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

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# Find Hotels with a Pool in Hillside, NY from CA $146

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## Check availability on Hillside Hotels with a Pool

Tonight

[Dec 12 - Dec 13](https://www.expedia.ca/Hotel-Search?regionId=553248634998735142&startDate=2025-12-12&endDate=2025-12-13&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Tomorrow

[Dec 13 - Dec 14](https://www.expedia.ca/Hotel-Search?regionId=553248634998735142&startDate=2025-12-13&endDate=2025-12-14&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

This weekend

[Dec 12 - Dec 14](https://www.expedia.ca/Hotel-Search?regionId=553248634998735142&startDate=2025-12-12&endDate=2025-12-14&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Next weekend

[Dec 19 - Dec 21](https://www.expedia.ca/Hotel-Search?regionId=553248634998735142&startDate=2025-12-19&endDate=2025-12-21&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

## Our top choices for Hillside hotels with a pool

![Indoor pool](https://images.trvl-media.com/lodging/2000000/1930000/1927100/1927088/a79c4292.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)

![Reception](https://images.trvl-media.com/lodging/2000000/1930000/1927100/1927088/80e497ec.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)

### Hampton Inn & Suites Poughkeepsie

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

Crown Heights

8.8/10

Excellent

(1001)

"Clean room, decent breakfast, friendly staff "

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

Irina

CA $126

CA $146 total

includes taxes & fees

Dec 26 - Dec 27

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

![55-inch LED TV with satellite channels, streaming services](https://images.trvl-media.com/lodging/104000000/103400000/103394200/103394153/cc7999bc.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

(392)

"Beautiful room and great staff! Would stay here again. "

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

Christina

CA $149

CA $173 total

includes taxes & fees

Dec 24 - Dec 25

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

![Indoor pool](https://images.trvl-media.com/lodging/35000000/34330000/34323400/34323334/de1fbc7a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/35000000/34330000/34323400/34323334/9cbe3feb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/35000000/34330000/34323400/34323334/0a634d29.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Snack bar](https://images.trvl-media.com/lodging/35000000/34330000/34323400/34323334/cb9fb634.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Homewood Suites by Hilton Poughkeepsie

[](https://www.expedia.ca/Poughkeepsie-Hotels-Homewood-Suites-By-Hilton-Poughkeepsie.h34323334.Hotel-Information)

Poughkeepsie

9.6/10

Exceptional

(1002)

"The rooms are pretty nice and staff very welcoming and friendly."

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

Hovendra

CA $164

CA $191 total

includes taxes & fees

Dec 18 - Dec 19

[](https://www.expedia.ca/Poughkeepsie-Hotels-Homewood-Suites-By-Hilton-Poughkeepsie.h34323334.Hotel-Information)

![Indoor pool](https://images.trvl-media.com/lodging/16000000/15790000/15783300/15783222/bd59d6cb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Reception](https://images.trvl-media.com/lodging/16000000/15790000/15783300/15783222/dab27d3b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Reception](https://images.trvl-media.com/lodging/16000000/15790000/15783300/15783222/a9b4d40a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Point of interest](https://images.trvl-media.com/lodging/16000000/15790000/15783300/15783222/7df797b6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Hampton Inn by Hilton New Paltz

[](https://www.expedia.ca/Poughkeepsie-Hotels-Hampton-Inn-By-Hilton-New-Paltz.h15783222.Hotel-Information)

New Paltz

9.4/10

Exceptional

(1000)

"The hotel is quiet and clean and had a very comfortable bed."

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

Carolyn

CA $153

CA $172 total

includes taxes & fees

Jan 4 - Jan 5, 2026

[](https://www.expedia.ca/Poughkeepsie-Hotels-Hampton-Inn-By-Hilton-New-Paltz.h15783222.Hotel-Information)

![Indoor pool](https://images.trvl-media.com/lodging/2000000/1370000/1364000/1363973/eab20864.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/2000000/1370000/1364000/1363973/f976cd43.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Front of property](https://images.trvl-media.com/lodging/2000000/1370000/1364000/1363973/a5bfb382.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Restaurant](https://images.trvl-media.com/lodging/2000000/1370000/1364000/1363973/79994f32.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Courtyard by Marriott Kingston

[](https://www.expedia.ca/Kingston-Hotels-Courtyard-By-Marriott-Kingston.h1363973.Hotel-Information)

Kingston

8.8/10

Excellent

(1001)

" Lean room, quiet location and comfortable bed."

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

Barbara

CA $151

CA $169 total

includes taxes & fees

Dec 14 - Dec 15

[](https://www.expedia.ca/Kingston-Hotels-Courtyard-By-Marriott-Kingston.h1363973.Hotel-Information)

![Indoor pool](https://images.trvl-media.com/lodging/1000000/10000/6500/6465/9bb5ee16.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Free daily continental breakfast](https://images.trvl-media.com/lodging/1000000/10000/6500/6465/c7c2f2cb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/1000000/10000/6500/6465/ab0fe1dc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/1000000/10000/6500/6465/be375701.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Quality Inn Poughkeepsie

[](https://www.expedia.ca/Poughkeepsie-Hotels-Quality-Inn-Poughkeepsie.h6465.Hotel-Information)

Arlington

7.8/10

Good

(497)

"Room was clean. Staff was kind. Good complimentary breakfast"

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

Amanda

CA $128

CA $148 total

includes taxes & fees

Jan 8 - Jan 9, 2026

[](https://www.expedia.ca/Poughkeepsie-Hotels-Quality-Inn-Poughkeepsie.h6465.Hotel-Information)

![Indoor pool](https://images.trvl-media.com/lodging/1000000/10000/6100/6056/d26fbbb0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/1000000/10000/6100/6056/7bcee3fb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property amenity](https://images.trvl-media.com/lodging/1000000/10000/6100/6056/ac803c49.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Premium bedding, in-room safe, desk, iron/ironing board](https://images.trvl-media.com/lodging/1000000/10000/6100/6056/36261342.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Best Western Plus Kingston Hotel And Conference Center

[](https://www.expedia.ca/Kingston-Hotels-Best-Western-Plus-Kingston-Hotel-And-Conference-Center.h6056.Hotel-Information)

Kingston

7.6/10

Good

(1002)

"Nice staff, clean room, breakfast was tasty."

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

Sarah

CA $134

CA $151 total

includes taxes & fees

Dec 22 - Dec 23

[](https://www.expedia.ca/Kingston-Hotels-Best-Western-Plus-Kingston-Hotel-And-Conference-Center.h6056.Hotel-Information)

![Indoor pool](https://images.trvl-media.com/lodging/2000000/1110000/1101900/1101862/1bdb4fe6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![View from property](https://images.trvl-media.com/lodging/2000000/1110000/1101900/1101862/a7bf520e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby lounge](https://images.trvl-media.com/lodging/2000000/1110000/1101900/1101862/f85e22ce.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby lounge](https://images.trvl-media.com/lodging/2000000/1110000/1101900/1101862/5f1f3ee0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Residence Inn by Marriott Poughkeepsie

[](https://www.expedia.ca/Poughkeepsie-Hotels-Residence-Inn-By-Marriott-Poughkeepsie.h1101862.Hotel-Information)

Poughkeepsie

8.8/10

Excellent

(627)

"Good place to stay. I’ll do it again."

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

Marco

CA $172

CA $200 total

includes taxes & fees

Dec 26 - Dec 27

[](https://www.expedia.ca/Poughkeepsie-Hotels-Residence-Inn-By-Marriott-Poughkeepsie.h1101862.Hotel-Information)

![Indoor pool](https://images.trvl-media.com/lodging/1000000/30000/20500/20423/bd464bb9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Hallway](https://images.trvl-media.com/lodging/1000000/30000/20500/20423/1ddd342e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Room, 2 Double Beds, Accessible, Non Smoking](https://images.trvl-media.com/lodging/1000000/30000/20500/20423/6e7ed3d5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Restaurant](https://images.trvl-media.com/lodging/1000000/30000/20500/20423/2cdc8bdd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Howard Johnson by Wyndham Saugerties

[](https://www.expedia.ca/Kingston-Hotels-Howard-Johnson-By-Wyndham-Saugerties.h20423.Hotel-Information)

Saugerties

7.6/10

Good

(1002)

"Easy check in, friendly staff. "

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

Daniel

CA $143

CA $160 total

includes taxes & fees

Dec 21 - Dec 22

[](https://www.expedia.ca/Kingston-Hotels-Howard-Johnson-By-Wyndham-Saugerties.h20423.Hotel-Information)

![Indoor pool](https://images.trvl-media.com/lodging/35000000/34870000/34864800/34864714/bc5f585f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/35000000/34870000/34864800/34864714/6d4a9fd4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/35000000/34870000/34864800/34864714/eb48f4d4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/35000000/34870000/34864800/34864714/3b9540aa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Holiday Inn Express & Suites Saugerties - Hudson Valley by IHG

[](https://www.expedia.ca/Kingston-Hotels-Holiday-Inn-Express-Suites-Saugerties-Hudson-Valley.h34864714.Hotel-Information)

Saugerties

8.8/10

Excellent

(690)

"Clean rooms, very friendly and accommodating staff. Breakfast was very nice. Just overall wonderful hotel"

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

Gideon

CA $175

CA $196 total

includes taxes & fees

Dec 21 - Dec 22

[](https://www.expedia.ca/Kingston-Hotels-Holiday-Inn-Express-Suites-Saugerties-Hudson-Valley.h34864714.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=2025-12-26&endDate=2025-12-27&regionId=553248634998735142&adults=2&amenities=POOL&sort=RECOMMENDED&openPlayBack=true)

## Top Hillside Hotel Reviews

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

### Courtyard by Marriott Poughkeepsie

10/10 Excellent

"Buisness friendly, breakfast, gym room, quiet, good customer service "

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

"😍"

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

![Residence Inn by Marriott Kingston](https://images.trvl-media.com/lodging/16000000/15720000/15715300/15715238/3f674783_y.jpg)

### Residence Inn by Marriott Kingston

10/10 Excellent

"Everything was great. Fantastic breakfast. Fire alarm went off the first night we were there and we had to wait till that was over but other than that everything was good"

[](https://expedia.ca/Kingston-Hotels-Residence-Inn-By-Marriott-Kingston.h15715238.Hotel-Information)

![Holiday Inn Express Poughkeepsie by IHG](https://images.trvl-media.com/lodging/1000000/20000/12200/12157/9d729415_y.jpg)

### Holiday Inn Express Poughkeepsie by IHG

10/10 Excellent

"The was extremely clean"

[](https://expedia.ca/Poughkeepsie-Hotels-Holiday-Inn-Express-Poughkeepsie.h12157.Hotel-Information)

![Hampton Inn by Hilton New Paltz](https://images.trvl-media.com/lodging/16000000/15790000/15783300/15783222/bd59d6cb_y.jpg)

### Hampton Inn by Hilton New Paltz

10/10 Excellent

"The hotel is quiet and clean and had a very comfortable bed."

[](https://expedia.ca/Poughkeepsie-Hotels-Hampton-Inn-By-Hilton-New-Paltz.h15783222.Hotel-Information)

![Best Western Plus Kingston Hotel And Conference Center](https://images.trvl-media.com/lodging/1000000/10000/6100/6056/d4db98bc_y.jpg)

### Best Western Plus Kingston Hotel And Conference Center

10/10 Excellent

"An employee, Kevin, was fantastic help when my husband fell in the hallway. Thank you, Kevin!!"

[](https://expedia.ca/Kingston-Hotels-Best-Western-Plus-Kingston-Hotel-And-Conference-Center.h6056.Hotel-Information)

![Hampton Inn Kingston](https://images.trvl-media.com/lodging/2000000/1670000/1662000/1661941/21cb7965_y.jpg)

### Hampton Inn Kingston

10/10 Excellent

"The room was very clean, the staff friendly and helpful . Overall it met my expectations and I was happy with my stay. If I could change anything it would be the bedding top quilt was quite worn out and pilled. The breakfast had a lot of options. Thďhh"

[](https://expedia.ca/Kingston-Hotels-Hampton-Inn-Kingston.h1661941.Hotel-Information)

![Quality Inn Poughkeepsie](https://images.trvl-media.com/lodging/1000000/10000/6500/6465/a647c710_y.jpg)

### Quality Inn Poughkeepsie

10/10 Excellent

"Best stay!"

[](https://expedia.ca/Poughkeepsie-Hotels-Quality-Inn-Poughkeepsie.h6465.Hotel-Information)

## Frequently asked questions

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

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

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