The 30 Best Small town lodging in Maryland

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The Blackwall Barn & Lodge is a charming and cozy establishment located in Gambrills, Maryland. Situated at 329 Gambrills Road, this institution offers a unique blend of a bar, food, and restaurant experience. With a rustic lodge atmosphere and a welcoming barn-style interior, guests can enjoy a delicious meal or relax with a drink in a comfortable setting. The menu features a variety of mouthwatering dishes made with fresh, locally sourced ingredients, as well as a wide selection of beverages to choose from. Whether you're looking for a casual dining experience, a night out with friends, or a special event venue, The Blackwall Barn & Lodge has something for everyone.

Town Hill Bed & Breakfast is a charming lodging establishment located at 31101 National Pike Northeast in Little Orleans, Maryland, United States. Nestled in a picturesque setting, this cozy bed and breakfast offers guests a peaceful retreat in the countryside. The beautifully decorated rooms provide a comfortable and inviting atmosphere for guests to relax and unwind. Guests can enjoy a delicious homemade breakfast each morning and take in the stunning views of the surrounding hills. Whether you are looking for a romantic getaway or a quiet escape, Town Hill Bed & Breakfast is the perfect destination for a memorable stay.

Carpenter Street Cottage is a charming lodging located at 106 Carpenter Street in the historic town of Saint Michaels, Maryland, United States. This cozy cottage offers a peaceful retreat for guests looking to relax and unwind in a picturesque setting. The cottage features comfortable accommodations, a fully equipped kitchen, and a private outdoor space perfect for enjoying the beautiful surroundings. With its convenient location near local attractions, shops, and restaurants, Carpenter Street Cottage is the ideal choice for a memorable stay in Saint Michaels.

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.

The Yellow Rose of Talbot Bed and Breakfast is a charming lodging located at 8280 Gannon Circle in Easton, Maryland, United States. This cozy and welcoming establishment offers a peaceful retreat for guests looking to relax and unwind in a beautiful setting. The bed and breakfast features comfortable accommodations, delicious breakfast options, and a warm and inviting atmosphere. Whether you are visiting for a romantic getaway, a weekend escape, or a business trip, The Yellow Rose of Talbot Bed and Breakfast is the perfect choice for your stay in Easton.

Nichols House is a charming lodging establishment located at 217 South Morris Street in the picturesque town of Oxford, Maryland, United States. This historic building offers a cozy and comfortable retreat for guests looking to experience the beauty and tranquility of the Eastern Shore. The Nichols House is known for its warm hospitality, elegant decor, and convenient location near local attractions and waterfront views. Whether you are visiting for a weekend getaway or a longer stay, Nichols House provides a welcoming and relaxing atmosphere for all travelers.

Welcome to George Brooks House Bed & Breakfast, a charming lodging located at 24500 Rolles Range Road in the picturesque town of Saint Michaels, Maryland, United States. Our historic property offers comfortable accommodations, delicious breakfasts, and warm hospitality in a tranquil setting. Enjoy a relaxing stay in one of our well-appointed rooms, each uniquely decorated with a blend of modern amenities and classic charm. Whether you're exploring the nearby attractions or simply unwinding in our beautiful garden, George Brooks House Bed & Breakfast is the perfect retreat for your next getaway.