The Oaks Romance Package
Spend the night in one of our Deluxe Waterfront Rooms with a king bed, whirlpool tub and fireplace. ...
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The fascinating history of the recently renovated Oaks Inn dates back to the 17th Century. The Inn resides on property from an original land grant deed to the Benson family by Lord Baltimore in about 1680. The entire plot of land consisted of 740 acres. A 42 acre portion of that property, where the inn now sits, was sold to the Harper Family In 1884 for $5,900. They farmed the land and it became known as Oak Hall.
Frederick Harper and his wife, Louise, started running the Inn as a boarding house in 1902 to help with the expense of the farm. Guests would travel by steamship from the Western Shore to nearby Claiborne and then catch the train to the inn.

The Harpers sold the farm in 1971 to the German Company Schwaben International who continued to run the Inn as a corporate resort and cultural conference center. In 1996, the Inn was purchased by a St. Michaels couple and completely renovated. Instead of small road-front rooms with bathrooms "down the hall" you will now find spacious rooms, many with water views and modern conveniences like Jacuzzi tubs, gas fireplaces and king sized beds.

The First Kiss

Interesting Fact:  During the early 1900s, one of the last silent films, "The First Kiss", was filmed in Easton.  The stars of the film, Gary Cooper and Faye Wray stayed at the inn during filming. Faye Wray was married on a skipjack on the Miles River while making the movie.

Photography Thanks to Melissa Grimes Guy Photography, Amy Raab Photography, Tom McCall Photography and Shelby Leigh Photography
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