Photo by Vincent Ramundo

Find Middletown Hotels with Swimming Pool from S$104

  • Plan, book, stay with confidence
    • bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    Sign in
    today icon
    Change your mind
    Book hotels with free cancellation

Top Hotels with Swimming Pools in Middletown

Home2 Suites by Hilton Middletown
Indoor pool

Home2 Suites by Hilton Middletown

3.0 star property
9.0 out of 10, Wonderful, (632)
"It's always the convenience for me. I had a wonderful weekend "
The price is S$179
includes taxes & fees
19 Dec - 20 Dec
Home2 Suites by Hilton Middletown
Hampton Inn by Hilton Middletown
BBQ/picnic Area

Hampton Inn by Hilton Middletown

2.5 star property
8.6 out of 10, Excellent, (967)
"Great "
The price is S$134
includes taxes & fees
20 Dec - 21 Dec
Hampton Inn by Hilton Middletown
Sleep Inn & Suites Middletown - Goshen
Indoor pool

Sleep Inn & Suites Middletown - Goshen

2.5 star property
8.6 out of 10, Excellent, (998)
"The desk staff were very helpful, we had some people in the room above us that walked around constant til about 2:00 am and the desk clerk offered us another room. The breakfast is great and the hotel is very convenient to the highway. "
The price is S$114
includes taxes & fees
27 Dec - 28 Dec
Sleep Inn & Suites Middletown - Goshen
Courtyard by Marriott Middletown Goshen
Indoor pool

Courtyard by Marriott Middletown Goshen

3.0 star property
8.6 out of 10, Excellent, (793)
"Enjoyed our stay. Neither my wife nor I enjoy the hotels with the comforters on beds but we just take them off and get the smaller blanket out of the closet. "
The price is S$141
includes taxes & fees
17 Dec - 18 Dec
Courtyard by Marriott Middletown Goshen
Super 8 by Wyndham Middletown
In-room safe, desk, laptop workspace, blackout curtains

Super 8 by Wyndham Middletown

2.5 star property
6.4 out of 10, (1061)
"Room was clean"
The price is S$104
includes taxes & fees
3 Dec - 4 Dec
Super 8 by Wyndham 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.
Don't see what you're looking for?
See all available properties in Middletown
Beautiful view of the beach with palm trees

Black Friday: Members save 30%+

Members save 30%+ on selected hotels until 4 Dec (property time) with our Black Friday deals. Stay by 15 Dec 2025.
Unlock Black Friday deals

Frequently asked questions

What's it like visiting Middletown?
If lounging next to a pool is your idea of the perfect getaway, you may want to explore family-friendly Middletown, which offers 6 places to stay with pools. While you’re visiting, you can explore sights such as Woodbury Common Premium Outlets and LEGOLAND® New York, and then relax and unwind poolside at one of the accommodation options in Middletown that guests like for their pools.
What are some accommodation options with pools in Middletown?
Residence Inn by Marriott Middletown Goshen: Features complimentary high-speed (wired) Internet access, a pool and free self parking. Holiday Inn Express & Suites Middletown - Goshen, an IHG Hotel: Offers a snack bar/deli, an indoor pool and daily.
How many hotels with pools will I be able to find in Middletown?
Expedia has 6 hotels in Middletown for your poolside break.
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 Highland Lakes State 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.