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The best area to stay in St Leonard is generally along the Calvert Cliffs Scenic Byway, particularly near the southern end where you'll find more amenities and natural attractions.This stretch provides a good balance of accessibility to the natural beauty of the area and convenience for dining and local activities. You'll find a few hotels and guesthouses dotted along the byway, often with easy access to the Chesapeake Bay shoreline.Families will find staying near Calvert Cliffs State Park particularly appealing. The park is renowned for its fossil hunting opportunities on the beach and an extensive network of hiking trails through woodlands and along the cliffs. It's an excellent spot for outdoor adventures and educational fun.For couples looking for a peaceful escape, staying closer to the waterfront guesthouses offers beautiful views and a relaxed atmosphere.

The best time to visit St Leonard is during the late spring and early autumn months, specifically from May to June and September to October.During these periods, the weather is pleasantly mild with comfortable temperatures, making it ideal for outdoor activities without the intense heat and humidity of summer or the chill of winter. You'll find it's superb for exploring the natural beauty of the area, like the Calvert Cliffs State Park, or enjoying the local historical sites.For couples looking for a relaxed getaway, these months offer a more tranquil experience. The crowds are typically smaller than in the peak summer season, allowing for more intimate exploration of attractions such as the Drum Point Lighthouse or leisurely strolls along the Chesapeake Bay. You can enjoy al fresco dining and local events without feeling rushed.Families travelling with children will also appreciate the comfortable weather for outdoor adventures.