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Hotels in Leonardtown

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Last Minute Hot Rate® Hotel Deals in Leonardtown

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Choose from 502 Leonardtown Hotel Deals

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
The price is $75 per night from Jun 17 to Jun 18
$75
per night
Jun 17 - Jun 18
Book a stay at this business-friendly hotel in King George. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
7.8/10 Good! (331 reviews)
"Lady at the front desk is polite room is clean, I used the Gym, it was also clean, good budget hotel."

Reviewed on Jun 13, 2024

Red Roof Inn Dahlgren - Naval Base
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
The price is $128 per night from Jul 14 to Jul 15
$128
per night
Jul 14 - Jul 15
Stay at this hotel in Leonardtown. Enjoy free WiFi, free parking, and a 24-hour front desk. Popular attractions Port of Leonardtown Winery and St. Mary's River ...
9/10 Wonderful! (96 reviews)
A DEFINITE MUST-STAY
"The whole property is beautiful, conveniently located right off the town square near multiple restaurants within walking distance. Our room was great!"

Reviewed on May 30, 2024

The Inn at Leonardtown, Ascend Hotel Collection
La Quinta Inn & Suites by Wyndham Lexington Park - Patuxent
La Quinta Inn & Suites by Wyndham Lexington Park - Patuxent
2.5 out of 5
22769 Three Notch Rd, California, MD
  • 22 min drive from Port of Leonardtown Winery
The price is $97 per night from Jun 30 to Jul 1
$97
per night
Jun 30 - Jul 1
Book a stay at this business-friendly hotel in California. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
7.4/10 Good! (1,002 reviews)
Okay but still has problems
"In spite of extensive room upgrades in recent years, this La Quinta has some problems. WiFi is very poor, but that could be because of room location, as far from lobby as you could get. Rear parking lot seems to be where pet owners walk their dogs and leave poop on the ground, so the odor there can ..."

Reviewed on Jun 14, 2024

La Quinta Inn & Suites by Wyndham Lexington Park - Patuxent
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
The price is $140 per night from Jun 17 to Jun 18
$140
per night
Jun 17 - Jun 18
Book a stay at this business-friendly hotel in Colonial Beach. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the ...
8.2/10 Very Good! (174 reviews)
"This is a nice property right on colonial Beach and right in the town of colonial Beach. However I put through expedient and I booked two reservations one for a friend. They charged me for both and my friend for his. Not cool. I don't know how to get my money back."

Reviewed on Jun 10, 2024

River Edge Inn
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
The price is $101 per night from Jul 3 to Jul 4
$101
per night
Jul 3 - Jul 4
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! (783 reviews)
"Everyone was nice."

Reviewed on Jun 12, 2024

Springhill Suites by Marriott Prince Frederick
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
The price is $101 per night from Jun 23 to Jun 24
$101
per night
Jun 23 - Jun 24
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! (311 reviews)
"Staff was very friendly and helpful especially on check in and out"

Reviewed on Jun 13, 2024

My Place Hotel - Dahlgren/King George, VA
Prince Frederick
Prince Frederick
3 out of 5
75 Main St, Prince Frederick, MD
  • 41 min drive from Port of Leonardtown Winery
The price is $90 per night from Jun 17 to Jun 18
$90
per night
Jun 17 - Jun 18
Stay at this 3-star inn in Prince Frederick. Enjoy free breakfast, free WiFi, and free parking. Popular attraction Running Hare Vineyard is located nearby.
7.2/10 Good! (36 reviews)
I really enjoyed my stay
"The room was very nice all around. Knowing that the hotel was in renovation mode. My only concern is that the bathtub became very slippery after the first person used it. May I suggest a rubber mat on the tub's floor, or an extra bar on the outside tub for a much safer entry. Thank you!"

Reviewed on May 31, 2024

Prince Frederick
Holiday Inn Express Prince Frederick, an IHG Hotel
Holiday Inn Express Prince Frederick, an IHG Hotel
2.5 out of 5
355 Merrimac Ct, Prince Frederick, MD
  • 40 min drive from Port of Leonardtown Winery
The price is $127 per night from Jul 11 to Jul 12
$127
per night
Jul 11 - Jul 12
Stay at this hotel in Prince Frederick. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. ...
8.6/10 Excellent! (543 reviews)
Best Option in Prince Frederick
"Stayed for a wedding nearby. The hotel seems to be fairly new, clean, well-kept. A variety of choices for breakfast. Staff friendly and helpful."

Reviewed on Jun 9, 2024

Holiday Inn Express Prince Frederick, an IHG Hotel
Country Inn & Suites by Radisson, Lexington Park (Patuxent River Naval Air Station), MD
Country Inn & Suites by Radisson, Lexington Park (Patuxent River Naval Air Station), MD
2.5 out of 5
44941 Worth Ave, California, MD
  • 19 min drive from Port of Leonardtown Winery
The price is $121 per night from Jul 14 to Jul 15
$121
per night
Jul 14 - Jul 15
Book a stay at this business-friendly hotel in California. Enjoy free WiFi, free parking, and a fitness center. Our guests praise the breakfast and the helpful ...
9/10 Wonderful! (926 reviews)
Pax museum visit
"Nice swimming pool Friends y reception man Room large bed comfortable. Only disappointment was the odd breakfast. Eggs were unrecognisable and overcooked. Bagels and Muffins were stale. Butter in fridge so it was too hard to use Coffee average?"

Reviewed on Jun 12, 2024

Country Inn & Suites by Radisson, Lexington Park (Patuxent River Naval Air Station), MD
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
The price is $109 per night from Jul 11 to Jul 12
$109
per night
Jul 11 - Jul 12
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! (531 reviews)
"It was nice and clean!"

Reviewed on Jun 15, 2024

Hilton Garden Inn Solomons
Holiday Inn Express and Suites King George- Dahlgren, an IHG Hotel
Holiday Inn Express and Suites King George- Dahlgren, an IHG Hotel
2.5 out of 5
16348 Gateway Lane, King George, VA
  • 55 min drive from Port of Leonardtown Winery
The price is $112 per night from Jun 30 to Jul 1
$112
per night
Jun 30 - Jul 1
Book a stay at this business-friendly hotel in King George. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
9.4/10 Exceptional! (269 reviews)
"Perfect Location, just 20 minutes from my recruiting event at colonial beach!"

Reviewed on Jun 10, 2024

Holiday Inn Express and Suites King George- Dahlgren, an IHG Hotel
Holiday Inn Express & Suites Lexington Park-California, an IHG Hotel
Holiday Inn Express & Suites Lexington Park-California, an IHG Hotel
2.5 out of 5
45260 Abell House Lane, California, MD
  • 20 min drive from Port of Leonardtown Winery
The price is $119 per night from Jul 3 to Jul 4
$119
per night
Jul 3 - Jul 4
Book a stay at this business-friendly hotel in California. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
9.2/10 Wonderful! (463 reviews)
"Great facility, very spacious room, excellent customer service!"

Reviewed on May 27, 2024

Holiday Inn Express & Suites Lexington Park-California, an IHG Hotel
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.

HOTW-Hotel-Deals-726-959@2x.jpg (1918×258)*Savings based on Hot Rate® hotel bookings as compared with the lowest published rates found on leading retail travel sites. Hot Rates are different from retail rates. With Hot Rates you enter the date, location and star rating. Hotel revealed only after booking. All bookings final.

Find cheap hotels in Leonardtown

You’re not an average traveler—and Hotwire knows it. Your wanderlust takes you off the beaten path to discover unique adventures and every travel destination’s lesser-known tourist scenes. Hotwire has the hookup! Book your Leonardtown hotel with Hotwire to complete your one-of-a-kind travel checklist.

For you, intrepid voyager, Hotwire has a large selection of the best hotels in Leonardtown.

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 502 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 $75. 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 up to 60% Leonardtown hotel deals at the last minute.

While traveling, where you stay plays a major role in your overall vacation enjoyment. Choosing the right hotel is just as important as making sure you book the right flight and car rental. If you’re traveling with family or friends, you may need to book a hotel with connecting rooms. If you enjoy an elegant and relaxing hotel ambiance, opt for one of Hotwire’s luxury hotels in Leonardtown. No matter your reason for visiting Leonardtown, with Hotwire’s large selection of hotels in the area, you’re sure to book a hotel that meets all your accommodation needs.

Frequently Asked Questions About Leonardtown hotels

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

If you’re traveling in the spirit of spontaneity, you’ll love the idea of leaving your exact hotel choice up to chance. With Hotwire Hot Rates, you can save up to 60% off your next flight, hotel, or car rental. Just plug in your general preferences and let Hotwire choose last-minute hotel deals in Leonardtown for as low as $75.

How many hotels are there in Leonardtown?

With over 502 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 $75.

How to find cheap car rentals in Leonardtown?

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 even save up to 60% off a car rental deal if you book a Hotwire Hot Rate at the last minute.

Is it safe to travel to Leonardtown now?

With recent COVID-19 closures and reopenings, many people are wondering, “Is it safe to travel to Leonardtown right now?” When it’s time to book your getaway, be sure to check out the most up-to-date information on all safety measures, any restrictions, and guidance on traveling during the coronavirus pandemic.