Explore romantic St. Michaels: its boating, museums, history, and more!
St. Michaels, MD
Travel Guide
St Michaels Inn
1228 S Talbot Street, St. Michaels, MD
Situated in the historical district, this hotel is 1.2 mi (1.9 km) from St. Michaels Winery and within 3 mi (5 km) of St. Michaels Museum and Chesapeake Bay ...
3.9/5 Very Good! (758 reviews)
"The property was well maintained and easy to get in and out. Located close enough to town to be convenient without all the hub-bub."
Reviewed on Oct 20, 2021
The Wildset
209 N Talbot St, St. Michaels, MD
Situated in St. Michaels, this hotel is within a 10-minute walk of Chesapeake Bay Maritime Museum, St. Michaels Museum, and St. Michaels Winery. Oxford Museum ...
4.4/5 Excellent! (10 reviews)
"Very nice property. Room was very clean. Staff were excellent. There was a problem with the wi-fi which served the TV's. I contribute this to being open just a few weeks and they are getting the kinks out. The staff was quick to react and were extremely professional and accommodating."
Reviewed on Oct 18, 2021
Inn at Perry Cabin
308 Watkins Ln, St. Michaels, MD
This family-friendly St. Michaels hotel is located on the waterfront, within a 15-minute walk of Chesapeake Bay Maritime Museum and St. Michaels Museum. St. ...
4.7/5 Exceptional! (265 reviews)
"I have been to Inn at Perry Cabin Many times . Just love the place"
Reviewed on Mar 21, 2020
Get rates
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.
Location, Location, Location! - W Melson House - Beautiful - In Town St Michaels
St. Michaels, MD
This family-friendly St. Michaels cottage is within a 10-minute walk of St. Michaels Museum, Chesapeake Bay Maritime Museum, and St. Michaels Winery. Oxford ...
4.8/5 Exceptional! (59 reviews)
Great History
"I’ve always admired the homes on this block & have wanted to stay in one for years. My husband & I were recently married in St. Michael’s and I fulfilled my dream of staying there. It was great looking at the construction of the home. The location is perfect as it is right in town. The only complaint, ..."
Reviewed on Oct 13, 2021
Carpenter St. Cottage In the Heart of St Michaels Village - Large Screened Porch
St. Michaels, MD
This family-friendly St. Michaels cottage is within a 10-minute walk of Chesapeake Bay Maritime Museum, St. Michaels Museum, and St. Michaels Winery. Oxford ...
4.9/5 Exceptional! (91 reviews)
Fantastic Location
"This home sites between the marina and the middle of town. We never had to move our car. Convenient to everything. Great little house to enjoy St. Michaels."
Reviewed on Oct 21, 2021
Sunrise Cove - Pet-Friendly Waterfront Home, Hot Tub, Pool & Grill!
St. Michaels, MD
This family-friendly St. Michaels vacation home is located on the waterfront, 3 mi (4.9 km) from St. Michaels Winery, and within 6 mi (10 km) of Chesapeake Bay ...
4.3/5 Excellent! (6 reviews)
Needed relaxation
"Talk about peaceful, didn’t even hear a neighbor. Property was very clean and decorated and we had everything that we needed. Close to several towns that we visited. We would not hesitate to rent this property again."
Reviewed on Jun 29, 2021
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.
Check St. Michaels hotel prices
Popular places to visit in St. Michaels
Chesapeake Bay Maritime Museum
You can study the exhibits at Chesapeake Bay Maritime Museum, a museum with a storied past, during your trip to St. Michaels. Stroll along the waterfront or experience the area's museums.
U.S. Naval Academy
See where future generations of Navy and Marine Corps officers are trained at this historic federal service academy within a former fort in Annapolis harbor.
Chesapeake Bay Bridge
Attempt the nerve-racking drive across this long and notoriously scary bridge, which provides fabulous views of Chesapeake Bay for passengers.
Sandy Point State Park
Sunbathe on the beach, enjoy unrivaled views of the Chesapeake Bay Bridge and go hiking, swimming, fishing and boating in this vast park.
Chesapeake Beach Water Park
Enjoy the thrill rides with your kiddos at Chesapeake Beach Water Park during your trip to Chesapeake Beach. Visit the spas in this relaxing area, or simply enjoy its restaurants.
Maryland Quiet Waters Park
Stroll along miles of trails through grassy parkland, hardwood forests and riverfront promenades and check out the visitor center at this pretty park.
- St. Michaels Winery Vacations
- Chesapeake Bay Maritime Museum Vacations
- St. Michaels Museum Vacations
- U.S. Naval Academy Vacations
- Annapolis City Dock Vacations
- Chesapeake Bay Bridge Vacations
- Annapolis Harbour Center Vacations
- Westfield Annapolis Mall Vacations
- Sandy Point State Park Vacations
- Anne Arundel Medical Center Vacations
- Navy-Marine Corps Memorial Stadium Vacations
- Chesapeake Beach Water Park Vacations
- Queenstown Premium Outlets Vacations
- Rod n Reel Charter Fishing Vacations
- St. John's College Vacations
- Queenstown Harbor Golf Club Vacations
- Annapolis Maritime Museum Vacations
- Maryland Quiet Waters Park Vacations
- Breezy Point Beach Vacations
- Maryland State House Vacations
- Great Marsh Park Vacations
- Annapolis Sailing School Vacations
- Harriet Tubman Museum and Educational Center Vacations
- Choptank River Lighthouse Vacations
- Oxford Museum Vacations
- Bill Burton Fishing Pier State Park Vacations
- Avalon Theatre Vacations
- Long Wharf Park Vacations
- Dorchester County Visitors Center Vacations
- Rock Hall Harbor Vacations
- St John's College Vacations
- Banneker Douglass Museum Vacations