Hotels in St. Leonard

Explore St. Leonard: Nature's Palette and Cultural Treasures Await

Nestled along the shores of the Chesapeake Bay, St. Leonard, Maryland, beckons nature lovers and history buffs alike. This charming destination offers serene parks for hiking and picnicking, while its local museums unveil the rich maritime heritage of the region. With picturesque landscapes and a tranquil atmosphere, St. Leonard is perfect for a romantic getaway or a peaceful retreat. Explore the beauty of the bay, indulge in fresh seafood, and immerse yourself in the area's history—all while surrounded by the captivating sights and sounds of nature. Discover the hidden gem that is St. Leonard! For the best hotel rates in St. Leonard, be sure to check out Hotels.com's Last-Minute DealsOpens in a new window on travel.

Where to stay in St. Leonard

Some of the best places to stay in St. Leonard are Point Lookout, St. Michaels and Cambridge. Point Lookout, St. Michaels, and Cambridge offer unique experiences for travelers. Point Lookout is ideal for history and nature lovers, featuring stunning views and historical sites. St. Michaels boasts charming boutiques and waterfront dining, perfect for first-time visitors. Cambridge offers rich history and outdoor activities. Accommodations in these areas range from cozy inns and boutique hotels to waterfront resorts, providing comfortable options for every budget and preference, ensuring a delightful stay regardless of your choice. These are some of the hotels preferred by our travelers in St. Leonard:

1. Point LookoutOpens in a new window: Point Lookout is a wonderful destination for travelers seeking outdoor adventures and cultural experiences. Nestled near St. Mary's College of Maryland and the scenic Point Lookout State Park, visitors can explore the beauty of nature and history. For accommodations, consider The Tides InnOpens in a new window, a 4.0-star hotel offering direct beach access, multiple business amenities, and various adventure sports. Another option is Hope and Glory Inn and VineyardOpens in a new window, also a 4.0-star hotel, that welcomes pets and features a charming winery. For a cozy bed and breakfast experience, Solomons Victorian InnOpens in a new window provides free breakfast and entertainment options.
2. St. MichaelsOpens in a new window: St. Michaels is a picturesque town perfect for outdoor enthusiasts and those looking to immerse themselves in culture. With attractions like the Chesapeake Bay Maritime Museum and local wineries, it’s ideal for romantic getaways and family trips. Stay at Inn at 202 DoverOpens in a new window, a luxurious 5.0-star inn that allows pets and offers business amenities. Alternatively, Inn at Perry CabinOpens in a new window, another 5.0-star hotel, caters to families and golf lovers with excellent facilities. For a more intimate setting, The Oaks WaterfrontOpens in a new window is a 4.0-star bed and breakfast that also welcomes pets.
3. CambridgeOpens in a new window: Cambridge boasts rich cultural attractions such as the Harriet Tubman Museum and Choptank River Lighthouse, making it a great spot for family fun and outdoor activities. The area features Hyatt Regency Chesapeake BayOpens in a new window, a 4.0-star resort with beach access and comprehensive business facilities. The Whitehaven HotelOpens in a new window is a cozy 3.5-star bed and breakfast, perfect for golf enthusiasts looking to unwind. For pet-friendly accommodations, Marvel's on the CreekOpens in a new window, another 4.0-star bed and breakfast, ensures a comfortable stay with direct beach access and business amenities.

Things to do in St. Leonard for first time

Three days in St. Leonard offer a perfect blend of stunning natural landscapes, from serene beaches and lush forests to tranquil lakes and rolling mountains. Visitors can enjoy outdoor activities like hiking, boating, and diving, along with shopping and local sports, making it a rewarding getaway for nature enthusiasts. Here's a quick itinerary to make the most of your trip to St. Leonard:

• Day 1: Begin your adventure at Calvert Cliffs State Park, where you can explore stunning fossil-filled cliffs and enjoy beautiful hiking trails along the Chesapeake Bay. After soaking in the natural beauty, make your way to the historic Drum Point Lighthouse, which offers a glimpse into maritime history and picturesque views of the water. Conclude your day at the Annmarie Sculpture Garden and Arts Center, where you can wander through outdoor art installations and enjoy various exhibitions in a serene setting.
• Day 2: Start your day at Battle Creek Cypress Swamp Sanctuary, a unique natural area featuring boardwalks through a beautiful cypress swamp teeming with wildlife. Next, visit Sotterley Plantation, a historic site that provides insight into the region's plantation history and architecture. Wrap up your day at Cape Saint Mary’s Marina, where you can relax by the water, enjoy scenic views, and perhaps indulge in some fresh seafood at a nearby eatery.
• Day 3: Kick off your day at Cove Point Lighthouse, which boasts stunning views of the Chesapeake Bay and a rich history to explore. Afterward, head to Breezy Point Beach for some relaxation on the sandy shores or enjoy a swim in the bay. Finally, spend your afternoon at Greenwell State Park, where you can hike through lush trails, discover diverse wildlife, and unwind in the natural beauty of this expansive park.

5 tips to find a great St. Leonard hotel deal

1. Book for the cheapest times: The most budget-friendly time to visit St. Leonard is during January, February, and December when hotel rates are significantly lower. For international travelers, it's advisable to book your flight at least two months in advance to secure the best prices. A stay of at least 2-3 days is recommended to fully enjoy the area's key attractions, such as its beautiful natural parks and intriguing museums. This combination makes St. Leonard a great value for money destination for those looking to explore without breaking the bank.
2. Look for last-minute deals on Hotels.com: If you're looking for last-minute deals to St. Leonard, Hotels.com is a great place to start. Check out the DealsOpens in a new window or Last-Minute DealsOpens in a new window section, where you could find attractive discounts on nearby hotels as your travel date approaches. Additionally, consider enabling email alerts or push notifications from Hotels.com to stay informed about flash sales and special promotions, maximizing your chances of snagging a great hotel deal. With a variety of options available, you're more likely to find affordable stays that fit your budget.
3. Be flexible with dates: Hotel prices can fluctuate due to factors like the property's location, star rating, and the time of year. As a result, being flexible with your travel dates may help you save on hotel expenses in St. Leonard.
4. Consider your location: When booking on Hotels.com for your holiday, think about your location. Staying near major attractions or city centers can offer convenience, but it usually tends to come with a higher price tag. For more affordable options, consider looking for hotels in less central areas or neighborhoods, finding a balance between cost and easy access to the sites you plan to visit.
5. Upgrade with One Key: Book your hotel in St. Leonard and join Hotels.com's free One Key rewards program, enabling members to earn and enjoy reward points for hotel reservations. Progress through Blue, Silver, Gold and Platinum tiers and access perks such as room upgrades when available, exclusive discounts, and unique member offers. Join today.

Best time to go to St. Leonard

St. Leonard experiences its lowest average temperature in January, at 36.1°F (2.3°C), while July is the hottest month, with an average temperature of 78.3°F (25.7°C). July tends to be the wettest month. The peak travel months to visit St. Leonard are June to August, which see a higher number of tourists. During this peak period, the weather is mostly sunny, accompanied by light rainfall. In contrast, January, February, and December are ideal if you're looking for a calmer vacation, marked by light rainfall and mostly sunny conditions.