Port of Leonardtown Winery Tours and Activities

Popular places to visit

The Shoppes at McIntosh

You can do some window-shopping at The Shoppes at McIntosh during your trip to Leonardtown. Take in the festivals and sunsets in the area.

The Shoppes at McIntosh

Leonard's Grant Recreation Area

Explore the great outdoors at Leonard's Grant Recreation Area, a lovely green space in Leonardtown. Take in the festivals and sunsets in the area.

Leonard's Grant Recreation Area

MedStar Saint Mary's Hospital

If MedStar Saint Mary's Hospital is what brings you to town, hopefully you'll have a chance to explore more of Leonardtown.

MedStar Saint Mary's Hospital

Leonardtown Park

Explore the great outdoors at Leonardtown Park, a lovely green space in Leonardtown. Take in the festivals and sunsets in the area.

Leonardtown Park

Leonard's Grant Community Area

Explore the great outdoors at Leonard's Grant Community Area, a lovely green space in Leonardtown. Take in the festivals and sunsets in the area.

Leonard's Grant Community Area

Leonardtown Library

Leonardtown Library is just one of the places to see in Leonardtown, so why not enjoy the other things to explore during your travels? Take in the festivals and sunsets in the area.

Leonardtown Library

Top Port of Leonardtown Winery Hotel & Accommodation 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
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
La Quinta Inn & Suites by Wyndham Lexington Park - Patuxent
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
Holiday Inn Express & Suites Lexington Park-California, an IHG Hotel
Sleep Inn & Suites
Sleep Inn & Suites
2.5 out of 5
23428 Three Notch Rd, California, MD
Sleep Inn & Suites
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
Country Inn & Suites by Radisson, Lexington Park (Patuxent River Naval Air Station), MD
Solomons Inn Resort & Marina
Solomons Inn Resort & Marina
2.5 out of 5
155 Holiday Dr. P.O. Box 1099, Solomons, MD
Solomons Inn Resort & Marina
Quality Inn Solomons - Beacon Marina
Quality Inn Solomons - Beacon Marina
2.5 out of 5
255 Lore Rd, Solomons, MD
Quality Inn Solomons - Beacon Marina
4BDRM River front house with Private Beach in Hollywood
4BDRM River front house with Private Beach in Hollywood
2 out of 5
Hollywood
4BDRM River front house with Private Beach in Hollywood
WATERFRONT!!! The River's Roost on The Patuxent River
WATERFRONT!!! The River's Roost on The Patuxent River
Saint Leonard
WATERFRONT!!! The River's Roost on The Patuxent River
See all 734 properties in Port of Leonardtown Winery
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.