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

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## Check availability on Pawling Hotels with a Pool

Tonight

[Mar 2 - Mar 3](https://www.expedia.ca/Hotel-Search?regionId=6278767&startDate=2026-03-02&endDate=2026-03-03&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Tomorrow

[Mar 3 - Mar 4](https://www.expedia.ca/Hotel-Search?regionId=6278767&startDate=2026-03-03&endDate=2026-03-04&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

This weekend

[Mar 6 - Mar 8](https://www.expedia.ca/Hotel-Search?regionId=6278767&startDate=2026-03-06&endDate=2026-03-08&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Next weekend

[Mar 13 - Mar 15](https://www.expedia.ca/Hotel-Search?regionId=6278767&startDate=2026-03-13&endDate=2026-03-15&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

## Our top choices for Pawling hotels with a pool

![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)

![Property grounds](https://images.trvl-media.com/lodging/10000000/9500000/9498900/9498859/03b916e7.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 3 - Mar 4

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

![Exterior](https://images.trvl-media.com/lodging/1000000/40000/35400/35389/beb7cb97.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Premium bedding, pillowtop beds, in-room safe, blackout drapes](https://images.trvl-media.com/lodging/1000000/40000/35400/35389/7ba7bc43.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Combined shower/tub, designer toiletries, hair dryer, towels](https://images.trvl-media.com/lodging/1000000/40000/35400/35389/w3294h2193x7y7-9a763751.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Couples treatment rooms, body treatments, hot stone massages](https://images.trvl-media.com/lodging/1000000/40000/35400/35389/w3296h2195x7y7-00a2b95c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Heritage Hotel, Golf & Conference Center

[](https://www.expedia.ca/Southbury-Hotels-Heritage-Hotel.h35389.Hotel-Information)

Southbury

8.4/10

Very good

(1,003 reviews)

"Most amazing place "

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

Maria

CA $169

CA $218 total

includes taxes & fees

Mar 3 - Mar 4

[](https://www.expedia.ca/Southbury-Hotels-Heritage-Hotel.h35389.Hotel-Information)

![Indoor pool](https://images.trvl-media.com/lodging/2000000/1930000/1927100/1927088/a79c4292.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Reception](https://images.trvl-media.com/lodging/2000000/1930000/1927100/1927088/3dad591c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Free daily buffet breakfast](https://images.trvl-media.com/lodging/2000000/1930000/1927100/1927088/ee108dad.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Premium bedding, pillowtop beds, in-room safe, desk](https://images.trvl-media.com/lodging/2000000/1930000/1927100/1927088/618cd435.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Hampton Inn & Suites Poughkeepsie

[](https://www.expedia.ca/Poughkeepsie-Hotels-Hampton-Inn-Suites-Poughkeepsie.h1927088.Hotel-Information)

Crown Heights

9.0/10

Wonderful

(1,006 reviews)

"Best staff ever great location."

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

Rafael

CA $132

CA $153 total

includes taxes & fees

Mar 13 - Mar 14

[](https://www.expedia.ca/Poughkeepsie-Hotels-Hampton-Inn-Suites-Poughkeepsie.h1927088.Hotel-Information)

![Seasonal outdoor pool](https://images.trvl-media.com/lodging/1000000/850000/848400/848360/353de5a0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Courtyard](https://images.trvl-media.com/lodging/1000000/850000/848400/848360/eb2e5670.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dinner served](https://images.trvl-media.com/lodging/1000000/850000/848400/848360/85553e7b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Meeting facility](https://images.trvl-media.com/lodging/1000000/850000/848400/848360/b84054b3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Ethan Allen Hotel

[](https://www.expedia.ca/Danbury-Hotels-Ethan-Allen-Hotel.h848360.Hotel-Information)

Danbury

7.8/10

Good

(1,154 reviews)

"Clean room | Staff | Breakfast | Business-friendly"

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

Eimy

CA $130

CA $150 total

includes taxes & fees

Mar 8 - Mar 9

[](https://www.expedia.ca/Danbury-Hotels-Ethan-Allen-Hotel.h848360.Hotel-Information)

![Seasonal outdoor pool](https://images.trvl-media.com/lodging/1000000/20000/16500/16474/cd90eec1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/1000000/20000/16500/16474/3b2d1292.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property amenity](https://images.trvl-media.com/lodging/1000000/20000/16500/16474/b49eb2f7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/1000000/20000/16500/16474/a68d49ea.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Comfort Inn & Suites Danbury-Bethel

[](https://www.expedia.ca/Danbury-Hotels-Comfort-Inn-Suites-Danbury-Bethel.h16474.Hotel-Information)

Danbury

8.6/10

Excellent

(602 reviews)

"Great stay!"

![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg)

Joanne

CA $155

CA $178 total

includes taxes & fees

Mar 13 - Mar 14

[](https://www.expedia.ca/Danbury-Hotels-Comfort-Inn-Suites-Danbury-Bethel.h16474.Hotel-Information)

![Indoor pool](https://images.trvl-media.com/lodging/1000000/900000/891500/891471/42d801c3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby lounge](https://images.trvl-media.com/lodging/1000000/900000/891500/891471/436ff60c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Breakfast and dinner served, American cuisine](https://images.trvl-media.com/lodging/1000000/900000/891500/891471/c70440c8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property amenity](https://images.trvl-media.com/lodging/1000000/900000/891500/891471/3879ce24.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Courtyard By Marriott Danbury

[](https://www.expedia.ca/Danbury-Hotels-Courtyard-By-Marriott-Danbury.h891471.Hotel-Information)

Danbury

9.0/10

Wonderful

(492 reviews)

"Great location and super friendly and helpful staff. Everyone was wonderful and we had a nice stay. "

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

Agata

CA $152

CA $174 total

includes taxes & fees

Mar 15 - Mar 16

[](https://www.expedia.ca/Danbury-Hotels-Courtyard-By-Marriott-Danbury.h891471.Hotel-Information)

![Indoor pool](https://images.trvl-media.com/lodging/1000000/900000/890500/890436/e02a568f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/1000000/900000/890500/890436/e1e7e350.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/1000000/900000/890500/890436/3b6f022d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Reception](https://images.trvl-media.com/lodging/1000000/900000/890500/890436/2831de3d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Hilton Garden Inn Fishkill

[](https://www.expedia.ca/Poughkeepsie-Hotels-Hilton-Garden-Inn-Fishkill.h890436.Hotel-Information)

Fishkill

8.6/10

Excellent

(1,001 reviews)

"Room was beautifully spotless. Enjoyed everything during my stay."

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

Francine

CA $133

CA $151 total

includes taxes & fees

Mar 8 - Mar 9

[](https://www.expedia.ca/Poughkeepsie-Hotels-Hilton-Garden-Inn-Fishkill.h890436.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)

![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)

![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)

### 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

(330 reviews)

"We enjoyed our stay. "

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

Anne

CA $173

CA $199 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)

![Private kitchen](https://images.trvl-media.com/lodging/111000000/110790000/110784600/110784547/320bd4a0.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)

![1 bedroom, WiFi, bed sheets](https://images.trvl-media.com/lodging/111000000/110790000/110784600/110784547/c06f2598.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)

### 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 3 - Mar 4

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

![Indoor pool](https://images.trvl-media.com/lodging/104000000/103400000/103394200/103394153/c695ef3e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/104000000/103400000/103394200/103394153/7472348e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/104000000/103400000/103394200/103394153/06a96230.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/104000000/103400000/103394200/103394153/693279c0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Home2 Suites By Hilton Poughkeepsie

[](https://www.expedia.ca/Poughkeepsie-Hotels-Home2-Suites-By-Hilton-Poughkeepsie.h103394153.Hotel-Information)

Poughkeepsie

9.4/10

Exceptional

(414 reviews)

"Rooms were clean, staff was friendly and breakfast was good."

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

Carole

CA $144

CA $168 total

includes taxes & fees

Mar 22 - Mar 23

[](https://www.expedia.ca/Poughkeepsie-Hotels-Home2-Suites-By-Hilton-Poughkeepsie.h103394153.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=2026-03-16&endDate=2026-03-17&regionId=6278767&adults=2&amenities=POOL&sort=RECOMMENDED&openPlayBack=true)

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

Breakfast included

Hot tub

4 stars

5 stars

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_6278767)

## Top Pawling Hotel Reviews

![Holiday Inn Express Fishkill-Mid Hudson Valley by IHG](https://images.trvl-media.com/lodging/2000000/1690000/1680400/1680342/830db074_y.jpg)

### Holiday Inn Express Fishkill-Mid Hudson Valley by IHG

10/10 Excellent

"Everything was good "

[](https://expedia.ca/Poughkeepsie-Hotels-Holiday-Inn-Express-Fishkill-Mid-Hudson-Valley.h1680342.Hotel-Information)

![Heritage Hotel, Golf, Spa & Conference Center, BW Premier Collection](https://images.trvl-media.com/lodging/1000000/40000/35400/35389/d1cdaed7_y.jpg)

### Heritage Hotel, Golf, Spa & Conference Center, BW Premier Collection

10/10 Excellent

"Was great"

[](https://expedia.ca/Southbury-Hotels-Heritage-Hotel.h35389.Hotel-Information)

![La Quinta Inn & Suites by Wyndham Danbury](https://images.trvl-media.com/lodging/1000000/20000/15100/15069/f35501d5_y.jpg)

### La Quinta Inn & Suites by Wyndham Danbury

10/10 Excellent

"Nice clean room, comfy beds, delicious breakfast, all at a reasonable price. "

[](https://expedia.ca/Danbury-Hotels-La-Quinta-Inn-Suites-By-Wyndham-Danbury.h15069.Hotel-Information)

![Hampton Inn Danbury](https://images.trvl-media.com/lodging/2000000/1450000/1445800/1445733/5476c121_y.jpg)

### Hampton Inn Danbury

10/10 Excellent

"Overall stay was great . Room , staff, service was great also price. "

[](https://expedia.ca/Danbury-Hotels-Hampton-Inn-Danbury.h1445733.Hotel-Information)

![Hampton Inn & Suites Poughkeepsie](https://images.trvl-media.com/lodging/2000000/1930000/1927100/1927088/47fa2e85_y.jpg)

### Hampton Inn & Suites Poughkeepsie

10/10 Excellent

"Clean Room, courteous front desk attendants"

[](https://expedia.ca/Poughkeepsie-Hotels-Hampton-Inn-Suites-Poughkeepsie.h1927088.Hotel-Information)

![HYATT house Fishkill/Poughkeepsie](https://images.trvl-media.com/lodging/2000000/1340000/1336000/1335929/4a7fc30b_y.jpg)

### HYATT house Fishkill/Poughkeepsie

10/10 Excellent

"Fantastic hotel everyone is very nice"

[](https://expedia.ca/Poughkeepsie-Hotels-HYATT-House-FishkillPoughkeepsie.h1335929.Hotel-Information)

![Courtyard by Marriott Poughkeepsie](https://images.trvl-media.com/lodging/1000000/10000/6000/5910/990080f2_y.jpg)

### Courtyard by Marriott Poughkeepsie

10/10 Excellent

"Easy check-in/out. Staff very personable. Clean. "

[](https://expedia.ca/Poughkeepsie-Hotels-Courtyard-By-Marriott-Poughkeepsie.h5910.Hotel-Information)

![Courtyard by Marriott Fishkill](https://images.trvl-media.com/lodging/1000000/20000/17300/17286/3f9cb655_y.jpg)

### Courtyard by Marriott Fishkill

10/10 Excellent

"The room was spotless,the staff seem courteous, wifi was pretty good for playing video games"

[](https://expedia.ca/Poughkeepsie-Hotels-Courtyard-By-Marriott-Fishkill.h17286.Hotel-Information)

![Ethan Allen Hotel](https://images.trvl-media.com/lodging/1000000/850000/848400/848360/9fd70ba0_y.jpg)

### Ethan Allen Hotel

10/10 Excellent

"Great nice friendly quiet and great service "

[](https://expedia.ca/Danbury-Hotels-Ethan-Allen-Hotel.h848360.Hotel-Information)

## Frequently asked questions

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

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

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

### What's the best way to travel around Pawling?

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