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Find Hotels with a Pool in Middletown, CT

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Check availability on Middletown Hotels with a Pool

Our top choices for Middletown hotels with a pool

Indoor pool, sun 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 AED 438
AED 503 total
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, (1163)
"Clean rooms, Good breakfast, Solid Coffee"
United States
Anthony
The price is AED 290
AED 334 total
includes taxes & fees
28 Dec - 29 Dec
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, (841)
"The room was very clean. I love that there was no carpeting. Great room!"
Canada
Nissa
The price is AED 450
AED 517 total
includes taxes & fees
3 Jan - 4 January 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 AED 246
AED 283 total
includes taxes & fees
16 Dec - 17 Dec
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 AED 320
AED 367 total
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 AED 286
AED 329 total
includes taxes & fees
7 Jan - 8 January 2026
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 AED 320
AED 368 total
includes taxes & fees
2 Jan - 3 January 2026
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, (1002)
"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 AED 334
AED 384 total
includes taxes & fees
25 Dec - 26 Dec
Holiday Inn Cheshire - Southington by IHG
Indoor pool, open 9:00 AM to 9:00 PM, sun loungers
Quality Inn Old Saybrook - Westbrook

Quality Inn Old Saybrook - Westbrook

2.5 star property
Old Saybrook
7.8 out of 10, Good, (1003)
"Staff was kind. Easy, comfortable stay."
United States
Jake
The price is AED 371
AED 427 total
includes taxes & fees
28 Dec - 29 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.
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Top Middletown Hotel Reviews

Courtyard by Marriott Waterbury Downtown

Courtyard by Marriott Waterbury Downtown

10/10 Excellent
"Everything was great 👍 "
Janet 3-night trip
Posted 1 day ago
Courtyard by Marriott Waterbury Downtown

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Frequently asked questions

What are some accommodations 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 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 will be visiting Middletown in the warmest months of July, August, or June when the average temp is 70°F. Lodging 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 33°F.