Leonardtown Holidays

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Top Flight + Hotel Deals in Leonardtown

Price found within the past 48 hours. Click for updated prices.
Holiday Inn Washington-Dulles International Airport by IHG

Holiday Inn Washington-Dulles International Airport by IHG

3.5 out of 5
Price was €783, price is now €728 per person
€728
per person
6 Oct - 9 Oct
found 16 hours ago
Return direct flight included
Dublin (DUB) to Washington (DCA)
8.8/10 Excellent! (1,048 reviews)
Nice staff, and nice bed. And hot water.

Reviewed on 10 Aug 2025

Top hotels in Leonardtown

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 €122 per night from 14 Sept to 15 Sept
€122
14 Sept - 15 Sept
includes taxes & fees
9/10 Wonderful! (144 reviews)
"Staff was very friendly, room was clean."

Reviewed on 8 Aug 2025

The Inn at Leonardtown, Ascend Hotel Collection
River Edge Inn

River Edge Inn

2.5 out of 5
30 Colonial Ave, Colonial Beach, VA
Fully refundableReserve now, pay when you stay
8.2/10 Very Good! (352 reviews)
"Was a great stay"

Reviewed on 15 Aug 2025

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River Edge Inn
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
The price is €119 per night from 31 Aug to 1 Sept
€119
31 Aug - 1 Sept
includes taxes & fees
7.8/10 Good! (879 reviews)
"The hotel looks very nice and everyone working was friendly. The elevators both broke and at one point were both out of service during our stay. Our AC unit in the room was leaking and created a huge puddle, also our bathroom sink would not drain. The breakfast was very nice and had lots of options ..."

Reviewed on 22 Aug 2025

Solomons Inn Resort & Marina
See all 546 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 from €728 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.