffet, an indoor pool, and free self parking. Comfort Inn & Suites Brattleboro I-91: Features buffet, an indoor pool, and complimentary wired internet access.
What is there to see and do in Winchester?
Make a point to visit attractions like Birch Point and Rhododendron State Park. During your stay, check out sights such as New England Sweetwater Farm & Distillery, Pisgah State Park, and Winchester Speedpark. 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 into account the local weather in Winchester can help you maximize your time at the pool during your trip. The hottest months are usually July and August with an average temp of 67°F, while the coldest months are January and February with an average of 28°F. The snowiest months in Winchester are January, March, February, and November, with each month seeing an average of 10 inches of snowfall.

Explore a world of travel with Expedia