Bed and Breakfast in Chestertown, MD

108Annex, a guesthouse in Chestertown's Arts & Entertainment District, offers a prime location steps from downtown restaurants and shops.
This self-catering apartment features a queen bedroom with en-suite bathroom, a living/dining area, a well-equipped kitchenette with coffee maker, and a private patio overlooking a garden; it sleeps two guests and includes air conditioning, parking, and keyless entry.

This 3-bedroom flat is located in a peaceful residential area of Chestertown, offering convenient access to local shops and dining within 1 kilometre.
This pet-friendly accommodation sleeps up to six guests and features a private entrance, a walk-in bathroom, a kitchenette with a microwave and mini-fridge, and a gas fireplace.

This charming three-storey house is situated in Chestertown's historic district, just across the street from Washington College and a short walk from High Street. The accommodation has consistently received excellent ratings from previous guests for its cleanliness, location, and overall experience.
The entire third floor is dedicated to a spacious guest suite, comfortably accommodating up to four guests. The suite features a king-size four-poster bed, a separate sitting room with an LCD TV and a trundle daybed, a private screened porch, and modern amenities like a mini-fridge, microwave, and coffee/tea bar.

The Brampton Bed and Breakfast Inn is located on Maryland's Eastern Shore, a short distance from Chestertown's centre and Washington College, offering a peaceful escape in the beautiful Maryland countryside. The B&B has consistently received excellent ratings for its location, cleanliness, and overall user experience.
This charming 19th-century inn can accommodate up to two guests in its single bedroom and bathroom. Enjoy a range of amenities including a spa, a terrace, a garden, and a restaurant, perfect for a relaxing and enjoyable stay.

The Brampton Bed and Breakfast Inn is located on Maryland's Eastern Shore, a short distance from Chestertown's centre and Washington College, offering a peaceful escape in the beautiful Maryland countryside. The B&B has consistently received excellent ratings for its location, cleanliness, and overall user experience.
This charming 19th-century inn can accommodate up to two guests in its single bedroom and bathroom. Enjoy a range of amenities including a spa, a terrace, a garden, and a restaurant, perfect for a relaxing and enjoyable stay.

The Brampton Bed and Breakfast Inn is located on Maryland's Eastern Shore, a short distance from Chestertown's centre and Washington College, offering a peaceful escape in the beautiful Maryland countryside. The B&B has consistently received excellent ratings for its location, cleanliness, and overall user experience.
This charming 19th-century inn can accommodate up to two guests in its single bedroom and bathroom. Enjoy a range of amenities including a spa, a terrace, a garden, and a restaurant, perfect for a relaxing and enjoyable stay.

108Annex, a guesthouse in Chestertown's Arts & Entertainment District, offers a prime location steps from downtown restaurants and shops.
This self-catering apartment features a queen bedroom with en-suite bathroom, a living/dining area, a well-equipped kitchenette with coffee maker, and a private patio overlooking a garden; it sleeps two guests and includes air conditioning, parking, and keyless entry.

This charming three-storey house is situated in Chestertown's historic district, just across the street from Washington College and a short walk from High Street. The accommodation has consistently received excellent ratings from previous guests for its cleanliness, location, and overall experience.
The entire third floor is dedicated to a spacious guest suite, comfortably accommodating up to four guests. The suite features a king-size four-poster bed, a separate sitting room with an LCD TV and a trundle daybed, a private screened porch, and modern amenities like a mini-fridge, microwave, and coffee/tea bar.

108Annex, a guesthouse in Chestertown's Arts & Entertainment District, offers a prime location steps from downtown restaurants and shops.
This self-catering apartment features a queen bedroom with en-suite bathroom, a living/dining area, a well-equipped kitchenette with coffee maker, and a private patio overlooking a garden; it sleeps two guests and includes air conditioning, parking, and keyless entry.

The Brampton Bed and Breakfast Inn is located on Maryland's Eastern Shore, a short distance from Chestertown's centre and Washington College, offering a peaceful escape in the beautiful Maryland countryside. The B&B has consistently received excellent ratings for its location, cleanliness, and overall user experience.
This charming 19th-century inn can accommodate up to two guests in its single bedroom and bathroom. Enjoy a range of amenities including a spa, a terrace, a garden, and a restaurant, perfect for a relaxing and enjoyable stay.

The Brampton Bed and Breakfast Inn is located on Maryland's Eastern Shore, a short distance from Chestertown's centre and Washington College, offering a peaceful escape in the beautiful Maryland countryside. The B&B has consistently received excellent ratings for its location, cleanliness, and overall user experience.
This charming 19th-century inn can accommodate up to two guests in its single bedroom and bathroom. Enjoy a range of amenities including a spa, a terrace, a garden, and a restaurant, perfect for a relaxing and enjoyable stay.

This 3-bedroom flat is located in a peaceful residential area of Chestertown, offering convenient access to local shops and dining within 1 kilometre.
This pet-friendly accommodation sleeps up to six guests and features a private entrance, a walk-in bathroom, a kitchenette with a microwave and mini-fridge, and a gas fireplace.

This charming three-storey house is situated in Chestertown's historic district, just across the street from Washington College and a short walk from High Street. The accommodation has consistently received excellent ratings from previous guests for its cleanliness, location, and overall experience.
The entire third floor is dedicated to a spacious guest suite, comfortably accommodating up to four guests. The suite features a king-size four-poster bed, a separate sitting room with an LCD TV and a trundle daybed, a private screened porch, and modern amenities like a mini-fridge, microwave, and coffee/tea bar.

108Annex, a guesthouse in Chestertown's Arts & Entertainment District, offers a prime location steps from downtown restaurants and shops.
This self-catering apartment features a queen bedroom with en-suite bathroom, a living/dining area, a well-equipped kitchenette with coffee maker, and a private patio overlooking a garden; it sleeps two guests and includes air conditioning, parking, and keyless entry.