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

Search Hotels with Swimming Pool in Middletown

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check availability on Middletown Hotels with Swimming Pool

Tonight
17 Sept - 18 Sept
Tomorrow
18 Sept - 19 Sept
This weekend
18 Sept - 20 Sept
Next weekend
25 Sept - 27 Sept

Our top choices for Middletown hotels with a pool

A poolside area with red umbrellas, a pool, and a fenced patio with chairs and tables.
A spacious hotel lobby with wooden beams, a central bar area, and seating arrangements.
A gym with exercise equipment, treadmills, and weight machines.
A Hampton Inn hotel with a modern design, featuring a covered entrance and a well-lit facade.

1. 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.
₹9,364
₹11,061 total
includes taxes & fees
24 Sept - 25 Sept
Hampton Inn by Hilton Middletown
A swimming pool with chairs and sun loungers, large windows, and a tiled wall with a wavy pattern.
A modern bar area with a curved counter, bar stools, and a television screen.
A landscaped outdoor area with a fire feature, seating, and a pathway.
A modern hotel lobby with a seating area, large windows, and a television screen.

2. 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.
₹10,114
₹11,947 total
includes taxes & fees
12 Oct - 13 Oct
Courtyard by Marriott Middletown Goshen
An indoor swimming pool with lounge chairs and a stone wall.
A modern lobby with a brown sofa, yellow armchairs, a patterned carpet, and a decorative plant centerpiece.
A hotel room with a bed, a flat-screen TV, a mini-fridge, a microwave, and a fireplace.
A modern dining area with a large fish tank, sofas, and wooden tables and chairs.

3. Sleep Inn & Suites Middletown - Goshen

Sleep Inn & Suites Middletown - Goshen
Middletown
  • Serene indoor pool sanctuary adds year-round relaxation to your Middletown adventure.
₹10,681
₹12,617 total
includes taxes & fees
7 Oct - 8 Oct
Sleep Inn & Suites Middletown - Goshen
A pool area with a hot tub, a pool lift, and safety signs on the walls.
A hotel room with two beds, a desk, a TV, and a chair.
A modern hotel with a prominent 'La Quinta' sign, large windows, and a covered entrance area.
A modern bathroom with a large mirror, a sink, and a shower.

4. 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.
₹12,868
₹15,200 total
includes taxes & fees
20 Sept - 21 Sept
La Quinta Inn & Suites by Wyndham Middletown-Goshen
A swimming pool with four lounge chairs and a metal ladder.
A hotel sign for Candlewood Suites, an IHG hotel, with a parking lot and cars in front.
A circular outdoor seating area with a fire pit in the center, surrounded by wicker chairs and a small table.
A modern living room with a large TV, comfortable seating, and a patterned rug.

5. Candlewood Suites Middletown Goshen by IHG

Candlewood Suites Middletown Goshen by IHG
Middletown
₹11,323
₹13,375 total
includes taxes & fees
4 Oct - 5 Oct
Candlewood Suites Middletown Goshen by IHG
An indoor swimming pool with a lifeguard chair, poolside chairs, and a clear view of the outside through large windows.
A modern reception area with a wooden desk, two chairs, a colorful striped artwork on the wall, and a patterned carpet.
A modern breakfast area with a blue wall, wooden cabinets, and a tiled floor.
A hotel room with two beds, a nightstand with a phone, and a wall-mounted light fixture.

6. 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.
₹12,570
₹14,849 total
includes taxes & fees
5 Oct - 6 Oct
Holiday Inn Express & Suites Middletown - Goshen by IHG
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.
An outdoor patio with a grill, chairs, and tables, featuring a red umbrella and string lights.
An indoor swimming pool with a tiled edge, surrounded by orange and teal chairs, and large windows allowing natural light.

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.
₹14,871
₹17,903 total
includes taxes & fees
21 Sept - 22 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.
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.

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.
₹18,904
₹22,331 total
includes taxes & fees
27 Sept - 28 Sept
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.
An outdoor patio with round tables and chairs, covered by large umbrellas, and a pergola structure.

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.
₹13,338
₹16,423 total
includes taxes & fees
27 Sept - 28 Sept
Fairfield Inn & Suites by Marriott Goshen Middletown
An indoor swimming pool with a 9-foot depth warning.
A modern hotel lobby with a large map mural, seating areas, and a reception desk.
A hotel room with a bed, a sofa, a TV, a desk, and a wall with a geometric pattern.
A hotel with a central entrance pavilion, a flag, and a landscaped garden.

10. Holiday Inn Express Hotel & Suites Chester by IHG

Holiday Inn Express Hotel & Suites Chester by IHG
Chester
  • Refreshing indoor pool sanctuary promises relaxation near LEGOLAND, with loungers for post-adventure unwinding.
₹12,858
₹15,832 total
includes taxes & fees
20 Sept - 21 Sept
Holiday Inn Express Hotel & Suites Chester by IHG
View all properties

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

Hampton Inn by Hilton Middletown

Hampton Inn by Hilton Middletown
Middletown
₹9,364
₹11,061 total
includes taxes & fees
24 Sept - 25 Sept
Hampton Inn by Hilton Middletown
A modern hotel with a prominent 'La Quinta' sign, large windows, and a covered entrance area.
A vending machine area with two beverage dispensers and a snack shelf stocked with various products.
A modern hotel lobby with a large dining area, comfortable seating, and a flat-screen TV mounted on the wall.
A gym with treadmills, a weight bench, and various exercise equipment.

La Quinta Inn & Suites by Wyndham Middletown-Goshen

La Quinta Inn & Suites by Wyndham Middletown-Goshen
Middletown
₹12,868
₹15,200 total
includes taxes & fees
20 Sept - 21 Sept
La Quinta Inn & Suites by Wyndham Middletown-Goshen
A modern dining area with a large fish tank, sofas, and wooden tables and chairs.
A Sleep Inn & Suites hotel with a stone facade, multiple balconies, and a covered entrance.
A hotel room with a bed, a flat-screen TV, a mini-fridge, a microwave, and a fireplace.
A modern lobby with a brown sofa, yellow armchairs, a patterned carpet, and a decorative plant centerpiece.

Sleep Inn & Suites Middletown - Goshen

Sleep Inn & Suites Middletown - Goshen
Middletown
₹10,681
₹12,617 total
includes taxes & fees
7 Oct - 8 Oct
Sleep Inn & Suites Middletown - Goshen
A modern hotel with a two-story structure, a covered entrance, and a parking lot with marked spaces.
A modern reception area with a wooden desk, two chairs, a colorful striped artwork on the wall, and a patterned carpet.
A hotel room with two beds, a nightstand with a phone, and a wall-mounted light fixture.
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
₹12,570
₹14,849 total
includes taxes & fees
5 Oct - 6 Oct
Holiday Inn Express & Suites Middletown - Goshen by IHG
A black electric vehicle charging station with cables connected to it, set against a wooden fence and greenery.
An outdoor patio with a grill, chairs, and tables, featuring a red umbrella and string lights.
A conference room with multiple tables and chairs, a projector screen, and a green accent wall.
A compact kitchen with a stainless steel refrigerator, a microwave, and a dishwasher.

Home2 Suites by Hilton Middletown

Home2 Suites by Hilton Middletown
Middletown
₹14,871
₹17,903 total
includes taxes & fees
21 Sept - 22 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.
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
₹18,904
₹22,331 total
includes taxes & fees
27 Sept - 28 Sept
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.
View all properties

Top Middletown Hotel Reviews

Overlook Lodge at Bear Mountain

Overlook Lodge at Bear Mountain

8/10 Good
"It is a very nice place .To bad the pool was not open ."
James 2-night trip
Posted less than an hour ago
Overlook Lodge at Bear Mountain
Hampton Inn by Hilton Middletown

Hampton Inn by Hilton Middletown

8/10 Good
"Don’t expect 5star but good overall"
Fred 5-night trip
Posted 2 days ago
Hampton Inn by Hilton Middletown
Red Roof Inn & Suites Newburgh – Stewart Airport/ West Point

Red Roof Inn & Suites Newburgh – Stewart Airport/ West Point

8/10 Good
"Everything was nice and clean ..good service and staff uncomfortable pillows my only complaint"
Scott 1-night trip
Posted 2 days ago
Red Roof Inn & Suites Newburgh – Stewart Airport/ West Point
Ramada by Wyndham Newburgh/West Point

Ramada by Wyndham Newburgh/West Point

10/10 Excellent
"Non"
bhaeldin 2-night trip
Posted 5 days ago
Ramada by Wyndham Newburgh/West Point
Super 8 by Wyndham Middletown

Super 8 by Wyndham Middletown

10/10 Excellent
"Excellent stay, nice, clean room. Super 8 is close to mall, etc,"
Edward 1-night trip
Posted 9 days ago
Super 8 by Wyndham Middletown
Home2 Suites by Hilton Middletown

Home2 Suites by Hilton Middletown

10/10 Excellent
"Stayed here for our recent Legoland trip. Great location. Clean rooms and helpful polite staff. Overall great experience."
Madeline 2-night trip
Posted 10 days ago
Home2 Suites by Hilton Middletown

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 buffet, an indoor pool and free self parking. Courtyard by Marriott Middletown Goshen: Provides spa services, an indoor pool and complimentary high-speed (wired) Internet access. Tru by Hilton Middletown: Offers daily, a seasonal outdoor pool and complimentary high-speed (wired) Internet access. Hampton Inn by Hilton Middletown: Offers 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.

Explore a world of travel with Expedia