Leonardtown Vacations from $183
Book a Hotel + Flight or Car together to unlock savings
Photo by Pla Jira
- Plan, book, travel with confidence
Better together
Save up to $1,045 when you book a flight and hotel together*
Find the right fit
With over 300,000 hotels worldwide, it's easy to create a perfect package
Rest easy
Plan, book, and manage your trip all in one place
Your Leonardtown Vacation
The rich history and coastal scenery are just the start of the things Leonardtown has to offer. Discover the best parts of this captivating city your way with a customized Leonardtown vacation package. A trip to Leonardtown is a terrific opportunity to see the sights. Be sure to look around big-name attractions such as St. Marys River State Park, Port of Leonardtown Winery and New Towne Neck State Park. Whoever you're traveling with and whatever your bank balance, your ultimate Leonardtown vacation is just a few clicks away with Expedia.
The Latest Leonardtown vacation packages
Price found within the past 48 hours. Click for updated prices.
Hilton Garden Inn Washington DC/U.S. Capitol
Northeast
Save 100% on your flight
Price was $271, price is now $183 per person
$183
per person
Dec 12 - Dec 15
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Washington (DCA)
8/10 Very Good! (1,621 reviews)
It's not up to date furniture wise..but I have no complaints about it at all...I will stay there again
Reviewed on Oct 7, 2025
Furnished Apartments
Ashton Heights
Save 100% on your flight
Price was $542, price is now $371 per person
$371
per person
Dec 9 - Dec 12
found 20 hours ago
Roundtrip flight included
Dallas (DFW) to Washington (DCA)
9/10 Wonderful! (4 reviews)
It was ok. Out of date appliances, could not adjust room temperature above 65 degrees. No outlet in bathroom to plug in hair dryer, peeling finish on bathroom fixtures. Clean though in a nice neighborhood.
Reviewed on Apr 23, 2023
The Jefferson, Washington, DC
Downtown Washington D.C.
Save 100% on your flight
Price was $1,089, price is now $753 per person
$753
per person
Dec 11 - Dec 14
found 19 hours ago
Roundtrip flight included
Atlanta (ATL) to Washington (DCA)
9.8/10 Exceptional! (967 reviews)
I’ve stayed in many luxury hotels. My stay at The Jefferson was the best I’ve ever experienced. Loved the privacy. It’s beautiful as well!
Reviewed on Sep 18, 2025
Placemakr Buzzard Point
Southwest
Save 100% on your flight
Price was $386, price is now $272 per person
$272
per person
Dec 12 - Dec 15
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Washington (DCA)
9/10 Wonderful! (36 reviews)
We stayed at Placemakr Buzzard Point for our wedding anniversary and absolutely loved it. Our room was spacious and had a stunning view of the Potomac River — the perfect backdrop for a romantic week.
Special shoutout to Stephanie S. from guest services, who went above and beyond to make sure we had everything we needed. Her warm and attentive service made our stay feel extra special.
If you’re looking for a modern, comfortable stay with great service and beautiful river views, this spot is a gem.
Reviewed on Oct 6, 2025
Don't see what you're looking for?
See all available trips from Columbus to Leonardtown
View all tripsDiscover the most popular places to visit in Leonardtown
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.
Leonardtown Hotel Deals
The Inn at Leonardtown, an Ascend Collection Hotel
41655 Park Avenue, Leonardtown, MD
Fully refundableReserve now, pay when you stay
$134 nightly
The price is $148 total per night from Oct 26 to Oct 27
$148 total
Oct 26 - Oct 27
Total with taxes and fees
9/10 Wonderful! (148 reviews)
"Incredible staff, great place"
Reviewed on Sep 18, 2025
Solomons Inn Resort & Marina
155 Holiday Dr. P.O. Box 1099, Solomons, MD
Fully refundableReserve now, pay when you stay
$129 nightly
The price is $144 total per night from Oct 16 to Oct 17
$144 total
Oct 16 - Oct 17
Total with taxes and fees
7.8/10 Good! (931 reviews)
"This place is great! I heard it had been closed for awhile for remodeling and although the structure is the same the inside was fabulous. New, clean, beds were very comfortable,. They went out of the way to accommodate us. The only thing was, in our room we must have been by the air conditioning ..."
Reviewed on Sep 30, 2025
River Edge Inn
30 Colonial Ave, Colonial Beach, VA
Fully refundableReserve now, pay when you stay
$97 nightly
The price is $107 total per night from Oct 8 to Oct 9
$107 total
Oct 8 - Oct 9
Total with taxes and fees
8.2/10 Very Good! (389 reviews)
Very nice
"It was a nice little room by the water. Very nice ppl and clean."
Reviewed on Oct 7, 2025
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.
Leonardtown Essential Information
Language | English |
|---|---|
Currency | U.S dollars |
Population | 3,600 |
Max Temp Winter | 45ºF |
Max Temp Summer | 85ºF |
Top Sights | St. Marys River State Park, Port of Leonardtown Winery and Jefferson Patterson Park and Museum |
More vacations you might like
Frequently asked questions
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
