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.
St Michaels Inn

St Michaels Inn

2.5 out of 5
1228 S Talbot Street St. Michaels MD
$89 nightly
The price is $98 total per night from Nov 1 to Nov 2
$98 total
Nov 1 - Nov 2
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 ...
8/10 Very Good! (1,000 reviews)
"It was extremely helpful to my mobility challenged companion to have a parking space right in front of the room. The lobby area was charming, comfortable with fresh coffee, particularly helpful when we had to wait for a tow truck driver for our disabled car. The staff member Alison provided help ..."

Reviewed on Oct 13, 2026

St Michaels Inn
Rod 'N' Reel Resort

Rod 'N' Reel Resort

4 out of 5
4165 Mears Ave Chesapeake Beach MD
$132 nightly
The price is $146 total per night from Oct 27 to Oct 28
$146 total
Oct 27 - Oct 28
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! (1,003 reviews)
"Great rooom, really great service."

Reviewed on Oct 15, 2026

Rod 'N' Reel Resort
avid hotel California - Lexington Park by IHG

avid hotel California - Lexington Park by IHG

3 out of 5
23274 Three Notch Road California MD
$97 nightly
The price is $108 total per night from Oct 28 to Oct 29
$108 total
Oct 28 - Oct 29
Total with taxes and fees
Book a stay at this business-friendly hotel in California. Enjoy free breakfast, free WiFi, and a fitness center. Popular attractions Wildewood Shopping Center ...
avid hotel California - Lexington Park by IHG
See all 571 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.
Charming Waterfront Farmhouse 10 minutes from Blackwater NWR - Pet Friendly

Charming Waterfront Farmhouse 10 minutes from Blackwater NWR - Pet Friendly

Fishing Creek MD
Book a stay at this family-friendly vacation home in Fishing Creek. Enjoy free WiFi, a garden, and laundry facilities. Our guests praise the helpful staff in ...
9.8/10 Exceptional! (58 reviews)
"The house is absolutely adorable with so many beautiful touches. Very clean and accommodating.. The walk to the water is absolutely disgusting. It smells, it’s oily, and we couldn’t even allow our dog to walk down there. We were very disappointed because we wanted her to swim for the first time and ..."

Reviewed on Sep 7, 2026

Charming Waterfront Farmhouse 10 minutes from Blackwater NWR - Pet Friendly
Private 2 Acre Waterfront Family Retreat with Pool & Pier

Private 2 Acre Waterfront Family Retreat with Pool & Pier

Cambridge MD
Book a stay at this family-friendly vacation home in Cambridge. Enjoy free WiFi, private pools, and a garden. Popular attractions Christ Rock Park and Spocott ...
9.6/10 Exceptional! (98 reviews)
"Excellent house, 100% recommended. We were a group of 15 people, 5 of them with disabilities, 3 with wheelchairs, still the house was very suitable for everyone."

Reviewed on Sep 15, 2026

Private 2 Acre Waterfront Family Retreat with Pool & Pier
John Bruff Waterview Cottage - on Harbor and on Park - In Town St. Michaels!

John Bruff Waterview Cottage - on Harbor and on Park - In Town St. Michaels!

Saint Michaels MD
Stay at this cottage in St. Michaels. Enjoy a garden, laundry facilities, and tennis courts. Popular attractions Muskrat Park and Higgins Yacht Yard and Marina ...
9.6/10 Exceptional! (135 reviews)
"Overall our stay was excellentThe air conditioning worked well downstairs, but the fan needs to be set to on and the temperature reduced to cool down upstairsThe older front of the house is furnished withLovely antiques so we mostly used the kitchen and family room in the backIt has a large yard ..."

Reviewed on Sep 22, 2026

John Bruff Waterview Cottage - on Harbor and on Park - In Town St. Michaels!
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.
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Cities near Madison

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

Cambridge