Find Hotels with a Pool in Madison, CT

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Check availability on Madison Hotels with a Pool

Our top choices for Madison hotels with a pool

Seasonal outdoor pool

Clinton Motel

Clinton Motel
2.5 star property
Clinton
8.6 out of 10, Excellent, (309 reviews)
  • cleanliness
    Dive into cool relaxation at this coastal motel's seasonal pool, where Hammonasset Beach State Park adventures await.
"The pool was great"
United States
Michelle
The price is ￥11,908
￥13,694 total
includes taxes & fees
May 12 - May 13
Clinton Motel
Free WiFi

Hampton Inn & Suites By Hilton North Haven

Hampton Inn & Suites By Hilton North Haven
2.5 star property
North Haven
9.6 out of 10, Exceptional, (14 reviews)
"spacious rooms, nice pool and gym...and waffle maker <:)>"
United States
Helene
The price is ￥21,199
￥24,379 total
includes taxes & fees
May 19 - May 20
Hampton Inn & Suites By Hilton North Haven
Seasonal outdoor pool

North Fork Cottages & RV Resort

North Fork Cottages & RV Resort
3.0 star property
Greenport
8.8 out of 10, Excellent, (13 reviews)
"Cabin was clean, well appointed and very comfortable. The staff immediately responded at 7am when we called to reset the hot water heater. The Solo fire pit looked very tempting but we did not have the time to enjoy that. will be back!"
United States
Kenn
The price is ￥31,850
￥36,389 total
includes taxes & fees
May 18 - May 19
North Fork Cottages & RV Resort
Indoor pool

Home2 Suites by Hilton East Haven New Haven

Home2 Suites by Hilton East Haven New Haven
3.0 star property
The Centre
9.6 out of 10, Exceptional, (529 reviews)
  • cleanliness
    Splash into relaxation at this East Haven retreat with a refreshing indoor pool escape.
"the kids loved the pool!"
United States
Nicholas
The price is ￥21,713
￥24,970 total
includes taxes & fees
May 25 - May 26
Home2 Suites by Hilton East Haven New Haven
Indoor pool, open 9:00 AM to 9:00 PM, pool umbrellas, sun loungers

Quality Inn Old Saybrook - Westbrook

Quality Inn Old Saybrook - Westbrook
2.5 star property
Old Saybrook
7.8 out of 10, Good, (1,007 reviews)
  • cleanliness
    Plunge into pool paradise at this welcoming hotel with sun loungers and a relaxing indoor retreat.
"the pool was so relaxing"
United States
Kathleen
The price is ￥18,512
￥21,288 total
includes taxes & fees
Jun 1 - Jun 2
Quality Inn Old Saybrook - Westbrook
Seasonal outdoor pool, pool umbrellas, sun loungers

The Pridwin Hotel

The Pridwin Hotel
4.0 star property
Shelter Island Heights
9.6 out of 10, Exceptional, (84 reviews)
  • cleanliness
    Splash into coastal luxury at this beachfront hotel with a seasonal pool, spa, and private beach access.
"The staff at the front desk and the pool bar were extremely friendly and laid back."
United States
Elizabeth
The price is ￥50,390
￥63,328 total
includes taxes & fees
May 17 - May 18
The Pridwin Hotel
Seasonal outdoor pool, open 9:00 AM to 7:00 PM, pool umbrellas

Cliffside Resort Condominiums

Cliffside Resort Condominiums
3.0 star property
Greenport
9.0 out of 10, Wonderful, (252 reviews)
  • cleanliness
    Unwind in a beachfront haven with a refreshing seasonal pool, comfortable loungers, and breathtaking sunset views.
"The property was well maintained with a beautiful view of the water & steps to the beach."
United States
Anthony
The price is ￥31,551
￥42,857 total
includes taxes & fees
May 31 - Jun 1
Cliffside Resort Condominiums
Individually decorated, individually furnished, desk, laptop workspace

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, (473 reviews)
  • cleanliness
    Soak in the serenity at this garden-view pool retreat offering refreshing summer escapes amid recently refreshed accommodations.
"Pool was open and, while small, it was clean and refreshing. The woman at the front desk was very kind and helpful - made me feel welcome. The property itself is a bit outdated but it looks like they are working to update it. the room was very clean and comfortable for our family of 3. Only issue was the AC system was VERY loud and woke me up every 20 minutes when it went off. I had to shut it off around 3 am and try to salvage my nights sleep. Not sure if this is all rooms or just bad luck on...
United States
Melissa
The price is ￥12,617
￥14,509 total
includes taxes & fees
May 17 - May 18
Econo Lodge Inn & Suites Old Saybrook Westbrook
Indoor pool

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, (1,009 reviews)
  • cleanliness
    Dive into refreshing luxury at an indoor pool retreat where wellness meets comfort and convenience.
"Nice property whis there was a restaurant and bar on site and an outdoor pool"
United States
Karina
The price is ￥15,029
￥17,283 total
includes taxes & fees
May 19 - May 20
Best Western Plus New England Inn & Suites
Indoor pool, 2 outdoor pools, open 5:00 AM to 10:00 PM, pool umbrellas

Saybrook Point Resort & Marina

Saybrook Point Resort & Marina
3.5 star property
Old Saybrook Center
9.6 out of 10, Exceptional, (1,002 reviews)
  • cleanliness
    Swim into serenity with three breathtaking pools and luxurious loungers for perfect poolside days at this resort.
"The spa and pools were also great."
United States
Frank
The price is ￥51,186
￥62,781 total
includes taxes & fees
May 12 - May 13
Saybrook Point Resort & Marina
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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Choose what matters most at hotels with a pool in Madison

Breakfast included
Hot tub

Top Madison Hotel Reviews

Clarion Inn North Haven - New Haven North

Clarion Inn North Haven - New Haven North

8/10 Good
"I moved rooms since I was originally directly across from the elevator. The second room they put me in was large, pretty clean and the bed was comfortable. The walls are incredibly thin so if you have neighbors and they turn on music or the TV or talk, you can hear them. If you’re a light sleeper, I would recommend earplugs. Unfortunately, the Wi-Fi wasn’t working when I was there or I couldn’t connect to it. Breakfast was OK. The bacon was fantastic, but sadly, the waffle maker had no batter available. The hotel was busy since it was graduation weekend. Overall, it was a fine place to spend a night and convenient to the event I was attending. All of the staff were extremely friendly and helpful."
Ariel 1-night trip
Posted 2 hours ago
Clarion Inn North Haven - New Haven North

Frequently asked questions

What are some accommodations with pools in Madison?
Madison Beach Hotel: Offers a snack bar/deli, a seasonal outdoor pool, and buffet. New Haven Hotel: Features a private beach, a seasonal outdoor pool, and 2 bars. Omni New Haven Hotel at Yale: Offers full, a pool, and free self parking. Motel 6 New Haven - Branford, CT: Features a seasonal outdoor pool, an indoor pool, and a private beach. La Quinta Inn & Suites by Wyndham New Haven: Offers a snack bar/deli, a seasonal outdoor pool, and free self parking.
What is there to see and do in Madison?
Make a point to visit attractions like Hammonasset Beach and RJ Julia Booksellers. During your stay, check out 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 with an outdoor swimming pool if you will be visiting Madison in the hottest 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 are visiting during the coldest months of January, February, or March when the average temperature is 35°F.
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. If you want to explore the larger area, hop aboard a train at Madison Station. Madison might not have very many public transportation choices so consider a car rental to maximize your time.