Motels for Road Trips Chestertown

Nestled along Maryland's Eastern Shore, Chestertown is a charming waterfront town steeped in colonial history. Stroll along brick sidewalks to explore quaint shops, galleries, and historic sites like the 18th-century Geddes-Piper House. Enjoy scenic views of the Chester River from Wilmer Park or set sail on a schooner for a maritime adventure. With tree-lined streets and a vibrant arts scene, Chestertown offers a perfect blend of small-town charm and cultural richness.
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POPULAR
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Chestertown

Driftwood Inn

Experience Tranquility at Driftwood Inn in Chestertown (MD) Discover a peaceful retreat at Driftwood Inn , a charming 2-star hotel nestled in the heart of Chestertown, Maryland. With its serene surroundings and cozy accommodations, this inn offers a perfect escape for those seeking relaxation and tranquility. Upon arrival, guests are greeted by a warm and inviting atmosphere. The check-in process is seamless, with friendly staff ready to assist you. Check-in begins at 2:00 PM, allowing you to settle in and start your vacation on a leisurely note. Whether you are arriving after a long journey or seeking a quick getaway, the Driftwood Inn ensures a smooth and hassle-free check-in experience. When it comes to check-out, the hotel understands the need for a leisurely morning. Guests can enjoy a leisurely breakfast or take a stroll around the picturesque surroundings before bidding farewell to this idyllic retreat. Check-out is until 11:00 AM, giving you ample time to savor your final moments at the Driftwood Inn . Please note that the child policy at the Driftwood Inn is that children are not allowed to stay free of charge. Extra charges may apply for children's accommodation. This policy ensures a peaceful and serene environment for all guests, allowing for a truly relaxing stay. With its convenient location and thoughtful amenities, the Driftwood Inn offers a delightful getaway for those seeking a break from the hustle and bustle of everyday life. Book your stay today and experience the tranquility and charm of this hidden gem in Chestertown, Maryland. Convenient Amenities for a Hassle-Free Stay at Driftwood Inn At Driftwood Inn , we understand the importance of convenience and comfort during your stay. That's why we offer a range of top-notch facilities to ensure a hassle-free experience for our guests. Stay connected with our complimentary Wi-Fi, available in all rooms and public areas. Whether you need to catch up on work emails or simply browse the web, you can do so effortlessly from the comfort of your room or while lounging in our cozy common areas. Additionally, we offer express check-in and check-out services to save you valuable time. No need to wait in long queues at the reception desk - our efficient staff will ensure a swift and seamless process, allowing you to quickly settle in or depart without any unnecessary delays. To ensure a clean and comfortable environment, our dedicated housekeeping team provides daily cleaning services. Relax and unwind in your room, knowing that it will be meticulously tidied up each day. At Driftwood Inn , we prioritize your convenience and strive to make your stay as enjoyable as possible. Convenient and Complimentary Car Park at Driftwood Inn At Driftwood Inn in Chestertown, Maryland, guests can enjoy the convenience of a complimentary car park. The hotel understands the importance of hassle-free parking, and thus provides a spacious and secure car park free of charge for all guests. Whether you are traveling by car or renting one during your stay, you can rest assured knowing that you won't have to worry about finding a parking spot or paying extra fees. The car park is easily accessible and located just steps away from the hotel entrance, making it incredibly convenient for guests to come and go as they please. With the car park's ample space, you can park your vehicle with ease and have peace of mind knowing it is in a safe and secure area throughout your stay. Experience a stress-free stay at Driftwood Inn , where your comfort and convenience are top priorities. Delightful Dining Experiences at Driftwood Inn At Driftwood Inn , you can indulge in a variety of delightful dining experiences that will tantalize your taste buds and leave you craving for more. With an array of dining facilities available, this charming hotel in Chestertown (MD), United States, ensures that every meal is a memorable one. Start your day off right with a delicious breakfast at the hotel's cozy cafe. Savor freshly brewed coffee, warm pastries, and a selection of delectable breakfast dishes that will energize you for the day ahead. For lunch, head to the onsite restaurant where you can enjoy a mouthwatering selection of local and international cuisine. From fresh seafood to juicy steaks, the menu offers something to satisfy every palate. In the evening, unwind with a drink at the hotel's stylish bar. Whether you prefer a classic cocktail or a glass of fine wine, the bar offers a wide range of beverages to suit your taste. Pair your drink with a selection of tasty bar snacks or indulge in a full dinner at the bar, where you can enjoy a relaxed and casual dining experience. With its diverse dining options, Driftwood Inn ensures that you can savor delicious meals throughout your stay. Whether you're starting your day with a hearty breakfast, enjoying a leisurely lunch, or winding down with a drink and dinner, the hotel's dining facilities are sure to exceed your expectations. Comfortable and Spacious Rooms at Driftwood Inn At Driftwood Inn , guests can choose from a range of comfortable and spacious rooms to suit their needs. The Double Room with Two Double Beds offers ample space, measuring 20 square meters, and features two cozy double beds. Ideal for families or groups of friends, this room provides a relaxing environment for a restful night's sleep. Alternatively, the King Room also measures 20 square meters and offers a luxurious king-sized bed, perfect for couples or solo travelers seeking a comfortable and peaceful stay. With a variety of room options available, Driftwood Inn ensures that every guest can find the perfect accommodation to suit their preferences. Discover the Charm of Chestertown, Maryland Nestled on the banks of the scenic Chester River, Chestertown is a charming town in Maryland that offers a delightful blend of history, natural beauty, and small-town charm. As you wander through the streets of this historic town, you'll be captivated by its well-preserved colonial architecture, picturesque waterfront, and vibrant arts scene. One of the highlights of Chestertown is its rich history. The town was founded in 1706 and is home to Washington College, the tenth oldest college in the United States. History enthusiasts can explore the numerous historic sites, such as the Chestertown Historic District, which features over 250 buildings dating back to the 18th century. Don't miss the opportunity to visit the Geddes-Piper House, a beautifully restored Georgian-style mansion that now serves as a museum. Nature lovers will also find plenty to enjoy in Chestertown. The town is surrounded by scenic beauty, with the Chester River providing opportunities for boating, kayaking, and fishing. Take a leisurely stroll along the Chester River Walk, a waterfront promenade lined with charming shops, restaurants, and art galleries. For a peaceful escape, head to Wilmer Park, a picturesque green space where you can relax and enjoy the stunning views of the river. With its rich history, natural beauty, and vibrant arts scene, Chestertown is a hidden gem that offers a unique and enchanting experience for visitors. Whether you're exploring the historic sites, enjoying outdoor activities, or immersing yourself in the local arts and culture, Chestertown is sure to leave you with unforgettable memories. Convenient Transportation Options from Nearby Airports to Driftwood Inn in Chestertown, MD Traveling to Driftwood Inn in Chestertown, Maryland is a breeze, thanks to its convenient proximity to several airports. The closest major airport is Baltimore/Washington International Thurgood Marshall Airport (BWI), located approximately 70 miles away. From BWI, visitors have several transportation options to reach Driftwood Inn . One of the most popular choices is renting a car, which allows for flexibility and the opportunity to explore the charming surroundings at your own pace. The drive from BWI to Driftwood Inn takes around 1 hour and 30 minutes, and the route offers picturesque views of the Maryland countryside. Another option is to take a taxi or rideshare service from the airport to Driftwood Inn . This hassle-free option is ideal for those who prefer not to drive or navigate unfamiliar roads. The journey typically takes around 1 hour and 30 minutes, depending on traffic conditions. For travelers who prefer public transportation, there are also bus and train options available. Greyhound and Amtrak both offer services from Baltimore to Chestertown, with the journey taking approximately 2 hours. From the Chestertown bus or train station, Driftwood Inn is just a short taxi ride away, making it a convenient choice for those without a car. With multiple transportation options available, getting to Driftwood Inn from nearby airports is a seamless and enjoyable experience, setting the stage for a memorable stay in Chestertown, Maryland. Exploring the Rich History and Artistic Charm of Chestertown Nestled in the heart of Chestertown, Maryland, Driftwood Inn offers a prime location for exploring the area's rich history and vibrant arts scene. Just a short stroll away, visitors will find themselves immersed in the artistic charm of Carla Massoni Gallery. This renowned gallery showcases a diverse collection of contemporary artworks, including paintings, sculptures, and mixed media pieces, by both local and international artists. For history enthusiasts, a visit to Chestertown Railroad Station is a must. This beautifully restored station, dating back to the 19th century, offers a glimpse into the town's railroad heritage. Explore the exhibits and learn about the important role that the railroad played in shaping Chestertown's development. Venture further into the town and discover the picturesque Airy Hill, a serene spot that offers breathtaking views of the surrounding countryside. Take a leisurely hike along the trails, breathe in the fresh air, and soak in the natural beauty of the area. History buffs will also appreciate a visit to the Historical Society of Kent County, where they can delve into the fascinating past of the region. Explore the museum's exhibits, which showcase artifacts and documents that highlight the area's colonial heritage and maritime history. For those seeking a taste of small-town charm, a visit to Gobbler Hill is a must. This quaint neighborhood is filled with charming historic homes, picturesque streets, and friendly locals. Take a leisurely stroll through the area and soak in the peaceful ambiance. Other nearby attractions include the Still Pond Historic District, Churchill Theatre-Community Building, Washington College Inc, Pam Foss Sculpture Gallery, and Bishopton. With so much to explore and discover, Driftwood Inn is the perfect base for immersing yourself in the rich history and artistic charm of Chestertown. A Culinary Adventure Awaits When it comes to dining options, Driftwood Inn is surrounded by a variety of restaurants that will satisfy every craving. Just a short walk away, you can indulge in mouthwatering Italian cuisine at Procolino's Pizza or enjoy a hearty breakfast at Beverly's Family Restaurant. For those seeking a lively pub atmosphere, O'Connor's Pub is the perfect spot to unwind with a cold pint and delicious pub fare. If you're in the mood for some classic American fast food, Pizza Hut and McDonald's are also nearby. For a taste of authentic Mexican cuisine, Plaza Tapatia offers a vibrant dining experience. Blue Heron Cafe is a local favorite, known for its cozy ambiance and delectable dishes. And if you're in need of a caffeine fix, Dunkin' Donuts and Cafe' Sado C-Town are just a stone's throw away. Craving some Chinese food? China House is also conveniently located nearby. With such a diverse range of culinary options, you'll never run out of choices when staying at Driftwood Inn ! Shop 'til You Drop in Chestertown Located in the heart of Chestertown, Driftwood Inn offers easy access to a variety of charming shopping landmarks. Just steps away from the hotel, you'll find Gabriel Designs, a boutique store that showcases unique home decor and accessories. For those looking to add a touch of elegance to their living spaces, The Finishing Touch is a must-visit, offering a curated selection of high-end furnishings and interior design services. Art enthusiasts will delight in exploring Art on High, a local gallery featuring works by talented artists from the area. If you're in search of whimsical gifts and eclectic treasures, Twigs & Teacups is the perfect destination, with its collection of handmade crafts and vintage finds. For bookworms, Poor Richards of Chestertown is a haven, offering a wide range of new and used books to satisfy any literary craving. And don't forget to stop by Book Plate, a charming independent bookstore known for its cozy atmosphere and carefully curated selection of titles. With these shopping landmarks just a stone's throw away, Driftwood Inn is the ideal base for a memorable shopping spree in Chestertown. Affordable Luxury at Driftwood Inn in Chestertown When it comes to finding the perfect accommodation in Chestertown, Driftwood Inn offers a delightful blend of luxury and affordability. With an average price of just $79 per room, Driftwood Inn stands out as a budget-friendly option that doesn't compromise on quality. Compared to the average price of a hotel room in Chestertown, which is $140, Driftwood Inn provides exceptional value for money. Guests can enjoy all the comforts and amenities they desire without breaking the bank. From cozy and well-appointed rooms to friendly and attentive staff, Driftwood Inn ensures a memorable stay for every guest. Whether you're visiting Chestertown for business or leisure, Driftwood Inn offers an unbeatable combination of affordability and comfort. Don't miss out on the opportunity to experience this hidden gem in the heart of Chestertown at a fraction of the average price. Book your stay at Driftwood Inn today and discover the perfect blend of luxury and affordability. A Tranquil Retreat with Rave Reviews Escape to the picturesque town of Chestertown and experience the charm of Driftwood Inn , a hidden gem that has been receiving rave reviews from its delighted guests. With an average rating of 8.0 for its prime location, this inn is perfectly situated to offer a peaceful and rejuvenating stay. Nestled amidst the scenic beauty of Chestertown, guests can enjoy breathtaking views of the surrounding countryside and indulge in a tranquil retreat away from the hustle and bustle of city life. At Driftwood Inn , guests are treated to impeccable service and warm hospitality, as reflected in the consistently high ratings for cleanliness and facilities, both scoring a solid 6.0. The inn takes pride in maintaining a pristine environment, ensuring that every corner is spotless and inviting. From the well-appointed rooms to the well-maintained common areas, every aspect of the inn exudes a sense of cleanliness and attention to detail. Additionally, the facilities provided are designed to cater to every guest's needs, ensuring a comfortable and convenient stay. What truly sets Driftwood Inn apart is its exceptional value. With a remarkable rating of 6.0 for value, guests can rest assured that they are getting the most out of their stay. The inn offers affordable rates without compromising on quality, making it an ideal choice for budget-conscious travelers seeking a memorable experience. From the cozy rooms to the friendly staff, every aspect of Driftwood Inn ensures that guests feel like they are receiving excellent value for their money. Whether you are visiting Chestertown for a weekend getaway or a longer stay, Driftwood Inn is the perfect destination to relax, unwind, and create lasting memories.

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