Deals on vacations and trips to Leonardtown

Save when you book Leonardtown package deals

Choose two or more items and save on your trip:

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
$149 nightly
The price is $165 total per night
$165 total
Sep 8 - Sep 9
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.
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
$126 nightly
The price is $139 total per night
$139 total
Aug 23 - Aug 24
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.
Pool
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
$93 nightly
The price is $103 total per night
$103 total
Sep 8 - Sep 9
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.
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
$93 nightly
The price is $103 total per night
$103 total
Sep 7 - Sep 8
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.
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
$67 nightly
The price is $74 total per night
$74 total
Aug 20 - Aug 21
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
Island Inn & Suites, an Ascend Collection Hotel

Island Inn & Suites, an Ascend Collection Hotel

3 out of 5
16810 Piney Point Road Piney Point MD
Free Cancellation
$84 nightly
The price is $93 total per night
$93 total
Sep 8 - Sep 9
Total with taxes and fees
Free self parking is available and the hotel's front desk is staffed around-the-clock. Guests will appreciate free perks like continental breakfast and WiFi in public areas. A safe deposit box is also provided.
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.

Stay near popular Leonardtown attractions

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.
See properties

Frequently asked questions

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

A rural landscape with a barn, trees, and a fence under a sunset sky.
A lakeside view with trees, a wooden dock, and a small shed.
A wooden pier extending into calm water with a clear sky and distant land.
A driftwood log on a sandy beach with the ocean in the background.
A snow-covered residential area with houses and a street lamp.