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
8.6 out of 10, Excellent, (1,008 reviews)
  • cleanliness
    Refresh with a splash in this modern hotel's year-round indoor pool near Orange County attractions.
$93 nightly
The price is $109
Mar 29 - Mar 30
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, (1,004 reviews)
  • cleanliness
    Seasonal outdoor pool escape awaits at this Middletown hotel, where recreational amenities and adventure opportunities abound.
$91 nightly
The price is $108
Mar 26 - Mar 27
Total with taxes and fees
Hampton Inn by Hilton Middletown

Sleep Inn & Suites Middletown - Goshen

Sleep Inn & Suites Middletown - Goshen
2.5 star property
Middletown
8.6 out of 10, Excellent, (1,003 reviews)
  • cleanliness
    Serene indoor pool sanctuary adds year-round relaxation to your Middletown adventure.
$101 nightly
The price is $119
Mar 31 - Apr 1
Total with taxes and fees
Sleep Inn & Suites 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, (986 reviews)
  • cleanliness
    Immerse in a serene aquatic escape at this family-friendly hotel featuring a pristine indoor pool and relaxation hot tub.
$121 nightly
The price is $142
Mar 26 - Mar 27
Total with taxes and fees
La Quinta Inn & Suites by Wyndham 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, (705 reviews)
  • cleanliness
    Make a splash in this hotel's tranquil indoor pool, steps away from LEGOLAND® New York.
$113 nightly
The price is $133
Mar 29 - Mar 30
Total with taxes and fees
Holiday Inn Express & Suites Middletown - Goshen by IHG

Home2 Suites by Hilton Middletown

Home2 Suites by Hilton Middletown
3.0 star property
Middletown
9.0 out of 10, Wonderful, (757 reviews)
  • cleanliness
    Year-round pool perfection at this hotel, where aquatic bliss awaits after a day of adventure.
$174 nightly
The price is $209
Mar 26 - Mar 27
Total with taxes and fees
Home2 Suites by Hilton Middletown

Residence Inn by Marriott Middletown Goshen

Residence Inn by Marriott Middletown Goshen
3.0 star property
Middletown
9.4 out of 10, Exceptional, (322 reviews)
  • cleanliness
    Take a dip in the modern indoor pool at this Goshen hotel, offering year-round swimming in a spotlessly clean aquatic retreat.
$197 nightly
The price is $233
Mar 30 - Mar 31
Total with taxes and fees
Residence Inn by Marriott Middletown Goshen

Hampton Inn Matamoras/Milford

Hampton Inn Matamoras/Milford
2.5 star property
Matamoras
8.8 out of 10, Excellent, (1,005 reviews)
  • cleanliness
    Luxurious dips in the crystal-clear indoor pool await, with extended hours for night swimming.
$89 nightly
The price is $97
Mar 30 - Mar 31
Total with taxes and fees
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, (1,004 reviews)
  • cleanliness
    Dive into warm indoor pool waters at this riverside retreat, where sun loungers invite travelers to unwind and recharge.
$95 nightly
The price is $104
Mar 30 - Mar 31
Total with taxes and fees
Best Western Hunt's Landing Hotel Matamoras/Milford

Overlook Lodge at Bear Mountain

Overlook Lodge at Bear Mountain
2.5 star property
Bear Mountain
8.4 out of 10, Very Good, (1,003 reviews)
  • cleanliness
    Majestic seasonal pool beckons with mountain views, perfect for summer relaxation after exploring scenic Bear Mountain trails.
$96 nightly
The price is $109
Mar 30 - Mar 31
Total with taxes and fees
Overlook Lodge at Bear Mountain
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 $97 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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