Explore romantic St. Michaels: its boating, museums, history and more!
St. Michaels
Travel Guide
Where to stay in St. Michaels
Rio Vista
Rio Vista might not have many top sights, but St. Michaels Winery and Chesapeake Bay Maritime Museum are two attractions nearby that you can check out.
St Michaels Inn
1228 S Talbot Street, St. Michaels, MD, 21663
Stay at this business-friendly hotel in St. Michaels. Enjoy free WiFi, free parking and an outdoor pool. Our guests praise the breakfast and the pool in their ...
4/5 Very Good! (814 reviews)
"Great biking in historic village. Chesapeake Bay Maritime Museum is excellent!"
Reviewed on 20 Apr 2022
The Wildset
209 N Talbot St, St. Michaels, MD, 21663
Stay at this hotel in St. Michaels. Enjoy free WiFi, free parking and a gift shop. Popular attractions Chesapeake Bay Maritime Museum and St. Michaels Museum ...
4.7/5 Exceptional! (36 reviews)
"This is the place to stay in St. Michaels. It is new, very trendy and they have thought of everything. Smores in the evening, use of free bikes for riding around town and a great, healthy light breakfast. The beds were so comfortable, you are sure to get a goods night rest. Highly recommend."
Reviewed on 12 May 2022
Inn at Perry Cabin
308 Watkins Ln, St. Michaels, MD, 21663
Stay at this 5-star luxury hotel in St. Michaels. Enjoy free WiFi, free valet parking and a marina. Our guests praise the helpful staff and the convenient parking ...
4.7/5 Exceptional! (265 reviews)
"I have been to Inn at Perry Cabin Many times . Just love the place"
Reviewed on 21 Mar 2020
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.
John Bruff Waterview Cottage - on Harbor and on Park - In Town St. Michaels!
St. Michaels, MD
Stay at this family-friendly cottage in St. Michaels. Enjoy on-site parking, a garden and barbecues. Our guests praise the WiFi and the bathrooms in their reviews. ...
4.6/5 Exceptional! (70 reviews)
Cute house, great location
"Had a great weekend getaway for 2 couples in St Michaels! House was cute, historic & great location near water & you can walk everywhere!"
Reviewed on 4 Apr 2022
Carpenter St. Cottage In the Heart of St Michaels Village - Large Screened Porch
St. Michaels, MD
Stay at this family-friendly cottage in St. Michaels. Enjoy WiFi, on-site parking and a garden. Our guests praise the comfy beds in their reviews. Popular attractions ...
4.9/5 Exceptional! (103 reviews)
Great stay!
"Tom was a great host! Very responsive! The house was clean and just as pictured. The location couldn’t be better, within a block of the Main Street with shops and restaurants. We would definitely return!"
Reviewed on 15 Apr 2022
Award-winning St. Michaels, Maryland Waterfront Vacation Retreat
St. Michaels, MD
Stay at this resort in St. Michaels. Enjoy private pools, WiFi and a fitness centre. Our guests praise the pool and the comfy rooms in their reviews. Popular ...
4.9/5 Exceptional! (13 reviews)
Comfortable Home in Beautiful Location
"Enjoyed our stay at BayCottage. The property is a Spacious and comfortable home in a beautiful setting. Ideal for relaxing on the water and enjoying the outdoor scenery."
Reviewed on 5 Oct 2020
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.
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 travels 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.
Blackwater National Wildlife Refuge
Discover a sanctuary for birds, reptiles, amphibians and mammals on Maryland's Eastern Shore in this beautiful area rich in wetlands, forest and meadows.
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 Holidays
- Chesapeake Bay Maritime Museum Holidays
- St. Michaels Museum Holidays
- U.S. Naval Academy Holidays
- Annapolis City Dock Holidays
- Chesapeake Bay Bridge Holidays
- Westfield Annapolis Mall Holidays
- Annapolis Harbour Center Holidays
- Navy-Marine Corps Memorial Stadium Holidays
- Sandy Point State Park Holidays
- Blackwater National Wildlife Refuge Holidays
- Anne Arundel Medical Center Holidays
- Chesapeake Beach Water Park Holidays
- Queenstown Premium Outlets Holidays
- Rod n Reel Charter Fishing Holidays
- Maryland Quiet Waters Park Holidays
- Queenstown Harbor Golf Club Holidays
- St. John's College Holidays
- Maryland State House Holidays
- Great Marsh Park Holidays
- Harriet Tubman Museum and Educational Center Holidays
- Avalon Theatre Holidays
- Annapolis Sailing School Holidays
- Oxford Museum Holidays
- Long Wharf Park Holidays
- Dorchester County Visitors Center Holidays
- Choptank River Lighthouse Holidays
- Annapolis Maritime Museum Holidays
- Bill Burton Fishing Pier State Park Holidays
- Rock Hall Harbor Holidays
- Annapolis Landing Marina Holidays
- St John's College Holidays
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