Hotels in Leonardtown
Search over 550 hotels from $72
Earn Orbucks instantly: $1 Orbuck = $1 USD, good toward hotels
Save 10% or more on select hotels with Insider Prices
Book on the app to instantly earn 5% on 350,000+ hotels
Top Rated Leonardtown Hotels

The Inn at Leonardtown, Ascend Hotel Collection

River Edge Inn

Solomons Inn Resort & Marina

My Place Hotel - Dahlgren/King George, VA

La Quinta Inn & Suites by Wyndham Lexington Park - Patuxent

Red Roof Inn Dahlgren - Naval Base

Quality Inn Solomons - Beacon Marina

Holiday Inn Express and Suites King George- Dahlgren by IHG

SureStay by Best Western Prince Frederick

Holiday Inn Express Prince Frederick by IHG

Holiday Inn Express & Suites Lexington Park-California by IHG

Spark by Hilton California Lexington Park
Top reasons to visit Leonardtown
- Picturesque Leonardtown Wharf and Leonardtown Wharf Park: Take in stunning sunsets and enjoy the peaceful surroundings at this charming waterfront destination.
- Delicious Dining Options: Indulge in a variety of mouthwatering dishes at the many restaurants in Leonardtown and nearby Lexington Park.
- Outdoor Adventure: Explore downtown Leonardtown's shops and restaurants, then head to the scenic Patuxent River for kayaking and breathtaking views.
- Vibrant Festivals: Don't miss the lively festivals that bring this historic town to life with music, food, and local culture.
- Comfortable Accommodations: Choose from a range of hotels for a cozy place to rest after a day of exploring, kayaking, and admiring the local businesses.
Popular hotels in Leonardtown
Leonardtown, a charming town nestled in the heart of Maryland, offers a variety of hotel options for visitors seeking an outdoor vacation. From cozy bed and breakfasts to modern hotels with all the amenities, Leonardtown has accommodations to suit every traveler's taste. Whether you're looking for a peaceful retreat or a lively stay in the heart of town, Leonardtown has the best hotels to ensure a memorable experience. Stay in comfort and explore all that Leonardtown has to offer.
- Hilton Garden Inn Waldorf - Hilton Garden Inn Waldorf is a 3.0-star rating hotel located 27.7 miles away from Leonardtown. This hotel has close proximity to indoor pool, connecting rooms, and fitness center. With its urban location and nearby shopping options, it offers convenience for outdoor enthusiasts looking for a comfortable stay. The hotel also provides amenities like room service, a bar, and a pool, making it a good option for a relaxing outdoor vacation.
- La Quinta Inn by Wyndham Waldorf - La Quinta Inn by Wyndham Waldorf is a 2.5-star rating hotel located 27.9 miles away from Leonardtown. This hotel is pet-friendly and offers close proximity to bowling, hiking, and golf. For outdoor enthusiasts traveling with their furry friends, this hotel provides a convenient and comfortable stay. With additional amenities like connecting rooms and sports facilities, it caters to the needs of active travelers. The hotel also offers free breakfast, making it a budget-friendly option for outdoor vacations.
- Springhill Suites by Marriott Prince Frederick - Springhill Suites by Marriott Prince Frederick is a 3.0-star rating aparthotel located 16.9 miles away from Leonardtown. With its indoor pool, fitness center, and sports facilities, it is a great choice for outdoor enthusiasts looking for recreational activities. The aparthotel also offers amenities like a kitchenette and a sofa bed, providing convenience and comfort for longer stays. With friendly staff and a relaxing spa, it offers a well-rounded experience for a rejuvenating outdoor vacation.
Top things to see and do in Leonardtown
Located in the charming state of Maryland, Leonardtown offers a variety of activities for visitors to enjoy. Whether you're a seafood lover, a fan of festivals, or looking for family-friendly attractions, Leonardtown has something for everyone. Explore the picturesque Leonardtown Wharf and Leonardtown Wharf Park, where you can take in stunning sunsets and enjoy the peaceful surroundings. Indulge in delicious dining options at the many restaurants in Leonardtown, or venture to nearby Lexington Park for even more choices. With a range of hotels to choose from, you'll have a comfortable place to rest after a day of kayaking, admiring flowers, or exploring local businesses. Start your day off right by catching a breathtaking sunrise in Leonardtown.
- Port of Leonardtown Winery: Indulge in the exquisite taste of locally produced wines while enjoying breathtaking views of the sunset over the river. This winery offers a unique experience combining the flavors of seafood and the fragrance of blooming flowers. Join the lively festivals and engage in family-friendly activities such as boating and kayaking. Whether you're seeking entertainment or a romantic getaway, this winery promises an enchanting ambiance.
- New Towne Neck State Park: Embark on an adventurous journey through scenic trails and immerse yourself in the beauty of nature. This state park offers a multitude of outdoor activities, from hiking to wildlife spotting. Explore the picturesque landscapes, capturing the stunning scenery that surrounds you. If you crave an escape from the city, this park is the perfect destination to rejuvenate your spirit and reconnect with the great outdoors.
Best places to visit in Leonardtown
Get ready for an outdoor adventure in Leonardtown, Maryland! Explore downtown Leonardtown's charming shops and restaurants, then head to the Leonardtown area for kayaking on the scenic Patuxent River. Don't miss the stunning sunsets and vibrant festivals that make this historic town in Southern Maryland a must-visit destination!
- Compton: Compton is not just any city, it's a legendary one. Known for its rich history and vibrant culture, Compton offers a unique experience for outdoor enthusiasts. Explore the beautiful parks and trails that surround the city, perfect for hiking, biking, and picnicking. Immerse yourself in the local affinities and atmosphere as you visit the popular landmarks and attractions that make Compton truly one-of-a-kind. From the iconic Compton Courthouse to the vibrant art scene, there is something for everyone to enjoy. So, lace up your hiking boots or hop on your bike and get ready for an unforgettable outdoor holiday in Compton.
Seasonal travel trends of Leonardtown
The popularity of Leonardtown shows no change throughout the year. The most popular time to visit is between May and July, with a seasonal peak in July. The off-peak tourist season is from November and January, with December typically being the quietest month.
Check out the month-by-month weather chart for Leonardtown to help you plan your next trip. With a monthly average of 78.6 degrees Fahrenheit, you can expect the hottest temperatures in July. The coldest month, on average, is January. The most rainfall typically happens in August. Regardless of when you visit Leonardtown, every season has a reason to stay.
![]() | ![]() | ![]() | ![]() |
January | 36.7°F (2.6°C) | Light Rain | Mostly Sunny |
February | 39.4°F (4.1°C) | Light Rain | Mostly Sunny |
March | 45.9°F (7.7°C) | Light Rain | Mostly Sunny |
April | 56.1°F (13.4°C) | Light Rain | Mostly Sunny |
May | 65.1°F (18.4°C) | Light Rain | Mostly Sunny |
June | 73.6°F (23.1°C) | Light Rain | Mostly Sunny |
July | 78.6°F (25.9°C) | Light Rain | Mostly Sunny |
August | 76.8°F (24.9°C) | Light Rain | Mostly Sunny |
September | 71.1°F (21.7°C) | Light Rain | Mostly Sunny |
October | 60.8°F (16.0°C) | Light Rain | Mostly Sunny |
November | 49.3°F (9.6°C) | Light Rain | Mostly Sunny |
December | 42.4°F (5.8°C) | Light Rain | Mostly Sunny |
Local eateries in Leonardtown
In Leonardtown, Maryland, you'll discover a diverse and delectable food scene that caters to all tastes. The Front Porch is a highly rated and highly popular restaurant that offers a true taste of North American cuisine. Indulge in their flavorful dishes and enjoy the warm and inviting atmosphere. If you're in the mood for pizza, head to Ledo Pizza or The Slice House II Go. Both moderately rated and highly popular, these pizzerias serve up delicious pies that are sure to satisfy your cravings. Whether you're exploring Piney Point or staying in Leonardtown with its charming hotels, a visit to these restaurants is a must when in the area.
What's the best place for a stay in Leonardtown?
What are some favorite hotels in Leonardtown?
Here are some top hotels around Leonardtown:
- The Inn at Leonardtown, Ascend Hotel Collection is a hotel offering free WiFi, free parking, and comfy beds.
- Solomons Inn Resort & Marina is located 9.9 mi away, and this hotel has free breakfast, free WiFi, and free parking.
- River Edge Inn is located 17.9 mi away, and this hotel has free WiFi, free parking, and private decks.
Close to central Leonardtown, you'll find interesting places to visit like Port of Leonardtown Winery.
What are the best hotels to stay near Port of Leonardtown Winery?
Begin your Leonardtown sightseeing on the right note by making a beeline for Port of Leonardtown Winery. You'll only need to venture 4 miles from the downtown area before arriving at this winery. If you want to stay close to it, browse the rates at Executive Inn & Suites Park Avenue. This choice is 1 mile away.
Leonardtown hotels essential information
Accommodation | 550 hotels |
---|---|
Lowest Price | $72 |
Highest Price | $176 |
Popular hotels | The Inn at Leonardtown, Ascend Hotel Collection, River Edge Inn, Solomons Inn Resort & Marina, My Place Hotel - Dahlgren/King George, VA, La Quinta Inn & Suites by Wyndham Lexington Park - Patuxent, Red Roof Inn Dahlgren - Naval Base, Quality Inn Solomons - Beacon Marina, Holiday Inn Express and Suites King George- Dahlgren by IHG, SureStay by Best Western Prince Frederick, Holiday Inn Express Prince Frederick by IHG, Holiday Inn Express & Suites Lexington Park-California by IHG, Spark by Hilton California Lexington Park |
Booking tips for Leonardtown
Booking tips for Leonardtown
Find your perfect hotel with Orbitz
We advocate for inclusive travel experiences, which means ensuring that your next trip is accessible to all. Utilize our search filters to discover environmentally certified hotels or those that offer exceptional hospitality to LGBTQ+ guests. Furthermore, our personalized filters assist in narrowing down options based on proximity to key attractions, convenient booking options, and more.
Travel as you are
At Orbitz, we value diversity and inclusion in travel. We have a long-standing commitment to equality, from our LGBTQIA+ television ads to supporting progressive charities. Our mission is to unite people from all backgrounds, allowing them to embrace their individuality and enjoy their journeys with confidence. We provide LGBTQIA+ travelers with tools, such as an LGBTQ-welcoming hotel filter, to ensure they are celebrated, not just tolerated.
Saving tips for your trip
Save money by visiting Leonardtown during the less popular season of November-January. Combine your flights, hotel, and car bookings as a bundle to get a discounted price. While in Leonardtown, you can enjoy affordable local attractions such as exploring the beautiful sunsets, taking a relaxing kayak ride, and indulging in delicious seafood. These inexpensive activities will allow you to experience the charm of Leonardtown without breaking the bank.
Recent Reviews

The Inn at Leonardtown, Ascend Hotel Collection
Areas Of Leonardtown
Hotels Near
Hotel Themes
Book on Expedia
Top Trending
- Ocean City Hotels with a Lazy River
- Ocean City Hotels with Balconies
- Salisbury Hotel Deals
- Cumberland Hotels with Hot Tubs
- Annapolis Hotel Deals
- Hagerstown Hotels with Hot Tubs
- Ocean City Hotel Deals
- Ocean City Hotels with an Indoor Pool
- Ocean City Beach Resorts & Hotels
- Ocean City Gay Friendly Hotels
- Hagerstown Cheap Hotels
- Frederick Hotels with Hot Tubs
- Ocean City Waterpark Hotels & Resorts
- Waldorf Hotels with Hot Tubs
- Ocean City All Inclusive Resorts & Hotels
- Ocean City Hotels with Hot Tubs
- Ocean City Pet Friendly Hotels
- Silver Spring Hotel Deals
- Cumberland Luxury Hotels
- Frederick Hotel Deals