Best Resorts in Madison

Check prices for these dates

Our top choices for Madison resorts

1. Hyatt Regency Chesapeake Bay

Hyatt Regency Chesapeake Bay
4.0 star property
Cambridge
8.8 out of 10, Excellent, (1,003 reviews)
"The staff at the front desk were friendly and helpful."
United States
Billy
$171 nightly
The price is $194
Nov 23 - Nov 24
Total with taxes and fees
Hyatt Regency Chesapeake Bay
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.

Learn more about Madison

Head to sights like Harriet Tubman Underground Railroad National Historical Park and Blackwater National Wildlife Refuge as you discover Madison.

A mural of a boat with people and a quote about praying to God.

Frequently Asked Questions

What is Madison like for a resort vacation?

Longing for a relaxing escape? Treat yourself to the comforts of a resort, where you can find everything you want for your stay from convenient food and drink options to activities and entertainment. Browse the resorts in the area and discover the right one for you, whether you envision yourself kicking back in a suite with stunning views or hitting the golf course for an afternoon game.

What's the best resort for my stay in Madison?

Our highest-rated resort near Madison: Hyatt Regency Chesapeake Bay - Beach resort. 10.1 mi (16.3 km) from Madison. Features 2 outdoor pools, 3 restaurants, and a private beach. Popular for its pool.

What can I do in Madison?

Harriet Tubman Underground Railroad National Historical Park and Blackwater National Wildlife Refuge are a few of the interesting sights to visit. Other attractions in the area include Harriet Tubman Museum and Educational Center and Choptank River Lighthouse.

What's the seasonal weather like in Madison?

The hottest months are usually July and August with an average temp of 75°F, while the coldest months are January and February with an average of 41°F. Average annual precipitation for Madison is 48 inches.

What's the best way to get to and around Madison?

Fly into Easton, MD (ESN-Easton - Newnam), which is located 22.7 mi (36.5 km) from the city center. If you'd like to explore around the area, you may want to rent a car for your trip.

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