St. Michaels, MD, Lodging for Your Eastern Shore Getaway 

Rest and relax in beautiful waterfront lodging at our St. Michaels, Maryland, bed and breakfast. Wake to the sound the gently lapping waters and exquisite sunrise colors over the Chesapeake Bay. During your stay, enjoy sprawling lawns, beautiful shade trees and porches at every turn, and, of course, spectacular water views! 

Our St. Michaels bed and breakfast features 26 guest rooms among four distinct accommodations. Each of our St. Michaels, MD, accommodations has its own “personality” to suit your special interests and tastes in period architecture and furnishings. All of our rooms are air-conditioned, priced for a two-night stay, include daily breakfast, have limited Wi-Fi access, and offer basic amenities like hair dryers and private baths. Our guests are welcome to use the complimentary on-site kayaks, paddleboards, bikes, floating rafts/chairs, and fishing poles during their Chesapeake Bay getaway. 

Our waterfront bed and breakfast in St. Michaels gives guests an opportunity to experience a peaceful, historic location that is almost like a trip back to another era of hospitality and gracious living. We invite you to explore all our accommodations at our Chesapeake Bay waterfront bed and breakfast below! Let us help you find your favorite, then book your Eastern Shore getaway

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The 1819 Georgian-style Brick Main House

The Main House at Wades Point Inn emulates the scale and understated elegance of the finest Georgian-style manor house. This accommodation is the “beating heart” of our St. Michaels, MD, bed and breakfast and features three guest rooms, the breakfast room, an office, and added space for socializing.



The 1890 Victorian Summer Wing

Experience the feel of Eastern Shore summers past in the 1890 Victorian Summer Wing. Though technically a part of the Main House, the Victorian Summer Wing is a three-story world unto itself! It affords visitors the informal and simple experience of long-ago summers on the Eastern Shore when St. Michaels was a sleepy fishing village. This St. Michaels, MD, accommodation features eight rooms on two floors with large, sunny windows and air-conditioning.



The 1990s-Built Kemp Guesthouse

The 1990s-Built Kemp Guesthouse is the most recent addition to our St. Michaels, MD, Inn. The Mildred Kemp Guesthouse was situated to take advantage of the most extraordinary water views that have made Wades Point an annual vacation destination for many! This St. Michaels, MD, the accommodation has the most modern amenities with spectacular views, and houses twelve rooms on two floors. Each of the twelve rooms in this accommodation has queen size beds, sitting areas, private baths, small refrigerators, and air conditioning. Ten of the twelve rooms have either a private porch or balcony. Four of the large rooms have kitchenettes and dining areas. 



The 1920s-Built Two-Story Farmhouse

The 1920s-Built Two-Story Farmhouse is a separate, furnished building that can sleep up to 13 guests among five rooms. Great for family reunions groups, special events, or for family groups who want to be “separate together” from the rest of the guests. This St. Michaels, MD, accommodation is fully air-conditioned. Be sure to duck when you use the stairs!