TOP Hotels with Swimming Pool in Middletown, CT for 2026

Q: What are some accommodation options with pools in Middletown?

Inn at Middletown : Features free self parking, an indoor pool and complimentary wireless Internet access. New Haven Hotel : Offers a snack bar/deli, a seasonal outdoor pool and buffet. The Capitol Hotel : Features a seasonal outdoor pool, an indoor pool and a private beach. Omni New Haven Hotel at Yale : Provides buffet, an indoor pool and complimentary high-speed (wired) Internet access. Holiday Inn Express Southington by IHG : Provides buffet, a seasonal outdoor pool and free self parking.

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Our top choices for Middletown hotels with a pool

Inn at Middletown

Washington Street Historic District

Dive into poolside luxury in this historic hotel with a blissful indoor retreat and hot tub sanctuary.

₹21,290 total

includes taxes & fees

4 May - 5 May

Clinton Motel

Clinton

Dive into cool relaxation at this coastal motel's seasonal pool, where Hammonasset Beach State Park adventures await.

₹8,405 total

includes taxes & fees

4 May - 5 May

Hampton Inn & Suites By Hilton North Haven

North Haven

₹14,769 total

includes taxes & fees

11 May - 12 May

Home2 Suites by Hilton Bristol

Bristol

Serene hotel with an indoor pool escape just steps away from relaxing in a soothing hot tub.

₹14,736 total

includes taxes & fees

26 May - 27 May

Individually decorated, individually furnished, desk, laptop workspace

Econo Lodge Inn & Suites Old Saybrook Westbrook

Old Saybrook

Soak in the serenity at this garden-view pool retreat offering refreshing summer escapes amid recently refreshed accommodation.

₹8,299 total

includes taxes & fees

10 May - 11 May

Indoor pool, open 9:00 AM to 9:00 PM, pool umbrellas, pool loungers

Quality Inn Old Saybrook - Westbrook

Old Saybrook

Plunge into pool paradise at this welcoming hotel with sun loungers and a relaxing indoor retreat.

₹12,897 total

includes taxes & fees

25 May - 26 May

The Bevin House Bed & Breakfast

East Hampton

Scenic Victorian hideaway with a sparkling seasonal pool and 24-hour access for summer splashing.

₹28,277 total

includes taxes & fees

4 May - 5 May

Baymont by Wyndham Branford/New Haven

Branford

Splash into serene seclusion at this Connecticut hotel with a private pool and sauna.

₹10,806 total

includes taxes & fees

4 May - 5 May

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Choose what matters most at hotels with a pool in Middletown

Breakfast included

Hot tub

Top Middletown Hotel Reviews

Holiday Inn Express Southington by IHG

10/10 Excellent

"Breakfast the usual hotel fare. Parking convenient"

Hampton Inn & Suites Hartford/East Hartford

8/10 Good

"Not the worst I've stayed in. However, also not the worst by a mile. They are going through renovations which explains the haphazard appearance. Close to locations downtown including the hospital. GREAT continental breakfast. I did see other guests giving the staff trouble but if I'm being honest, the guests were rude to them. Pleasent, quiet and off main roads while being accessible. A grade."

Best Western Manchester

2/10 Terrible

"THIS HOTEL IS HORRIBLE. There was ants everywhere, like infested, super dirty and even the fridge was infested. Even the phone to call was infested. Then we switched rooms and it still had ants in fact I had an ant crawl on me and that is disgusting. Shower was dirty, fridge was dirty, even the ice bucket was dirty. And the bed quite frankly had Brown stains on it, both of them. We literally had to clean the place our self just for it to still be dirty!! If I wanted a dirty room and ant infested place I would’ve stayed at the $100 total hotel not the one for $361 dollars. If im paying that much money I expect to atleast have a clean room. I informed the front desk again when I was leaving regarding the situation and if a refund would be provided and was told the manager isn’t here on the weekends. Horrible"

Residence Inn by Marriott Hartford/Windsor

10/10 Excellent

"This is a wonderful place to bring the family on a vacation. It has beautiful outdoor swimming pool open grounds with sliders opening to the outside so you can enjoy the open grounds. It is a wooded residential area and convenient (by the near by highway) to anywhere you want to go. I stayed for over 2 months for buisness and wished I was with my family to fully enjoy this lovely hotel."

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. New Haven Hotel: Offers a snack bar/deli, a seasonal outdoor pool and buffet. The Capitol Hotel: Features a seasonal outdoor pool, an indoor pool and a private beach. Omni New Haven Hotel at Yale: Provides buffet, an indoor pool and complimentary high-speed (wired) Internet access. Holiday Inn Express Southington by IHG: Provides 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 Middletown Nature Gardens. Discover sights such as Wadsworth Mansion, Kidcity Children's Museum and Van Vleck Observatory 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.

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