Hotels in Leonardtown, St. Mary's County

  • Overview

    Leonardtown is a small town located in southern Maryland, United States. Situated in St. Mary's County, it is known for its scenic beauty and rich history. The town offers a charming atmosphere with its historic buildings, picturesque waterfront, and friendly community.

  • When to visit

    The best time to visit Leonardtown is during the spring and fall seasons when the weather is pleasant and the town's natural beauty is at its peak. Spring offers blooming flowers and mild temperatures, while fall showcases vibrant foliage and cooler days. The town's festivals and events also increase during these seasons, providing visitors with more opportunities to engage in local culture and activities.

  • Reasons to Visit

    There are several reasons to visit Leonardtown. The town is home to various cultural and historical landmarks, including the Old Jail Museum, which showcases the town's past as a colonial hub. Visitors can also explore the Leonardtown Wharf, a popular spot for fishing and boating, or take a leisurely stroll along the beautiful Leonardtown Boardwalk. The town also hosts numerous events and festivals throughout the year, such as First Friday ArtWalk and Leonardtown Summer Music Festival, providing entertainment for everyone.

  • Nearby Attractions

  • Old Jail Museum

    Explore Leonardtown's colonial history at the Old Jail Museum. This historic building served as the town's jail and courthouse in the 19th century. Exhibits and artifacts inside provide a glimpse into the past.
  • Leonardtown Wharf

    Enjoy a day of fishing, boating, or simply relaxing at the Leonardtown Wharf. With scenic views of Breton Bay, the wharf is a popular spot for outdoor enthusiasts and nature lovers.
  • Leonardtown Boardwalk

    Take a leisurely stroll along the Leonardtown Boardwalk and soak in the charm of the town. The wooden boardwalk offers panoramic views of the waterfront, lined with shops and cafes.
  • First Friday ArtWalk

    Experience Leonardtown's vibrant arts scene at the First Friday ArtWalk. On the first Friday of each month, artists, galleries, and shops open their doors to showcase their creations, attracting visitors from near and far.
  • Leonardtown Summer Music Festival

    Immerse yourself in live music and entertainment at the Leonardtown Summer Music Festival. Held annually, this festival features a lineup of talented musicians, bringing the town's streets to life with harmonious melodies.
  • Hotels