Find Hotels with a Pool in Middletown, NY from CA $143

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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, (1,002 reviews)
  • cleanliness
    Seasonal outdoor pool escape awaits at this Middletown hotel, where recreational amenities and adventure opportunities abound.
The price is CA $135
CA $160 total
includes taxes & fees
Apr 15 - Apr 16
Hampton Inn by Hilton Middletown
Indoor pool

Courtyard by Marriott Middletown Goshen

Courtyard by Marriott Middletown Goshen
3.0 star property
Middletown
8.6 out of 10, Excellent, (1,010 reviews)
  • cleanliness
    Refresh with a splash in this modern hotel's year-round indoor pool near Orange County attractions.
The price is CA $151
CA $178 total
includes taxes & fees
Apr 13 - Apr 14
Courtyard by Marriott Middletown Goshen
Indoor pool

Sleep Inn & Suites Middletown - Goshen

Sleep Inn & Suites Middletown - Goshen
2.5 star property
Middletown
8.8 out of 10, Excellent, (1,006 reviews)
  • cleanliness
    Serene indoor pool sanctuary adds year-round relaxation to your Middletown adventure.
The price is CA $147
CA $174 total
includes taxes & fees
Apr 22 - Apr 23
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, (997 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 CA $161
CA $190 total
includes taxes & fees
Apr 12 - Apr 13
La Quinta Inn & Suites by Wyndham 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, (708 reviews)
  • cleanliness
    Make a splash in this hotel's tranquil indoor pool, steps away from LEGOLAND® New York.
The price is CA $145
CA $172 total
includes taxes & fees
Apr 26 - Apr 27
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
9.0 out of 10, Wonderful, (761 reviews)
  • cleanliness
    Year-round pool perfection at this hotel, where aquatic bliss awaits after a day of adventure.
The price is CA $240
CA $289 total
includes taxes & fees
Apr 17 - Apr 18
Home2 Suites by Hilton Middletown
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, (324 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 CA $272
CA $322 total
includes taxes & fees
Apr 28 - Apr 29
Residence Inn by Marriott Middletown Goshen
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, (1,005 reviews)
  • cleanliness
    Dive into warm indoor pool waters at this riverside retreat, where sun loungers invite travellers to unwind and recharge.
The price is CA $143
CA $156 total
includes taxes & fees
May 5 - May 6
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, (1,002 reviews)
  • cleanliness
    Luxurious dips in the crystal-clear indoor pool await, with extended hours for night swimming.
The price is CA $131
CA $143 total
includes taxes & fees
Apr 26 - Apr 27
Hampton Inn Matamoras/Milford
Seasonal outdoor pool

Fairfield Inn & Suites by Marriott Goshen Middletown

Fairfield Inn & Suites by Marriott Goshen Middletown
3.0 star property
Goshen
8.8 out of 10, Excellent, (1,003 reviews)
  • cleanliness
    Seasonal outdoor pool offers refreshing dips during warm summer months in Goshen.
The price is CA $152
CA $187 total
includes taxes & fees
Apr 19 - Apr 20
Fairfield Inn & Suites by Marriott Goshen 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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Choose what matters most at hotels with a pool in Middletown

Breakfast included
Hot tub

Hotels with pools and free breakfast in Middletown

Property amenity
Courtyard by Marriott Middletown Goshen

Courtyard by Marriott Middletown Goshen

Courtyard by Marriott Middletown Goshen
3.0 star property
Middletown
8.6 out of 10, Excellent, (1010)
The price is CA $151
CA $178 total
includes taxes & fees
Apr 13 - Apr 14
Courtyard 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.
View all properties

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
"Parking great!"
Maria 1-night trip
Posted 15 hours ago
Red Roof Inn & Suites Newburgh – Stewart Airport/ West Point

Frequently asked questions

What are the best hotels in Middletown with outdoor pools?
If you're looking for a refreshing stay in Middletown, the Holiday Inn Express & Suites Middletown - Goshen by IHG is a fantastic option. This hotel features a lovely outdoor pool area, superb for families seeking relaxation and fun in the sun. Guests rave about the cleanliness of the rooms and the friendliness of the staff, making it a welcoming choice. Plus, you can enjoy a complimentary breakfast that many travellers have described as great, alongside free WiFi and convenient self-parking.

Another excellent choice is the Hampton Inn by Hilton Middletown, which also boasts an outdoor pool. Families appreciate the spacious and clean rooms, as well as the fresh breakfast provided each morning at no extra charge. With its convenient yet quiet location, this hotel offers a peaceful retreat, alongside free amenities like WiFi and toiletries, ensuring a comfortable stay for everyone.

Both of these hotels have received commendable reviews, with the Holiday Inn Express rated 8.8 and the Hampton Inn at 8.6, reflecting the quality service and experience you can expect during your visit.
How much does a hotel with outdoor pool in Middletown cost?
Enjoy staying in a hotel in Middletown with an outdoor pool. You can find a great deal from CA $143 on Expedia. If you're leaning toward a little luxury, prices can rise, and may vary depending on the location, season, and hotel amenities. Be sure to book in advance to enjoy more options and potentially better rates, especially if you're planning a trip during weekends or around public holidays.
Are there hotels with outdoor pools that are close to Galleria at Crystal Run?
The Hampton Inn by Hilton Middletown is an excellent choice for travellers seeking a hotel with an outdoor pool near Galleria at Crystal Run. With an excellent traveller rating of 8.6, this hotel provides a welcoming environment that families appreciate.

Guests rave about the spacious and clean rooms, making it a comfortable base for your adventures. The outdoor pool is described as nice and well-maintained, superb for a refreshing dip after a day of shopping or exploring.

Additionally, the Hampton Inn offers a variety of convenient amenities that enhance your stay. Enjoy complimentary WiFi, free self-parking, and a delicious free continental breakfast that guests often mention as fresh and satisfying. Families traveling with young children will benefit from the availability of cribs at no extra charge.
Is it cheaper to book flights and a hotel in Middletown as a package?
Booking a hotel and flight package on Expedia can be cheaper than booking flights and hotels separately. Bundling can lead to significant savings, especially for international travel or when booking well in advance. However, savings vary depending on factors like destination, travel dates, and availability, so it's wise to compare options. With access to over 300,000 hotels worldwide, Expedia makes it easy to build the perfect travel package.
How can I save on a hotel in Middletown with Expedia?
Before booking your Middletown hotel, remember to join Expedia's free travel rewards program—One Key™. Just sign up and sign in to access our lowest Member Prices as well as members-only perks. Booking your hotel in advance will typically help you save, but there are last-minute deals to explore too.
Can I cancel my hotel reservation on Expedia?
Expedia has plenty of refundable hotels. In many cases, you need to cancel your booking 24-48 hours ahead of your arrival date. Remember to check your booking confirmation for the exact cancellation policy. For maximum flexibility, use Expedia's "Fully refundable property" filter during your search to find the right hotel with an outdoor pool in Middletown for you.

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