Deals on vacations and trips to Leonardtown

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Price found within the past 48 hours. Click for updated prices.
Homewood Suites by Hilton Washington DC Capitol-Navy Yard

Homewood Suites by Hilton Washington DC Capitol-Navy Yard

3 out of 5
Navy Yard
Save 100% on your flight
Price was $614, price is now $428 per person
$428
per person
Dec 5 - Dec 10
found 1 hour ago
Roundtrip flight included
Atlanta (ATL) to Washington (DCA)
This hotel features an indoor pool and a gym. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public areas, and valet parking. Enjoy the a rooftop terrace and free buffet breakfast each morning.
Staybridge Suites Tysons - McLean by IHG

Staybridge Suites Tysons - McLean by IHG

3 out of 5
Save 100% on your flight
Price was $606, price is now $438 per person
$438
per person
Dec 5 - Dec 10
found 1 hour ago
Roundtrip flight included
Atlanta (ATL) to Washington (DCA)
This hotel features a 24-hour gym and a seasonal outdoor pool. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Free buffet breakfast is served.
Club Wyndham National Harbor

Club Wyndham National Harbor

3.5 out of 5
Price was $815, price is now $611 per person
$611
per person
Nov 14 - Nov 16
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Washington (DCA)
2 hot tubs, an indoor pool, and a 24-hour gym are all featured at this smoke-free hotel. There's fun for all ages with a children's pool and an arcade/game room, and families will appreciate the onsite laundry facilities. Enjoy the seasonal outdoor pool and perks like free WiFi.
Placemakr Buzzard Point

Placemakr Buzzard Point

4 out of 5
Southwest
Price was $620, price is now $466 per person
$466
per person
Dec 17 - Dec 21
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Washington (DCA)
A 24-hour gym, self parking, and laundry facilities are featured at this aparthotel. WiFi in public areas is free. A communal living room and luggage storage are also provided.
Rosewood Washington, D.C.

Rosewood Washington, D.C.

5 out of 5
Georgetown
Save 100% on your flight
Price was $1,385, price is now $1,045 per person
$1,045
per person
Dec 28 - Dec 31
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) to Washington (DCA)
The aparthotel's outdoor pool, indoor pool, and 2 bars/lounges are among the featured amenities. Families will appreciate complimentary bicycles and in-room childcare. Enjoy the 24-hour gym and perks like free WiFi.

Top Leonardtown hotels deals

The Inn at Leonardtown, an Ascend Collection Hotel

The Inn at Leonardtown, an Ascend Collection Hotel

2.5 out of 5
41655 Park Avenue, Leonardtown, MD
Free Cancellation
Reserve now, pay when you stay
$132 nightly
The price is $147 total per night
$147 total
Oct 19 - Oct 20
Total with taxes and fees
Free self parking is available and the hotel's front desk is staffed around-the-clock. WiFi in public areas is free. Luggage storage is also provided.
Solomons Inn Resort & Marina

Solomons Inn Resort & Marina

2.5 out of 5
155 Holiday Dr. P.O. Box 1099, Solomons, MD
Free Cancellation
Reserve now, pay when you stay
$131 nightly
The price is $146 total per night
$146 total
Oct 9 - Oct 10
Total with taxes and fees
This hotel features an outdoor pool, an outdoor tennis court, and a restaurant. Traveling on business? Take advantage of the business center, free WiFi in public areas, and airport shuttle. Enjoy the gym and free perks like continental breakfast and free self parking.
River Edge Inn

River Edge Inn

2.5 out of 5
30 Colonial Ave, Colonial Beach, VA
Free Cancellation
Reserve now, pay when you stay
$97 nightly
The price is $107 total per night
$107 total
Oct 6 - Oct 7
Total with taxes and fees
This hotel doesn't skimp on freebies - guests receive free WiFi and free self parking. A seasonal outdoor pool and laundry facilities are also provided.
My Place Hotel - Dahlgren/King George, VA

My Place Hotel - Dahlgren/King George, VA

2.5 out of 5
4235 Market Center Drive, King George, VA
Free Cancellation
Reserve now, pay when you stay
$85 nightly
The price is $94 total per night
$94 total
Oct 14 - Oct 15
Total with taxes and fees
This hotel doesn't skimp on freebies - guests receive free WiFi and free self parking. Free parking, a snack bar/deli, and a grocery/convenience store are also offered.
Quality Inn Warsaw near Rappahannock River

Quality Inn Warsaw near Rappahannock River

2.5 out of 5
4522 Richmond Rd, Warsaw, VA
Free Cancellation
Reserve now, pay when you stay
$79 nightly
The price is $88 total per night
$88 total
Nov 2 - Nov 3
Total with taxes and fees
This hotel doesn't skimp on freebies - guests receive free continental breakfast, free WiFi, and free self parking. Business travelers can take advantage of the business center. There's a seasonal outdoor pool on site, and laundry facilities and free newspapers are also offered.
La Quinta Inn & Suites by Wyndham Lexington Park - Patuxent

La Quinta Inn & Suites by Wyndham Lexington Park - Patuxent

3 out of 5
22769 Three Notch Rd, California, MD
Free Cancellation
Reserve now, pay when you stay
$95 nightly
The price is $106 total per night
$106 total
Oct 12 - Oct 13
Total with taxes and fees
This hotel features a 24-hour gym and a seasonal outdoor pool. Traveling on business? Take advantage of the business center and free WiFi in public areas. Free self parking, a grocery/convenience store, and a computer station are also offered.
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See all available properties in Leonardtown
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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.

Popular places to visit

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.

Port of Leonardtown Winery

Leonardtown Town Hall

After visiting Leonardtown Town Hall, make a plan to see the other sights and activities in Leonardtown. Take in the festivals and sunsets in the area.

Leonardtown Town Hall

Leonardtown Park

Explore the great outdoors at Leonardtown Park, a lovely green space in Leonardtown. Take in the festivals and sunsets in the area.

Leonardtown Park

Frequently asked questions

How much are vacation packages to Leonardtown?
Your vacation dreams can come to life in Leonardtown from as little as $428. Our vacation packages include flights and hotels, so organizing your itinerary will be a breeze. The only thing you'll have to concentrate on is what amazing attraction you'll head to first.
How long should my Leonardtown vacation be?
There are no firm rules for how long you should spend in Leonardtown, but most people decide to stay around 3 nights. Got some leeway with your travel dates? Consider booking a couple of extra nights. Then you'll have sufficient time to check out the area's hidden treasures as well.
Where can I get the best vacation package deals for Leonardtown?
There are sensational Leonardtown package deals to be gained with Travelocity. Did you know we partner with as many as 400 airlines and 1,000,000 properties worldwide? Keep that in mind the next time you're ready to cross another place off your travel bucket list.
Why should I purchase my Leonardtown vacation bundle with Travelocity?
Travel is all about making cherished new memories and leaving all your stresses behind — which is why we have a professional team of customer service experts on hand around-the-clock should you need them. On top of that, our Price Match Guarantee ensures you'll always get the best price available on our impressive range of package deals. So what are you waiting for? There's no time like the present to secure that vacation you've always dreamed of.
Can I save money on my Leonardtown car rental if I book it with hotels and flights?
Bundling your car, flight and hotel into a Leonardtown vacation package is a great way to score better prices. Plus, having your own rental car gives you absolute freedom to make your way to all those famous sights you can't wait to check out. Located 45 mi from Leonardtown, White House is one place that should be on your can't-miss list. Fill up the tank and make a day trip of it.
Which airport is best for Leonardtown?
Ronald Reagan Washington National Airport (DCA) is one of the best airports for Leonardtown. You'll find it 45 mi northwest of the bustling downtown area. Your other options are Baltimore Washington Intl. Thurgood Marshall Airport (BWI) (60 mi away from central Leonardtown) and Salisbury - Ocean City Wicomico Regional Airport (SBY) (60 mi away from central Leonardtown).
What is there to do in Leonardtown?
You'll sense a particular magic in the air as you stroll through the streets of Leonardtown. Port of Leonardtown Winery and New Towne Neck State Park are just two landmarks that entice visitors to this wonderful city, so put them at the top of your to-do list.
Where should I stay when visiting Leonardtown?
Many visitors spend their nights at the The Inn at Leonardtown, Ascend Hotel Collection. It's a terrific base for your Leonardtown escape.

Photos of local treasures

Browse Leonardtown vacation photos for more inspiration

Photo by Pla Jira
Photo by Pla Jira