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

Find Hotels with a Pool in Madison, CT

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Check availability on Madison Hotels with a Pool

This weekend
Nov 6 - Nov 8
Next weekend
Nov 13 - Nov 15

Our top choices for Madison hotels with a pool

Interior

1. The Scranton Seahorse Inn

The Scranton Seahorse Inn
3.0 star property
Madison Center
9.4 out of 10, Exceptional, (252 reviews)
"A lovely stay at a classic New England B & B. Perfect location for a visit to Madison."
United States
Tracy
The price is NT$7,703
NT$8,550 total
includes taxes & fees
Nov 9 - Nov 10
The Scranton Seahorse Inn
A red door with a 'Gone to the Beach' sign, a wicker chair, a table with a plate of food and drinks, and a potted plant.

2. The Homestead

The Homestead
3.0 star property
Madison Center
10.0 out of 10, Exceptional, (112 reviews)
"Charming Inn with great staff and an amazing breakfast."
United States
Sherry
The price is NT$7,292
NT$8,094 total
includes taxes & fees
Nov 8 - Nov 9
The Homestead
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

Inn at Middletown

Inn at Middletown

10/10 Excellent
"Very lovely staff, from the front desk to the restaurant/bar. Would stay there again."
Lynne 2-night trip
Posted 5 hours ago
Inn at Middletown
Holiday Inn Express Southington by IHG

Holiday Inn Express Southington by IHG

8/10 Good
"I was there only one night"
Guido 1-night trip
Posted 18 hours ago
Holiday Inn Express Southington by IHG

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: Provides full, a pool, and free self parking. Pier Blue Inn Old Saybrook - Essex: Offers a private beach, a seasonal outdoor pool, and 2 bars. Holiday Inn Express Southington by IHG: Features a seasonal outdoor pool, an indoor pool, and a private beach.
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, Allis-Bushnell House and Museum, 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 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.