TOP Hotels with Swimming Pool in Madison, CT for 2026

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

Madison Beach Hotel : Hotel located near Lake Compounce. Provides a snack bar/deli, a seasonal outdoor pool and buffet. Motel 6 New Haven - Branford, CT : Features full, a pool and free self parking. Holiday Inn Express Southington by IHG : Offers a private beach, a seasonal outdoor pool and 2 bars. Pier Blue Inn Old Saybrook - Essex : Features a seasonal outdoor pool, an indoor pool and a private beach. New Haven Hotel : Provides free self parking, a seasonal outdoor pool and complimentary wireless Internet access.

A cityscape at dusk with a prominent dome-shaped building, a waterfront, and a circular structure with multiple towers.

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Our top choices for Madison hotels with a pool

Holiday Inn Express Branford-New Haven by IHG

Branford

Splash into aquatic bliss at this modern hotel with an indoor pool and fitness centre.

₹12,144 total

includes taxes & fees

9 Aug - 10 Aug

Baymont by Wyndham Branford/New Haven

Branford

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

₹12,020 total

includes taxes & fees

4 Aug - 5 Aug

Clinton Motel

Clinton

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

₹10,145 total

includes taxes & fees

27 Aug - 28 Aug

Water's Edge Resort & Spa

Westbrook Center

Pristine waters await at this coastal retreat with private beach access and year-round pools.

₹34,626 total

includes taxes & fees

26 Aug - 27 Aug

Hilton Garden Inn Wallingford/Meriden

Wallingford

Dive into year-round aquatic bliss at this hotel's pristine indoor pool sanctuary.

₹16,300 total

includes taxes & fees

9 Aug - 10 Aug

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.

₹13,121 total

includes taxes & fees

17 Aug - 18 Aug

Home2 Suites by Hilton East Haven New Haven

The Centre

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

₹15,009 total

includes taxes & fees

9 Aug - 10 Aug

Homewood Suites by Hilton Wallingford-Meriden

Wallingford

Splash into fun at this hotel with an indoor pool, fitness centre, and nearby skiing trails.

₹17,840 total

includes taxes & fees

10 Aug - 11 Aug

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Choose what matters most at hotels with a pool in Madison

Breakfast included

Hot tub

Top Madison Hotel Reviews

Sound View Greenport

10/10 Excellent

"Great location right on The Sound. Modern upgrades since our last visit. Room was clean. Breakfast was very good with lots of choices. Did not go to dinner at the restaurant or visit any bars, but they were crowded. Was able to hear the live music from the beach front bar all the way to our room (not complaining). Pool was nice and well maintained. Maybe a couple of improvements...get door matts for the beach side of your room as sand will get into your room, and place chairs on the south side outside of the room as the beach side does get hot and sunny when the sun is out."

Courtyard by Marriott New Haven Orange-Milford

8/10 Good

"No"

Frequently asked questions

What are some accommodation options with pools in Madison?

Madison Beach Hotel: Hotel located near Lake Compounce. Provides a snack bar/deli, a seasonal outdoor pool and buffet. Motel 6 New Haven - Branford, CT: Features full, a pool and free self parking. Holiday Inn Express Southington by IHG: Offers a private beach, a seasonal outdoor pool and 2 bars. Pier Blue Inn Old Saybrook - Essex: Features a seasonal outdoor pool, an indoor pool and a private beach. New Haven Hotel: Provides free self parking, a seasonal outdoor pool and complimentary wireless Internet access.

What is there to see and do in Madison?

Make a point to visit attractions such as Hammonasset Beach and RJ Julia Booksellers. During your stay, visit sights such as Hammonasset Beach State Park, North Madison Shopping Center and East Wharf Beach Park. Take in the natural beauty of Madison with the beaches.

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

You may want to consider a place to stay that offers an outdoor pool if you're planning to visit Madison in the hottest 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 visit during the coldest months of January, February or March, when the average temperature is 2°C.

What's the best way to travel around Madison?

Knowing the transportation options in and around Madison can help you enjoy the area beyond your hotel pool. To venture out into the surrounding area, take a train from Madison Station. Madison might not have many public transport options to choose from, so consider a car rental to maximise your time.

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