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A rural landscape with a barn, trees, and a fence under a sunset sky.

Leonardtown Holidays from AU$757

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The Latest Leonardtown holiday deals

Price found within the past 48 hours. Click for updated prices.
  • Interior detail
    30 Sept - 3 Oct

    The River Inn + Flight

    Northwest
    3 nights
    4.0 star property
    9.4/10 - Exceptional (2,043 reviews)
    "Great stay! Super clean! Definitely recommend!"
    Reviewed July 24, 2026
    Return • Los Angeles (LAX) - Baltimore (BWI)
    LAX - DCA • Direct DCA - LAX • Direct
    AU$1,035
    AU$757
    per traveller
    found 19 hours ago
    The River Inn
  • Lobby
    30 Sept - 3 Oct

    Hotel Hive + Flight

    Northwest
    3 nights
    3.5 star property
    9.2/10 - Wonderful (1,542 reviews)
    "Great location, clean rooms, and great service. This is a no-frills room at a great rate, but they offer free coffee or tea in the morning, along with other amenities for a comfortable stay. Over my stay, the staff was always very friendly and helpful."
    Reviewed July 23, 2026
    Return • Los Angeles (LAX) - Baltimore (BWI)
    LAX - DCA • Direct DCA - LAX • Direct
    AU$1,110
    AU$833
    per traveller
    found 20 hours ago
    Hotel Hive
  • Restaurant
    30 Sept - 3 Oct

    Arlo Washington DC + Flight

    Northwest
    3 nights
    4.0 star property
    9.4/10 - Exceptional (1,812 reviews)
    "It was within walking distance to the capital and some of the museums. Great stay"
    Reviewed July 24, 2026
    Return • Los Angeles (LAX) - Baltimore (BWI)
    LAX - DCA • Direct DCA - LAX • Direct
    AU$1,293
    AU$977
    per traveller
    found 20 hours ago
    Arlo Washington DC
  • Lobby
    30 Sept - 3 Oct

    Hotel Washington + Flight

    Downtown Washington D.C.
    3 nights
    5.0 star property
    9.0/10 - Wonderful (2,448 reviews)
    "Beautiful property"
    Reviewed July 24, 2026
    Return • Los Angeles (LAX) - Baltimore (BWI)
    LAX - DCA • Direct DCA - LAX • Direct
    AU$1,476
    AU$1,200
    per traveller
    found 20 hours ago
    Hotel Washington
  • Lobby
    30 Sept - 3 Oct

    Sheraton Pentagon City Hotel + Flight

    Arlington
    3 nights
    3.5 star property
    8.4/10 - Very good (3,416 reviews)
    "The customer service at this hotel was excellent especially the front desk. I arrived much earlier than expected and was offered a room immediately. Very accommodating."
    Reviewed July 24, 2026
    Return • Los Angeles (LAX) - Baltimore (BWI)
    LAX - DCA • Direct DCA - LAX • Direct
    AU$936
    AU$790
    per traveller
    found 20 hours ago
    Sheraton Pentagon City Hotel

Discover the most popular places to visit in Leonardtown

Leonardtown Town Hall

This historic building serves as the heart of Leonardtown's civic operations and community gatherings. Combine your visit with a stroll through the charming city centre area to experience local culture.

Leonardtown Hotel Deals

Lobby

The Inn at Leonardtown, an Ascend Collection Hotel

The Inn at Leonardtown, an Ascend Collection Hotel
2.5 star property
0.1 km from Leonardtown
9.4 out of 10, Exceptional, (181 reviews)
"This hotel is very cute, clean and centrally located to the downtown Leonardtown area. Parking was very accessible and easy and I loved that breakfast was included. My only issue was the woman working at the front desk when we checked in. She was grumpy and not very friendly. We arrived at noon so we understood it was early and that all of our rooms might not yet be ready, but she seemed annoyed at us! And didn’t offer any accommodations to help us settle in after a 7 hour drive."
The price is AU$233
includes taxes & fees
20 Aug - 21 Aug
The Inn at Leonardtown, an Ascend Collection Hotel
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.
See all properties in Leonardtown

Frequently Asked Questions

How much does a Leonardtown holiday package cost?

You can grab a holiday package to this top destination from AU$757 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.