Deals on vacations and trips to Leonardtown

Save when you book Leonardtown package deals

Choose two or more items and save on your trip:

Leonardtown flight + hotel vacation packages

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

Hotel Arboretum

2 out of 5
Northeast
Save 100% on your flight
per person
Sep 19 - Sep 21
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Washington (DCA)
This hotel doesn't skimp on freebies - guests receive free buffet breakfast and free WiFi. Traveling on business? Take advantage of the 4 onsite conference rooms. A gym is on site, and self parking and a 24-hour front desk are also offered.
The St. Gregory Hotel

The St. Gregory Hotel

4 out of 5
Downtown Washington D.C.
Save 100% on your flight
per person
Sep 24 - Sep 28
found 13 hours ago
Roundtrip flight included
Atlanta (ATL) to Washington (DCA)
This hotel features a restaurant, a 24-hour gym, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center, express check-out, and valet parking. A terrace, limo/town car service, and a lobby fireplace are also on offer.
SIXTY DC

SIXTY DC

2 out of 5
Downtown Washington D.C.
Save 100% on your flight
per person
Aug 29 - Sep 1
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Washington (DCA)
A restaurant and a bar/lounge are featured at this hotel. WiFi in public areas is free. Valet parking is offered and the front desk is staffed around-the-clock.
Hilton McLean Tysons Corner

Hilton McLean Tysons Corner

4 out of 5
Save 100% on your flight
per person
Sep 25 - Sep 28
found 12 hours ago
Roundtrip flight included
Atlanta (ATL) to Washington (DCA)
This hotel features a restaurant, an indoor pool, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. There's a gym on site, and concierge services and wedding services are also offered.
Comfort Inn & Suites Alexandria West

Comfort Inn & Suites Alexandria West

2.5 out of 5
Rose Hill
Save 100% on your flight
per person
Sep 19 - Sep 22
found 15 hours ago
Roundtrip flight included
Atlanta (ATL) to Washington (DCA)
This hotel doesn't skimp on freebies - guests receive free full breakfast, free WiFi, and free self parking. Business travelers can take advantage of the express check-out. A snack bar/deli, a grocery/convenience store, and a picnic area are also on offer.

Top Leonardtown hotels deals

The Inn at Leonardtown, Ascend Hotel Collection

The Inn at Leonardtown, Ascend Hotel Collection

2.5 out of 5
41655 Park Avenue, Leonardtown, MD
Free Cancellation
Reserve now, pay when you stay
$123 nightly
The price is $137 total per night
$137 total
Aug 3 - Aug 4
Total includes 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
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
$117 nightly
The price is $130 total per night
$130 total
Jul 27 - Jul 28
Total includes 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.
Pool
Breakfast 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
$77 nightly
The price is $85 total per night
$85 total
Jul 27 - Jul 28
Total includes 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
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
$97 nightly
The price is $108 total per night
$108 total
Aug 9 - Aug 10
Total includes 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. Guests will appreciate freebies like full breakfast and free self parking.
Pool
Breakfast 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
Free Cancellation
$119 nightly
The price is $131 total per night
$131 total
Jul 27 - Jul 28
Total includes 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
Waterfront Cottage w/ Private Pier & Beach ~ Lil' Paradise On The Potomac

Waterfront Cottage w/ Private Pier & Beach ~ Lil' Paradise On The Potomac

Get rates
This vacation home features a garden, laundry facilities, and barbecue grills.
Kitchen
Washer
Don't see what you're looking for?
See all available properties in Leonardtown
View all properties
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

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

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

New Towne Neck State Park

You can take time to visit New Towne Neck State Park during your travels to Leonardtown. Take in the festivals and sunsets in the area.

New Towne Neck State Park

Frequently asked questions

How much are vacation packages to Leonardtown?
Your vacation dreams can come to life in Leonardtown from as little as $183. 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