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

Hotels with Pool & Resorts in Madison

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Check availability on Madison Hotels with 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, (324 reviews)
  • cleanliness
    Dive into cool relaxation at this coastal motel's seasonal pool, where Hammonasset Beach State Park adventures await.
The price is AU$147
includes taxes & fees
20 July - 21 July
Clinton Motel
Indoor pool

Holiday Inn Express Branford-New Haven by IHG

Holiday Inn Express Branford-New Haven by IHG
3.0 star property
Branford
8.8 out of 10, Excellent, (1,006 reviews)
  • cleanliness
    Splash into aquatic bliss at this modern hotel with an indoor pool and fitness centre.
The price is AU$183
includes taxes & fees
9 Aug - 10 Aug
Holiday Inn Express Branford-New Haven by IHG
Indoor pool

Baymont by Wyndham Branford/New Haven

Baymont by Wyndham Branford/New Haven
2.5 star property
Branford
6.6 out of 10, (1,001 reviews)
  • cleanliness
    Splash into serene seclusion at this Connecticut hotel with a private pool and sauna.
The price is AU$163
includes taxes & fees
20 July - 21 July
Baymont by Wyndham Branford/New Haven
Desk, laptop workspace, iron/ironing board, rollaway beds

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, (483 reviews)
  • cleanliness
    Soak in the serenity at this garden-view pool retreat offering refreshing summer escapes amid recently refreshed accommodation.
The price is AU$125
includes taxes & fees
9 Aug - 10 Aug
Econo Lodge Inn & Suites Old Saybrook Westbrook
Exterior

Water's Edge Resort & Spa

Water's Edge Resort & Spa
3.5 star property
Westbrook Center
8.8 out of 10, Excellent, (1,001 reviews)
  • cleanliness
    Pristine waters await at this coastal retreat with private beach access and year-round pools.
The price is AU$583
includes taxes & fees
22 July - 23 July
Water's Edge Resort & Spa
Indoor pool, open 9:00 AM to 9:00 PM, pool umbrellas, pool loungers

Quality Inn Old Saybrook - Westbrook

Quality Inn Old Saybrook - Westbrook
2.5 star property
Old Saybrook
7.8 out of 10, Good, (1,002 reviews)
  • cleanliness
    Plunge into pool paradise at this welcoming hotel with sun loungers and a relaxing indoor retreat.
The price is AU$209
includes taxes & fees
9 Aug - 10 Aug
Quality Inn Old Saybrook - Westbrook
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 price is AU$648
includes taxes & fees
3 Aug - 4 Aug
Saybrook Point Resort & Marina
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, (592 reviews)
  • cleanliness
    Splash into relaxation at this East Haven retreat with a refreshing indoor pool escape.
The price is AU$228
includes taxes & fees
2 Aug - 3 Aug
Home2 Suites by Hilton East Haven New Haven
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, (62 reviews)
The price is AU$242
includes taxes & fees
26 July - 27 July
Hampton Inn & Suites By Hilton North Haven
Indoor pool

Hilton Garden Inn Wallingford/Meriden

Hilton Garden Inn Wallingford/Meriden
3.0 star property
Wallingford
9.0 out of 10, Wonderful, (1,003 reviews)
  • cleanliness
    Dive into year-round aquatic bliss at this hotel's pristine indoor pool sanctuary.
The price is AU$255
includes taxes & fees
26 July - 27 July
Hilton Garden Inn Wallingford/Meriden
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
Spa pool

Top Madison Hotel Reviews

Holiday Inn Express Southington by IHG

Holiday Inn Express Southington by IHG

10/10 Excellent
"Good service and excellent hotel"
Roberto 2-night trip
Posted 5 hours ago
Holiday Inn Express Southington by IHG
Water's Edge Resort & Spa

Water's Edge Resort & Spa

8/10 Good
"Very nice place would stay again."
Cary 2-night trip
Posted 5 days ago
Water's Edge Resort & Spa

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: Hotel located near Lake Compounce. Offers a snack bar/deli, a seasonal outdoor pool and buffet. Pier Blue Inn Old Saybrook - Essex: Features a seasonal outdoor pool, an indoor pool and a private beach. Sound View Greenport: Offers full, a pool and free self parking. Holiday Inn Express Southington by IHG: Offers 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, East Wharf Beach Park and Meigs Point Nature Center. 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.