Chestertown Hotels

Adjacent to a golf course, Great Oak Manor is a great choice for a stay in Chestertown. Guests can enjoy the fitness center, along with onsite kayaking and rowing/canoeing. A terrace and a garden are other highlights, and rooms at this romantic bed & breakfast offer up nice touches like premium bedding and bathrobes.

Welcome to the Holiday Inn Express & Suites Hotel in Chestertown Maryland near Washington College. Our hotel 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 Stables Crumpton Auctions and the Sultana Project. Guests can further enjoy their Chestertown vacation by taking advantage of the one-of-a-kind shopping experience historic 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 Mid-Atlnatic scenery while paddling or riding down the Chester River. Visitors can also take walking tours of historic Chestertown MD discover Chestertown's rich maritime history or take daytime or sunset sailing tours. Unlike other Chestertown hotels the Holiday Inn Express & Suites Hotel in Chestertown Maryland offers comfortable rooms and is conveniently located near Washington College. During your Chestertown visit enjoy our hotel's signature Express Start hot breakfast bar along with other amenities such as high-speed wireless Internet access and an indoor pool. Make your reservations at our hotel today.

Get more value for your hard-earned money at the 100 percent smoke-free Quality Suites hotel in Chestertown, MD, which lets you relax and focus on the people and experiences that you came for. We are near Washington College, Chesapeake College, Betterton Beach and Eastern Neck Wildlife Refuge. Amenities include free WiFi, free ample parking, free hot breakfast, free coffee, free weekday newspaper, meeting room, indoor heated pool, sundeck and guest laundry facilities. Guest rooms feature a coffee maker, hair dryer, HDTV, premium bedding, iron and ironing board. Also, earn rewards including free nights and gift cards with our Choice Privileges Rewards program.

Escape from the busy hustles and stress of life and let us pamper you at Driftwood Inn. Combining traditional hospitality and luxurious accommodation. we offer guests outstanding service and a comfortable stay all at affordable prices. We are committed to providing our guests with the best we have to offer surpassing guest expectations. Unwind and relax at this respectable 28-room Inn conveniently located in peaceful Chestertown, a historic colonial town by the sparkling waters of the Chester River. Dedicated to quality and excellence we hope that your stay with us is a pleasant and memorable one.