Madison

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.
Rod 'N' Reel Resort

Rod 'N' Reel Resort

4 out of 5
4165 Mears Ave Chesapeake Beach MD
The price is CA $178 per night from Dec 1 to Dec 2
CA $178
CA $245 total
Dec 1 - Dec 2
includes taxes & 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 ...
Rod 'N' Reel Resort
St Michaels Inn

St Michaels Inn

2.5 out of 5
1228 S Talbot Street St. Michaels MD
The price is CA $107 per night from Dec 1 to Dec 2
CA $107
CA $118 total
Dec 1 - Dec 2
includes taxes & 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)
"Check-in staff gave us a handicap room which was not necessary. Walked in the room and the toilet was filthy! When I told the staff they gave us a room which was not required they stated we asked for it. This was not true. Also stated they didn’t have time to clean the room. Gave us another room ..."

Reviewed on Nov 1, 2026

St Michaels Inn
Hyatt Regency Chesapeake Bay

Hyatt Regency Chesapeake Bay

4 out of 5
100 Heron Blvd Cambridge MD
The price is CA $202 per night from Nov 23 to Nov 24
CA $202
CA $269 total
Nov 23 - Nov 24
includes taxes & 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. ...
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.
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! (99 reviews)
"House was grateful and host was super responsive."

Reviewed on Oct 20, 2026

Private 2 Acre Waterfront Family Retreat with Pool & Pier
Lovely 2-bedroom waterfront cottage in charming Wittman

Lovely 2-bedroom waterfront cottage in charming Wittman

Wittman MD
Stay at this cottage in Wittman. Enjoy a garden, laundry facilities, and air conditioning. Popular attractions Wittman Park and St Michaels Nature Trail are ...
9.8/10 Exceptional! (8 reviews)
"Lovely comfortable home, nicely decorated. Great views of the water. Loved having a fire in the fire pit. Had a great few days with my oldest dearest friends there."

Reviewed on Oct 10, 2026

Lovely 2-bedroom waterfront cottage in charming Wittman
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! (136 reviews)
"Absolutely love this historic little house and it's location."

Reviewed on Oct 25, 2026

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