The Chester is lovely. We spent our honeymoon here—excellent decor, spacious rooms, very clean. Host was quick to respond, and check-in/out was a breeze. 10/10 would stay again.
One of my favorite hotels! Amazing location, beautiful design, cozy bed, quality bathroom products. No notes—would absolutely stay here again.”
The Chester was beautiful, charming, and extremely clean. Comfortable bedding, close to the Orange Line, and felt very safe. Host was friendly and helpful.
A darling South End gem! Beautiful building, spacious bathroom, perfect for two. Ideal location near Italian spots and cafes. Perfect for a girls’ weekend!
Beautiful room in a great location. Walkable to everything we wanted. Bed and sofa bed were comfortable, and decor was fresh and stylish.
Beautiful apartment in the best location—easy access to everything, walkable, and close to transit. Excellent, responsive host. 10/10 recommend!
About
Welcome to The Chester, a boutique hotel in Boston’s historic Chester Square neighborhood of The South End. This beautifully restored brownstone blends modern luxury with vintage charm. Each uniquely designed room captures the essence of classic elegance with contemporary touches, offering a refined stay in Boston’s vibrant South End.