A large steel bridge spanning a river, surrounded by trees and buildings.

Find Hotels with a Pool in Middletown, NY

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check availability on Middletown Hotels with a Pool

This weekend
Next weekend

Our top choices for Middletown hotels with a pool

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 AED 434
AED 513 total
includes taxes & fees
30 Jun - 1 Jul
Courtyard by Marriott Middletown Goshen

Hampton Inn by Hilton Middletown

Hampton Inn by Hilton Middletown
2.5 star property
Middletown
8.6 out of 10, Excellent, (1,001 reviews)
  • cleanliness
    Seasonal outdoor pool escape awaits at this Middletown hotel, where recreational amenities and adventure opportunities abound.
The price is AED 411
AED 485 total
includes taxes & fees
29 Jun - 30 Jun
Hampton Inn by Hilton Middletown

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, (1,006 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 AED 486
AED 574 total
includes taxes & fees
5 Jul - 6 Jul
La Quinta Inn & Suites by Wyndham Middletown-Goshen

Sleep Inn & Suites Middletown - Goshen

Sleep Inn & Suites Middletown - Goshen
2.5 star property
Middletown
8.8 out of 10, Excellent, (1,041 reviews)
  • cleanliness
    Serene indoor pool sanctuary adds year-round relaxation to your Middletown adventure.
The price is AED 450
AED 532 total
includes taxes & fees
29 Jun - 30 Jun
Sleep Inn & Suites Middletown - Goshen

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, (729 reviews)
  • cleanliness
    Make a splash in this hotel's tranquil indoor pool, steps away from LEGOLAND® New York.
The price is AED 547
AED 646 total
includes taxes & fees
19 Jul - 20 Jul
Holiday Inn Express & Suites Middletown - Goshen by IHG

Residence Inn by Marriott Middletown Goshen

Residence Inn by Marriott Middletown Goshen
3.0 star property
Middletown
9.4 out of 10, Exceptional, (336 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 AED 724
AED 855 total
includes taxes & fees
1 Jul - 2 Jul
Residence Inn by Marriott Middletown Goshen

Home2 Suites by Hilton Middletown

Home2 Suites by Hilton Middletown
3.0 star property
Middletown
9.0 out of 10, Wonderful, (776 reviews)
  • cleanliness
    Year-round pool perfection at this hotel, where aquatic bliss awaits after a day of adventure.
The price is AED 706
AED 847 total
includes taxes & fees
19 Jul - 20 Jul
Home2 Suites by Hilton Middletown

Hampton Inn Matamoras/Milford

Hampton Inn Matamoras/Milford
2.5 star property
Matamoras
8.6 out of 10, Excellent, (1,002 reviews)
  • cleanliness
    Luxurious dips in the crystal-clear indoor pool await, with extended hours for night swimming.
The price is AED 376
AED 410 total
includes taxes & fees
19 Jul - 20 Jul
Hampton Inn Matamoras/Milford

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, (1,001 reviews)
  • cleanliness
    Dive into warm indoor pool waters at this riverside retreat, where sun loungers invite travelers to unwind and recharge.
The price is AED 403
AED 439 total
includes taxes & fees
28 Jun - 29 Jun
Best Western Hunt's Landing Hotel Matamoras/Milford

Days Inn by Wyndham Wurtsboro

Days Inn by Wyndham Wurtsboro
2.0 star property
Wurtsboro
7.6 out of 10, Good, (630 reviews)
  • cleanliness
    Take a dip in the seasonal outdoor pool, a refreshing retreat with mountain views.
The price is AED 357
AED 403 total
includes taxes & fees
30 Jun - 1 Jul
Days Inn by Wyndham Wurtsboro
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.

Choose what matters most at hotels with a pool in Middletown

Hotels with pools and free breakfast in 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.

Top Middletown Hotel Reviews

Explore a world of travel with Expedia

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: Provides a snack bar/deli, an indoor pool, and daily.
What is there to see and do in Middletown?
Explore places like LEGOLAND® New York 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.