A lake surrounded by autumn-colored trees reflecting on the water.

Find Hotels with a Pool in Middletown, NY

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Check availability on Middletown Hotels with a Pool

Tonight
Oct 20 - Oct 21
Tomorrow
Oct 21 - Oct 22
This weekend
Oct 23 - Oct 25
Next weekend
Oct 30 - Nov 1

Our top choices for Middletown hotels with a pool

An indoor water park with a large water slide, a pool area, and a glass ceiling structure.
A modern apartment complex with a pool, outdoor seating, and a view of the sunset.
A modern building with a sign reading "The Kartrite Resort & Indoor Waterpark".
A bar area with a central island, multiple bar stools, and a large screen displaying content.

1. The Kartrite Resort & Indoor Waterpark

The Kartrite Resort & Indoor Waterpark
Monticello
  • Splash into four-season aquatic fun at this family paradise with both indoor and outdoor pool playgrounds.
$249 nightly
$272 total
Nov 19 - Nov 20
Total with taxes and fees
The Kartrite Resort & Indoor Waterpark
An indoor swimming pool with lounge chairs and a stone wall.
A modern dining area with a large fish tank, sofas, and wooden tables and chairs.
A modern lobby with a brown sofa, yellow armchairs, a patterned carpet, and a decorative plant centerpiece.
A Sleep Inn & Suites hotel with a stone facade, multiple balconies, and a covered entrance.

2. Sleep Inn & Suites Middletown - Goshen

Sleep Inn & Suites Middletown - Goshen
Middletown
  • Serene indoor pool sanctuary adds year-round relaxation to your Middletown adventure.
$101 nightly
$119 total
Nov 10 - Nov 11
Total with taxes and fees
Sleep Inn & Suites Middletown - Goshen
A pool area with a hot tub, a pool lift, and safety signs on the walls.
A modern bathroom with a large mirror, a sink, and a shower.
A modern hotel lobby with a large dining area, comfortable seating, and a flat-screen TV mounted on the wall.
A modern hotel with a prominent 'La Quinta' sign, large windows, and a covered entrance area.

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

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.
$109 nightly
$129 total
Nov 8 - Nov 9
Total with taxes and fees
La Quinta Inn & Suites by Wyndham Middletown-Goshen
A pool area with lounge chairs and a hot tub.
A modern hotel lobby with a fireplace, comfortable seating, and a television.
A landscaped outdoor area with a fire feature, seating, and a pathway.
A modern bar area with a curved counter, bar stools, and a television screen.

4. Courtyard by Marriott Middletown Goshen

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
Nov 8 - Nov 9
Total with taxes and fees
Courtyard by Marriott Middletown Goshen
An indoor swimming pool with a lifeguard chair, poolside chairs, and a clear view of the outside through large windows.
A modern breakfast area with a blue wall, wooden cabinets, and a tiled floor.
A modern hotel with a two-story structure, a covered entrance, and a parking lot with marked spaces.
A hotel room with two beds, a nightstand with a phone, and a wall-mounted light fixture.

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

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.
$118 nightly
$139 total
Oct 25 - Oct 26
Total with taxes and fees
Holiday Inn Express & Suites Middletown - Goshen by IHG
An indoor swimming pool with clear water, surrounded by grey tiled flooring and walls, large windows offering views of the outside, and a lifeguard station with a ladder.
A spacious lobby with modern seating, a stone accent wall, and large windows offering views.
A spacious living area with a stone wall, a flat-screen TV, comfortable seating, and a modern chandelier.
A modern bar area with a stone accent wall, a long wooden bar counter, and a flat-screen TV mounted above the bar.

6. Residence Inn by Marriott Middletown Goshen

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.
$188 nightly
$222 total
Nov 8 - Nov 9
Total with taxes and fees
Residence Inn by Marriott Middletown Goshen
A swimming pool with colorful umbrellas and lounge chairs.
A colorful play area with a check-in counter and a mascot.
A family inside an elevator with a blue patterned floor and a wall with cartoon characters.
A restaurant with multiple dining tables and chairs, a central counter with a chef figure, and colorful hanging lights.

7. LEGOLAND Hotel NEW York

LEGOLAND Hotel NEW York
Goshen
  • Splash into aquatic adventures at this family retreat with an outdoor pool, playful toys, and refreshing waters.
$239 nightly
$281 total
Oct 25 - Oct 26
Total with taxes and fees
LEGOLAND Hotel NEW York
A poolside area with red umbrellas, a pool, and a fenced patio with chairs and tables.
A Hampton Inn hotel with a modern design, featuring a covered entrance and a well-lit facade.
A gym with exercise equipment, treadmills, and weight machines.
A spacious hotel lobby with wooden beams, a central bar area, and seating arrangements.

8. Hampton Inn by Hilton Middletown

Hampton Inn by Hilton Middletown
Middletown
  • Seasonal outdoor pool escape awaits at this Middletown hotel, where recreational amenities and adventure opportunities abound.
$80 nightly
$94 total
Nov 18 - Nov 19
Total with taxes and fees
Hampton Inn by Hilton Middletown
A rectangular swimming pool with a metal ladder, surrounded by a low fence and trees.
A modern restaurant with a long counter, wooden chairs, and pendant lighting.
An outdoor patio with round tables and chairs, covered by large umbrellas, and a pergola structure.
A spacious lobby with a stone accent wall, a flat-screen TV, and a seating area with sofas and a coffee table.

9. Fairfield Inn & Suites by Marriott Goshen Middletown

Fairfield Inn & Suites by Marriott Goshen Middletown
Goshen
  • Seasonal outdoor pool offers refreshing dips during warm summer months in Goshen.
$129 nightly
$159 total
Nov 1 - Nov 2
Total with taxes and fees
Fairfield Inn & Suites by Marriott Goshen Middletown
An indoor swimming pool area with chairs and a sign that reads 'POOLSIDE IS MY VIBE'.
A hotel room with a kitchenette, including a microwave, coffee maker, and sink.
A black electric vehicle charging station with cables connected to it, set against a wooden fence and greenery.
A modern restaurant with a central island, multiple tables, and chairs.

10. Home2 Suites by Hilton Middletown

Home2 Suites by Hilton Middletown
Middletown
  • Year-round pool perfection at this hotel, where aquatic bliss awaits after a day of adventure.
$161 nightly
$193 total
Nov 4 - Nov 5
Total with taxes and fees
Home2 Suites by Hilton Middletown
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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

A spacious hotel lobby with wooden beams, a central bar area, and seating arrangements.
A modern living room with a fireplace, two armchairs, a coffee table, and a TV mounted on the wall.
A hotel room with a sofa, a television on a wooden stand, a bed, and a view of the hallway.
A Hampton Inn hotel with a modern design, featuring a covered entrance and a well-lit facade.

Hampton Inn by Hilton Middletown

Hampton Inn by Hilton Middletown
Middletown
$80 nightly
$94 total
Nov 18 - Nov 19
Total with taxes and fees
Hampton Inn by Hilton Middletown
A modern dining area with a large fish tank, sofas, and wooden tables and chairs.
A modern lobby with a brown sofa, yellow armchairs, a patterned carpet, and a decorative plant centerpiece.
A Sleep Inn & Suites hotel with a stone facade, multiple balconies, and a covered entrance.
An indoor swimming pool with lounge chairs and a stone wall.

Sleep Inn & Suites Middletown - Goshen

Sleep Inn & Suites Middletown - Goshen
Middletown
$101 nightly
$119 total
Nov 10 - Nov 11
Total with taxes and fees
Sleep Inn & Suites Middletown - Goshen
A modern hotel with a two-story structure, a covered entrance, and a parking lot with marked spaces.
A hotel room with two beds, a nightstand with a phone, and a wall-mounted light fixture.
A modern breakfast area with a blue wall, wooden cabinets, and a tiled floor.
An indoor swimming pool with a lifeguard chair, poolside chairs, and a clear view of the outside through large windows.

Holiday Inn Express & Suites Middletown - Goshen by IHG

Holiday Inn Express & Suites Middletown - Goshen by IHG
Middletown
$118 nightly
$139 total
Oct 25 - Oct 26
Total with taxes and fees
Holiday Inn Express & Suites Middletown - Goshen by IHG
A modern hotel with a prominent 'La Quinta' sign, large windows, and a covered entrance area.
A gym with treadmills, a weight bench, and various exercise equipment.
A hotel room with two beds, a desk, a TV, and a chair.
A modern hotel lobby with a large dining area, comfortable seating, and a flat-screen TV mounted on the wall.

La Quinta Inn & Suites by Wyndham Middletown-Goshen

La Quinta Inn & Suites by Wyndham Middletown-Goshen
Middletown
$109 nightly
$129 total
Nov 8 - Nov 9
Total with taxes and fees
La Quinta Inn & Suites by Wyndham Middletown-Goshen
A hotel room with a kitchenette, including a microwave, coffee maker, and sink.
A black electric vehicle charging station with cables connected to it, set against a wooden fence and greenery.
A compact kitchen with a stainless steel refrigerator, a microwave, and a dishwasher.
A conference room with multiple tables and chairs, a projector screen, and a green accent wall.

Home2 Suites by Hilton Middletown

Home2 Suites by Hilton Middletown
Middletown
$161 nightly
$193 total
Nov 4 - Nov 5
Total with taxes and fees
Home2 Suites by Hilton Middletown
An outdoor patio with a dining table and chairs, a barbecue grill, and a fire pit.
A spacious lobby with modern seating, a stone accent wall, and large windows offering views.
An indoor swimming pool with clear water, surrounded by grey tiled flooring and walls, large windows offering views of the outside, and a lifeguard station with a ladder.
A spacious living area with a stone wall, a flat-screen TV, comfortable seating, and a modern chandelier.

Residence Inn by Marriott Middletown Goshen

Residence Inn by Marriott Middletown Goshen
Middletown
$188 nightly
$222 total
Nov 8 - Nov 9
Total with taxes and fees
Residence Inn 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.
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Top Middletown Hotel Reviews

Ramada by Wyndham Newburgh/West Point

Ramada by Wyndham Newburgh/West Point

8/10 Good
"Was under construction, room was clean and comfortable."
Gary 4-night trip
Posted 5 hours ago
Ramada by Wyndham Newburgh/West Point
Courtyard by Marriott Middletown Goshen

Courtyard by Marriott Middletown Goshen

10/10 Excellent
"Room was very clean 👌 wonderful staff highly recommended!!! Will be staying there again in the future. Pool & whirlpool A++"
Adam 1-night trip
Posted 1 day ago
Courtyard by Marriott Middletown Goshen
Overlook Lodge at Bear Mountain

Overlook Lodge at Bear Mountain

10/10 Excellent
"It was a very scenic area and the hotel was really clean and comfortable. Lots a things to do in the area."
Danielle 1-night trip
Posted 2 days ago
Overlook Lodge at Bear Mountain
Best Western Hunt's Landing Hotel Matamoras/Milford

Best Western Hunt's Landing Hotel Matamoras/Milford

10/10 Excellent
"Only got to stay there for a night because of my sons football game, but we did enjoy a great night's sleep on comfortable beds, a nice swim in there pool, and a delicious breakfast in the morning. Kinda wish we had more time to enjoy it more. Only thing is it was expensive. If it was a tad cheaper we woulda stayed another night."
Michael 1-night trip
Posted 2 days ago
Best Western Hunt's Landing Hotel Matamoras/Milford
Hampton Inn by Hilton Middletown

Hampton Inn by Hilton Middletown

10/10 Excellent
"Room was clean, bed was comfortable."
Amanda 1-night trip
Posted 7 days ago
Hampton Inn by Hilton Middletown

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 $91 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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