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Hotels with Swimming Pool in Middletown, Connecticut

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Check availability on Middletown Hotels with Swimming Pool

Tonight
Dec 31 - Jan 1
Tomorrow
Jan 1 - Jan 2
This weekend
Jan 2 - Jan 4
Next weekend
Jan 9 - Jan 11

Our top choices for Middletown hotels with a pool

Indoor pool, sun loungers
Inn at Middletown

Inn at Middletown

Inn at Middletown
3.5 star property
Washington Street Historic District
9.0 out of 10, Wonderful, (544)
"The Inn was very nice!"
United States
Traci
The price is P9,609
P12,227 total
includes taxes & fees
Jan 13 - Jan 14, 2026
Inn at Middletown
Seasonal outdoor pool
Holiday Inn Express Southington by IHG

Holiday Inn Express Southington by IHG

Holiday Inn Express Southington by IHG
2.5 star property
Southington
8.6 out of 10, Excellent, (1189)
"Great breakfast, very clean, comfortable bed, very friendly staff."
United States
Megan
The price is P4,882
P5,615 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Holiday Inn Express Southington by IHG
Pool
Home2 Suites by Hilton Bristol

Home2 Suites by Hilton Bristol

Home2 Suites by Hilton Bristol
3.0 star property
Bristol
9.6 out of 10, Exceptional, (177)
"Place is immaculate and staff super friendly and helpful "
United States
Yarah
The price is P7,415
P8,527 total
includes taxes & fees
Jan 8 - Jan 9, 2026
Home2 Suites by Hilton Bristol
Indoor pool
Best Western Plus New England Inn & Suites

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, (1006)
"great stay."
United States
John
The price is P5,177
P5,953 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Best Western Plus New England Inn & Suites
Exterior
Econo Lodge Inn & Suites Old Saybrook Westbrook

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, (463)
"We came in for a family wedding in the area and this hotel was a great location. The mexican restaurant that was down the street is fantastic, great margaritas ! Would definitely use this location again if we were out this way. Thank you for a wonderful stay !"
United States
Robert
The price is P3,943
P4,534 total
includes taxes & fees
Jan 8 - Jan 9, 2026
Econo Lodge Inn & Suites Old Saybrook Westbrook
Indoor pool
Cambria Hotel Manchester South Windsor

Cambria Hotel Manchester South Windsor

Cambria Hotel Manchester South Windsor
3.0 star property
South Windsor
9.2 out of 10, Wonderful, (847)
"The room was very clean. I love that there was no carpeting. Great room!"
Canada
Nissa
The price is P7,703
P8,859 total
includes taxes & fees
Jan 30 - Jan 31, 2026
Cambria Hotel Manchester South Windsor
Seasonal outdoor pool
Clinton Motel

Clinton Motel

Clinton Motel
2.5 star property
Clinton
8.6 out of 10, Excellent, (298)
"Great staff and clean rooms"
United States
Tyler
The price is P4,588
P5,277 total
includes taxes & fees
Jan 1 - Jan 2, 2026
Clinton Motel
Indoor pool
Holiday Inn Cheshire - Southington by IHG

Holiday Inn Cheshire - Southington by IHG

Holiday Inn Cheshire - Southington by IHG
3.0 star property
Southington
8.4 out of 10, Very Good, (1001)
"Pool was nice, breakfast was very good. "
United States
Matthew
The price is P5,412
P6,224 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Holiday Inn Cheshire - Southington by IHG
Indoor pool
Courtyard by Marriott Hartford Cromwell

Courtyard by Marriott Hartford Cromwell

Courtyard by Marriott Hartford Cromwell
3.0 star property
Cromwell
8.6 out of 10, Excellent, (710)
"We had a wonderful stay; the staff were super friendly and the room was spotless. "
United States
ANDERSON
The price is P6,953
P7,996 total
includes taxes & fees
Jan 8 - Jan 9, 2026
Courtyard by Marriott Hartford Cromwell
Outdoor pool
Avon Old Farms Hotel

Avon Old Farms Hotel

Avon Old Farms Hotel
3.5 star property
Avon
8.4 out of 10, Very Good, (1000)
"Very nice place to stay"
United States
Alvero
The price is P7,000
P9,335 total
includes taxes & fees
Jan 2 - Jan 3, 2026
Avon Old Farms Hotel
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

Water's Edge Resort & Spa

Water's Edge Resort & Spa

10/10 Excellent
"It was perfect for an evening away, quiet, friendly staff, beautiful views, and great Sunday brunch"
Diana 1-night trip
Posted 2 days ago
Water's Edge Resort & Spa

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. New Haven Hotel: Features buffet, an indoor pool, and complimentary wired internet access. The Capitol Hotel: Offers a snack bar/deli, a seasonal outdoor pool, and buffet. Hampton Inn & Suites Hartford/East Hartford: Provides a snack bar/deli, an indoor pool, and free self parking. Holiday Inn Express Southington by IHG: Features buffet, a seasonal outdoor pool, and free self parking.
What is there to see and do in Middletown?
Spend some time experiencing the great outdoors at Connecticut River and General Mansfield House. Discover sights such as Wadsworth Mansion, Kidcity Children's Museum, and Wadsworth Falls State Park 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.

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