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Hotels in Leonardtown

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Where to stay 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.
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Our prices for Leonardtown are cheapest in January

See average prices and weather for all months
Price trends for hotels in Leonardtown
Pricing is based on two traveler single night rates
View properties in July

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Currently viewing crowd sizes and weather for July.
Weather forecast for Leonardtown
July
trending_flatModerate crowds
High 86°F / low 72°F. Sunny most days.
View properties in July
86°
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July, Moderate crowds, average high temperature 86 degrees Fahrenheit, average low temperature 72 degrees Fahrenheit. Sunny most days.
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84°
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August, Moderate crowds, average high temperature 84 degrees Fahrenheit, average low temperature 71 degrees Fahrenheit. Sunny most days.
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78°
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September, Moderate crowds, average high temperature 78 degrees Fahrenheit, average low temperature 65 degrees Fahrenheit. Sunny most days.
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67°
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October, Moderate crowds, average high temperature 67 degrees Fahrenheit, average low temperature 55 degrees Fahrenheit. Sunny most days.
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56°
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November, High crowds, average high temperature 56 degrees Fahrenheit, average low temperature 43 degrees Fahrenheit. Sunny most days.
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48°
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December, High crowds, average high temperature 48 degrees Fahrenheit, average low temperature 37 degrees Fahrenheit. Partly sunny.
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43°
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January, Low crowds, average high temperature 43 degrees Fahrenheit, average low temperature 31 degrees Fahrenheit. Partly sunny.
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46°
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February, Low crowds, average high temperature 46 degrees Fahrenheit, average low temperature 33 degrees Fahrenheit. Partly sunny.
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53°
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March, Low crowds, average high temperature 53 degrees Fahrenheit, average low temperature 39 degrees Fahrenheit. Partly sunny.
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64°
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April, High crowds, average high temperature 64 degrees Fahrenheit, average low temperature 49 degrees Fahrenheit. Sunny most days.
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72°
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May, Low crowds, average high temperature 72 degrees Fahrenheit, average low temperature 58 degrees Fahrenheit. Sunny most days.
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June, High crowds, average high temperature 81 degrees Fahrenheit, average low temperature 67 degrees Fahrenheit. Sunny most days.
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Monthly weather averages (˚F)

Top landmarks in Leonardtown

Learn more about Leonardtown

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

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

Check out the Leonardtown hotels guests love right now

Frequently asked questions

How much does a hotel room cost in Leonardtown?
You can choose a great hotel in Leonardtown from $88 with properties to suit all budgets and needs. To find an affordable hotel in Leonardtown that meets all of your requirements, just apply filters on Hotels.com, and sort hotels by "Price: low to high". If you're a member, don't forget to sign in to your account to unlock more savings.
How can I find deals and earn rewards at Leonardtown hotels?
Members can save up to 20% on select hotels in Leonardtown. Plus, Silver, Gold and Platinum members earn extra rewards on VIP Access bookings, making each stay even more rewarding.

Can I book Leonardtown hotels with free cancellation?
To book a refundable Leonardtown hotel on Hotels.com, just filter hotels by "Property cancellation options" and select "Fully refundable property". The majority of hotels offer free cancellation, so you can receive a refund if you need to cancel. Some hotels do require cancelling more than 24 hours before check-in, so double-check your booking beforehand.
What are the top Leonardtown hotels with a pool?
For some added luxury, discover the best Leonardtown hotels with a pool. You can select "Pool" in the "Amenities" filter of your search on Hotels.com to find even more places to stay in Leonardtown with a pool.
What are some of the best Leonardtown hotels with free parking?
If you're arriving by car, choosing a great Leonardtown hotel with free parking is a plus. Our travelers' favorites include:
Are all taxes and fees included in the Leonardtown hotel prices shown on Hotels.com?
Hotels.com provides upfront pricing so you can relax knowing you won't be met with surprise additional fees or taxes when you're ready to confirm your booking. From the time you start your search on Hotels.com, the price you see is what you pay. This makes it much easier to compare properties and secure our best deal for your next getaway.
What hotels do travelers recommend in Leonardtown?
The Inn at Leonardtown, Ascend Hotel Collection is an accommodation that is popular with guests.
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 11 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.

Find out more about Leonardtown

Find out more about Leonardtown

If you're looking to discover somewhere new, look no further than Leonardtown. Whether you're planning to stay for a night or for the week, the area around Leonardtown has accommodations to fit every need. Search for hotels in Leonardtown with Hotels.com by checking our online map. Our map displays the areas and neighborhoods around all Leonardtown hotels so you can see how close you are from landmarks and attractions, and then refine your search within the larger area. The best Leonardtown hotel deals are here with our lowest price guarantee.