Title: Book the Best Hotels with POOL in Chappaqua in 2026 | Expedia.ca

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## Check availability on Chappaqua Hotels with a Pool

Tonight

[Feb 28 - Mar 1](https://www.expedia.ca/Hotel-Search?regionId=88470&startDate=2026-02-28&endDate=2026-03-01&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Tomorrow

[Mar 1 - Mar 2](https://www.expedia.ca/Hotel-Search?regionId=88470&startDate=2026-03-01&endDate=2026-03-02&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Next weekend

[Mar 6 - Mar 8](https://www.expedia.ca/Hotel-Search?regionId=88470&startDate=2026-03-06&endDate=2026-03-08&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In two weeks

[Mar 13 - Mar 15](https://www.expedia.ca/Hotel-Search?regionId=88470&startDate=2026-03-13&endDate=2026-03-15&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

## Our top choices for Chappaqua hotels with a pool

![Private kitchen](https://images.trvl-media.com/lodging/111000000/110790000/110784600/110784547/320bd4a0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, WiFi, bed sheets](https://images.trvl-media.com/lodging/111000000/110790000/110784600/110784547/be0aeba4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/111000000/110790000/110784600/110784547/a4d2d147.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Shower, towels, soap, toilet paper](https://images.trvl-media.com/lodging/111000000/110790000/110784600/110784547/2a0deaa3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Charming 1-bedroom apartment in Carmel with WiFi, AC

[](https://www.expedia.ca/Carmel-Hotels-Charming-1-Bedroom-Apartment-In-Carmel-With-WiFi.h110784547.Hotel-Information)

Carmel Hamlet

9.0/10

Wonderful

(2 reviews)

"Didn’t expect the layout separate entrance. Very clean and great amenities. Highly recommended and very nice family. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Emmett

CA $184

CA $378 total

includes taxes & fees

Mar 1 - Mar 2

[](https://www.expedia.ca/Carmel-Hotels-Charming-1-Bedroom-Apartment-In-Carmel-With-WiFi.h110784547.Hotel-Information)

![Seasonal outdoor pool](https://images.trvl-media.com/lodging/4000000/3430000/3425800/3425772/383ffb6e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/4000000/3430000/3425800/3425772/13890846.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Reception](https://images.trvl-media.com/lodging/4000000/3430000/3425800/3425772/679bdd4c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/4000000/3430000/3425800/3425772/7384700a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Overlook Lodge at Bear Mountain

[](https://www.expedia.ca/Newburgh-Hotels-Overlook-Lodge-At-Bear-Mountain.h3425772.Hotel-Information)

Bear Mountain

8.4/10

Very good

(1,002 reviews)

"The stone lodges are cute and cozy and the staff were quick and helpful if you needed anything. Great for a short stay at a reasonable price."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Judith

CA $133

CA $151 total

includes taxes & fees

Mar 4 - Mar 5

[](https://www.expedia.ca/Newburgh-Hotels-Overlook-Lodge-At-Bear-Mountain.h3425772.Hotel-Information)

![Land view from property](https://images.trvl-media.com/lodging/10000000/9500000/9498900/9498859/407ec306.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby sitting area](https://images.trvl-media.com/lodging/10000000/9500000/9498900/9498859/76122822.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby sitting area](https://images.trvl-media.com/lodging/10000000/9500000/9498900/9498859/cf8502df.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Free daily continental breakfast](https://images.trvl-media.com/lodging/10000000/9500000/9498900/9498859/a57d093b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Heidi's Inn

[](https://www.expedia.ca/Poughkeepsie-Hotels-Heidis-Inn-Brewster-New-York.h9498859.Hotel-Information)

Brewster

8.8/10

Excellent

(822 reviews)

"Clean room with very friendly and helpfull staff with a light breakfast "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Christopher

CA $177

CA $191 total

includes taxes & fees

Mar 1 - Mar 2

[](https://www.expedia.ca/Poughkeepsie-Hotels-Heidis-Inn-Brewster-New-York.h9498859.Hotel-Information)

![Outdoor pool](https://images.trvl-media.com/lodging/1000000/700000/690800/690766/57d22171.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Individually decorated, individually furnished, desk, laptop workspace](https://images.trvl-media.com/lodging/1000000/700000/690800/690766/020e6ad2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Free buffet breakfast](https://images.trvl-media.com/lodging/1000000/700000/690800/690766/b0b0d087.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Suite, 1 King Bed](https://images.trvl-media.com/lodging/1000000/700000/690800/690766/ff2ecf50.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Holiday Inn Express Hotel & Suites Danbury - I-84 by IHG

[](https://www.expedia.ca/Danbury-Hotels-Holiday-Inn-Express-Hotel-Suites-Danbury-I-84.h690766.Hotel-Information)

Danbury

9.2/10

Wonderful

(329 reviews)

"We enjoyed our stay. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Anne

CA $174

CA $200 total

includes taxes & fees

Mar 29 - Mar 30

[](https://www.expedia.ca/Danbury-Hotels-Holiday-Inn-Express-Hotel-Suites-Danbury-I-84.h690766.Hotel-Information)

![1 bedroom, WiFi, bed sheets](https://images.trvl-media.com/lodging/126000000/125630000/125629600/125629556/af51750c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, WiFi, bed sheets](https://images.trvl-media.com/lodging/126000000/125630000/125629600/125629556/2da86ed9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Hair dryer, towels, soap, toilet paper](https://images.trvl-media.com/lodging/126000000/125630000/125629600/125629556/70d4a55b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/126000000/125630000/125629600/125629556/2f215a11.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Standard King Bedroom W/Gym & Restaurant on Site!

[](https://www.expedia.ca/Norwalk-Hotels-Charming-Monthly-Rooms-WGym-Restaurant-On-Site.h125629556.Hotel-Information)

Historic District

CA $190

CA $245 total

includes taxes & fees

Mar 5 - Mar 6

[](https://www.expedia.ca/Norwalk-Hotels-Charming-Monthly-Rooms-WGym-Restaurant-On-Site.h125629556.Hotel-Information)

![Seasonal outdoor pool, open 11:00 AM to 8:00 PM, sun loungers](https://images.trvl-media.com/lodging/1000000/30000/26800/26788/c39ed8d3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/1000000/30000/26800/26788/9a2b47a5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior entrance](https://images.trvl-media.com/lodging/1000000/30000/26800/26788/0d5d6da0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Seasonal outdoor pool, open 11:00 AM to 8:00 PM, sun loungers](https://images.trvl-media.com/lodging/1000000/30000/26800/26788/97c64d65.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Hotel MTK Mount Kisco

[](https://www.expedia.ca/White-Plains-Hotels-Holiday-Inn-Mt-Kisco.h26788.Hotel-Information)

Mount Kisco

8.6/10

Excellent

(1,001 reviews)

"Great hotel. The town is nice. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Eric

CA $189

CA $216 total

includes taxes & fees

Mar 8 - Mar 9

[](https://www.expedia.ca/White-Plains-Hotels-Holiday-Inn-Mt-Kisco.h26788.Hotel-Information)

![Indoor pool, seasonal outdoor pool](https://images.trvl-media.com/lodging/1000000/50000/49700/49674/8848142c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/1000000/50000/49700/49674/15b760e5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/1000000/50000/49700/49674/b7afffa4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dinner and brunch served, Asian cuisine](https://images.trvl-media.com/lodging/1000000/50000/49700/49674/03994778.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Tarrytown House Estate

[](https://www.expedia.ca/White-Plains-Hotels-Tarrytown-House-Estate-On-The-Hudson.h49674.Hotel-Information)

Tarrytown

8.2/10

Very good

(1,004 reviews)

"It was a perfect short stay there"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Carl

CA $169

CA $227 total

includes taxes & fees

Mar 12 - Mar 13

[](https://www.expedia.ca/White-Plains-Hotels-Tarrytown-House-Estate-On-The-Hudson.h49674.Hotel-Information)

![Seasonal outdoor pool, open 9:30 AM to 6:30 PM, sun loungers](https://images.trvl-media.com/lodging/2000000/1540000/1531600/1531533/db5d136a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Room, 2 Double Beds, Kitchenette](https://images.trvl-media.com/lodging/2000000/1540000/1531600/1531533/7c87794b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/2000000/1540000/1531600/1531533/c5451947.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Beach nearby](https://images.trvl-media.com/lodging/2000000/1540000/1531600/1531533/cf62088b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Tides Motor Inn at Stehli Beach

[](https://www.expedia.ca/Locust-Valley-Hotels-The-Tides-Motor-Inn.h1531533.Hotel-Information)

Locust Valley

6.8/10

(608 reviews)

"Nice beach view"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Paul

CA $114

CA $127 total

includes taxes & fees

Mar 1 - Mar 2

[](https://www.expedia.ca/Locust-Valley-Hotels-The-Tides-Motor-Inn.h1531533.Hotel-Information)

![Indoor pool](https://images.trvl-media.com/lodging/1000000/590000/580400/580328/13889b28.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Reception](https://images.trvl-media.com/lodging/1000000/590000/580400/580328/965bbcdd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/1000000/590000/580400/580328/fc87ca6d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/1000000/590000/580400/580328/45ccd4e7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Hilton Garden Inn Norwalk

[](https://www.expedia.ca/Stamford-Hotels-Hilton-Garden-Inn-Norwalk.h580328.Hotel-Information)

Cranbury

8.2/10

Very good

(1,003 reviews)

"Clean rooms and facilities and very friendly staff."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Gunnar

CA $167

CA $192 total

includes taxes & fees

Mar 15 - Mar 16

[](https://www.expedia.ca/Stamford-Hotels-Hilton-Garden-Inn-Norwalk.h580328.Hotel-Information)

![Indoor pool, open 8:30 AM to 9:30 PM, sun loungers](https://images.trvl-media.com/lodging/1000000/10000/800/736/c532560d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/1000000/10000/800/736/w3839h2556x0y3-9a7a26d9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Premium bedding, in-room safe, desk, laptop workspace](https://images.trvl-media.com/lodging/1000000/10000/800/736/df09fa9a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Bar (on property)](https://images.trvl-media.com/lodging/1000000/10000/800/736/w3832h2559x4y0-2bb2a540.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### DoubleTree by Hilton Hotel Nanuet

[](https://www.expedia.ca/Nyack-Hotels-DoubleTree-By-Hilton-Hotel-Nanuet.h736.Hotel-Information)

Nanuet

9.0/10

Wonderful

(1,069 reviews)

"Clean room, helpful staff and good bar/restaurant "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Stephen

CA $144

CA $168 total

includes taxes & fees

Mar 29 - Mar 30

[](https://www.expedia.ca/Nyack-Hotels-DoubleTree-By-Hilton-Hotel-Nanuet.h736.Hotel-Information)

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](https://expedia.ca/Hotel-Search?startDate=2026-03-14&endDate=2026-03-15&regionId=88470&adults=2&amenities=POOL&sort=RECOMMENDED&openPlayBack=true)

## Choose what matters most at hotels with a pool in Chappaqua

Breakfast included

4 stars

5 stars

Hot tub

Spa

![](https://forever.travel-assets.com/flex/flexmanager/images/2026/02/06/expedia-sale-2026-desktop-us-ca.jpg?impolicy=fcrop&w=1400&h=600&q=mediumHigh)

## 

The Annual Vacation Sale 

Members save up to 40% on hotels and homes. Plan this year’s big trip and save. 

[Book now](https://expedia.ca/deals?rfrr=AFFINITY_SPRING_PROMO_88470)

## Top Chappaqua Hotel Reviews

![Amsterdam Hotel](https://images.trvl-media.com/lodging/1000000/30000/20800/20793/f5bb9592_y.jpg)

### Amsterdam Hotel

10/10 Excellent

"Friendly staff, room was neat and clean!"

[](https://expedia.ca/Stamford-Hotels-Amsterdam-Hotel.h20793.Hotel-Information)

![DoubleTree by Hilton Hotel Nanuet](https://images.trvl-media.com/lodging/1000000/10000/800/736/w3839h2556x0y3-9a7a26d9_y.jpg)

### DoubleTree by Hilton Hotel Nanuet

10/10 Excellent

"Yes"

[](https://expedia.ca/Nyack-Hotels-DoubleTree-By-Hilton-Hotel-Nanuet.h736.Hotel-Information)

![Hyatt Place New York/Yonkers](https://images.trvl-media.com/lodging/11000000/10240000/10232200/10232108/w3837h2558x3y3-6fc198b6_y.jpg)

### Hyatt Place New York/Yonkers

10/10 Excellent

"Every thing was very good. "

[](https://expedia.ca/White-Plains-Hotels-Hyatt-Place-New-YorkYonkers.h10232108.Hotel-Information)

![Sonesta White Plains Downtown](https://images.trvl-media.com/lodging/1000000/10000/10000/9979/2c718cc1_y.jpg)

### Sonesta White Plains Downtown

10/10 Excellent

"Staff is great, rooms very clean I really enjoyed our stay "

[](https://expedia.ca/White-Plains-Hotels-Sonesta-White-Plains-Downtown.h9979.Hotel-Information)

![Hampton Inn & Suites Yonkers](https://images.trvl-media.com/lodging/3000000/2650000/2647900/2647825/e36e4673_y.jpg)

### Hampton Inn & Suites Yonkers

10/10 Excellent

"Awesome "

[](https://expedia.ca/White-Plains-Hotels-Hampton-Inn-Suites-Yonkers.h2647825.Hotel-Information)

![Westchester Marriott](https://images.trvl-media.com/lodging/1000000/20000/10900/10829/w3995h2667x0y0-3f6e8d0f_y.jpg)

### Westchester Marriott

10/10 Excellent

"Room was big and clean. The staff was great and very helpful. "

[](https://expedia.ca/Tarrytown-Hotels-Westchester-Marriott.h10829.Hotel-Information)

![Hampton Inn & Suites Yonkers - Westchester](https://images.trvl-media.com/lodging/16000000/15740000/15731000/15730982/2770772f_y.jpg)

### Hampton Inn & Suites Yonkers - Westchester

10/10 Excellent

"Yes, excellent accommodation"

[](https://expedia.ca/White-Plains-Hotels-Hampton-Inn-Suites-Yonkers-Westchester.h15730982.Hotel-Information)

![Tarrytown House Estate](https://images.trvl-media.com/lodging/1000000/50000/49700/49674/a89a02a1_y.jpg)

### Tarrytown House Estate

10/10 Excellent

"Yes"

[](https://expedia.ca/White-Plains-Hotels-Tarrytown-House-Estate-On-The-Hudson.h49674.Hotel-Information)

![Baymont by Wyndham White Plains - Elmsford](https://images.trvl-media.com/lodging/1000000/10000/500/438/w8985h6000x10y0-9d556f34_y.jpg)

### Baymont by Wyndham White Plains - Elmsford

10/10 Excellent

"Clean"

[](https://expedia.ca/White-Plains-Hotels-La-Quinta-Inn-Suites-By-Wyndham-White-Plains-Elmsford.h438.Hotel-Information)

## Frequently asked questions

### What are some hotels with pools in Chappaqua?

### What is there to see and do in Chappaqua?

### When is the best time to book a hotel with a pool in Chappaqua?

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