The Best Middletown Hotels with Pools from $103 - Hotels with indoor pools in Middletown, NY

Check availability on Middletown Hotels with a Pool

Tonight

Tomorrow

This weekend

Next weekend

Our top choices for Middletown hotels with a pool

An indoor swimming pool with lounge chairs and a stone wall.

1. Sleep Inn & Suites Middletown - Goshen

Middletown

Justine

$102 nightly

Dec 10 - Dec 11

Total with taxes and fees

A pool area with a hot tub, a pool lift, and safety signs on the walls.

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

Middletown

William

$113 nightly

Dec 6 - Dec 7

Total with taxes and fees

A breakfast area with a counter displaying hard-boiled eggs, a bowl of green apples, and various pastries.

3. Tru by Hilton Middletown

Middletown

Jarrod

$85 nightly

Nov 29 - Nov 30

Total with taxes and fees

A swimming pool with four lounge chairs and a metal ladder.

4. Candlewood Suites Middletown Goshen by IHG

Middletown

Antonio

$112 nightly

Nov 22 - Nov 23

Total with taxes and fees

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.

5. Residence Inn by Marriott Middletown Goshen

Middletown

Lady

$179 nightly

Nov 29 - Nov 30

Total with taxes and fees

A poolside area with red umbrellas, a pool, and a fenced patio with chairs and tables.

6. Hampton Inn by Hilton Middletown

Middletown

Amanda

$88 nightly

Dec 10 - Dec 11

Total with taxes and fees

A pool area with lounge chairs and a hot tub.

7. Courtyard by Marriott Middletown Goshen

Middletown

Jailene

$105 nightly

Nov 19 - Nov 20

Total with taxes and fees

An indoor swimming pool area with chairs and a sign that reads 'POOLSIDE IS MY VIBE'.

8. Home2 Suites by Hilton Middletown

Middletown

Nyowa

$152 nightly

Nov 19 - Nov 20

Total with taxes and fees

An indoor swimming pool with a lifeguard chair, poolside chairs, and a clear view of the outside through large windows.

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

Middletown

Md

$96 nightly

Dec 6 - Dec 7

Total with taxes and fees

A multi-story hotel with a central courtyard, large windows, and a parking lot.

10. Microtel Inn & Suites by Wyndham Middletown

Middletown

Christine

$93 nightly

Nov 15 - Nov 16

Total with taxes and fees

A bathroom with a white toilet, a bathtub, a shower, a sink with a mirror, and a towel rack.

11. Super 8 by Wyndham Middletown

Middletown

Anthony

$72 nightly

Nov 22 - Nov 23

Total with taxes and fees

View all properties

Choose what matters most at hotels with a pool in Middletown

Breakfast included

Hot tub

Hotels with pools and free breakfast in Middletown

A hotel with a modern facade, multiple floors, and a covered entrance area.

Holiday Inn Express & Suites Middletown - Goshen by IHG

Middletown

$96 nightly

Dec 6 - Dec 7

Total with taxes and fees

A modern dining area with a large fish tank, sofas, and wooden tables and chairs.

Sleep Inn & Suites Middletown - Goshen

Middletown

$102 nightly

Dec 10 - Dec 11

Total with taxes and fees

La Quinta Inn & Suites by Wyndham Middletown-Goshen

Middletown

$113 nightly

Dec 6 - Dec 7

Total with taxes and fees

An outdoor patio area with seating, a fire feature, and a view of the surrounding buildings.

Home2 Suites by Hilton Middletown

Middletown

$152 nightly

Nov 19 - Nov 20

Total with taxes and fees

An outdoor patio with a dining table and chairs, a barbecue grill, and a fire pit.

Residence Inn by Marriott Middletown Goshen

Middletown

$179 nightly

Nov 29 - Nov 30

Total with taxes and fees

View all properties

Find out more about Middletown

Discover top Middletown attractions

Middletown is a delightful spot for travelers seeking a mix of cultural experiences and outdoor adventures. Start your journey at the local arts district, where vibrant galleries showcase the works of talented local artists, offering a chance to purchase unique pieces and immerse yourself in the creative community. For history enthusiasts, the nearby historic sites provide fascinating insights into the region’s past, with well-preserved architecture and informative exhibits that transport you back in time. Nature lovers will appreciate the scenic parks, perfect for leisurely strolls or picnics amidst lush greenery and picturesque landscapes. If you're up for some adventure, explore the nearby hiking trails that offer stunning views and are suitable for various skill levels, making it an ideal outing for families. Finally, the local dining scene features a range of eateries that emphasize fresh, local ingredients, ensuring a memorable culinary experience. After a day of exploration, unwind at a cozy hotel in the heart of Middletown, where attentive service and comfortable accommodations will make your stay truly enjoyable.

Top Middletown Hotel Reviews

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

8/10 Good

"The location"

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 $103 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.

Room 1

Upfront pricing

Treat yourself

Be picky

Check availability on Middletown Hotels with a Pool

Our top choices for Middletown hotels with a pool

1. Sleep Inn & Suites Middletown - Goshen