Photo by Pla Jira

Hotels in Leonardtown

Free cancellation options if plans change
Unlock travel rewards with One Key
Save more with Member Prices

Check prices for these dates

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.
data_trends

Our prices for hotels in 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
Mar
$146
Average price during March is $146
Apr
$155
Average price during April is $155
May
$169
Average price during May is $169
Jun
$167
Average price during June is $167
Jul
$155
Average price during July is $155
Aug
$154
Average price during August is $154
Sep
$149
Average price during September is $149
Oct
$172
Average price during October is $172
Nov
$156
Average price during November is $156
Dec
$141
Average price during December is $141
Jan
$134
Average price during January is $134
Feb
$147
Average price during February is $147
Currently viewing crowd sizes and weather for March.

March

trending_downLow crowds
High 53°F / low 39°F. Partly sunny.
53°
weather_partly_sunny
March, Low crowds, average high temperature 53 degrees Fahrenheit, average low temperature 39 degrees Fahrenheit. Partly sunny.
39°
64°
weather_sun
April, High crowds, average high temperature 64 degrees Fahrenheit, average low temperature 49 degrees Fahrenheit. Sunny most days.
49°
72°
weather_sun
May, Low crowds, average high temperature 72 degrees Fahrenheit, average low temperature 58 degrees Fahrenheit. Sunny most days.
58°
81°
weather_sun
June, High crowds, average high temperature 81 degrees Fahrenheit, average low temperature 67 degrees Fahrenheit. Sunny most days.
67°
86°
weather_sun
July, Moderate crowds, average high temperature 86 degrees Fahrenheit, average low temperature 72 degrees Fahrenheit. Sunny most days.
72°
84°
weather_sun
August, Moderate crowds, average high temperature 84 degrees Fahrenheit, average low temperature 71 degrees Fahrenheit. Sunny most days.
71°
78°
weather_sun
September, Moderate crowds, average high temperature 78 degrees Fahrenheit, average low temperature 65 degrees Fahrenheit. Sunny most days.
65°
67°
weather_sun
October, Moderate crowds, average high temperature 67 degrees Fahrenheit, average low temperature 55 degrees Fahrenheit. Sunny most days.
55°
56°
weather_sun
November, High crowds, average high temperature 56 degrees Fahrenheit, average low temperature 43 degrees Fahrenheit. Sunny most days.
43°
48°
weather_partly_sunny
December, High crowds, average high temperature 48 degrees Fahrenheit, average low temperature 37 degrees Fahrenheit. Partly sunny.
37°
43°
weather_partly_sunny
January, Low crowds, average high temperature 43 degrees Fahrenheit, average low temperature 31 degrees Fahrenheit. Partly sunny.
31°
46°
weather_partly_sunny
February, Low crowds, average high temperature 46 degrees Fahrenheit, average low temperature 33 degrees Fahrenheit. Partly sunny.
33°
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

Frequently asked questions

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 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.

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.