Hotels with Pool & Resorts in Windsor from NZ$221

Start date: Check-in selected.
To Date
End date: Check-out
  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check availability on Windsor Hotels with Pool

This weekend
Next weekend

Our top choices for Windsor hotels with a pool

Hideaway Inn Mt.Sunapee

Hideaway Inn Mt.Sunapee
2.0 star property
Newbury
9.4 out of 10, Exceptional, (48)
"Funky place, easy access, good lodging and very close to the ski area. Only thing missing was a hair dryer! Would definitely stay again!"
United States
Christopher
The price is NZ$242
includes taxes & fees
12 Jan - 13 Jan 2026
Hideaway Inn Mt.Sunapee

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, (967)
"The room was perfect, and the food was great "
United States
Paul
The price is NZ$221
includes taxes & fees
25 Dec - 26 Dec
Keene Elm City Hotel, an Ascend Collection Hotel

Henniker Motel

Henniker Motel
2.0 star property
Henniker
8.4 out of 10, Very good, (274)
"Nice room, great staff"
United States
Kevin
The price is NZ$277
includes taxes & fees
7 Jan - 8 Jan 2026
Henniker Motel

Colby Hill Inn

Colby Hill Inn
3.5 star property
Henniker
9.6 out of 10, Exceptional, (37)
"Great stay!"
United States
Jerald
The price is NZ$399
includes taxes & fees
30 Dec - 31 Dec
Colby Hill Inn

Best Western Plus Keene Hotel

Best Western Plus Keene Hotel
3.0 star property
Keene
8.4 out of 10, Very good, (1001)
"Great staff, clean room, nice breakfast"
United States
DORTHY
The price is NZ$258
includes taxes & fees
25 Dec - 26 Dec
Best Western Plus Keene Hotel

Blue Bear Inn

Blue Bear Inn
4.0 star property
Francestown
10.0 out of 10, Exceptional, (16)
"We’ve stayed multiple times and plan to come back. Nice place, nice folks."
United States
Carla
The price is NZ$317
includes taxes & fees
29 Dec - 30 Dec
Blue Bear Inn

Hampton Inn & Suites Keene

Hampton Inn & Suites Keene
2.5 star property
Keene
8.8 out of 10, Excellent, (358)
"Clean comfy nice staff "
United States
Katherine
The price is NZ$317
includes taxes & fees
11 Jan - 12 Jan 2026
Hampton Inn & Suites Keene

Studio Suite #9 at The Lodge | Minutes from Sunapee Harbor & Mount Sunapee

Studio Suite #9 at The Lodge | Minutes from Sunapee Harbor & Mount Sunapee
Sunapee
10.0 out of 10, Exceptional, (32)
"Beautiful setting within walking distance of most charms Sunapee has to offer."
United States
Laurie E.
The price is NZ$339
includes taxes & fees
4 Jan - 5 Jan 2026
Studio Suite #9 at The Lodge | Minutes from Sunapee Harbor & Mount Sunapee

Studio Suite #11 at The Lodge | Minutes from Sunapee Harbor and Mount Sunapee

Studio Suite #11 at The Lodge | Minutes from Sunapee Harbor and Mount Sunapee
Sunapee
10.0 out of 10, Exceptional, (5)
"Awesome place 😎 "
United States
Hernani R.
The price is NZ$341
includes taxes & fees
11 Jan - 12 Jan 2026
Studio Suite #11 at The Lodge | Minutes from Sunapee Harbor and Mount Sunapee

Studio Suite #8 at The Lodge | Minutes from Sunapee Harbor and Mount Sunapee

Studio Suite #8 at The Lodge | Minutes from Sunapee Harbor and Mount Sunapee
Sunapee
9.8 out of 10, Exceptional, (6)
"The property was very clean. I would stay here again."
United States
Dana
The price is NZ$348
includes taxes & fees
12 Jan - 13 Jan 2026
Studio Suite #8 at The Lodge | Minutes from Sunapee Harbor and Mount Sunapee
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.

Top Windsor Hotel Reviews

Frequently asked questions

What are some hotels with pools in Windsor?
Hideaway Inn Mt.Sunapee: Provides free self parking, an indoor pool and complimentary wireless Internet access. Keene Elm City Hotel, an Ascend Collection Hotel: Features buffet, an indoor pool and complimentary high-speed (wired) Internet access. Brook Road Inn: Features buffet, an indoor pool and free self parking. Hampton Inn & Suites Keene: Offers daily, 2 indoor swimming pools and complimentary high-speed (wired) Internet access. Mountain Edge Suites at Sunapee, an Ascend Collection Hotel: Provides buffet, an indoor pool and free self parking.
What is there to see and do in Windsor?
Surround yourself with nature at Black Pond. Discover sights such as Windsor Town Hall during your stay.
When is the best time to book a hotel with a pool in Windsor?
Taking the local weather in Windsor into account is an important factor for planning your visit, especially if you plan to spend your trip by the pool. 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 -3°C. The snowiest months in Windsor are January, March, February and November, with each month seeing an average of 19 cm of snowfall.