St. Leonard Travel Guide
Tourist Guide
Visit St. Leonard
Historic 1825 Chesapeake Farm Stay
1380 Wagner Street St. Leonard MD
Stay at this family-friendly B&B in St. Leonard. Enjoy free breakfast, free Wi-Fi and free parking. Popular attractions Vera's White Sands Marina and Perigeaux ...
10/10 Exceptional! (5 reviews)
"Everything about this home is amazing! I loved chatting with the owner of the home and seeing the property! All the food was to die for!!! On top of all this it was so close to places for me to shark tooth hunt!!! 10 out of 10! Will be going back!!!"
Reviewed on 22 Oct 2026
Welcome to Hickory House on the Chesapeake Bay!
Saint Leonard MD
Stay at this holiday home in St. Leonard. Enjoy free Wi-Fi, a garden and laundry facilities. Popular attractions Flag Harbor Marina and Long Beach are located ...
9.6/10 Exceptional! (22 reviews)
"This cozy home was perfect for two and would easily accommodate three. The kitchen had everything we needed, the bathroom was clean, the beds comfortable. It's an easy walk to the closest beach and a longer walk but very short drive to the nearest fossil hunting location (FlaggsPond). Theresa was ..."
Reviewed on 29 Sept 2026
Large RENOVATED 6 bedroom 5 bath private home with LOTS of space!
St Leonard MD
Stay at this family-friendly holiday home in St. Leonard. Enjoy free Wi-Fi, a garden and laundry facilities. Popular attractions Jefferson Patterson Park and ...
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.
Welcome to Hickory House on the Chesapeake Bay!
Saint Leonard MD
Stay at this holiday home in St. Leonard. Enjoy free Wi-Fi, a garden and laundry facilities. Popular attractions Flag Harbor Marina and Long Beach are located ...
9.6/10 Exceptional! (22 reviews)
"This cozy home was perfect for two and would easily accommodate three. The kitchen had everything we needed, the bathroom was clean, the beds comfortable. It's an easy walk to the closest beach and a longer walk but very short drive to the nearest fossil hunting location (FlaggsPond). Theresa was ..."
Reviewed on 29 Sept 2026
Large RENOVATED 6 bedroom 5 bath private home with LOTS of space!
St Leonard MD
Stay at this family-friendly holiday home in St. Leonard. Enjoy free Wi-Fi, a garden and laundry facilities. Popular attractions Jefferson Patterson Park and ...
Beach Combing & Relaxation
St Leonard MD
Stay at this holiday home in St. Leonard. Enjoy free Wi-Fi, laundry facilities and patios. Popular attractions Matoaka Beach and Flag Harbor Marina are located ...
9.6/10 Exceptional! (33 reviews)
"Easy access to get in, pet friendly, open main room and dining. Just a little note for seniors, there is a regular tub/shower, a little hard to get in and out of."
Reviewed on 1 Oct 2026
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 St. Leonard attractions
Explore a world of travel with Expedia
- Hotels near Blackwater National Wildlife Refuge
- Gay-Friendly Hotels in California
- Spark by Hilton California Lexington Park
- Comfort Inn & Suites Cambridge
- Days Inn & Suites by Wyndham Cambridge
- Holiday Inn Express Cambridge by IHG
- Hyatt Regency Chesapeake Bay
- Spacious 7
- Cambridge Hotels
- Chesapeake Beach Hotels
- Downtown Cambridge Hotels
- Spacious Waterfront Home secluded on 60 ac with Beach and Boat Ramp
- Hilton Hotels in Dunkirk
- Fishing Creek Hotels
- Hampton Inn by Hilton Lexington Park
- A breathtaking secluded luxury waterfront cottage
- Shewell's A
- Lusby Hotels
- Waterfront cottage for paddle boarding
- North Beach Hotels
- Beach Resorts & in Oxford
- The Oxford Inn
- Hotels near Perigeaux Vineyards and Winery
- New! Peaceful Pet Friendly Chesapeake Escape
- Springhill Suites by Marriott Prince Frederick
- Lowes Wharf Marina Inn
- Quality Inn Solomons
- Solomons Hotels
- Hotels with Indoor Pools in Southern Maryland
- Hotels with smoking rooms in Southern Maryland
- St. Michaels Hotels
- Gay-Friendly Hotels in Tilghman
- Apartments in Waldorf
- Wingate by Wyndham Waldorf/Washington DC Area
- Gay-Friendly Hotels in Waldorf
- Hilton Garden Inn Waldorf
- Tranquil Modern Farmhouse
- Washington Hotels
- Flights to California
- Flights to Hollywood
- Flights to Scotland
- Flights to Southern Maryland
- Flights to St. Michaels
- Flights to Sunderland
- Flights to Waldorf
- Flights to Washington
- Flights to Maryland
- Flights from Great Mills
- Flights from Waldorf
- Flights from Mechanicsville
- Flights from Cambridge
- Flights from California
- Flights from Chesapeake Beach
- Flights from Pittsburgh (AGC) to Leonardtown (LTW)
- Flights from London (LHR) to Baltimore (BWI)
- Visit Dorsey
- Visit Downtown Baltimore
- Visit Little Italy
- Visit Baltimore
- Visit Bethesda
- Blackwater National Wildlife Refuge
- Breezy Point Beach
- California Holidays
- Visit Calvert Beach-Long Beach
- Visit Downtown Cambridge
- Visit Cambridge
- Visit Camp Springs
- Chesapeake Beach Holidays
- Visit Chesapeake Beach
- Choptank River Lighthouse
- Christ Episcopal Church
- Visit College Park
- Visit Dundalk
- Visit Eastern Shore
- Visit Fishing Creek
- Harriet Tubman Underground Railroad National Historical Park
- Visit Hoopers Island
- Visit Kent Island
- Visit Lexington Park
- Visit Lusby
- Visit Maryland
- Visit National Harbor
- Visit Oxford
- Visit Oxon Hill
- Visit Potomac
- Visit Shady Side
- Visit Silver Spring
- Visit Southern Maryland
- Spocott Windmill
- Waldorf Holidays
- Visit Landover
- Washington Holidays
- Visit Washington
- Visit Woolford
