One of the pleasures of traveling is finding the right place to stay that will complement your trip and your personality. Whether traveling for pleasure or business Chestertown offers a wide range of accommodations including an elegant historic hotel, a colonial inn, victorian B&B's and modern motels. You can choose to be in the heart of downtown Chestertown or the rural tranquility of Kent County, just beyond the town limits
Many of our Innkeepers can help you plan your stay in Chestertown providing packages ranging from bike rentals to charter fishing. Or you could just sit on the back porch and read a good book. Enjoy!