Deals on vacations and trips to Leonardtown

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Price found within the past 48 hours. Click for updated prices.
YOTEL Washington DC

YOTEL Washington DC

4 out of 5
Northwest
Price was $397, price is now $286 per person
$286
per person
Jun 5 - Jun 7
found 22 hours ago
Roundtrip flight included
Boston (BOS) to Washington (DCA)
This hotel features a restaurant, a 24-hour gym, and a bar/lounge. Traveling on business? Take advantage of the free WiFi in public areas, conference center, and conference space. You'll appreciate the seasonal outdoor pool, poolside bar, and concierge services.
Placemakr Buzzard Point

Placemakr Buzzard Point

4 out of 5
Southwest
Save 100% on your flight
Price was $990, price is now $702 per person
$702
per person
May 8 - May 11
found 1 day ago
Roundtrip flight included
Boston (BOS) 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.
Sofitel Washington DC Lafayette Square

Sofitel Washington DC Lafayette Square

5 out of 5
Downtown Washington D.C.
Save 100% on your flight
Price was $716, price is now $509 per person
$509
per person
Jun 4 - Jun 7
found 10 hours ago
Roundtrip flight included
Boston (BOS) to Washington (DCA)
A restaurant and a bar/lounge are featured at this hotel. Families will appreciate the onsite laundry facilities and in-room childcare. WiFi in public areas is free.
The Jefferson, Washington, DC

The Jefferson, Washington, DC

5 out of 5
Downtown Washington D.C.
Save 100% on your flight
Price was $1,023, price is now $733 per person
$733
per person
Jun 4 - Jun 7
found 10 hours ago
Roundtrip flight included
Boston (BOS) to Washington (DCA)
This luxury hotel features 3 restaurants, a bar/lounge, and a gym. Traveling on business? Take advantage of the free WiFi in public areas, laundry service, and valet parking. A library, luggage storage, and laundry facilities are also on offer.
Hotel AKA Washington Circle

Hotel AKA Washington Circle

4 out of 5
Downtown Washington D.C.
Save 100% on your flight
Price was $627, price is now $450 per person
$450
per person
May 29 - Jun 1
found 1 day ago
Roundtrip flight included
Boston (BOS) to Washington (DCA)
This aparthotel features a restaurant, a gym, and a bar/lounge. WiFi in public areas is free. Valet parking, limo/town car service, and dry cleaning are also offered.

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
$130 nightly
The price is $145 total per night
$145 total
Apr 30 - May 1
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.
Parking included
Free WiFi
avid hotel California - Lexington Park by IHG

avid hotel California - Lexington Park by IHG

3 out of 5
23274 Three Notch Road California MD
Free Cancellation
$108 nightly
The price is $120 total per night
$120 total
Apr 3 - Apr 4
Total with taxes and fees
This hotel doesn't skimp on freebies - guests receive free buffet breakfast and free WiFi. Business travelers can take advantage of the 24-hour business center. There's a gym on site, and a 24-hour front desk and a snack bar/deli are also provided.
Breakfast included
Pet friendly
Comfort Inn & Suites Lexington Park near Pax River

Comfort Inn & Suites Lexington Park near Pax River

2.5 out of 5
21885 Three Notch Rd Lexington Park MD
Free Cancellation
$103 nightly
The price is $114 total per night
$114 total
Apr 27 - Apr 28
Total with taxes and fees
This hotel doesn't skimp on freebies - guests receive free breakfast, free WiFi, and free self parking. Traveling on business? Take advantage of the 24-hour business center and free internet in public areas. There's a 24-hour gym on site, and a 24-hour front desk and a fireplace in the lobby are also provided.
Breakfast included
Parking included
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
$84 nightly
The price is $93 total per night
$93 total
Apr 19 - Apr 20
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.
Pet friendly
Parking included
Red Roof Inn Dahlgren - Naval Base

Red Roof Inn Dahlgren - Naval Base

2 out of 5
4661 James Madison Pkwy King George VA
$58 nightly
The price is $65 total per night
$65 total
Apr 2 - Apr 3
Total with taxes and fees
This hotel doesn't skimp on freebies - guests receive free WiFi and free self parking. Business travelers can take advantage of the business center. Enjoy the gym and conveniences like a 24-hour front desk and laundry facilities.
Pet friendly
Parking included
Holiday Inn Express and Suites King George- Dahlgren by IHG

Holiday Inn Express and Suites King George- Dahlgren by IHG

2.5 out of 5
16348 Gateway Lane King George VA
$112 nightly
The price is $124 total per night
$124 total
Apr 17 - Apr 18
Total with taxes and fees
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. Guests will appreciate freebies like buffet breakfast and free self parking.
Pool
Breakfast included
Don't see what you're looking for?
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

Breton Bay Golf Course

Enjoy a round of golf in Leonardtown at Breton Bay Golf Course. Take in the festivals and sunsets in the area.

Breton Bay Golf Course

MedStar Saint Mary's Hospital

Though MedStar Saint Mary's Hospital might be what brings you to town, perhaps you'll have a chance to explore more of Leonardtown while you are here.

MedStar Saint Mary's Hospital

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.

Port of Leonardtown Winery

Frequently asked questions

How much are vacation packages to Leonardtown?
Your vacation dreams can come to life in Leonardtown from as little as $286. 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

Early morning fog over Breton Bay, Leonardtown, Maryland, December 2018.
Breton Bay panorama
A pier juts into the mirror-like waters of Breton Bay, in Leonardtown, Maryland.
Leonardtown