Photo by Simmie Reagor

Hotels with Pool & Resorts in Middletown from AU$116

Start date: Check-in selected.
To Date
End date: Check-out

  • 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 Pool

Tonight
8 Dec - 9 Dec
Tomorrow
9 Dec - 10 Dec
This weekend
12 Dec - 14 Dec
Next weekend
19 Dec - 21 Dec

Best Middletown Hotels with Pool

Indoor pool, pool loungers
Inn at Middletown

Inn at Middletown

3.5 star property
Washington Street Historic District
9.0 out of 10, Wonderful, (538)
"Clean room, friendly staff. "
United States
Katharine
Inn at Middletown
Pool
Home2 Suites by Hilton Bristol

Home2 Suites by Hilton Bristol

3.0 star property
Bristol
9.6 out of 10, Exceptional, (163)
"I would stay here again! "
United States
Jael
The price is AU$206
includes taxes & fees
21 Dec - 22 Dec
Home2 Suites by Hilton Bristol
Seasonal outdoor pool
Holiday Inn Express Southington by IHG

Holiday Inn Express Southington by IHG

2.5 star property
Southington
8.6 out of 10, Excellent, (1161)
"Clean rooms, Good breakfast, Solid Coffee"
United States
Anthony
The price is AU$137
includes taxes & fees
4 Jan - 5 Jan 2026
Holiday Inn Express Southington by IHG
Indoor pool
Cambria Hotel Manchester South Windsor

Cambria Hotel Manchester South Windsor

3.0 star property
South Windsor
9.2 out of 10, Wonderful, (840)
"Everything was great"
United States
Mark
The price is AU$212
includes taxes & fees
2 Jan - 3 Jan 2026
Cambria Hotel Manchester South Windsor
Exterior
Econo Lodge Inn & Suites Old Saybrook Westbrook

Econo Lodge Inn & Suites Old Saybrook Westbrook

2.0 star property
Old Saybrook
7.2 out of 10, Good, (460)
"🙂"
United States
Jared
The price is AU$116
includes taxes & fees
4 Jan - 5 Jan 2026
Econo Lodge Inn & Suites Old Saybrook Westbrook
Indoor pool
Fairfield Inn & Suites by Marriott Plainville

Fairfield Inn & Suites by Marriott Plainville

2.5 star property
Plainville
8.6 out of 10, Excellent, (908)
"Yes, the room was clean. Staff was very nice and we look forward to our next stay"
United States
Liza Marie
The price is AU$151
includes taxes & fees
28 Dec - 29 Dec
Fairfield Inn & Suites by Marriott Plainville
Seasonal outdoor pool
Clinton Motel

Clinton Motel

2.5 star property
Clinton
8.6 out of 10, Excellent, (296)
"Great staff and clean rooms"
United States
Tyler
The price is AU$135
includes taxes & fees
9 Dec - 10 Dec
Clinton Motel
Indoor pool
Best Western Plus New England Inn & Suites

Best Western Plus New England Inn & Suites

2.5 star property
Berlin
8.6 out of 10, Excellent, (1002)
"great stay."
United States
John
The price is AU$152
includes taxes & fees
14 Dec - 15 Dec
Best Western Plus New England Inn & Suites
Indoor pool
Holiday Inn Cheshire - Southington by IHG

Holiday Inn Cheshire - Southington by IHG

3.0 star property
Southington
8.2 out of 10, Very good, (1005)
"Highly recommend staying here. The rooms are clean and the staff go above and beyond to make sure that guests have a comfortable stay."
United States
Veronica
The price is AU$158
includes taxes & fees
25 Dec - 26 Dec
Holiday Inn Cheshire - Southington by IHG
Indoor pool, open 9:00 AM to 9:00 PM, pool loungers
Quality Inn Old Saybrook - Westbrook

Quality Inn Old Saybrook - Westbrook

2.5 star property
Old Saybrook
7.8 out of 10, Good, (1002)
"Staff was kind. Easy, comfortable stay."
United States
Jake
The price is AU$175
includes taxes & fees
15 Dec - 16 Dec
Quality Inn Old Saybrook - Westbrook
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

Courtyard by Marriott Waterbury Downtown

Courtyard by Marriott Waterbury Downtown

10/10 Excellent
"Yes"
Sharon 1-night trip
Posted 2 days ago
Courtyard by Marriott Waterbury Downtown

Frequently asked questions

What are some accommodation options with pools in Middletown?
Inn at Middletown: Features free self parking, an indoor pool and complimentary wireless Internet access. The Capitol Hotel: Features buffet, an indoor pool and complimentary high-speed (wired) Internet access. Motel 6 New Haven - Branford, CT: Offers buffet, a seasonal outdoor pool and free self parking. New Haven Hotel: Features a snack bar/deli, a seasonal outdoor pool and buffet. Extended Stay America Suites Hartford Farmington: Provides a sauna, a seasonal outdoor pool and buffet.
What is there to see and do in Middletown?
Spend some time experiencing the great outdoors at Connecticut River and Wadsworth Falls State Park. Discover sights such as Wadsworth Mansion, Kidcity Children's Museum and Artfarm during your stay.
When is the best time to book a hotel with a pool in Middletown?
You may want to consider a place to stay that has an outdoor pool if you'll be visiting Middletown in the warmest months of July, August or June, when the average temp is 21°C. Accommodation with an indoor pool may be the way to go if you come to town during the coldest months of January, February or December, when the average temperature is 1°C.