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Hotels in Leonardtown

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Choose from 530 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! (138 reviews)
"A lovely place to stay near family in the area with plenty of places to shop and eat nearby"

Reviewed on Jul 7, 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! (834 reviews)
Nice stay & hotel
"Nice stay. Pool was huge but we didnt have time to use it. Did not care for the TV channel system."

Reviewed on Jul 12, 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 a 24-hour front desk. Our guests praise the helpful staff and ...
9.4/10 Exceptional! (532 reviews)
"Every single person was so nice and friendly!! Great hotel and location. Only down I knew before booking there was no pool. I would definitely stay here again!"

Reviewed on Jul 14, 2025

My Place Hotel - Dahlgren/King George, VA
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)
Renovations worked!
"Great stay. Been this hotel before the remodel and was pleasantly surprised how nice it was. The renovations made this hotel a nice stay. Quick trip but will stay again. Staff at check in was amazing. Polite , fast, courteous and made it easy."

Reviewed on Jul 11, 2025

La Quinta Inn & Suites by Wyndham Lexington Park - Patuxent
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 ...
7.4/10 Good! (505 reviews)
"Excellent"

Reviewed on Jul 7, 2025

Red Roof Inn Dahlgren - Naval Base
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! (148 reviews)
"Clean rooms and comfortable beds."

Reviewed on Jun 22, 2025

SureStay by Best Western Prince Frederick
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! (366 reviews)
"It was a quick,but enjoyable visit"

Reviewed on Jul 14, 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! (320 reviews)
"This place is right on the water and is in the perfect location for the price. I had a great time at the River Edge Inn. Also the staff is spectacular. They were so welcoming and so helpful. 10/10 experience! I will be back."

Reviewed on Jul 13, 2025

River Edge Inn
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 ...
8.4/10 Very Good! (602 reviews)
"From the moment that we entered, we were greeted warmly. EVERY staff member was upbeat and helpful. Wonderful room. The best part for us came at breakfast. My husband has celiac disease. My son and I ordered. The staff was knowledgeable regarding celiac disease. While he couldn't eat the food prepared ..."

Reviewed on Jun 20, 2025

Hilton Garden Inn Solomons
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! (779 reviews)
"Exceeded my expectations"

Reviewed on Jul 13, 2025

Quality Inn Solomons - Beacon Marina
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! (516 reviews)
"We enjoyed our stay thanks to the friendly and attentive staff, and the room was very clean"

Reviewed on Jun 27, 2025

Quality Inn Warsaw near Rappahannock River
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! (644 reviews)
"Nice place. Friendly staff"

Reviewed on Jul 12, 2025

Holiday Inn Express Prince Frederick by IHG
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 530 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 $72. 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 530 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 $72.

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Finding a cheap car rental deal in Leonardtown is as easy as scoring cheap hotels in Leonardtown. Hotwire partners with top-of-the-line car rental companies to bring you a large selection of affordable options. Whether you’re in need of a large SUV for the entire family or a more compact but stylish vehicle, Hotwire has you covered. You can unlock great car rental deals if you book a Hotwire Hot Rate at the last minute.