The Best Middletown Hotels with Pools from $99 - Hotels with indoor pools in Middletown, NY

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Our top choices for Middletown hotels with a pool

1. Courtyard by Marriott Middletown Goshen

Middletown

Refresh with a splash in this modern hotel's year-round indoor pool near Orange County attractions.

$101 nightly

$119 total

Aug 23 - Aug 24

Total with taxes and fees

2. Sleep Inn & Suites Middletown - Goshen

Middletown

Serene indoor pool sanctuary adds year-round relaxation to your Middletown adventure.

$106 nightly

$126 total

Sep 8 - Sep 9

Total with taxes and fees

Premium bedding, pillowtop beds, desk, laptop workspace

3. La Quinta Inn & Suites by Wyndham Middletown-Goshen

Middletown

Immerse in a serene aquatic escape at this family-friendly hotel featuring a pristine indoor pool and relaxation hot tub.

$126 nightly

$149 total

Aug 23 - Aug 24

Total with taxes and fees

4. Hampton Inn by Hilton Middletown

Middletown

Seasonal outdoor pool escape awaits at this Middletown hotel, where recreational amenities and adventure opportunities abound.

$98 nightly

$115 total

Aug 31 - Sep 1

Total with taxes and fees

5. Holiday Inn Express & Suites Middletown - Goshen by IHG

Middletown

Make a splash in this hotel's tranquil indoor pool, steps away from LEGOLAND® New York.

$122 nightly

$144 total

Aug 23 - Aug 24

Total with taxes and fees

6. Candlewood Suites Middletown Goshen by IHG

Middletown

$114 nightly

$135 total

Aug 16 - Aug 17

Total with taxes and fees

7. Home2 Suites by Hilton Middletown

Middletown

Year-round pool perfection at this hotel, where aquatic bliss awaits after a day of adventure.

$192 nightly

$231 total

Aug 23 - Aug 24

Total with taxes and fees

8. Residence Inn by Marriott Middletown Goshen

Middletown

Take a dip in the modern indoor pool at this Goshen hotel, offering year-round swimming in a spotlessly clean aquatic retreat.

$197 nightly

$233 total

Aug 30 - Aug 31

Total with taxes and fees

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Choose what matters most at hotels with a pool in Middletown

Breakfast included

Hot tub

Spa

4 stars

5 stars

Hotels with pools and free breakfast in Middletown

La Quinta Inn & Suites by Wyndham Middletown-Goshen

Middletown

$126 nightly

$149 total

Aug 23 - Aug 24

Total with taxes and fees

Hampton Inn by Hilton Middletown

Middletown

$98 nightly

$115 total

Aug 31 - Sep 1

Total with taxes and fees

Sleep Inn & Suites Middletown - Goshen

Middletown

$106 nightly

$126 total

Sep 8 - Sep 9

Total with taxes and fees

Holiday Inn Express & Suites Middletown - Goshen by IHG

Middletown

$122 nightly

$144 total

Aug 23 - Aug 24

Total with taxes and fees

Premium bedding, in-room safe, desk, laptop workspace

Home2 Suites by Hilton Middletown

Middletown

$192 nightly

$231 total

Aug 23 - Aug 24

Total with taxes and fees

Residence Inn by Marriott Middletown Goshen

Middletown

$197 nightly

$233 total

Aug 30 - Aug 31

Total with taxes and fees

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

Sleep Inn & Suites Middletown - Goshen

10/10 Excellent

"This is one of the cleanest and friendliest experiences I’ve had through out my many stays at other hotels, and this one by far is the cleanest and has exceptional bedding to sleep on! The staff is overwhelmingly friendly and helpful! The free breakfast is put out with an exceptional staff, not to mention the food is great! They put lots of fresh fruit, variety’s of pastries and hot food! The pool is clean and their linens are soft and look and feel new! The night shift is always there to help you with anything! Thank for hospitality!"

Holiday Inn Express Hotel & Suites Chester by IHG

10/10 Excellent

"We were able to check-in late and the room was clean and comfortable."

Courtyard by Marriott Middletown Goshen

10/10 Excellent

"Clean. Close to food. Walked to Outback Steakhouse. Great food and great service."

Home2 Suites by Hilton Middletown

10/10 Excellent

"Excellent"

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.

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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Check availability on Middletown Hotels with a Pool

Our top choices for Middletown hotels with a pool

1. Courtyard by Marriott Middletown Goshen

2. Sleep Inn & Suites Middletown - Goshen