IHG Rewards Club Members: Get better savings with YOUR RATE. Book hotels direct at holidayinnexpress.com for our lowest rates. You won't find these anywhere else. Welcome to the Holiday Inn Express Hotel in Chestertown, Maryland near Washington College. Our new Chestertown hotel near Washington College provides comfortable hotel rooms in Chestertown, Maryland . Our Chestertown hotel is located near several Chestertown attractions including the Hopkins Game Farm, Goose Valley Farms, Crimson Staples, Crumpton Auctions and the Waterman's Museum. Guests can further enjoy their Chestertown vacation by taking advantage of the one-of-a-kind shopping experience historical downtown Chestertown offers. Downtown Chestertown, just minutes from our hotel, houses several locally owned and operated stores. Conveniently located near the Chester River, guests of our hotel in Chestertown, Maryland, can enjoy Maryland's picturesque New England scenery while paddling or riding down the Chester River. Visitors can also take walking tours of historical Chestertown, MD, discover Chestertown's rich maritime history or take daytime or sunset sailing tours. Unlike other Chestertown hotels, the Holiday Inn Express Hotel in Chestertown, Maryland, offers comfortable rooms and is conveniently located near Washington College. During your Chestertown visit, enjoy our hotel's signature hot breakfast bar along with other amenities such as high-speed, wireless Internet access and an indoor pool. Make your reservations at our Chestertown, MD.. You may find yourself feeling particularly smart for choosing to stay at Holiday Inn Express.® With nearly 2,000 locations worldwide,you'll find comfortable,inviting accommodations with just the right mix of services and amenities all at very affordable rates.Stay Smart.® Stay at Holiday Inn Express.With your comfort and convenience in mind:Still free. Now hot. Express Start® Breakfast BarOur breakfast bar now features hot entrees as well as our exclusive cinnamon rolls and Smart Roast® Coffee. Simply Smart Bedding CollectionOur bedding will have you waking up feeling refreshed and recharged.*Free High Speed Internet AccessEnjoy free high-speed Internet access from your guest room. Our online concierge,eHost,is also available to assist with information about the hotel and the local area.Simply Smart® Guest BathroomFeaturing the Stay Smart® shower head by Kohler®.*IHG® RewardsEarn points toward free nights,airline miles,or merchandise on every qualifying stay.*Available at Holiday Inn Express hotels in North America only