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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, (123)
The price is CA $158
CA $176 total
includes taxes & fees
Jan 26 - Jan 27
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

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.

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New Towne Neck State Park

Port of Leonardtown Winery

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.

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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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Photo by Pla Jira
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Frequently asked questions

Where can I get free parking with my stay in Leonardtown?
Park your car for free at The Inn at Leonardtown, Ascend Hotel Collection.
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 should I stay in Leonardtown if I'm looking for a reasonably priced accommodation?
An inexpensive option worth considering is The Inn at Leonardtown, Ascend Hotel Collection.
Where can I stay in Leonardtown if I want a vacation rental instead of a traditional hotel?
You’ll find 12 vacation homes on our site. You can also consider one of the 5 cottages for your trip.
Where can I stay if I'm traveling to Leonardtown with my family?
Your kids are welcome at The Inn at Leonardtown, Ascend Hotel Collection.
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.