Leonardtown Vacation Packages
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Your Leonardtown Vacation
The rich history and coastal scenery are just the start of the things Leonardtown has to offer. Discover the best parts of this captivating city your way with a customized Leonardtown vacation package. A trip to Leonardtown is a terrific opportunity to see the sights. Be sure to look around big-name attractions such as St. Marys River State Park, Port of Leonardtown Winery and New Towne Neck State Park. Whoever you're traveling with and whatever your bank balance, your ultimate Leonardtown vacation is just a few clicks away with Expedia.
Leonardtown Hotel Deals
The Inn at Leonardtown, an Ascend Collection Hotel
41655 Park Avenue Leonardtown MD
Fully refundable
The price is CA $210 per night from Jun 30 to Jul 1
CA $210
CA $233 total
Jun 30 - Jul 1
includes taxes & fees
9.4/10 Exceptional! (177 reviews)
"A quiet and clean gem set in the heart of Leonardtown in walking distance to shops and restaurants. Great breakfast area."
Reviewed on May 31, 2026
avid hotel California - Lexington Park by IHG
23274 Three Notch Road California MD
Fully refundable
The price is CA $146 per night from Jun 8 to Jun 9
CA $146
CA $162 total
Jun 8 - Jun 9
includes taxes & fees
9.4/10 Exceptional! (104 reviews)
"Well located on the main highway and close to shopping and restaurants. Property seems to be brand new and rooms were well equipped - even with a surprise fridge not listed in the amenities. A “middle of the road” hot breakfast was offered and staff was friendly and helpful. Great 3 night stay while ..."
Reviewed on May 31, 2026
La Quinta Inn & Suites by Wyndham Lexington Park - Patuxent
22769 Three Notch Rd California MD
Fully refundableReserve now, pay when you stay
The price is CA $147 per night from Jun 27 to Jun 28
CA $147
CA $163 total
Jun 27 - Jun 28
includes taxes & fees
7.8/10 Good! (1,001 reviews)
"Staff was friendly and the room was clean. Parking could be a challenge depending on vehicle size but overall it was a great experience."
Reviewed on May 31, 2026
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.
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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
