The Best Hotels with a Pool in Middlefield, CT from ₩134,951 in 2026

Q: What are some accommodations with pools in Middlefield?

New Haven Hotel : Provides a snack bar/deli, a seasonal outdoor pool, and buffet. The Capitol Hotel : Hotel, 13-minute walk from Connecticut Convention Center. Offers buffet, an indoor pool, and complimentary wired internet access. Holiday Inn Express Southington by IHG : Hotel located near Connecticut Convention Center. Offers buffet, a seasonal outdoor pool, and free self parking. Omni New Haven Hotel at Yale : Provides daily, an indoor pool, and complimentary wired internet access.

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Our top choices for Middlefield hotels with a pool

Clinton Motel

Clinton

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

₩134,951 total

includes taxes & fees

Jun 1 - Jun 2

Home2 Suites by Hilton East Haven New Haven

The Centre

Splash into relaxation at this East Haven retreat with a refreshing indoor pool escape.

₩225,576 total

includes taxes & fees

Jun 7 - Jun 8

Hampton Inn & Suites By Hilton North Haven

North Haven

₩233,049 total

includes taxes & fees

Jun 28 - Jun 29

Best Western Plus New England Inn & Suites

Berlin

Dive into refreshing luxury at an indoor pool retreat where wellness meets comfort and convenience.

₩173,567 total

includes taxes & fees

Jun 14 - Jun 15

Baymont by Wyndham Branford/New Haven

Branford

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

₩188,585 total

includes taxes & fees

Jun 1 - Jun 2

Holiday Inn Cheshire - Southington by IHG

Southington

Refreshing indoor pool haven with treadmills and fitness center for year-round aquatic escapes.

₩204,156 total

includes taxes & fees

Jun 7 - Jun 8

Inn at Middletown

Washington Street Historic District

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

₩314,264 total

includes taxes & fees

Jun 1 - Jun 2

Avon Old Farms Hotel

Avon

Dive into pure refreshment at this seasonal outdoor pool oasis with sauna and fitness center.

₩273,363 total

includes taxes & fees

Jun 1 - Jun 2

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Choose what matters most at hotels with a pool in Middlefield

Breakfast included

Hot tub

Top Middlefield Hotel Reviews

Holiday Inn Express Southington by IHG

10/10 Excellent

"Very attentive and effective staff. Breakfast was super great quality."

La Quinta Inn & Suites by Wyndham New Haven

2/10 Terrible

"There was only one working elevator out of two when we arrived. The second day of our stay the last elevator broke. This left us having to go up and down 6 flights of stairs. The staff was incredibly rude and yelled at guests when they had concerns about getting to and from their rooms. We checked out early as this was the final straw. I lugged all our bags down 6 flights of stairs. The room was outdated, but more importantly it was unclean. The chair was falling apart and stained. The couch was covered in stains. The entire room was dusty. It also “shares space” with an extended stay option that is housing people who are currently experiencing homelessness- which is fine, but was not mentioned anywhere as an option- or we likely wouldn’t have stayed their with younger children."

Frequently asked questions

What are some accommodations with pools in Middlefield?

New Haven Hotel: Provides a snack bar/deli, a seasonal outdoor pool, and buffet. The Capitol Hotel: Hotel, 13-minute walk from Connecticut Convention Center. Offers buffet, an indoor pool, and complimentary wired internet access. Holiday Inn Express Southington by IHG: Hotel located near Connecticut Convention Center. Offers buffet, a seasonal outdoor pool, and free self parking. Omni New Haven Hotel at Yale: Provides daily, an indoor pool, and complimentary wired internet access.

What is there to see and do in Middlefield?

Make a point to visit attractions like Lake Beseck Beach and Lyman Orchards Corn Maze. Discover sights such as Lyman Orchards, Powder Ridge Mountain Park and Resort, and Wadsworth Falls State Park during your stay.

When is the best time to book a hotel with a pool in Middlefield?

You may want to consider an accommodation that offers an outdoor pool if you will be visiting Middlefield in the warmest months of July, August, or June when the average temperature is 70°F. Lodging with an indoor pool may be what you want if you visit during the coldest months of January, February, or December when the average temperature is 33°F.

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