TOP 30 Lodging in Chestertown, Maryland

14 results found

Red Roof Inn & Suites Chestertown is a cozy and comfortable lodging option located at 160 Scheeler Road in Chestertown, Maryland, United States. This charming inn offers a variety of rooms and suites to accommodate guests, whether they are traveling for business or pleasure. The convenient location provides easy access to local attractions, restaurants, and shopping. Guests can enjoy amenities such as free Wi-Fi, complimentary breakfast, and a fitness center. With its friendly staff and affordable rates, Red Roof Inn & Suites Chestertown is the perfect choice for a relaxing stay in this picturesque town.

The Lodge at Great Oak Landing is a charming lodging facility located at 22170 Great Oak Landing Road in Chestertown, Maryland, United States. Nestled in a picturesque setting, this institution offers guests a peaceful retreat with stunning views of the surrounding natural beauty. The Lodge provides comfortable accommodations, excellent amenities, and exceptional service to ensure a memorable stay for visitors. Whether you are looking for a relaxing getaway or a fun-filled vacation, The Lodge at Great Oak Landing is the perfect choice for your next adventure.

Comfort Inn & Suites Chestertown is a cozy and welcoming lodging option located at 150 Scheeler Road in the charming town of Chestertown, Maryland, United States. This institution offers comfortable rooms and suites, modern amenities, and friendly service to ensure a pleasant stay for all guests. Whether you are visiting for business or pleasure, Comfort Inn & Suites Chestertown is the perfect choice for your accommodation needs. With its convenient location and warm hospitality, this institution is sure to provide a memorable experience for all travelers.

Courtyard Inn is a charming lodging establishment located at 6336 Church Hill Road in the picturesque town of Chestertown, Maryland. This cozy inn offers comfortable and well-appointed rooms, perfect for both leisure and business travelers. The Courtyard Inn provides a peaceful and relaxing atmosphere, making it an ideal place to unwind after a busy day exploring the nearby attractions or attending meetings in town. Guests can enjoy the convenience of being just a short drive away from local shops, restaurants, and historical sites. Whether you are visiting Chestertown for business or pleasure, Courtyard Inn offers a welcoming and hospitable environment for all guests.

Duck Neck Campground is a serene retreat nestled in the heart of Chestertown, Maryland. Located at 500 Double Creek Point Road, this picturesque campground offers a perfect blend of nature and comfort for visitors seeking a peaceful getaway. With a variety of lodging options including cabins, RV sites, and tent camping, guests can enjoy the beauty of the surrounding park while still having all the amenities they need. Whether you're looking to relax by the campfire, explore the nearby hiking trails, or simply unwind in nature, Duck Neck Campground is the ideal destination for outdoor enthusiasts of all ages.

The Driftwood Inn is a charming lodging establishment located at 609 Washington Avenue in the picturesque town of Chestertown, Maryland. This cozy inn offers comfortable accommodations and a warm, welcoming atmosphere for guests to relax and unwind. With its convenient location near the waterfront and local attractions, the Driftwood Inn is the perfect home base for exploring all that Chestertown has to offer. Whether you're visiting for business or pleasure, the Driftwood Inn provides a convenient and comfortable stay for all travelers.

Calvert Heights is a prestigious institution located at 103 Hawkins Drive in Chestertown, Maryland, United States. Known for its academic excellence and strong sense of community, Calvert Heights offers a wide range of programs and resources to support student success. With a dedicated faculty and staff, state-of-the-art facilities, and a vibrant campus atmosphere, Calvert Heights is committed to providing a top-tier education and preparing students for future success. Whether you're interested in STEM fields, the arts, or humanities, Calvert Heights has something for everyone. Come visit us today and see why Calvert Heights is the perfect place to pursue your academic goals.

Angela's Cottage is a charming store located at 335 High Street in Chestertown, Maryland. This quaint shop offers a variety of unique and handcrafted items, perfect for gifts or home decor. From handmade jewelry and pottery to locally sourced candles and artwork, Angela's Cottage has something for everyone. Step inside and browse through their collection of one-of-a-kind treasures, all while enjoying the cozy atmosphere of this inviting store. Whether you're looking for a special memento of your visit to Chestertown or a thoughtful present for a loved one, Angela's Cottage is the perfect place to find that special something.

Village House is a one-stop destination for all your home furnishing and renovation needs. Located at 103 South Cross Street in Chestertown, Maryland, this institution offers a wide range of furniture, home goods, and contracting services. Whether you're looking to spruce up your living room with a new sofa, remodel your kitchen with custom cabinets, or simply find that perfect accent piece for your home, Village House has you covered. With a team of experienced professionals and a diverse selection of high-quality products, Village House is the go-to store for all your home improvement projects.

Victory Farm is a charming institution located at 24420 Chestertown Road in Chestertown, Maryland. This unique establishment offers a combination of food and lodging, providing guests with a peaceful and serene retreat in the heart of the countryside. The farm is known for its fresh and delicious farm-to-table meals, made with locally sourced ingredients. Guests can also enjoy comfortable and cozy accommodations, perfect for a relaxing getaway. Whether you're looking to escape the hustle and bustle of city life or simply want to experience the beauty of rural Maryland, Victory Farm is the perfect destination for a memorable stay.

The John L Stam House is a charming lodging and tourist attraction located at 114 Washington Avenue in Chestertown, Maryland, United States. This historic building offers guests a unique and cozy place to stay while exploring the beautiful town of Chestertown. With its picturesque surroundings and convenient location, the John L Stam House is the perfect destination for travelers looking to experience the rich history and culture of Maryland's Eastern Shore.

Hill's Inn is a charming lodging establishment located at 114 Washington Avenue in the historic town of Chestertown, Maryland. Our inn offers cozy and comfortable accommodations for guests looking to experience the beauty and charm of the Eastern Shore. Each room is tastefully decorated and equipped with modern amenities to ensure a pleasant stay. Guests can relax in our inviting common areas or explore the nearby shops, restaurants, and attractions. Whether you're visiting for business or pleasure, Hill's Inn provides a welcoming and convenient home away from home.

The White Swan Tavern is a charming historic inn located at 231 High Street in Chestertown, Maryland. This cozy lodging establishment offers a unique and memorable stay for guests visiting the United States. With its quaint atmosphere and convenient location, the White Swan Tavern provides a comfortable and welcoming experience for travelers looking to explore the beautiful town of Chestertown. Whether you are visiting for business or pleasure, the White Swan Tavern is the perfect place to relax and unwind during your stay in Maryland.

Welcome to Jellyfish Joel's Beach Bar, located at 22170 Great Oak Landing Road in Chestertown, Maryland, United States. Our bar is not just a place to grab a drink, but a destination for boaters and beach lovers alike. At Jellyfish Joel's, we take pride in caring for your boat with passion and attention to detail. Our newly renovated on-premise accommodations offer comfortable rooms with amenities such as a mini fridge, private bathroom, and access to ice & coffee stations. Guests can enjoy free parking, free Wi-Fi, and access to the beach, outdoor pool, golf course, and more during their stay. The Lodge is open year-round and conveniently located for local events.