Search Hotels with Pool in Madison

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Check availability on Madison Hotels with Pool

Tonight
24 Dec - 25 Dec
Tomorrow
25 Dec - 26 Dec
This weekend
26 Dec - 28 Dec
Next weekend
2 Jan - 4 Jan

Our top choices for Madison hotels with a pool

Seasonal outdoor pool, open 8:00 AM to 8:00 PM, pool umbrellas
Best Western Niantic - New London/Mystic Area

Best Western Niantic - New London/Mystic Area

Best Western Niantic - New London/Mystic Area
2.5 star property
Niantic
9.0 out of 10, Wonderful, (452)
"Easy check in and check out, comfortable bed, clean"
United States
Eric
The price is ฿2,874
฿3,305 total
includes taxes & fees
29 Dec - 30 Dec
Best Western Niantic - New London/Mystic Area
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, (1180)
"The place was great. enjoyed our stay."
United States
Michael
The price is ฿2,552
฿2,935 total
includes taxes & fees
2 Jan - 3 Jan 2026
Holiday Inn Express Southington by IHG
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, (1002)
"great stay."
United States
John
The price is ฿2,712
฿3,118 total
includes taxes & fees
2 Jan - 3 Jan 2026
Best Western Plus New England Inn & Suites
Seasonal outdoor pool, pool umbrellas, pool loungers
Sound View Greenport

Sound View Greenport

Sound View Greenport
4.0 star property
Greenport
8.6 out of 10, Excellent, (599)
"Staff was amazing , room clean view phenomenal "
United States
Denise
The price is ฿4,952
฿6,504 total
includes taxes & fees
25 Dec - 26 Dec
Sound View Greenport
Indoor pool
Fairfield Inn & Suites by Marriott Plainville

Fairfield Inn & Suites by Marriott Plainville

Fairfield Inn & Suites by Marriott Plainville
2.5 star property
Plainville
8.6 out of 10, Excellent, (912)
"Great place stayed several times."
United States
Marlene D
The price is ฿2,988
฿3,436 total
includes taxes & fees
2 Jan - 3 Jan 2026
Fairfield Inn & Suites by Marriott Plainville
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
8.2 out of 10, Very good, (1001)
"Pool was nice, breakfast was very good. "
United States
Matthew
The price is ฿3,142
฿3,613 total
includes taxes & fees
28 Dec - 29 Dec
Holiday Inn Cheshire - Southington by IHG
Indoor pool
Clarion Inn North Haven - New Haven North

Clarion Inn North Haven - New Haven North

Clarion Inn North Haven - New Haven North
3.0 star property
North Haven
7.6 out of 10, Good, (1000)
"I would stay there again."
United States
George
The price is ฿2,768
฿3,184 total
includes taxes & fees
26 Dec - 27 Dec
Clarion Inn North Haven - New Haven North
Indoor pool
Best Western Executive Hotel Of New Haven - West Haven

Best Western Executive Hotel Of New Haven - West Haven

Best Western Executive Hotel Of New Haven - West Haven
2.5 star property
West Haven
8.0 out of 10, Very good, (1494)
"Staff was courteous and helpful. The whole hotel was clean. A little snow in the parking lot, but certainly safe."
United States
Rick
The price is ฿2,847
฿3,274 total
includes taxes & fees
27 Dec - 28 Dec
Best Western Executive Hotel Of New Haven - West Haven
Seasonal outdoor pool, open 8:00 AM to 7:00 PM, pool loungers
The Harbor Front Inn

The Harbor Front Inn

The Harbor Front Inn
3.5 star property
Greenport
8.8 out of 10, Excellent, (548)
"Awesome stay!!! Great Location "
United States
Bryan
The price is ฿4,171
฿5,611 total
includes taxes & fees
25 Dec - 26 Dec
The Harbor Front Inn
Indoor pool
Homewood Suites by Hilton Orange New Haven

Homewood Suites by Hilton Orange New Haven

Homewood Suites by Hilton Orange New Haven
3.0 star property
Orange
9.2 out of 10, Wonderful, (1003)
"Clean room, close to mamy amenities restaurants, bars, etc "
United States
Kerry- Ann
The price is ฿3,088
฿3,551 total
includes taxes & fees
11 Jan - 12 Jan 2026
Homewood Suites by Hilton Orange New Haven
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 Madison Hotel Reviews

Home2 Suites by Hilton East Haven New Haven

Home2 Suites by Hilton East Haven New Haven

10/10 Excellent
"Helpful.Easy check in!"
Melissa 1-night trip
Posted 6 days ago
Home2 Suites by Hilton East Haven New Haven
Hamden Hotel and Suites – Hamden New Haven

Hamden Hotel and Suites – Hamden New Haven

10/10 Excellent
"Clean room -comfortable bed. no complaints "
Kelly 2-night trip
Posted 7 days ago
Hamden Hotel and Suites – Hamden New Haven

Frequently asked questions

What are some accommodation options with pools in Madison?
Madison Beach Hotel: Features a private beach, a seasonal outdoor pool and 2 bars. New Haven Hotel: Provides a snack bar/deli, an indoor pool and free self parking. Cambria Hotel New Haven University Area: Features a snack bar/deli, a seasonal outdoor pool and buffet. Sound View Greenport: Offers free self parking, an indoor pool and complimentary wireless Internet access. Omni New Haven Hotel at Yale: Features full, a pool and free self parking.
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 Allis-Bushnell House and Museum. 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.