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

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![Route 17 in ny is a great road to view the fall foliage](https://images.trvl-media.com/place/8005/8b2c54c4-af30-4521-9b56-3bdf0a8d1a15.jpg?impolicy=fcrop&w=1200&h=500&q=medium)

Photo by Vincent Ramundo

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## Check availability on Middletown Hotels with an Indoor Pool

Tonight

[Mar 1 - Mar 2](https://www.expedia.ca/Hotel-Search?regionId=8864&startDate=2026-03-01&endDate=2026-03-02&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Tomorrow

[Mar 2 - Mar 3](https://www.expedia.ca/Hotel-Search?regionId=8864&startDate=2026-03-02&endDate=2026-03-03&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Next weekend

[Mar 6 - Mar 8](https://www.expedia.ca/Hotel-Search?regionId=8864&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=8864&startDate=2026-03-13&endDate=2026-03-15&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

## Our top choices for Middletown hotels with an indoor pool

![Property amenity](https://images.trvl-media.com/lodging/1000000/930000/921500/921424/5a64b5a6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/1000000/930000/921500/921424/0bd48f86.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/1000000/930000/921500/921424/046baaca.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/1000000/930000/921500/921424/w5746h3937x0y5-10021cc3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Courtyard by Marriott Middletown Goshen

[](https://www.expedia.ca/Newburgh-Hotels-Courtyard-By-Marriott-Middletown-Goshen.h921424.Hotel-Information)

Middletown

8.6/10

Excellent

(1,000 reviews)

"Love staying here "

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

devin

CA $126

CA $149 total

includes taxes & fees

Mar 5 - Mar 6

[](https://www.expedia.ca/Newburgh-Hotels-Courtyard-By-Marriott-Middletown-Goshen.h921424.Hotel-Information)

![Free continental breakfast on weekdays](https://images.trvl-media.com/lodging/17000000/16710000/16700200/16700177/aeade474.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/17000000/16710000/16700200/16700177/1cbd6222.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/17000000/16710000/16700200/16700177/747581be.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Efficiency, Suite, 1 King Bed, Non Smoking](https://images.trvl-media.com/lodging/17000000/16710000/16700200/16700177/6eb13bf8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Sleep Inn & Suites Middletown - Goshen

[](https://www.expedia.ca/Newburgh-Hotels-Sleep-Inn-Suites-Middletown-Goshen.h16700177.Hotel-Information)

Middletown

8.6/10

Excellent

(1,006 reviews)

"Easy check in, clean and smoke free, friendly staff, nice rooms, hot breakfast; would stay again!!!! "

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

carla

CA $141

CA $166 total

includes taxes & fees

Mar 8 - Mar 9

[](https://www.expedia.ca/Newburgh-Hotels-Sleep-Inn-Suites-Middletown-Goshen.h16700177.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/1000000/10000/4100/4098/26de74c3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Free daily continental breakfast](https://images.trvl-media.com/lodging/1000000/10000/4100/4098/fed7909a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/1000000/10000/4100/4098/da2d7bdf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Room, 2 Queen Beds, Accessible, Non Smoking](https://images.trvl-media.com/lodging/1000000/10000/4100/4098/ce430437.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### La Quinta Inn & Suites by Wyndham Middletown-Goshen

[](https://www.expedia.ca/Middletown-Hotels-La-Quinta-Inn-Suites-By-Wyndham-Middletown.h4098.Hotel-Information)

Middletown

9.4/10

Exceptional

(982 reviews)

"Room was clean & comfortable. Staff was accommodating and friendly."

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

Nadine

CA $167

CA $197 total

includes taxes & fees

Mar 8 - Mar 9

[](https://www.expedia.ca/Middletown-Hotels-La-Quinta-Inn-Suites-By-Wyndham-Middletown.h4098.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/42000000/41530000/41524600/41524586/78d303c2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/42000000/41530000/41524600/41524586/6a1770ce.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Check-in/check-out kiosk](https://images.trvl-media.com/lodging/42000000/41530000/41524600/41524586/47aecc34.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property amenity](https://images.trvl-media.com/lodging/42000000/41530000/41524600/41524586/4231886e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Holiday Inn Express & Suites Middletown - Goshen by IHG

[](https://www.expedia.ca/Newburgh-Hotels-Holiday-Inn-Express-Suites-Middletown-Goshen.h41524586.Hotel-Information)

Middletown

8.8/10

Excellent

(704 reviews)

"This was a wonderful experience, hotel was amazing as well as staff. I would stay again"

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

Tierra

CA $161

CA $190 total

includes taxes & fees

Mar 8 - Mar 9

[](https://www.expedia.ca/Newburgh-Hotels-Holiday-Inn-Express-Suites-Middletown-Goshen.h41524586.Hotel-Information)

![View from property](https://images.trvl-media.com/lodging/49000000/48280000/48273100/48273068/21e70f22.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Premium bedding, desk, blackout drapes, iron/ironing board](https://images.trvl-media.com/lodging/49000000/48280000/48273100/48273068/0da6fc7b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Bar (on property)](https://images.trvl-media.com/lodging/49000000/48280000/48273100/48273068/ccd2fb04.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Indoor pool](https://images.trvl-media.com/lodging/49000000/48280000/48273100/48273068/ea96dde2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Residence Inn by Marriott Middletown Goshen

[](https://www.expedia.ca/Newburgh-Hotels-Residence-Inn-By-Marriott-Middletown-Goshen.h48273068.Hotel-Information)

Middletown

9.4/10

Exceptional

(322 reviews)

"Always amazing was my second time here and will stay again."

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

CiCi

CA $220

CA $259 total

includes taxes & fees

Mar 7 - Mar 8

[](https://www.expedia.ca/Newburgh-Hotels-Residence-Inn-By-Marriott-Middletown-Goshen.h48273068.Hotel-Information)

![Courtyard](https://images.trvl-media.com/lodging/16000000/15990000/15984700/15984645/3c35a288.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Free self parking](https://images.trvl-media.com/lodging/16000000/15990000/15984700/15984645/27c83ba3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/16000000/15990000/15984700/15984645/92beb582.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/16000000/15990000/15984700/15984645/e39f1f2f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Home2 Suites by Hilton Middletown

[](https://www.expedia.ca/Newburgh-Hotels-Home2-Suites-By-Hilton-Middletown.h15984645.Hotel-Information)

Middletown

9.0/10

Wonderful

(751 reviews)

"Room is clean and spacious, staffs are friendly and professional, highly recommended!"

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

Rocky

CA $233

CA $281 total

includes taxes & fees

Mar 8 - Mar 9

[](https://www.expedia.ca/Newburgh-Hotels-Home2-Suites-By-Hilton-Middletown.h15984645.Hotel-Information)

![Bar (on property)](https://images.trvl-media.com/lodging/1000000/30000/27300/27210/54a4e005.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Indoor pool, sun loungers](https://images.trvl-media.com/lodging/1000000/30000/27300/27210/5acfc319.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lounge](https://images.trvl-media.com/lodging/1000000/30000/27300/27210/ab56e4cd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/1000000/30000/27300/27210/w5760h3835x0y5-98965903.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Best Western Hunt's Landing Hotel Matamoras/Milford

[](https://www.expedia.ca/Matamoras-Hotels-Best-Western-Hunts-Landing-Hotel-MatamorasMilford.h27210.Hotel-Information)

Matamoras

8.6/10

Excellent

(1,002 reviews)

"Very enjoyable stay. Room was clean and the bed was comfortable. The breakfast was also a nice perk. "

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

Jessica

CA $122

CA $133 total

includes taxes & fees

Mar 8 - Mar 9

[](https://www.expedia.ca/Matamoras-Hotels-Best-Western-Hunts-Landing-Hotel-MatamorasMilford.h27210.Hotel-Information)

![Front of property](https://images.trvl-media.com/lodging/2000000/1200000/1194400/1194365/8648b91b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Premium bedding, desk, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/2000000/1200000/1194400/1194365/1a5890e9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Reception](https://images.trvl-media.com/lodging/2000000/1200000/1194400/1194365/2d8c93f7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Free daily on-the-go breakfast](https://images.trvl-media.com/lodging/2000000/1200000/1194400/1194365/308be1ee.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Holiday Inn Express Hotel & Suites Chester by IHG

[](https://www.expedia.ca/Newburgh-Hotels-Holiday-Inn-Express-Hotel-Suites-Chester.h1194365.Hotel-Information)

Chester

8.6/10

Excellent

(1,003 reviews)

"great stay. had everything needed. "

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

Dana

CA $120

CA $142 total

includes taxes & fees

Mar 5 - Mar 6

[](https://www.expedia.ca/Newburgh-Hotels-Holiday-Inn-Express-Hotel-Suites-Chester.h1194365.Hotel-Information)

![Free daily buffet breakfast](https://images.trvl-media.com/lodging/76000000/75040000/75030700/75030626/5214096c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fitness facility](https://images.trvl-media.com/lodging/76000000/75040000/75030700/75030626/d75d7710.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Indoor pool](https://images.trvl-media.com/lodging/76000000/75040000/75030700/75030626/3b40d2ee.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Room, 2 Queen Beds, Accessible (Hearing)](https://images.trvl-media.com/lodging/76000000/75040000/75030700/75030626/b1559701.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Hampton Inn Monticello

[](https://www.expedia.ca/Monticello-Hotels-Hampton-Inn-Monticello.h75030626.Hotel-Information)

Monticello

9.4/10

Exceptional

(638 reviews)

"Good continental breakfast, comfortable beds"

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

Steven

CA $155

CA $176 total

includes taxes & fees

Mar 8 - Mar 9

[](https://www.expedia.ca/Monticello-Hotels-Hampton-Inn-Monticello.h75030626.Hotel-Information)

![Indoor pool](https://images.trvl-media.com/lodging/1000000/880000/875700/875625/38c7288e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Deluxe Room, 2 Queen Beds, Non Smoking, Lake View](https://images.trvl-media.com/lodging/1000000/880000/875700/875625/ae84ea2c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Check-in/check-out kiosk](https://images.trvl-media.com/lodging/1000000/880000/875700/875625/cabaefdf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Suite, 1 King Bed, Accessible, Non Smoking](https://images.trvl-media.com/lodging/1000000/880000/875700/875625/38401260.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Red Roof Inn & Suites Newburgh – Stewart Airport/ West Point

[](https://www.expedia.ca/Newburgh-Hotels-Red-Roof-Inn-Suites-Newburgh-Stewart-Airport.h875625.Hotel-Information)

New Windsor

8.4/10

Very good

(1,002 reviews)

"Superb place to stay."

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

Denessy

[](https://www.expedia.ca/Newburgh-Hotels-Red-Roof-Inn-Suites-Newburgh-Stewart-Airport.h875625.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=2026-03-15&endDate=2026-03-16&regionId=8864&adults=2&property_amenities_group_explore=indoor_pool&sort=RECOMMENDED&openPlayBack=true)

![](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_8864)

## Top Middletown Hotel Reviews

![Hampton Inn Harriman Woodbury](https://images.trvl-media.com/lodging/2000000/1790000/1789300/1789296/c7d384a9_y.jpg)

### Hampton Inn Harriman Woodbury

10/10 Excellent

"Good"

[](https://expedia.ca/Newburgh-Hotels-Hampton-Inn-Harriman-Woodbury.h1789296.Hotel-Information)

![Best Western Monticello](https://images.trvl-media.com/lodging/1000000/30000/26600/26518/68dcbd68_y.jpg)

### Best Western Monticello

10/10 Excellent

"Great room. A little dated overall great. "

[](https://expedia.ca/Monticello-Hotels-Best-Western-Monticello.h26518.Hotel-Information)

![Sleep Inn & Suites Middletown - Goshen](https://images.trvl-media.com/lodging/17000000/16710000/16700200/16700177/1b0779e7_y.jpg)

### Sleep Inn & Suites Middletown - Goshen

10/10 Excellent

"The room and the amenities were very clean and comfortable."

[](https://expedia.ca/Newburgh-Hotels-Sleep-Inn-Suites-Middletown-Goshen.h16700177.Hotel-Information)

![Home2 Suites by Hilton Middletown](https://images.trvl-media.com/lodging/16000000/15990000/15984700/15984645/3c35a288_y.jpg)

### Home2 Suites by Hilton Middletown

10/10 Excellent

"They room was in great condition. Kitchen amenities were really good. "

[](https://expedia.ca/Newburgh-Hotels-Home2-Suites-By-Hilton-Middletown.h15984645.Hotel-Information)

![Courtyard by Marriott Middletown Goshen](https://images.trvl-media.com/lodging/1000000/930000/921500/921424/5eeeba71_y.jpg)

### Courtyard by Marriott Middletown Goshen

10/10 Excellent

"Everything was perfect since that’s 100\. Definitely stay there again thank you for the hospitality."

[](https://expedia.ca/Newburgh-Hotels-Courtyard-By-Marriott-Middletown-Goshen.h921424.Hotel-Information)

![Holiday Inn Express Hotel & Suites Chester by IHG](https://images.trvl-media.com/lodging/2000000/1200000/1194400/1194365/02f3df9e_y.jpg)

### Holiday Inn Express Hotel & Suites Chester by IHG

10/10 Excellent

"Everything was perfect"

[](https://expedia.ca/Newburgh-Hotels-Holiday-Inn-Express-Hotel-Suites-Chester.h1194365.Hotel-Information)

## Frequently asked questions

### What does Middletown have to offer in addition to hotels with indoor pools?

### What are a few well-liked accommodations in Middletown that have indoor pools?

### How many Expedia accommodations with indoor pools will I find in Middletown?

### What is there to do in Middletown?

### Why should I choose a hotel with an indoor pool for my stay in Middletown?

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