Chestertown Hotel Guide - Historic Hotels in Chestertown, Maryland

You’ll probably want to seek out the places with historical relevance while you’re staying in Chestertown. You can also explore the many sights including the sporting events and university setting.

Based on our travel expertise, Comfort Inn & Suites Chestertown is a top hotel on Expedia for those interested in history, and it features free breakfast and free WiFi.

In Chestertown, you’ll find 41 lodging options bookable on Expedia though you won’t find many designated historic hotels.

Chestertown is notable for landmarks like Historical Society of Kent County Maryland. University life is a highlight and campuses to tour include Washington College and River Arts Chestertown. A couple of additional sights to add to your itinerary are Rolphs Wharf Marina and Garfield Center for the Arts at the Prince Theater.

Guests who choose a historic hotel can enjoy a holiday in a building that has a national historic designation. A castle, a palace or even a pub or an old police station can be transformed into a historic hotel as long as it’s a place of special interest. Traditional architecture and period features are often preserved in the communal spaces and guestrooms of such hotels in Chestertown, giving a historical feel.

You’ll often hear the term “heritage hotel” in Asia and Europe, while “historic hotel” is more common in the U.S. overall though the terms are similar. The architecture and building of a historic hotel tends to be what’s most significant. For a heritage hotel, it’s often the cultural value along with how it shaped the community.

Hotel interiors feature the modern conveniences and safety features you expect to find, though efforts have been made to preserve treasured traditions and historic facades. Private rooms with updated bathroom facilities, heating and air conditioning, free and fast Internet, and the usual amenities found in a hotel will be available in a historic hotel. When you choose a historic hotel in Chestertown, don’t worry that you’ll find yourself staying at a place that’s uncomfortable for guests or simply rundown.