Sunrise image of the Arrigoni Bridge in Middletown, CT

Find Hotels with a Pool in Middletown, NY

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Check availability on Middletown Hotels with a Pool

Our top choices for Middletown hotels with a pool

BBQ/picnic area

Hampton Inn by Hilton Middletown

Hampton Inn by Hilton Middletown
2.5 star property
Middletown
8.6 out of 10, Excellent, (1,015 reviews)
  • cleanliness
    Seasonal outdoor pool escape awaits at this Middletown hotel, where recreational amenities and adventure opportunities abound.
The price is ￥18,765
￥22,165 total
includes taxes & fees
Jul 1 - Jul 2
Hampton Inn by Hilton Middletown
Indoor pool

Sleep Inn & Suites Middletown - Goshen

Sleep Inn & Suites Middletown - Goshen
2.5 star property
Middletown
8.8 out of 10, Excellent, (1,040 reviews)
  • cleanliness
    Serene indoor pool sanctuary adds year-round relaxation to your Middletown adventure.
The price is ￥21,757
￥25,702 total
includes taxes & fees
Jun 29 - Jun 30
Sleep Inn & Suites Middletown - Goshen
Outdoor spa tub

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, (1,021 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 ￥20,305
￥23,985 total
includes taxes & fees
Jun 21 - Jun 22
La Quinta Inn & Suites by Wyndham Middletown-Goshen
Indoor pool

Courtyard by Marriott Middletown Goshen

Courtyard by Marriott Middletown Goshen
3.0 star property
Middletown
8.4 out of 10, Very Good, (1,007 reviews)
  • cleanliness
    Refresh with a splash in this modern hotel's year-round indoor pool near Orange County attractions.
The price is ￥18,932
￥22,363 total
includes taxes & fees
Jun 22 - Jun 23
Courtyard by Marriott 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
8.8 out of 10, Excellent, (728 reviews)
  • cleanliness
    Make a splash in this hotel's tranquil indoor pool, steps away from LEGOLAND® New York.
The price is ￥23,407
￥27,649 total
includes taxes & fees
Jun 21 - Jun 22
Holiday Inn Express & Suites Middletown - Goshen by IHG
Indoor pool

Residence Inn by Marriott Middletown Goshen

Residence Inn by Marriott Middletown Goshen
3.0 star property
Middletown
9.4 out of 10, Exceptional, (335 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 ￥30,125
￥35,587 total
includes taxes & fees
Jun 24 - Jun 25
Residence Inn by Marriott Middletown Goshen
Indoor pool

Home2 Suites by Hilton Middletown

Home2 Suites by Hilton Middletown
3.0 star property
Middletown
9.0 out of 10, Wonderful, (772 reviews)
  • cleanliness
    Year-round pool perfection at this hotel, where aquatic bliss awaits after a day of adventure.
The price is ￥30,811
￥36,956 total
includes taxes & fees
Jul 12 - Jul 13
Home2 Suites by Hilton Middletown
Indoor pool, sun loungers

Best Western Hunt's Landing Hotel Matamoras/Milford

Best Western Hunt's Landing Hotel Matamoras/Milford
3.0 star property
Matamoras
8.6 out of 10, Excellent, (1,014 reviews)
  • cleanliness
    Dive into warm indoor pool waters at this riverside retreat, where sun loungers invite travelers to unwind and recharge.
The price is ￥17,571
￥19,152 total
includes taxes & fees
Jun 21 - Jun 22
Best Western Hunt's Landing Hotel Matamoras/Milford
Indoor pool

Hampton Inn Matamoras/Milford

Hampton Inn Matamoras/Milford
2.5 star property
Matamoras
8.6 out of 10, Excellent, (1,018 reviews)
  • cleanliness
    Luxurious dips in the crystal-clear indoor pool await, with extended hours for night swimming.
The price is ￥18,905
￥20,606 total
includes taxes & fees
Jul 8 - Jul 9
Hampton Inn Matamoras/Milford
Indoor pool

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

Red Roof Inn & Suites Newburgh – Stewart Airport/ West Point
2.0 star property
New Windsor
8.4 out of 10, Very Good, (1,016 reviews)
  • cleanliness
    Dive into this indoor pool oasis with aquatic fun that awaits year-round, just minutes from Stewart Airport and West Point.
The price is ￥15,718
￥18,565 total
includes taxes & fees
Jun 30 - Jul 1
Red Roof Inn & Suites Newburgh – Stewart Airport/ West Point
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

Exterior
La Quinta Inn & Suites by Wyndham Middletown-Goshen

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, (1021)
The price is ￥20,305
￥23,985 total
includes taxes & fees
Jun 21 - Jun 22
La Quinta Inn & Suites by Wyndham 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.
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Top Middletown Hotel Reviews

Courtyard by Marriott Middletown Goshen

Courtyard by Marriott Middletown Goshen

8/10 Good
"Barbara at the front desk was amazing"
Gina 3-night trip
Posted 7 hours ago
Courtyard by Marriott Middletown Goshen

Frequently asked questions

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. Tru by Hilton Middletown: Features daily, a seasonal outdoor pool, and complimentary wired internet access. Hampton Inn by Hilton Middletown: Offers complimentary wired internet access, an indoor pool, and free self parking. Courtyard by Marriott Middletown Goshen: Offers a snack bar/deli, an indoor pool, and daily.
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.