TOP 30 Best Historic town stay in Maryland

Experience the charm and beauty of St Michaels, Maryland with a historic vacation at this stunning property on Green Street. This real estate and travel agency offers a unique opportunity to stay in a beautifully preserved historic home in one of America's most picturesque towns. Immerse yourself in the rich history and culture of the area, while enjoying modern amenities and luxurious accommodations. Whether you're looking for a romantic getaway or a family vacation, A Historic St Michaels Vacation is the perfect destination for your next trip. Book your stay today and create memories that will last a lifetime.

Old Towne Manor is a charming and historic institution located at 1546 East Oldtown Road in Cumberland, Maryland. Nestled in the heart of the Old Town district, this elegant manor offers a unique blend of modern amenities and old-world charm. With its picturesque surroundings and convenient location, Old Towne Manor is the perfect destination for those seeking a peaceful and relaxing retreat. Whether you are looking for a romantic getaway or a cozy family vacation, this institution provides a warm and welcoming atmosphere for all guests. Experience the beauty and tranquility of Cumberland at Old Towne Manor.

The Inn at Tacaro Estate is a charming lodging establishment located at 6220 Town Point Road in Tracys Landing, Maryland, United States. Nestled in a picturesque setting, this historic inn offers guests a peaceful retreat surrounded by nature. The Inn at Tacaro Estate boasts comfortable accommodations, personalized service, and a warm, inviting atmosphere. Whether you're looking for a relaxing getaway or a romantic escape, this quaint inn is the perfect choice for your next stay in Maryland.

Old Town Apartments is a charming accommodation located at 2601 Philadelphia Avenue in Ocean City, Maryland, United States. Situated in the heart of the historic Old Town neighborhood, this apartment complex offers a cozy and comfortable stay for guests looking to explore the local attractions and beaches nearby. The apartments are well-equipped with modern amenities and feature a homely atmosphere, making it the perfect choice for both short and long-term stays. With its convenient location and friendly staff, Old Town Apartments is the ideal choice for travelers looking for a relaxing and enjoyable experience in Ocean City.

The Brookeville Historic District, located at 5 High Street in Brookeville, Maryland, was founded in 1794 by Richard Thomas, Jr. and his wife Deborah Brooke Thomas. This 19th-century rural settlement is of great historical significance, situated approximately 18 miles north of Washington, DC. The town covers about 60 acres and is home to 55 individual properties with an estimated population of 135 residents. During the War of 1812, Brookeville played a crucial role as a refuge for residents fleeing the burning of Washington, DC by British forces. On August 26, 1814, President James Madison sought shelter in Brookeville after leaving the capital ahead of the British troops. His brief stay in the town earned Brookeville the title of "U.S. Capital for a Day", a legacy that is still proudly celebrated today.

Calico Rocks Campsite is a picturesque campground located along the Canal Towpath in Point of Rocks, Maryland, United States. This campsite is part of the Chesapeake and Ohio Canal National Historical Park, offering visitors a chance to explore historical, natural, and recreational treasures. The campsite is situated within the 184.5 mile long linear park that stretches between Washington, DC, and Cumberland, Maryland. It is a perfect spot for those looking to spend a night under the stars while enjoying the beauty of the C&O Canal.

The Inn Berlin is a charming lodging establishment located at 15 Harrison Avenue in Berlin, Maryland, United States. This historic inn offers a cozy and comfortable retreat for guests looking to explore the quaint town of Berlin and its surrounding attractions. The Inn Berlin features beautifully decorated rooms, friendly staff, and a convenient location within walking distance of shops, restaurants, and local landmarks. Whether you are visiting for a weekend getaway or an extended stay, The Inn Berlin provides a welcoming atmosphere and a memorable experience for all guests.

Antietam's Jacob Rohrbach Inn is a historic lodging located at 138 West Main Street in Sharpsburg, Maryland, United States. This charming inn offers guests a unique and inviting stay in a beautifully restored 19th-century home. The inn is situated near the historic Antietam Battlefield, making it an ideal destination for history enthusiasts and nature lovers alike. Guests can relax in cozy rooms, enjoy delicious homemade breakfasts, and explore the quaint town of Sharpsburg. With its warm hospitality and convenient location, Antietam's Jacob Rohrbach Inn is the perfect place to experience the beauty and history of Maryland.

The Inn At Antietam is a charming lodging establishment located at 220 East Main Street in the historic town of Sharpsburg, Maryland. Situated in close proximity to the Antietam National Battlefield, guests can enjoy a peaceful and picturesque setting while exploring the area's rich history. The inn offers comfortable accommodations, warm hospitality, and modern amenities to ensure a pleasant stay for guests. Whether visiting for a weekend getaway or a historical tour, The Inn At Antietam provides a cozy retreat in a beautiful and convenient location.

The Log Canoe Inn is a charming lodging located at 208 Carpenter Street in the historic town of Saint Michaels, Maryland. This cozy inn offers comfortable accommodations in a picturesque setting, perfect for a relaxing getaway. Guests can enjoy the quaint surroundings and easy access to local attractions, restaurants, and shops. Whether you're looking for a romantic retreat or a family vacation, the Log Canoe Inn provides a welcoming and cozy atmosphere for a memorable stay.

The 1828 Trail Inn Bed & Breakfast is a charming lodging establishment located at 10 West Main Street in Hancock, Maryland, United States. This historic inn offers cozy and comfortable accommodations for guests looking to explore the picturesque surroundings of the area. With its quaint decor and warm hospitality, the 1828 Trail Inn Bed & Breakfast provides a relaxing retreat for travelers seeking a peaceful getaway. Enjoy a delicious breakfast in the morning before setting out to explore the nearby hiking trails and scenic attractions. Experience the beauty of Hancock while staying at this lovely bed and breakfast.

Gibson's Inn of Annapolis is a charming lodging establishment located at 110 Prince George Street in the historic city of Annapolis, Maryland, United States. This cozy inn offers a comfortable and welcoming atmosphere for guests looking to explore the beauty and history of the area. With its convenient location near popular attractions, shops, and restaurants, Gibson's Inn is the perfect home base for visitors to Annapolis. Whether you are in town for business or pleasure, you will find everything you need for a relaxing stay at Gibson's Inn of Annapolis.

Located in Chestertown, Maryland, the Brampton Bed and Breakfast Inn offers comfortable and luxurious accommodations on 35 acres of landscaped gardens, meadows, and forest. With thirteen unique accommodations, including rooms in the manor house and private cottages, each room is carefully appointed with private en-suite bathrooms, luxury linens, smart TVs, and fast wireless internet. Enjoy a romantic retreat with amenities such as wood-burning fireplaces and modern ensuite bathrooms. The historic Brampton Inn, built in 1860 and listed on the National Registry of Historic Places, is a short distance from the quaint town of Chestertown and Washington College. Experience gourmet dining on the beautiful Renaissance Garden terrace or indulge in curated experiences such as a couples' float spa session or a private vineyard tour with wine tasting.

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.

Wades Point Inn On The Bay is a charming waterfront lodging located at 10090 Wades Point Road in McDaniel, Maryland, United States. This peaceful retreat offers stunning views of the bay and a tranquil atmosphere perfect for relaxation and rejuvenation. The inn features comfortable accommodations, delicious breakfast options, and warm hospitality from the friendly staff. Guests can also enjoy activities such as kayaking, biking, and exploring the nearby towns. Whether you're looking for a romantic getaway or a peaceful escape, Wades Point Inn On The Bay is the perfect destination for your next vacation.

The Oxford Inn is a charming historic lodging located at 504 South Morris Street in Oxford, Maryland, United States. Built in 1880, this inn features 9 cozy bedrooms and an Italian restaurant serving delicious homemade pasta and entrees. Situated at the head of Town Creek, guests can enjoy a leisurely stroll down South Morris Street, one of the oldest streets in America. Experience the old-world charm of downtown Oxford and escape the hustle and bustle of modern life. Explore the picturesque surroundings of Maryland's Eastern Shore and take in the beauty of the area. Whether you're looking for a relaxing getaway or a romantic retreat, the Oxford Inn offers a peaceful and welcoming atmosphere for all guests.

Welcome to Victoriana Inn, a charming waterfront bed and breakfast located in the historic district of St. Michaels, Maryland. Ted and Heidi, along with their English Retriever Sailor, invite you to experience the warm and welcoming atmosphere of their inn. With over 30 years of experience in the luxury hotel industry, Ted and Heidi have created a peaceful retreat where guests can relax and unwind. Each of our guest rooms features a private bath and a comfortable king or queen bed, ensuring a restful night's sleep. Enhance your stay with one of our special packages, designed to make your visit unforgettable. From boating excursions to carriage rides, there is no shortage of activities to enjoy in St. Michaels.

Located at 1 North Main Street in Boonsboro, Maryland, Inn BoonsBoro offers a unique blend of boutique hotel luxury and cozy bed and breakfast charm. Guests can enjoy exploring the historic town of Boonsboro, with its quaint shops and local art galleries, or simply relax and immerse themselves in the rich 200-year history of the Inn. Whether you're a history buff, a book lover, or simply seeking a peaceful retreat, Inn BoonsBoro has a variety of getaway packages to suit your interests. Don't forget to check out the Inn's merchandise at Gifts Inn BoonsBoro, located just across the street. With its prime location in an area steeped in American history, a stay at Inn BoonsBoro is sure to be a memorable experience that you'll cherish for years to come.

The Inn at Norwood, located at 7514 Norwood Avenue in Sykesville, Maryland, offers luxury rooms and extended stays for visitors looking for a comfortable and convenient place to stay. This family-owned business has been a part of the community since 2000, providing unique accommodations for various needs. Whether you are visiting the area, in between homes, on temporary assignment, or going through a life transition, the Inn at Norwood offers flexible rental options for as little as two weeks or as long as one year. The rooms and apartments have been updated with modern interiors and amenities, while still maintaining the historical charm of the exterior.

The Monkton Hotel, located at 1900 Monkton Road in Monkton, Maryland, is a historic landmark with a rich history dating back to 1858. Originally built as a stop along the North Central Railway, the hotel now offers short and long-term rentals, a cozy cafe serving delicious pastries from Stone Mill bakery, coffee from Zeke's, and ice cream from Taharka Brothers. Guests can also enjoy Belgian waffles, smoothies, soups, and more. In addition to the cafe, The Monkton Hotel offers bike and tube rentals for visitors to explore the nearby Gunpowder River and trail. The hotel has a mix of long-term tenants and rooms available for overnight stays, making it a perfect retreat for city residents looking to escape the hustle and bustle.

The Center for Vein Restoration (CVR) in Greenbelt, Maryland, is a premier facility dedicated to the diagnosis and treatment of vein diseases. With a highly experienced team led by Dr. Vinay Satwah, the clinic specializes in managing conditions such as varicose veins, spider veins, deep vein thrombosis (DVT), and other vein-related issues stemming from chronic venous insufficiency. The board-certified physicians at CVR are globally recognized experts, known for their contributions as authors, lecturers, and trainers in the field of vein disease treatment. Commitment to Patient Care:

Center for Vein Restoration (CVR) is proud to serve patients at our Greenbelt vein clinic. The physicians and staff at CVR Greenbelt have decades of collective experience treating symptoms of vein diseases such as varicose veins, spider veins, deep vein thrombosis (DVT), and other vein conditions related to chronic venous insufficiency. Expert Team:

The Inn at Leonardtown, Ascend Hotel Collection is a charming lodging option located at 41655 Park Avenue in the historic town of Leonardtown, Maryland, United States. This boutique hotel offers comfortable and stylish accommodations, perfect for both leisure and business travelers. The Inn features modern amenities, personalized service, and a convenient location near local attractions, shops, and restaurants. Guests can enjoy a relaxing stay in a peaceful setting, with easy access to the beauty and charm of Southern Maryland. Whether you're visiting for a weekend getaway or a business trip, The Inn at Leonardtown offers a welcoming and memorable experience for all guests.

Deep Creek Lake Information is a travel agency located at 15 Visitors Center Drive in McHenry, Maryland, United States. This institution offers a wide range of activities for visitors to enjoy during the spring season in Garrett County, including kayaking, fishing, horseback riding, hiking, biking, whitewater rafting, and more. Guests can take advantage of special offers such as staying 3 nights for the price of 2 at select properties and receiving discounts at Deep Creek Pottery. The area also boasts attractions such as boating, wineries, golf courses, and alpaca farms. Visitors can explore small towns, museums, and historic sites, such as the Oakland B&O Museum. With easy highway access, the region is conveniently located just a few hours' drive from major cities like Baltimore, Pittsburgh, and Washington, D.C. Whether you're seeking adventure or relaxation, Garrett County offers something for everyone in every season. Plan your trip with the help of Deep Creek Lake Information's electronic Visitors Guide and Activities Guide, and don't miss out on upcoming events and festivals in the area. Start your Deep Creek Experience with a virtual reality tour and discover all that this beautiful region has to offer.

River House Inn is a charming lodging establishment located at 201 East Market Street in the historic town of Snow Hill, Maryland, United States. Nestled along the Pocomoke River, this quaint inn offers guests a peaceful and scenic retreat. The rooms are cozy and comfortable, with modern amenities for a relaxing stay. Guests can enjoy a delicious breakfast in the morning and unwind on the porch overlooking the river in the evening. With its picturesque setting and warm hospitality, River House Inn is the perfect destination for a tranquil getaway.

The Atlantic Hotel is a charming lodging establishment located at 2 South Main Street in the historic town of Berlin, Maryland, United States. This elegant hotel offers a unique blend of modern amenities and old-world charm, making it the perfect destination for travelers seeking a relaxing and comfortable stay. With its cozy rooms, friendly staff, and convenient location near local attractions, the Atlantic Hotel provides guests with a memorable and enjoyable experience during their visit to the Eastern Shore.

The Old Brick Inn is a charming lodging establishment located at 401 South Talbot Street in the historic town of Saint Michaels, Maryland, United States. This historic inn offers a cozy and inviting atmosphere, with beautifully decorated rooms featuring traditional brick walls and antique furnishings. Guests can enjoy a peaceful retreat in the heart of this picturesque town, just steps away from local shops, restaurants, and attractions. With its warm hospitality and convenient location, the Old Brick Inn is the perfect choice for a relaxing getaway on Maryland's Eastern Shore.

The Parsonage Inn is a charming lodging establishment located at 210 North Talbot Street in the picturesque town of Saint Michaels, Maryland, United States. This historic inn offers a cozy and inviting atmosphere for guests to relax and unwind during their stay. With comfortable accommodations and friendly hospitality, The Parsonage Inn is the perfect choice for travelers looking for a peaceful retreat in a beautiful setting. Whether you're visiting for a weekend getaway or a longer vacation, you'll feel right at home at The Parsonage Inn.

Holiday Inn Express & Suites Brunswick - Harpers Ferry Area, an IHG Hotel is a comfortable and convenient lodging option located at 1501 Village Green Way in Brunswick, Maryland, United States. This hotel offers a range of amenities including complimentary breakfast, free Wi-Fi, a fitness center, and an indoor pool. The rooms are spacious and well-appointed, making it the perfect choice for both leisure and business travelers. With its close proximity to Harpers Ferry National Historical Park and other local attractions, this hotel is the ideal base for exploring the area. Whether you're in town for a weekend getaway or a longer stay, Holiday Inn Express & Suites Brunswick - Harpers Ferry Area provides a welcoming and relaxing environment for all guests.

St. Michaels Harbour Inn, Marina & Spa is a luxurious year-round lodging option situated on the historic harbor of St. Michaels, Maryland. Easily accessible by both land and water, this institution is a convenient choice for travelers coming from major cities like Washington, D.C., Baltimore, Philadelphia, Richmond, and New York. The charming town of St. Michaels, known as the "heart and soul of the Chesapeake Bay," provides the perfect backdrop for a spontaneous overnight stay or a relaxing vacation. With its rich maritime history, picturesque waterways for kayaking, boutique shopping, antique hunting, and delicious seafood dining options, there is something for everyone to enjoy in this vintage port town.