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Hotels in Leonardtown

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Choose from 525 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! (136 reviews)
"Nice property in a convenient area. Staff was very friendly."

Reviewed on Jun 9, 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
  • 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! (806 reviews)
"Staff was very friendly and accommodating. Property was overall very good. We enjoyed our stay!"

Reviewed on Jun 22, 2025

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
  • 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! (507 reviews)
"This is a great example of a property that goes above and beyond what one might expect. My room was spotless, the amenities were top notch, and the reception area was very welcoming."

Reviewed on Jun 22, 2025

My Place Hotel - Dahlgren/King George, VA
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! (510 reviews)
"Nice lobby service"

Reviewed on Jun 21, 2025

Quality Inn Warsaw near Rappahannock River
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! (1,002 reviews)
"The room was clean and spacious. Check in was easy. Checkout was great. The breakfast was pretty tasty."

Reviewed on Jun 21, 2025

La Quinta Inn & Suites by Wyndham Lexington Park - Patuxent
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! (140 reviews)
"Clean rooms and comfortable beds."

Reviewed on Jun 22, 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! (765 reviews)
Solomons Island overnight
"I really enjoyed the pool and the location is walking distance to everything."

Reviewed on Jun 15, 2025

Quality Inn Solomons - Beacon Marina
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! (494 reviews)
Four day stay to attend the races .
"Our room was a king with kitchenette , very comfortable bed, we only had two small pillows , but when requested , the nice lady at the desk brought more, The kitchenette was great with a full sized refrigerator, nice due to our four day stay, but not equipped, but we had brought utensils and a crockpot. ..."

Reviewed on Jun 16, 2025

Red Roof Inn Dahlgren - Naval Base
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! (354 reviews)
"Good location, friendly staff."

Reviewed on Jun 22, 2025

Holiday Inn Express and Suites King George- Dahlgren by IHG
Springhill Suites by Marriott Prince Frederick
Springhill Suites by Marriott Prince Frederick
3 out of 5
75 Sherry Lane, Prince Frederick, MD
  • 39 min drive from Port of Leonardtown Winery
Stay at this 3-star business-friendly hotel in Prince Frederick. Enjoy free breakfast, free parking, and a fitness center. Our guests praise the breakfast and ...
8.4/10 Very Good! (885 reviews)
Modern and clean
"Clean modern hotel. The suite had been updated since the last time I stayed here for business and liked their room set up better."

Reviewed on Jun 17, 2025

Springhill Suites by Marriott Prince Frederick
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! (633 reviews)
"Good value for the price."

Reviewed on Jun 16, 2025

Holiday Inn Express Prince Frederick by IHG
Island Inn & Suites, Ascend Hotel Collection
Island Inn & Suites, Ascend Hotel Collection
3 out of 5
16810 Piney Point Road, Piney Point, MD
  • 37 min drive from Port of Leonardtown Winery
Stay at this 3-star business-friendly hotel in Piney Point. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the property ...
8.4/10 Very Good! (571 reviews)
"Very peaceful and beautiful as it was right on the water."

Reviewed on Jun 6, 2025

Island Inn & Suites, Ascend Hotel Collection
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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Frequently Asked Questions About Leonardtown hotels

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How many hotels are there in Leonardtown?

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