Photo by (yu+ma)

Search Hotels with Pool in New Canaan

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
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check availability on New Canaan Hotels with Pool

Tonight
29 Dec - 30 Dec
Tomorrow
30 Dec - 31 Dec
This weekend
2 Jan - 4 Jan
Next weekend
9 Jan - 11 Jan

Our top choices for New Canaan hotels with a pool

Seasonal outdoor pool
Chalet Inn & Suites Centerport

Chalet Inn & Suites Centerport

Chalet Inn & Suites Centerport
2.0 star property
Centerport
7.8 out of 10, Good, (763)
"A quaint hotel right in the center of things. Loved it!! "
United States
RICHARD
Chalet Inn & Suites Centerport
Indoor pool
Courtyard by Marriott Norwalk

Courtyard by Marriott Norwalk

Courtyard by Marriott Norwalk
3.0 star property
Cranbury
8.8 out of 10, Excellent, (913)
"Great staff, very clean. "
United States
Triana
The price is Rp2.411.280
Rp2.772.972 total
includes taxes & fees
4 Jan - 5 Jan 2026
Courtyard by Marriott Norwalk
Indoor pool
Courtyard by Marriott Stamford Downtown

Courtyard by Marriott Stamford Downtown

Courtyard by Marriott Stamford Downtown
3.0 star property
Downtown Stamford
9.0 out of 10, Wonderful, (841)
"Super attentive staff and very welcoming! Clean and moderately quiet for its central location!"
United States
TIFFANI
The price is Rp3.600.175
Rp4.140.201 total
includes taxes & fees
4 Jan - 5 Jan 2026
Courtyard by Marriott Stamford Downtown
Indoor pool, seasonal outdoor pool
Trumbull Marriott Shelton

Trumbull Marriott Shelton

Trumbull Marriott Shelton
3.5 star property
Trumbull
8.0 out of 10, Very good, (1009)
"Friendly staff and The atmosphere of the whole place. Christmas decorations were beautiful. "
United States
Jeannine
The price is Rp2.042.890
Rp2.349.323 total
includes taxes & fees
4 Jan - 5 Jan 2026
Trumbull Marriott Shelton
Indoor pool
Hampton Inn Danbury

Hampton Inn Danbury

Hampton Inn Danbury
2.5 star property
Danbury
9.0 out of 10, Wonderful, (1012)
"The place is clean, and the breakfast is very good. "
United States
esteban
The price is Rp2.045.904
Rp2.352.789 total
includes taxes & fees
4 Jan - 5 Jan 2026
Hampton Inn Danbury
Coffee/tea maker
Delamar Westport

Delamar Westport

Delamar Westport
3.0 star property
Westport
The price is Rp3.665.481
Rp4.215.303 total
includes taxes & fees
1 Jan - 2 Jan 2026
Delamar Westport
Indoor pool, pool loungers
The Opus Westchester, Autograph Collection

The Opus Westchester, Autograph Collection

The Opus Westchester, Autograph Collection
5.0 star property
White Plains
9.2 out of 10, Wonderful, (528)
"our room was very clean on beds very comfortable staff friendly, breakfast wonderful"
United States
Susan
The price is Rp5.006.755
Rp6.300.996 total
includes taxes & fees
30 Dec - 31 Dec
The Opus Westchester, Autograph Collection
Property amenity
The Mansion at Glen Cove

The Mansion at Glen Cove

The Mansion at Glen Cove
4.0 star property
Glen Cove
7.0 out of 10, Good, (1001)
"Fresh breakfast, easy parking, nice staff, close to ymca, and restaurants"
United States
Maria J.
The Mansion at Glen Cove
House | 5 bedrooms
Foliage at Westchester Manor - Near Sleepy Hollow

Foliage at Westchester Manor - Near Sleepy Hollow

Foliage at Westchester Manor - Near Sleepy Hollow
2.0 star property
Ossining
The price is Rp5.940.547
Rp14.484.506 total
includes taxes & fees
5 Jan - 6 Jan 2026
Foliage at Westchester Manor - Near Sleepy Hollow
Seasonal outdoor pool, open 11:00 AM to 8:00 PM, pool loungers
Hotel MTK Mount Kisco

Hotel MTK Mount Kisco

Hotel MTK Mount Kisco
3.0 star property
Mount Kisco
8.4 out of 10, Very good, (1005)
"Staff was very helpful. "
United States
George H
The price is Rp2.457.831
Rp2.811.143 total
includes taxes & fees
4 Jan - 5 Jan 2026
Hotel MTK Mount Kisco
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 New Canaan Hotel Reviews

Sleepy Hollow Hotel

Sleepy Hollow Hotel

10/10 Excellent
"I loved my stay Staff was respectful and very hospitable Pool was warm And there was a lot of parking space available "
Angelica 3-night trip
Posted 2 days ago
Sleepy Hollow Hotel

Frequently asked questions

What are some accommodation options with pools in New Canaan?
EVEN Hotel Norwalk by IHG: Provides a seasonal outdoor pool, an indoor pool and a sauna. Hampton Inn White Plains/Tarrytown: Features complimentary wireless Internet access, an indoor pool and a 24-hour fitness centre. Tarrytown House Estate: Offers complimentary high-speed (wired) Internet access, an indoor pool and LCD televisions. Sonesta White Plains Downtown: Features daily, an indoor pool and complimentary high-speed (wired) Internet access. DoubleTree by Hilton Stamford: Features a snack bar/deli, a pool and buffet.
What is there to see and do in New Canaan?
The picturesque setting of Old Stamford Road Bird Sanctuary and God's Acre showcase the area's natural beauty. Discover sights such as New Canaan Library, The Glass House and Silvermine Arts Center during your stay.
When is the best time to book a hotel with a pool in New Canaan?
You may want to think about accommodation that has an outdoor pool if you'll be visiting New Canaan in the hottest months of July, August or June, when the average temperature is 21°C. Accommodation offering an indoor pool may be what you want if you come to town during the coldest months of January, February or March, when the average temp is 1°C.