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Find Hotels with a Pool in Middletown, NY

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Top Middletown Hotels with a Pool

Indoor pool
La Quinta Inn & Suites by Wyndham Middletown-Goshen

La Quinta Inn & Suites by Wyndham Middletown-Goshen

3.0 star property
Middletown
  • Indoor pool
9.4 out of 10, Exceptional, (917)
Sparkling waters await in the tranquil indoor pool area, open daily from 9:00 AM to 9:00 PM for refreshing swims regardless of weather. Guests praise the spotless facilities, including a rejuvenating hot tub and well-equipped fitness center for complete vacation balance.
$115 nightly
The price is $136
Nov 23 - Nov 24
Total with taxes and fees
La Quinta Inn & Suites by Wyndham Middletown-Goshen
BBQ/picnic area
Hampton Inn by Hilton Middletown

Hampton Inn by Hilton Middletown

2.5 star property
Middletown
  • Pool
  • Breakfast included
  • Pet friendly
  • Parking included
  • Free WiFi
  • Air conditioning
8.6 out of 10, Excellent, (1002)
Dive into summer refreshment at the seasonal outdoor pool, open from May through September. Beyond swimming, this hotel entices with nearby adventures including hiking trails, kayaking, and mountain biking, plus a modern fitness center for year-round activity.
$80 nightly
The price is $94
Dec 2 - Dec 3
Total with taxes and fees
Hampton Inn by Hilton Middletown
Indoor pool
Courtyard by Marriott Middletown Goshen

Courtyard by Marriott Middletown Goshen

3.0 star property
Middletown
  • Indoor pool
8.6 out of 10, Excellent, (1002)
Dive into the inviting indoor pool after exploring Orange County Fair Speedway and nearby attractions. Comfortable rooms with premium bedding await, while The Bistro serves American cuisine for breakfast and dinner, perfect for refueling between swims.
$93 nightly
The price is $109
Dec 14 - Dec 15
Total with taxes and fees
Courtyard by Marriott Middletown Goshen
Indoor pool
Sleep Inn & Suites Middletown - Goshen

Sleep Inn & Suites Middletown - Goshen

2.5 star property
Middletown
  • Indoor pool
8.6 out of 10, Excellent, (1000)
Swimming enthusiasts relish the pristine indoor pool at this tranquil hotel, open from early morning until late evening. After an invigorating swim, guests appreciate the 24-hour fitness center and complimentary continental breakfast.
$101 nightly
The price is $119
Dec 21 - Dec 22
Total with taxes and fees
Sleep Inn & Suites Middletown - Goshen
Indoor pool, sun loungers
Holiday Inn Express & Suites Middletown - Goshen by IHG

Holiday Inn Express & Suites Middletown - Goshen by IHG

2.5 star property
Middletown
  • Indoor pool
  • Pool loungers
8.8 out of 10, Excellent, (695)
Swimmers find tranquility at the pristine indoor pool surrounded by comfortable loungers. After invigorating laps, guests can enjoy the fitness center, concierge services, or relax with coffee from the on-site café.
$129 nightly
The price is $152
Nov 23 - Nov 24
Total with taxes and fees
Holiday Inn Express & Suites Middletown - Goshen by IHG
Indoor pool
Home2 Suites by Hilton Middletown

Home2 Suites by Hilton Middletown

3.0 star property
Middletown
  • Indoor pool
9.0 out of 10, Wonderful, (739)
Splash into aquatic relaxation at the spotlessly maintained indoor pool, a haven for families regardless of weather. The hotel surrounds swimmers with additional perks including a game room, firepit, and kitchen-equipped rooms that guests consistently praise.
$143 nightly
The price is $173
Nov 30 - Dec 1
Total with taxes and fees
Home2 Suites by Hilton Middletown
Indoor pool
Residence Inn by Marriott Middletown Goshen

Residence Inn by Marriott Middletown Goshen

3.0 star property
Middletown
  • Indoor pool
9.4 out of 10, Exceptional, (315)
Swimming enthusiasts relish the pristine indoor pool, open from early morning until evening. Guests particularly appreciate the immaculate facilities, comfortable rooms with premium bedding, and peaceful atmosphere perfect for unwinding after exploring the area.
$170 nightly
The price is $201
Dec 4 - Dec 5
Total with taxes and fees
Residence Inn by Marriott Middletown Goshen
Indoor pool, sun loungers
Holiday Inn Express Hotel & Suites Chester by IHG

Holiday Inn Express Hotel & Suites Chester by IHG

2.5 star property
Chester
  • Indoor pool
  • Pool loungers
8.6 out of 10, Excellent, (1003)
Splash into vacation mode at the pristine indoor pool, complete with inviting sun loungers for post-swim relaxation. Families appreciate the hotel's proximity to LEGOLAND New York while enjoying spotlessly clean rooms with premium bedding and thoughtful amenities.
$78 nightly
The price is $93
Nov 30 - Dec 1
Total with taxes and fees
Holiday Inn Express Hotel & Suites Chester by IHG
Outdoor pool
LEGOLAND Hotel NEW York

LEGOLAND Hotel NEW York

3.0 star property
Goshen
  • Outdoor pool
8.6 out of 10, Excellent, (24)
Pool toys transform the outdoor pool into a delightful aquatic playground at this LEGOLAND hotel. After swimming, families can enjoy the on-site restaurant, arcade room, and garden, making this vibrant getaway perfect for creating lasting memories.
$200 nightly
The price is $235
Dec 21 - Dec 22
Total with taxes and fees
LEGOLAND Hotel NEW York
Indoor pool
Hampton Inn Harriman Woodbury

Hampton Inn Harriman Woodbury

2.5 star property
Central Valley
  • Indoor pool
9.2 out of 10, Wonderful, (1008)
Sparkling clean waters await in the spacious indoor pool, where families splash and adults unwind until midnight. Complimentary shuttle service whisks guests to nearby shopping outlets, while a hearty breakfast fuels exciting days ahead.
$95 nightly
The price is $117
Dec 11 - Dec 12
Total with taxes and fees
Hampton Inn Harriman Woodbury
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.
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Top Middletown Hotel Reviews

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

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

10/10 Excellent
"Great job"
nicole 1-night trip
Posted 6 days ago
Red Roof Inn & Suites Newburgh – Stewart Airport/ West Point

Frequently asked questions

What are some accommodations with pools in Middletown?
Sleep Inn & Suites Middletown - Goshen: Features continental, an indoor pool, and complimentary wired internet access. La Quinta Inn & Suites by Wyndham Middletown-Goshen: Offers daily, an indoor pool, and free self parking. Courtyard by Marriott Middletown Goshen: Provides complimentary wired internet access, an indoor pool, and free self parking. Super 8 by Wyndham Middletown: Offers daily, a seasonal outdoor pool, and complimentary wired internet access. Hampton Inn by Hilton Middletown: Features daily, an indoor pool, and complimentary wired internet access.
What is there to see and do in Middletown?
Spend some time experiencing the great outdoors at Highland Lake and Thomas Bull Memorial Park. During your stay, check out sights such as Paramount Theatre, Orange County Fair Speedway, and Orange County Fairgrounds. 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.

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