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Hotels in Leonardtown

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Choose from 519 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
  • 4 min drive from Port of Leonardtown Winery
Stay at this hotel in Leonardtown. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the helpful staff in our reviews. Popular attractions ...
9/10 Wonderful! (135 reviews)
"The place is very clean and the staff is great. Missing one star because there was almost no water pressure in the shower. Otherwise, was a really great hotel."

Reviewed on May 28, 2025

The Inn at Leonardtown, Ascend Hotel Collection
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
  • 54 min drive from Port of Leonardtown Winery
Book a stay at this business-friendly hotel in King George. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and ...
9.4/10 Exceptional! (480 reviews)
"The staff was awesome! Made us feel so welcome. Room was clean. Would definitely stay again."

Reviewed on Jun 1, 2025

My Place Hotel - Dahlgren/King George, VA
Solomons Inn Resort & Marina
Solomons Inn Resort & Marina
2.5 out of 5
155 Holiday Dr. P.O. Box 1099, Solomons, MD
  • 27 min drive from Port of Leonardtown Winery
Book a stay at this business-friendly hotel in Solomons. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Southern Branch Library and Drum ...
7.8/10 Good! (791 reviews)
"Glad to see it reopen!"

Reviewed on May 27, 2025

Solomons Inn Resort & Marina
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
  • 22 min drive from Port of Leonardtown Winery
Stay at this 3-star business-friendly hotel in California. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
7.6/10 Good! (1,001 reviews)
"Great breakfast!"

Reviewed on May 28, 2025

La Quinta Inn & Suites by Wyndham Lexington Park - Patuxent
Quality Inn Warsaw near Rappahannock River
Quality Inn Warsaw near Rappahannock River
2.5 out of 5
4522 Richmond Rd, Warsaw, VA
  • 1 hour drive from Port of Leonardtown Winery
Book a stay at this business-friendly hotel in Warsaw. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. ...
7.4/10 Good! (503 reviews)
"Enjoyed our stay! Thank you!"

Reviewed on Jun 1, 2025

Quality Inn Warsaw near Rappahannock River
Holiday Inn Express and Suites King George- Dahlgren by IHG
Holiday Inn Express and Suites King George- Dahlgren by IHG
2.5 out of 5
16348 Gateway Lane, King George, VA
  • 55 min drive from Port of Leonardtown Winery
Book a stay at this business-friendly hotel in King George. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. ...
9.4/10 Exceptional! (346 reviews)
"Nice stay. Clean. Good location to stuff and things. Friendly staff. Good breakfast."

Reviewed on Jun 1, 2025

Holiday Inn Express and Suites King George- Dahlgren by IHG
River Edge Inn
River Edge Inn
2.5 out of 5
30 Colonial Ave, Colonial Beach, VA
  • 43 min drive from Port of Leonardtown Winery
Stay at this hotel in Colonial Beach. Enjoy free WiFi, free parking, and a beach locale. Our guests praise the helpful staff and the clean rooms in our reviews. ...
8.2/10 Very Good! (292 reviews)
"Very quiet, very clean, easy booking, reasonable price, complementary breakfast, close proximity to everything!!! Staff really nice and welcoming. Beach right in front of it!!!!"

Reviewed on May 13, 2025

River Edge Inn
SureStay by Best Western Prince Frederick
SureStay by Best Western Prince Frederick
2.5 out of 5
75 Main St, Prince Frederick, MD
  • 41 min drive from Port of Leonardtown Winery
Stay at this hotel in Prince Frederick. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Calvert Historical Society Park and King Memorial ...
7.4/10 Good! (130 reviews)
"The only negative was the continental breakfast. Probably the most limited breakfast I've ever seen."

Reviewed on May 30, 2025

SureStay by Best Western Prince Frederick
Quality Inn Solomons - Beacon Marina
Quality Inn Solomons - Beacon Marina
2.5 out of 5
255 Lore Rd, Solomons, MD
  • 27 min drive from Port of Leonardtown Winery
Book a stay at this business-friendly hotel in Solomons. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
7.4/10 Good! (757 reviews)
"Staff was very helpful"

Reviewed on May 19, 2025

Quality Inn Solomons - Beacon Marina
Hilton Garden Inn Solomons
Hilton Garden Inn Solomons
3 out of 5
13100 Dowell Road, Solomons, MD
  • 28 min drive from Port of Leonardtown Winery
Stay at this 3-star business-friendly hotel in Solomons. Enjoy free WiFi, breakfast (surcharge), and a 24-hour fitness center. Our guests praise the helpful ...
8.6/10 Excellent! (594 reviews)
Not bad
"I really enjoyed the space in the room, the bed was so uncomfortable I had ever slept on and didn’t like the breakfast situation!"

Reviewed on May 23, 2025

Hilton Garden Inn Solomons
Holiday Inn Express Prince Frederick by IHG
Holiday Inn Express Prince Frederick by IHG
2.5 out of 5
355 Merrimac Ct, Prince Frederick, MD
  • 40 min drive from Port of Leonardtown Winery
Stay at this hotel in Prince Frederick. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. Popular attractions ...
8.6/10 Excellent! (625 reviews)
"Nice place to stay"

Reviewed on May 21, 2025

Holiday Inn Express Prince Frederick by IHG
Red Roof Inn Dahlgren - Naval Base
Red Roof Inn Dahlgren - Naval Base
2 out of 5
4661 James Madison Pkwy, King George, VA
  • 54 min drive from Port of Leonardtown Winery
Book a stay at this business-friendly hotel in King George. Enjoy free WiFi, free parking, and a fitness center. Our guests praise the helpful staff and the ...
7.6/10 Good! (485 reviews)
"We enjoyed our stay there and would return if we were in the area again."

Reviewed on May 21, 2025

Red Roof Inn Dahlgren - Naval Base
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.

Find cheap hotels in Leonardtown

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Choosing the right hotel in Maryland has everything to do with the way you want your trip to go. If you’ve scribbled a few obscure destinations on your itinerary, you probably already have a good sense of how your getaway is taking shape. Lean into that by booking one of Leonardtown’s 519 hotels. Choose the one that best catches your trip’s tourist drift.

If you’re traveling during the week for business, Hotwire can score you a luxury hotel for as low as $83. In town for pleasure? Hotwire still has you covered. If you’re in the mood for a quick last-minute weekend getaway or spa retreat, you can get great Leonardtown hotel deals at the last minute.

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Frequently Asked Questions About Leonardtown hotels

Where can I find the best last-minute travel deals?

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How many hotels are there in Leonardtown?

With over 519 hotels in Leonardtown, you’re sure to find one that best matches your travel mood. When you book with Hotwire, you can score a stellar home away from home for as low as $83.

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