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Find Hotels with a Pool in Middletown, NY

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Check availability on Middletown Hotels with a Pool

Tonight
Aug 2 - Aug 3
Tomorrow
Aug 3 - Aug 4
Next weekend
Aug 8 - Aug 10
In two weeks
Aug 15 - Aug 17

Top Middletown Hotels with a Pool

Hampton Inn Harriman Woodbury
Relax by the pool surrounded by lush greenery and enjoy a refreshing swim.

Hampton Inn Harriman Woodbury

2.5 star property
9.2 out of 10, Wonderful, (1004)
"Great stay great staff great accommodations "
The price is ₩175,976
₩216,671 total
includes taxes & fees
Sep 1 - Sep 2
Hampton Inn Harriman Woodbury
La Quinta Inn & Suites by Wyndham Middletown-Goshen
Relax by the pool with easy access via the central ladder and comfortable seating areas.

La Quinta Inn & Suites by Wyndham Middletown-Goshen

3.0 star property
9.2 out of 10, Wonderful, (771)
"Place was great have stayed here many times."
The price is ₩161,317
₩190,565 total
includes taxes & fees
Aug 3 - Aug 4
La Quinta Inn & Suites by Wyndham Middletown-Goshen
Sleep Inn & Suites Middletown - Goshen
Relax by the pool surrounded by artwork and comfortable seating.

Sleep Inn & Suites Middletown - Goshen

2.5 star property
8.6 out of 10, Excellent, (1012)
"Staff was very kind and breakfast was good "
The price is ₩134,528
₩158,912 total
includes taxes & fees
Aug 24 - Aug 25
Sleep Inn & Suites Middletown - Goshen
Fairfield Inn & Suites by Marriott Goshen Middletown
Relax by the pool surrounded by lounge chairs and umbrellas.

Fairfield Inn & Suites by Marriott Goshen Middletown

2.5 star property
8.8 out of 10, Excellent, (976)
"Great breakfast, great room. "
The price is ₩152,842
₩188,187 total
includes taxes & fees
Aug 24 - Aug 25
Fairfield Inn & Suites by Marriott Goshen Middletown
Holiday Inn Express Hotel & Suites Chester by IHG
Relax by the pool, surrounded by lounge chairs and a seating area with tables.

Holiday Inn Express Hotel & Suites Chester by IHG

2.5 star property
8.4 out of 10, Very Good, (1003)
"Very clean and breakfast was worthy."
The price is ₩176,463
₩208,448 total
includes taxes & fees
Aug 10 - Aug 11
Holiday Inn Express Hotel & Suites Chester by IHG
Courtyard by Marriott Middletown Goshen
Relax by the pool surrounded by comfortable lounge chairs and a clear water surface.

Courtyard by Marriott Middletown Goshen

3.0 star property
8.6 out of 10, Excellent, (937)
"The room was clean and beautiful and we loved the indoor pool highly recommend. "
The price is ₩140,545
₩166,018 total
includes taxes & fees
Aug 10 - Aug 11
Courtyard by Marriott Middletown Goshen
Hampton Inn by Hilton Middletown
Relax by the pool surrounded by a shaded patio with a table and comfortable seating.

Hampton Inn by Hilton Middletown

2.5 star property
8.6 out of 10, Excellent, (1004)
"Stay was pleasant "
The price is ₩143,491
₩169,501 total
includes taxes & fees
Aug 24 - Aug 25
Hampton Inn by Hilton Middletown
Holiday Inn Express & Suites Middletown - Goshen by IHG
Relax by the rectangular pool surrounded by a tiled deck and enjoy the convenience of a pool lift.

Holiday Inn Express & Suites Middletown - Goshen by IHG

2.5 star property
8.8 out of 10, Excellent, (670)
"The rooms are welcoming and clean. Children loved the morning breakfast provided by the hotel. "
The price is ₩201,473
₩237,989 total
includes taxes & fees
Aug 3 - Aug 4
Holiday Inn Express & Suites Middletown - Goshen by IHG
Home2 Suites by Hilton Middletown
Relax by the pool surrounded by comfortable lounge chairs and a small table.

Home2 Suites by Hilton Middletown

3.0 star property
9.0 out of 10, Wonderful, (706)
"Been here twice and very family friendly "
The price is ₩199,597
₩240,637 total
includes taxes & fees
Aug 10 - Aug 11
Home2 Suites by Hilton Middletown
Residence Inn by Marriott Middletown Goshen
Swim laps in the rectangular pool surrounded by a tiled deck and informative signs.

Residence Inn by Marriott Middletown Goshen

3.0 star property
9.4 out of 10, Exceptional, (304)
"Great place to stay!. "
The price is ₩255,662
₩302,000 total
includes taxes & fees
Aug 10 - Aug 11
Residence Inn by Marriott Middletown Goshen
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.

Top Middletown Hotel Reviews

Super 8 by Wyndham Middletown

Super 8 by Wyndham Middletown

10/10 Excellent
"I have stayed here before and for a short stay it is good. This is not a resort but a place to sleep with no extra amenities. No luxury but a good buy considering other local options given its proximity to LEGOLAND which is literally 15 minutes away. Yes I will continue to return."
William 1-night trip
Posted 5 days ago
Super 8 by Wyndham Middletown
The Crossroads Hotel, Newburgh

The Crossroads Hotel, Newburgh

10/10 Excellent
"Good pricing for the nice quality rooms"
Madison 1-night trip
Posted 6 days ago
The Crossroads Hotel, Newburgh

Frequently asked questions

What's it like visiting Middletown?
If laying by the pool is your idea of the perfect getaway, you may want to check out family-friendly Middletown, which offers 6 places to stay with pools. While you're visiting, you can explore sights such as Woodbury Common Premium Outlets and LEGOLAND® New York, and then relax poolside at one of the accommodations in Middletown that guests like for their pools.
What are some accommodations with pools in Middletown?
La Quinta Inn & Suites by Wyndham Middletown-Goshen: Features daily, an indoor pool, and free self parking. Sleep Inn & Suites Middletown - Goshen: Offers continental, an indoor pool, and complimentary wired internet access. Courtyard by Marriott Middletown Goshen: Provides complimentary wired internet access, an indoor pool, and free self parking. Hampton Inn by Hilton Middletown: Features daily, a seasonal outdoor pool, and complimentary wired internet access. Super 8 by Wyndham Middletown: Offers daily, an indoor pool, and complimentary wired internet access.
How many hotels with pools are there in Middletown?
Expedia has 6 hotels in Middletown for your poolside break.
What is there to see and do in Middletown?
Explore places like LEGOLAND® New York and Woodbury Common Premium Outlets while you're in the area. The picturesque setting of Highland Lake and Thomas Bull Memorial Park showcase the area's natural beauty. Travelers love Middletown for its array of dining options.
When is the best time to book a hotel with a pool in Middletown?
Taking into account the local weather in Middletown can help you maximize your time at the pool during your trip. The hottest months are usually July and August with an average temp of 68°F, while the coldest months are January and February with an average of 31°F. The snowiest months in Middletown are January, February, March, and April, with each month seeing an average of 6 inches of snowfall.