Leonardtown Holidays

Book a Hotel + Flight or Car together to unlock savings

Photo by Pla Jira

  • Plan, book, travel with confidence

    • payments icon
    Better together
    Save up to NZ$616 when you book a flight and hotel together*
    lob hotels icon
    Find the right fit
    With over 300,000 hotels worldwide, it's easy to create a perfect package
    lob packages icon
    Rest easy
    Plan, book, and manage your trip all in one place

Leonardtown Holiday

Our pick of the best Leonardtown Hotel 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
Fully refundableReserve now, pay when you stay
The price is NZ$233 per night from 13 July to 14 July
NZ$233
13 July - 14 July
includes taxes & fees
9/10 Wonderful! (136 reviews)
"Nice property in a convenient area. Staff was very friendly."

Reviewed on 9 Jun. 2025

The Inn at Leonardtown, Ascend Hotel Collection
Solomons Inn Resort & Marina
Solomons Inn Resort & Marina
2.5 out of 5
155 Holiday Dr. P.O. Box 1099, Solomons, MD
Fully refundableReserve now, pay when you stay
7.8/10 Good! (807 reviews)
"Staff was very friendly and accommodating. Property was overall very good. We enjoyed our stay!"

Reviewed on 22 Jun. 2025

Get rates
Solomons Inn Resort & Marina
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
Fully refundableReserve now, pay when you stay
The price is NZ$140 per night from 24 July to 25 July
NZ$140
24 July - 25 July
includes taxes & fees
9.4/10 Exceptional! (509 reviews)
"I was in a handicap accessible room as requested! Taking a shower was a nightmare trying to bath from sitting on the side of the bath tub. Could not control the water getting on the floor. What happened to the shower bench that was not installed? This made the stay very uncomfortable, not being able ..."

Reviewed on 23 Jun. 2025

My Place Hotel - Dahlgren/King George, VA
See all 525 properties in Leonardtown
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.

Frequently asked questions

How much does a Leonardtown holiday package cost?
You can grab a holiday package to this top destination on Expedia. But how much your holiday to Leonardtown costs will depend on the season, length of stay and hotel choice.
What are the cheapest months to go to Leonardtown?
January, March and September are great times to look for cheap Leonardtown holiday packages. Opting to travel in quieter months means you'll typically find better prices on hotels and flights.
How many days is enough for Leonardtown?
Generally, a handful of days is enough to explore the main sights during your Leonardtown holiday. But if you want to have time to unwind or go on day tours, think about extending your trip.
How to find the best Leonardtown package deals?
Finding a cheap Leonardtown package deal is a breeze with Expedia. Once you've entered your destination and trip dates under our "Packages" tab, set your budget range, add a few filters and browse what's available. You can customise your search by "Amenities," "Property type," "Guest rating" and more. Sort the results by "Price: low to high" to discover the most pocket-friendly Leonardtown package deals. Want a simple trick to get even more savings? Have some flexibility with your departure dates and consider going away on a weekday, when prices are usually lower.
Is it cheaper to book a Leonardtown holiday as a package?
An Expedia holiday package could score you significant savings when compared to arranging flights and stays separately. Better still, you can personalise your Leonardtown getaway to fit your exact style. Choose your preferred flight time, select the hotel type and add a car rental. Browse our bundle deals and find out how much you can save.
When to book a holiday package to Leonardtown?
Land fantastic discounts by booking your flights ahead of time with Expedia. If being spontaneous is more your thing, snap up one of our last-minute deals for an impromptu Leonardtown trip.
How to plan a trip to Leonardtown?

  1. Pick your travel dates: What you'd like to do in Leonardtown and your preferred season will help you decide when to travel.
  2. Set your budget: Factor in expenses such as flights, food and transportation when working out how much to put aside for your trip to Leonardtown. Then, choose a hotel that matches your budget, whether that's an affordable stay or a more luxurious retreat.
  3. Decide how long to go away for: Now that you're up to speed on Leonardtown, you can figure out the ideal length of your break. Pull together a draft itinerary and give yourself enough time to cover everything you want to see.
  4. Bundle your hotel and flights: Awesome destination, check. Length of stay, check. All that's left now is to find a Leonardtown holiday package that brings all your bookings together.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.