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Middletown Hotel Guide - Hotels with Pool in Middletown, New York

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Check availability on Middletown Hotels with Pool

Tonight
22 Aug - 23 Aug
Tomorrow
23 Aug - 24 Aug
Next weekend
28 Aug - 30 Aug
In two weeks
4 Sept - 6 Sept

Our top choices for Middletown hotels with a pool

A modern hotel lobby with a seating area, large windows, and a television screen.
A modern bar area with a curved counter, bar stools, and a television screen.
A modern hotel lobby with a fireplace, comfortable seating, and a television.

1. 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.
€102
includes taxes & fees
13 Sept - 14 Sept
Courtyard by Marriott Middletown Goshen
An indoor swimming pool with lounge chairs and a stone wall.
A hotel room with a bed, a flat-screen TV, a mini-fridge, a microwave, and a fireplace.
A Sleep Inn & Suites hotel with a stone facade, multiple balconies, and a covered entrance.
A modern lobby with a brown sofa, yellow armchairs, a patterned carpet, and a decorative plant centerpiece.

2. Sleep Inn & Suites Middletown - Goshen

Sleep Inn & Suites Middletown - Goshen
Middletown
  • Serene indoor pool sanctuary adds year-round relaxation to your Middletown adventure.
€111
includes taxes & fees
13 Sept - 14 Sept
Sleep Inn & Suites Middletown - Goshen
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 hotel room with two beds, a desk, a TV, and a chair.

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.
€125
includes taxes & fees
23 Aug - 24 Aug
La Quinta Inn & Suites by Wyndham Middletown-Goshen
A poolside area with red umbrellas, a pool, and a fenced patio with chairs and tables.
A modern living room with a fireplace, two armchairs, a coffee table, and a TV mounted on the wall.
A gym with exercise equipment, treadmills, and weight machines.
A spacious hotel lobby with wooden beams, a central bar area, and seating arrangements.

4. 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.
€99
includes taxes & fees
31 Aug - 1 Sept
Hampton Inn by Hilton Middletown
An indoor swimming pool with a lifeguard chair, poolside chairs, and a clear view of the outside through large windows.
A multi-story hotel with a covered entrance, landscaped gardens, and a clear sky.
A modern hotel lobby with a central dining area, seating arrangements, and large windows offering views.
A lobby area with seating, a reception desk, and a beverage refrigerator.

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.
€123
includes taxes & fees
21 Sept - 22 Sept
Holiday Inn Express & Suites Middletown - Goshen by IHG
A swimming pool with four lounge chairs and a metal ladder.
A circular outdoor seating area with a fire pit in the center, surrounded by wicker chairs and a small table.
A modern kitchen area with a coffee machine, a refrigerator stocked with beverages, and a coffee station with various coffee products.
A swimming pool with clear blue water, tiled walls, and a tiled floor.

6. Candlewood Suites Middletown Goshen by IHG

Candlewood Suites Middletown Goshen by IHG
Middletown
€136
includes taxes & fees
20 Sept - 21 Sept
Candlewood Suites Middletown Goshen by IHG
A swimming pool with a tiled deck, surrounded by orange chairs and a potted plant.
A hotel room with a kitchenette, a sofa, a dining table, and a bed.
A multi-story hotel with a covered entrance and outdoor seating area.
A modern lounge area with a sofa, tables, and chairs, featuring a 'HOME2' sign.

7. 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.
€176
includes taxes & fees
20 Sept - 21 Sept
Home2 Suites by Hilton Middletown
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.
An outdoor patio with a dining table and chairs, a barbecue grill, and a fire pit.
A modern bar area with a stone accent wall, a long wooden bar counter, and a flat-screen TV mounted above the bar.

8. 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.
€199
includes taxes & fees
30 Aug - 31 Aug
Residence Inn by Marriott Middletown Goshen
A rectangular swimming pool with a metal ladder, surrounded by a low fence and trees.
A modern living room with a stone accent wall, a flat-screen TV, and a fireplace. There are multiple seating options including a sofa, chairs, and a table.
A spacious lobby with a stone accent wall, a flat-screen TV, and a seating area with sofas and a coffee table.
A modern restaurant with a long counter, wooden chairs, and pendant lighting.

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.
€141
includes taxes & fees
13 Sept - 14 Sept
Fairfield Inn & Suites by Marriott Goshen Middletown
A rectangular swimming pool with a wooden deck and a fence.
A bathroom with a sink, mirror, towel rack, and toilet.
A hotel room with a desk, television, two beds, a chair, and a window with curtains.
A lobby with a reception desk, a Coca-Cola refrigerator, a Day's Inn sign, and a seating area with a chair and table.

10. Days Inn by Wyndham Middletown

Days Inn by Wyndham Middletown
New Hampton
  • Dive into summer bliss at this motel's seasonal outdoor pool, open June through August.
€86
includes taxes & fees
16 Sept - 17 Sept
Days Inn by Wyndham Middletown
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Choose what matters most at hotels with a pool in Middletown

Breakfast included
Hot tub
4 stars
Spa
5 stars

Hotels with pools and free breakfast in Middletown

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 vending machine area with two beverage dispensers and a snack shelf stocked with various products.

La Quinta Inn & Suites by Wyndham Middletown-Goshen

La Quinta Inn & Suites by Wyndham Middletown-Goshen
Middletown
€125
includes taxes & fees
23 Aug - 24 Aug
La Quinta Inn & Suites by Wyndham Middletown-Goshen
A spacious hotel lobby with wooden beams, a central bar area, and seating arrangements.
A gym with exercise equipment, treadmills, and weight machines.
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
€99
includes taxes & fees
31 Aug - 1 Sept
Hampton Inn by Hilton Middletown
A modern dining area with a large fish tank, sofas, and wooden tables and chairs.
A hotel room with a bed, a flat-screen TV, a mini-fridge, a microwave, and a fireplace.
An indoor swimming pool with lounge chairs and a stone wall.
A Sleep Inn & Suites hotel with a stone facade, multiple balconies, and a covered entrance.

Sleep Inn & Suites Middletown - Goshen

Sleep Inn & Suites Middletown - Goshen
Middletown
€111
includes taxes & fees
13 Sept - 14 Sept
Sleep Inn & Suites Middletown - Goshen
A multi-story hotel with a covered entrance, landscaped gardens, and a clear sky.
An outdoor patio area with round tables and blue chairs, large umbrellas, and a view of a building with large windows and a brick facade.
A buffet with labeled containers of omelets and other breakfast items.
A modern hotel lobby with a central dining area, seating arrangements, and large windows offering views.

Holiday Inn Express & Suites Middletown - Goshen by IHG

Holiday Inn Express & Suites Middletown - Goshen by IHG
Middletown
€123
includes taxes & fees
21 Sept - 22 Sept
Holiday Inn Express & Suites Middletown - Goshen by IHG
An outdoor seating area with a fire feature, wicker furniture, and a covered patio.
A multi-story hotel with a covered entrance and outdoor seating area.
A black electric vehicle charging station with cables connected to it, set against a wooden fence and greenery.
A hotel room with a kitchenette, a sofa, a dining table, and a bed.

Home2 Suites by Hilton Middletown

Home2 Suites by Hilton Middletown
Middletown
€176
includes taxes & fees
20 Sept - 21 Sept
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.
A modern bar area with a stone accent wall, a long wooden bar counter, and a flat-screen TV mounted above the bar.
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
€199
includes taxes & fees
30 Aug - 31 Aug
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

Super 8 by Wyndham Middletown

Super 8 by Wyndham Middletown

8/10 Good
"The rooms need to be updated the carpet was sticky and dirty needs shampooed the TVs are so small that I didn’t bother turning it on! Noises outside my door! And it’s not cheap to stay there just convenient!"
Jody 2-night trip
Posted 20 hours ago
Super 8 by Wyndham Middletown
Holiday Inn Express Hotel & Suites Chester by IHG

Holiday Inn Express Hotel & Suites Chester by IHG

10/10 Excellent
"Excellent location and stay"
Lisa 1-night trip
Posted 1 day ago
Holiday Inn Express Hotel & Suites Chester by IHG
Hampton Inn by Hilton Middletown

Hampton Inn by Hilton Middletown

10/10 Excellent
"5 stars i did like staying here with my 8yo son not far from lego land and the pool close at 10pm, breakfast was really good to especially that it ends at 10am so it gives me a good time to sleep"
Gilbert 1-night trip
Posted 3 days ago
Hampton Inn by Hilton Middletown
Ramada by Wyndham Newburgh/West Point

Ramada by Wyndham Newburgh/West Point

8/10 Good
"Nice place to stay."
Antonio 1-night trip
Posted 6 days ago
Ramada by Wyndham Newburgh/West Point

Frequently asked questions

What are some accommodation options with pools in Middletown?
Sleep Inn & Suites Middletown - Goshen: Features continental, an indoor pool and complimentary high-speed (wired) Internet access. La Quinta Inn & Suites by Wyndham Middletown-Goshen: Offers daily, an indoor pool and free self parking. Courtyard by Marriott Middletown Goshen: Provides complimentary high-speed (wired) Internet access, an indoor pool and free self parking. Hampton Inn by Hilton Middletown: Features daily, a seasonal outdoor pool and complimentary high-speed (wired) Internet access. Tru by Hilton Middletown: Features a snack bar/deli, an indoor pool and daily.
What is there to see and do in Middletown?
Explore places such as Woodbury Common Premium Outlets while you're in the area. The picturesque setting of Highland Lake and Thomas Bull Memorial Park showcase the area's natural beauty. Travellers love Middletown for its array of dining options.
When is the best time to book a hotel with a pool in Middletown?
Taking the local weather in Middletown into account can help you maximise your time at the pool during your trip. The hottest months are usually July and August, with an average temperature of 20°C, while the coldest months are January and February, with an average of -1°C. The snowiest months in Middletown are January, February, March and April, with each month seeing an average of 16 cm of snowfall.