Couple toasting glasses together with sunset in the background.

How to Have the Most Intimate St. Michaels, MD, Romantic Getaway

Retreat to our bayside oasis for the calm and tranquility of the gently lapping waters. Our waterfront views, paired with mild temperatures, and laid back culture make the Eastern Shore an easy choice for who want to unplug from reality and get away with their special someone. A St. Michaels, MD, romantic getaway isn’t the all about the typical trappings like roses and chocolates, but rather focuses on authentic, quality time. 

Top 3 Things to Do on a St. Michaels Romantic Getaway

Discover So Many Ways to Explore the Bay

The main draw to the Eastern Shore is its close proximity to the Chesapeake Bay. From relaxing by the water’s edge with a glass of wine to learning about our bayside culture at the Chesapeake Bay Maritime Museum, there are countless ways to explore.

If you enjoy water sports and recreations, visit our area between July and September for peak water temperatures in the mid to high-70s. Some of the most popular activities in our area include kayaking, fishing, and swimming. You can do all of this and even more right from our lawn that hugs that bay. For the more adventurous travelers, set up an appointment on a charter boat with Captain Bobby Marshall.

For those with inquisitive minds, be sure to plan your visit Monday through Friday between the hours of 9:00 a.m. and 5:00 p.m. During these times, an experienced member of the Pickering Creek staff are in the office to answer any questions you might have. 

Relax at the Spa at Harbour Inn

Nothing blends romance and relaxation like a day at the spa. With life and busy work schedules, it can be hard to find the time to really relax in one another’s company. The Spa at Harbour Inn offers 60 and 90-minute couples massages. Take advantage of the spa’s luxurious amenities like a pool, steam room, and multi-jet showers before or after your massage. Leave your treatment feeling relaxed and rejuvenated!

Continue the quality time with a candlelit dinner at Limoncello. This trattoria boasts authentic Italian cuisine in a cozy atmosphere. Experience the romantic essence of Italy from your table at this St. Michaels restaurant. Savor the unique flavors in their salads, pizzas, and plates of pasta. Complement these flavors with a bottle of wine from their extensive wine list. Table for two, anyone?

Retreat to Your Bayside Oasis at Wades Point Inn

The cornerstone of a memorable getaway is a positive lodging experience. At Wades Point Inn on the Bay, your getaway matters to us. We take great care of making sure all of our guest rooms are in pristine condition upon arrival and throughout the duration of your stay. Start each day of your St. Michaels, MD, romantic getaway with breakfast that’s made in-house each day by our experienced baker. Breakfast is served each morning and consists of dishes both sweet and savory that are made from locally-sourced, seasonal ingredients.

Room 412 - Bed and View

Enjoy a queen-size bed, private bath, and personal porch with sunset views over the Chesapeake Bay when you stay in Room 412 located on the first floor the Kemp Guest House. The Kemp Guest House is the most recent addition to Wades Point Inn’s accommodations and boasts modern amenities and the best views of the bay. Browse all of our romantic, bayside accommodations and book yours!