Madison, MD

Travel Guide

A mural of a boat with people and a quote about praying to God.
A modern building with large glass windows, a metal roof, and a small tree in the foreground.
A sculpture of a woman in a field, a quote on the wall, and a display case with a model.
A statue of a person holding a child, with a quote about family and slavery on the wall behind.
Hyatt Regency Chesapeake Bay

Hyatt Regency Chesapeake Bay

4 out of 5
100 Heron Blvd Cambridge MD
$322 nightly
The price is $366 total per night from Aug 3 to Aug 4
$366 total
Aug 3 - Aug 4
Total with taxes and fees
Book a stay at this beach resort in Cambridge. Enjoy free WiFi, free parking, and 2 outdoor pools. Our guests praise the pool and the helpful staff in our reviews. ...
8.8/10 Excellent! (1,011 reviews)
"Hello, my stay was wonderful. The service was excellent, the room was cleaned every day, and the staff's attentiveness was outstanding. Everything was great—100% recommended. Thank you."

Reviewed on Jul 12, 2026

Hyatt Regency Chesapeake Bay
Rod 'N' Reel Resort

Rod 'N' Reel Resort

4 out of 5
4165 Mears Ave Chesapeake Beach MD
$206 nightly
The price is $228 total per night from Jul 20 to Jul 21
$228 total
Jul 20 - Jul 21
Total with taxes and fees
Book a stay at this business-friendly hotel in Chesapeake Beach. Enjoy an outdoor pool, 2 restaurants, and a marina. Our guests praise the helpful staff and ...
8.6/10 Excellent! (1,021 reviews)
"The staff was wonderful, the rooms were nice and clean. Breakfast at The Rod 'N' Reel Restaurant was great."

Reviewed on Jul 12, 2026

Rod 'N' Reel Resort
St Michaels Inn

St Michaels Inn

2.5 out of 5
1228 S Talbot Street St. Michaels MD
$97 nightly
The price is $107 total per night from Jul 14 to Jul 15
$107 total
Jul 14 - Jul 15
Total with taxes and fees
Book a stay at this business-friendly hotel in St. Michaels. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
8.2/10 Very Good! (1,007 reviews)
"The newly renovated room was spacious, clean, and well equipped. The breakfast had variety and was not than adequate. We reckoned this property."

Reviewed on Jul 13, 2026

St Michaels Inn
See all 575 properties in Madison
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.
Grace Cottage, St Michaels Walk to everything!

Grace Cottage, St Michaels Walk to everything!

Saint Michaels MD
Stay at this vacation home in St. Michaels. Enjoy laundry facilities, in-room fireplaces, and air conditioning. Popular attractions Saint Marys Square and Saint ...
10/10 Exceptional! (7 reviews)
"This was an AMAZING fine. Grace cottage was so perfectly located where literally everything is walkable and convenient parking for 2 cars. The host, Lisa, was so responsive and just the sweetest. It is clear they want you to have a wonderful time with the cottage being stocked with almost anything ..."

Reviewed on Jun 21, 2026

Grace Cottage, St Michaels Walk to everything!
St. Michaels Escape | Pool, Hot Tub & Fire Pit

St. Michaels Escape | Pool, Hot Tub & Fire Pit

Saint Michaels MD
Stay at this vacation home in St. Michaels. Enjoy private pools, a garden, and laundry facilities. Popular attractions Perry Cabin Park and St Michaels Nature ...
10/10 Exceptional! (8 reviews)
"Great location and beautiful home. Very serene and quiet setting. I would definitely return!"

Reviewed on Jun 19, 2026

St. Michaels Escape | Pool, Hot Tub & Fire Pit
Coastal Retreat Near Solomon’s Island, Water View & Semi-Private Beach, Sleeps 6

Coastal Retreat Near Solomon’s Island, Water View & Semi-Private Beach, Sleeps 6

Lusby MD
Stay at this vacation home in Lusby. Enjoy a garden, laundry facilities, and patios. Popular attractions Drum Point Lake and Calvert Marina are located ...
9/10 Wonderful! (2 reviews)
"Six family and friends and one small dog enjoyed this three-bedroom house on Drum Point near Solomon's Island. The kitchen had everything needed to make dinner and breakfasts. We walked the quiet neighborhoods by the bay, waded in the water at the beach, took photos of the trees and birds by the ..."

Reviewed on May 28, 2026

Coastal Retreat Near Solomon’s Island, Water View & Semi-Private Beach, Sleeps 6
See all properties in Madison
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.

Stay near popular Madison attractions

Harriet Tubman Underground Railroad National Historical Park

9.6/10 (95 reviews)
Learn about one of the key figures in the historic freedom of enslaved people in this park and visitor center.
See properties

Cities near Madison

A marina with several boats docked, a building with a sign, and trees in the background.

Cambridge