Deals on vacations and trips to Leonardtown

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Price found within the past 48 hours. Click for updated prices.
The Normandy Hotel

The Normandy Hotel

3 out of 5
Northwest
Save 100% on your flight
Price was $927, price is now $603 per person
$603
per person
Jun 8 - Jun 12
found 23 hours ago
Roundtrip flight included
Boston (BOS) to Washington (DCA)
This hotel doesn't skimp on freebies - guests receive free continental breakfast and free WiFi. Traveling on business? Take advantage of the 24-hour business center and valet parking. A terrace, a lobby fireplace, and a library are also on offer.
InterContinental Washington D.C. - The Wharf by IHG

InterContinental Washington D.C. - The Wharf by IHG

5 out of 5
Southwest
Save 100% on your flight
Price was $1,317, price is now $812 per person
$812
per person
May 21 - May 26
found 1 day ago
Roundtrip flight included
Boston (BOS) to Washington (DCA)
This smoke-free hotel features a full-service spa, a marina, and a restaurant. Traveling on business? Take advantage of the free WiFi in public areas, express check-out, and valet parking. Unwind with a drink at one of the 3 bars/lounges and enjoy perks like a free area shuttle.
Riggs Washington DC

Riggs Washington DC

5 out of 5
Downtown Washington D.C.
Price was $1,966, price is now $1,318 per person
$1,318
per person
May 17 - May 23
found 1 day 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, laundry service, and valet parking. Limo/town car service, a snack bar/deli, and luggage storage are also on offer.
The Churchill Hotel near Embassy Row

The Churchill Hotel near Embassy Row

4 out of 5
Northwest
Save 100% on your flight
Price was $924, price is now $620 per person
$620
per person
May 4 - May 8
found 1 day ago
Roundtrip flight included
Boston (BOS) to Washington (DCA)
This hotel features a restaurant, a 24-hour gym, and a bar/lounge. WiFi in public areas is free. Valet parking, a 24-hour business center, and limo/town car service are also offered.
Hotel AKA Alexandria

Hotel AKA Alexandria

4 out of 5
Old Town North
Save 100% on your flight
Price was $1,001, price is now $679 per person
$679
per person
May 21 - May 26
found 1 day ago
Roundtrip flight included
Boston (BOS) to Washington (DCA)
This hotel features a restaurant, a 24-hour gym, and a bar/lounge. WiFi in public areas is free. Valet parking, a 24-hour business center, and a coffee shop 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
$131 nightly
The price is $146 total per night
$146 total
Apr 9 - Apr 10
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
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
Reserve now, pay when you stay
$98 nightly
The price is $109 total per night
$109 total
Apr 6 - Apr 7
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
Free Cancellation
Reserve now, pay when you stay
$85 nightly
The price is $94 total per night
$94 total
Mar 29 - Mar 30
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.
Red Roof Inn Dahlgren - Naval Base

Red Roof Inn Dahlgren - Naval Base

2 out of 5
4661 James Madison Pkwy King George VA
Free Cancellation
Reserve now, pay when you stay
$54 nightly
The price is $60 total per night
$60 total
Mar 16 - Mar 17
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
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
$101 nightly
The price is $112 total per night
$112 total
Mar 30 - Mar 31
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
Hilton Garden Inn Solomons

Hilton Garden Inn Solomons

3 out of 5
13100 Dowell Road Solomons MD
Free Cancellation
Reserve now, pay when you stay
$122 nightly
The price is $136 total per night
$136 total
Mar 21 - Mar 22
Total with taxes and fees
This hotel features an outdoor pool, a 24-hour gym, and a restaurant. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. A bar/lounge, a 24-hour front desk, and a snack bar/deli are also provided.
Pool
Pet friendly
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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

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

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

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

Frequently asked questions

How much are vacation packages to Leonardtown?
Your vacation dreams can come to life in Leonardtown from as little as $603. 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.
Leonard town is a charming and lovely town! It looks different in both seasons summer and winter. ❄️🌨