Find Hotels with a Pool in Middletown, NY

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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, (1,006 reviews)
  • cleanliness
    Refresh with a splash in this modern hotel's year-round indoor pool near Orange County attractions.
"we loved the indoor pool highly recommend"
United States
Kristen
$101 nightly
The price is $119
May 6 - May 7
Total with taxes and fees
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, (1,000 reviews)
  • cleanliness
    Seasonal outdoor pool escape awaits at this Middletown hotel, where recreational amenities and adventure opportunities abound.
"Pool was clean."
United States
Jeanne
$93 nightly
The price is $109
May 7 - May 8
Total with taxes and fees
Hampton Inn by Hilton Middletown

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, (714 reviews)
  • cleanliness
    Make a splash in this hotel's tranquil indoor pool, steps away from LEGOLAND® New York.
"The pool was nice and clean"
United States
Yelena
$100 nightly
The price is $118
May 10 - May 11
Total with taxes and fees
Holiday Inn Express & Suites Middletown - Goshen by IHG

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, (1,000 reviews)
  • cleanliness
    Immerse in a serene aquatic escape at this family-friendly hotel featuring a pristine indoor pool and relaxation hot tub.
"my kids loved the pool"
United States
Cemal
$117 nightly
The price is $138
May 3 - May 4
Total with taxes and fees
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, (1,005 reviews)
  • cleanliness
    Serene indoor pool sanctuary adds year-round relaxation to your Middletown adventure.
"The pool was clean"
United States
Karen
$119 nightly
The price is $141
May 31 - Jun 1
Total with taxes and fees
Sleep Inn & Suites Middletown - Goshen

Home2 Suites by Hilton Middletown

Home2 Suites by Hilton Middletown
3.0 star property
Middletown
9.0 out of 10, Wonderful, (764 reviews)
  • cleanliness
    Year-round pool perfection at this hotel, where aquatic bliss awaits after a day of adventure.
"They have good breakfast options, rooms are clean and big, reasonably priced, close to food and shopping, kids love the pool and I love that I was able to bring my dog"
United States
Jazmine
$183 nightly
The price is $220
May 26 - May 27
Total with taxes and fees
Home2 Suites by Hilton Middletown

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, (1,000 reviews)
  • cleanliness
    Dive into warm indoor pool waters at this riverside retreat, where sun loungers invite travelers to unwind and recharge.
"Comfort bed, good size room, nice pool and gym and great location."
United States
Aline
$104 nightly
The price is $113
May 10 - May 11
Total with taxes and fees
Best Western Hunt's Landing Hotel Matamoras/Milford

Hampton Inn Matamoras/Milford

Hampton Inn Matamoras/Milford
2.5 star property
Matamoras
8.6 out of 10, Excellent, (1,000 reviews)
  • cleanliness
    Luxurious dips in the crystal-clear indoor pool await, with extended hours for night swimming.
"Good size pool."
United States
Paul
$90 nightly
The price is $98
May 10 - May 11
Total with taxes and fees
Hampton Inn Matamoras/Milford

Hampton Inn & Suites Newburgh Stewart Airport

Hampton Inn & Suites Newburgh Stewart Airport
2.5 star property
Newburgh
9.2 out of 10, Wonderful, (1,001 reviews)
  • cleanliness
    Splash into year-round relaxation at this hotel's indoor swimming oasis, just minutes from Algonquin Park and local attractions.
"Clean great staff great breakfast pool area warm"
United States
LaRhonda
$114 nightly
The price is $135
May 10 - May 11
Total with taxes and fees
Hampton Inn & Suites Newburgh Stewart Airport
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

Frequently asked questions

What are the best hotels in Middletown with outdoor pools?
For travellers seeking a refreshing retreat, the Holiday Inn Express & Suites Middletown - Goshen by IHG stands out with its inviting outdoor pool, rated an impressive 8.8 by guests. Families will appreciate the well-maintained pool area, superb for relaxation and fun after a day of exploration. The hotel also offers a complimentary breakfast that guests rave about, along with free toiletries and WiFi, making it a convenient choice for those traveling with children.

Another excellent option is the Hampton Inn by Hilton Middletown, which boasts a cozy outdoor pool and receives high praise with a traveller rating of 8.6. Guests frequently mention the friendly staff and the spacious, clean rooms. The hotel's complimentary breakfast is known for its freshness, and the location strikes a balance between convenience and tranquility, ensuring a pleasant stay for families and adventure-seekers alike.

Both of these hotels provide a blend of comfort and quality, making them ideal for families wanting to enjoy the outdoors while still having access to essential amenities.
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 $99 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.
Is it cheaper to book flights and a Middletown hotel with a pool 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 vacation package.
How can I save on a Middletown hotel with a pool with Expedia?
Before booking your Middletown hotel, remember to join One Key™, Expedia's free travel rewards program. 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 in Middletown for you.

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