A lake surrounded by autumn-colored trees reflecting on the water.

Find Hotels with a Pool in Middletown, NY

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Check availability on Middletown Hotels with a Pool

This weekend
Oct 30 - Nov 1
Next weekend
Nov 6 - Nov 8

Our top choices for Middletown hotels with a pool

An indoor swimming pool with a lifeguard chair, poolside chairs, and a clear view of the outside through large windows.

1. Holiday Inn Express & Suites Middletown - Goshen by IHG

Holiday Inn Express & Suites Middletown - Goshen by IHG
2.5 star property
Middletown
8.8 out of 10, Excellent, (788 reviews)
  • cleanliness
    Make a splash in this hotel's tranquil indoor pool, steps away from LEGOLAND® New York.
The price is NT$3,976
NT$4,696 total
includes taxes & fees
Nov 8 - Nov 9
Holiday Inn Express & Suites Middletown - Goshen by IHG
A pool area with a hot tub, a pool lift, and safety signs on the walls.

2. La Quinta Inn & Suites by Wyndham Middletown-Goshen

La Quinta Inn & Suites by Wyndham Middletown-Goshen
3.0 star property
Middletown
9.4 out of 10, Exceptional, (1,003 reviews)
  • cleanliness
    Immerse in a serene aquatic escape at this family-friendly hotel featuring a pristine indoor pool and relaxation hot tub.
The price is NT$3,573
NT$4,221 total
includes taxes & fees
Nov 8 - Nov 9
La Quinta Inn & Suites by Wyndham Middletown-Goshen
An indoor swimming pool area with chairs and a sign that reads 'POOLSIDE IS MY VIBE'.

3. Home2 Suites by Hilton Middletown

Home2 Suites by Hilton Middletown
3.0 star property
Middletown
9.0 out of 10, Wonderful, (796 reviews)
  • cleanliness
    Year-round pool perfection at this hotel, where aquatic bliss awaits after a day of adventure.
The price is NT$3,645
NT$4,419 total
includes taxes & fees
Nov 11 - Nov 12
Home2 Suites by Hilton Middletown
A poolside area with red umbrellas, a pool, and a fenced patio with chairs and tables.

4. Hampton Inn by Hilton Middletown

Hampton Inn by Hilton Middletown
2.5 star property
Middletown
8.4 out of 10, Very good, (1,000 reviews)
  • cleanliness
    Seasonal outdoor pool escape awaits at this Middletown hotel, where recreational amenities and adventure opportunities abound.
The price is NT$2,715
NT$3,207 total
includes taxes & fees
Nov 18 - Nov 19
Hampton Inn by Hilton Middletown
An indoor swimming pool with lounge chairs and a stone wall.

5. Sleep Inn & Suites Middletown - Goshen

Sleep Inn & Suites Middletown - Goshen
2.5 star property
Middletown
8.8 out of 10, Excellent, (1,247 reviews)
  • cleanliness
    Serene indoor pool sanctuary adds year-round relaxation to your Middletown adventure.
The price is NT$3,296
NT$3,894 total
includes taxes & fees
Nov 18 - Nov 19
Sleep Inn & Suites Middletown - Goshen
An indoor swimming pool with clear water, surrounded by grey tiled flooring and walls, large windows offering views of the outside, and a lifeguard station with a ladder.

6. Residence Inn by Marriott Middletown Goshen

Residence Inn by Marriott Middletown Goshen
3.0 star property
Middletown
9.4 out of 10, Exceptional, (352 reviews)
  • cleanliness
    Take a dip in the modern indoor pool at this Goshen hotel, offering year-round swimming in a spotlessly clean aquatic retreat.
The price is NT$6,107
NT$7,214 total
includes taxes & fees
Nov 22 - Nov 23
Residence Inn by Marriott Middletown Goshen
A pool area with lounge chairs and a hot tub.

7. Courtyard by Marriott Middletown Goshen

Courtyard by Marriott Middletown Goshen
3.0 star property
Middletown
8.4 out of 10, Very good, (1,003 reviews)
  • cleanliness
    Refresh with a splash in this modern hotel's year-round indoor pool near Orange County attractions.
The price is NT$3,296
NT$3,894 total
includes taxes & fees
Nov 8 - Nov 9
Courtyard by Marriott Middletown Goshen
A swimming pool with four lounge chairs and a metal ladder.

8. Candlewood Suites Middletown Goshen by IHG

Candlewood Suites Middletown Goshen by IHG
2.5 star property
Middletown
9.4 out of 10, Exceptional, (92 reviews)
The price is NT$3,638
NT$4,298 total
includes taxes & fees
Nov 10 - Nov 11
Candlewood Suites Middletown Goshen by IHG
A rectangular swimming pool with a metal ladder, surrounded by a low fence and trees.

9. Fairfield Inn & Suites by Marriott Goshen Middletown

Fairfield Inn & Suites by Marriott Goshen Middletown
3.0 star property
Goshen
9.0 out of 10, Wonderful, (1,000 reviews)
  • cleanliness
    Seasonal outdoor pool offers refreshing dips during warm summer months in Goshen.
The price is NT$4,190
NT$5,159 total
includes taxes & fees
Nov 1 - Nov 2
Fairfield Inn & Suites by Marriott Goshen Middletown
An indoor swimming pool with a 9-foot depth warning.

10. Holiday Inn Express Hotel & Suites Chester by IHG

Holiday Inn Express Hotel & Suites Chester by IHG
2.5 star property
Chester
8.8 out of 10, Excellent, (1,001 reviews)
  • cleanliness
    Refreshing indoor pool sanctuary promises relaxation near LEGOLAND, with loungers for post-adventure unwinding.
The price is NT$3,715
NT$4,574 total
includes taxes & fees
Nov 22 - Nov 23
Holiday Inn Express Hotel & Suites Chester by IHG
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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Choose what matters most at hotels with a pool in Middletown

Breakfast included
Hot tub

Hotels with pools and free breakfast in Middletown

A spacious hotel lobby with wooden beams, a central bar area, and seating arrangements.
Hampton Inn by Hilton Middletown

Hampton Inn by Hilton Middletown

Hampton Inn by Hilton Middletown
2.5 star property
Middletown
8.4 out of 10, Very good, (1000)
The price is NT$2,715
NT$3,207 total
includes taxes & fees
Nov 18 - Nov 19
Hampton Inn by Hilton Middletown
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

Overlook Lodge at Bear Mountain

Overlook Lodge at Bear Mountain

8/10 Good
"Great place, but was super crowded."
Mike P 1-night trip
Posted 19 hours ago
Overlook Lodge at Bear Mountain

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 buffet, an indoor pool, and free self parking. Courtyard by Marriott Middletown Goshen: Provides spa services, an indoor pool, and complimentary wired internet access. Tru by Hilton Middletown: Offers daily, a seasonal outdoor pool, and complimentary wired internet access. Hampton Inn by Hilton Middletown: Offers a snack bar/deli, an indoor pool, and daily.
What is there to see and do in Middletown?
Explore places like 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.

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