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Hotels in Leonardtown

your current months are January, 2025 and February, 2025.
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February 2025

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Where to stay in Leonardtown?

The Inn at Leonardtown, Ascend Hotel Collection
Lobby

The Inn at Leonardtown, Ascend Hotel Collection

2.5 star property
9.2 out of 10, Wonderful, (121)
The price is $105
$117 total
includes taxes & fees
Jan 3 - Jan 4, 2025
The Inn at Leonardtown, Ascend Hotel Collection
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.

Top landmarks in Leonardtown

New Towne Neck State Park

If you like spending time outside, then spend the day at New Towne Neck State Park, located 5.3 mi (8.6 km) from central Leonardtown. Want to stretch your legs some more? Head to St. Clement's Island State Park, located nearby.

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New Towne Neck State Park

Port of Leonardtown Winery

Travelers might want a tour of Port of Leonardtown Winery, just one of the places to visit, and located 1.4 mi (2.3 km) from central Leonardtown.

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Port of Leonardtown Winery

Learn more about Leonardtown

Leonardtown is well-known for its attractions such as St. Mary's River State Park and Port of Leonardtown Winery.

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Leonard town is a charming and lovely town! It looks different in both seasons summer and winter. ❄️🌨
Photo by Pla Jira
Open Photo by Pla Jira

Frequently asked questions

Can I book refundable accommodations in Leonardtown?
If you need the flexibility to change your plans to Leonardtown, most accommodations provide refundable* rates you can book. You can find these accommodations by searching our site and using the “fully refundable” filter to narrow down the results.
Where can I stay in Leonardtown if I want a vacation rental instead of a traditional hotel?
You’ll find 11 vacation homes on our site. You can also consider one of the 5 cottages for your trip.
What will the weather in Leonardtown be like during my vacation?
July and August are typically the warmest months in Leonardtown when the average temp is 75°F. January and February are the coldest months when the average temperature is 41°F. August and July are the months with the most rain.
Why should I book my Leonardtown hotel with Hotels.com?
There are plenty of reasons to book your Leonardtown travel with us: our free cancellations on selected hotels* gives you the flexibility you’re looking for, and with One Key™, our rewards program, you will be able to earn and use OneKeyCash™** on all eligible bookings such as hotels, car rentals, flights, vacation rentals and more on Hotels.com, Expedia and Vrbo.