Leonardtown, MD

Travel Guide

Photo by Pla Jira
Photo by Pla Jira
The Inn at Leonardtown, Ascend Hotel Collection
The Inn at Leonardtown, Ascend Hotel Collection
2.5 out of 5
41655 Park Avenue, Leonardtown, MD
The price is SAR 415 per night from Mar 2 to Mar 3
SAR 415
SAR 461 total
includes taxes & fees
2 Mar - 3 Mar
Stay at this hotel in Leonardtown. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the helpful staff in our reviews. Popular attractions ...
9/10 Wonderful! (125 reviews)
"Nice small town inn with a couple of excellent dining options nearby. Check in was easy and very friendly. Room was clean, modern, with newer tv and heating units. Nice black out blinds instead of curtains."

Reviewed on 26 January 2025

The Inn at Leonardtown, Ascend Hotel Collection
Springhill Suites by Marriott Prince Frederick
Springhill Suites by Marriott Prince Frederick
3 out of 5
75 Sherry Lane, Prince Frederick, MD
The price is SAR 462 per night from Feb 16 to Feb 17
SAR 462
SAR 513 total
includes taxes & fees
16 Feb - 17 Feb
Stay at this 3-star business-friendly hotel in Prince Frederick. Enjoy free breakfast, free parking, and a fitness center. Our guests praise the breakfast and ...
8.4/10 Very Good! (852 reviews)
"Check in was so smooth and quick! Love this place when in town for family events."

Reviewed on 1 February 2025

Springhill Suites by Marriott Prince Frederick
Red Roof Inn Dahlgren - Naval Base
Red Roof Inn Dahlgren - Naval Base
2 out of 5
4661 James Madison Pkwy, King George, VA
The price is SAR 259 per night from Mar 2 to Mar 3
SAR 259
SAR 285 total
includes taxes & fees
2 Mar - 3 Mar
Book a stay at this business-friendly hotel in King George. Enjoy free WiFi, free parking, and a fitness center. Our guests praise the helpful staff and the ...
7.6/10 Good! (439 reviews)
"just what we needed"

Reviewed on 5 February 2025

Red Roof Inn Dahlgren - Naval Base
See all 519 properties in Leonardtown
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.
Cozy Cottage with access to and partially obstructed views of the bay.
Cozy Cottage with access to and partially obstructed views of the bay.
Port Republic
Stay at this cottage in Port Republic. Enjoy free WiFi, a garden, and patios. Popular attractions Matoaka Beach and Long Beach are located nearby.
9.4/10 Exceptional! (17 reviews)
Family time
"My wife and I stayed two nights to visit family. Cottage was as described, very roomy and comfortable. Great location. Host was very kind. Only dislike was smell from oil heat, I've never had oil heat and not sure if that is normal."

Reviewed on 16 December 2024

Cozy Cottage with access to and partially obstructed views of the bay.
Soul Oasis - home on the Chesapeake Bay
Soul Oasis - home on the Chesapeake Bay
Lusby
Stay at this cottage in Lusby. Enjoy free WiFi, patios, and an in-room coffeemaker. Popular attractions Seahorse Beach and Drum Point Lake are located ...
9.8/10 Exceptional! (18 reviews)
Quality time
"Beautiful place, very clean and nicely decorated. The only thing I wish was better was to have a bathroom upstairs and the stairs to be a bit easier to access, they are a bit tricky for those over 50:) nice view too!"

Reviewed on 9 December 2024

Soul Oasis - home on the Chesapeake Bay
Waterfront cottage for paddle boarding, kayaking, crabbing, and fishing
Waterfront cottage for paddle boarding, kayaking, crabbing, and fishing
Newburg
Stay at this cottage in Newburg. Enjoy free WiFi, a garden, and patios. Popular attractions Cooksey Island and Aqualand Marina are located nearby.
9.6/10 Exceptional! (126 reviews)
Thank you!
"This was our mid-Winter get away from the city. The home is cute, quiet, and well appointed. The host is welcoming and responsive. We had a lovely, restful stay."

Reviewed on 21 January 2025

Waterfront cottage for paddle boarding, kayaking, crabbing, and fishing
See all properties in Leonardtown
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

New Towne Neck State Park

Explore the great outdoors at New Towne Neck State Park, a lovely green space in Leonardtown. Take in the festivals and sunsets in the area.

New Towne Neck State Park

Port of Leonardtown Winery

4.5/5(10 reviews)

You can enjoy a tasting or tour at Port of Leonardtown Winery during your travels to Leonardtown. Amble around this family-friendly area's riverfront or attend a sporting event.

Port of Leonardtown Winery

Leonardtown Town Hall

After visiting Leonardtown Town Hall, make a plan to see the other sights and activities in Leonardtown. Take in the festivals and sunsets in the area.

Leonardtown Town Hall

Leonardtown Library

Leonardtown Library is just one of the places to see in Leonardtown, so why not enjoy the other things to explore during your travels? Take in the festivals and sunsets in the area.

Leonardtown Library

Leonard's Grant Community Area

Explore the great outdoors at Leonard's Grant Community Area, a lovely green space in Leonardtown. Take in the festivals and sunsets in the area.

Leonard's Grant Community Area

Breton Bay Golf Course

Enjoy a round of golf in Leonardtown at Breton Bay Golf Course. Take in the festivals and sunsets in the area.

Breton Bay Golf Course