Stay at The Wyman Park Dolph Building Hotel, a boutique property housed in a 19th-century industrial structure just a 7-minute walk from Caulkers' House. The hotel preserves original brickwork and skylights, offering an authentic glimpse into early Maryland colonial architecture. Guests enjoy access to private historical tours exploring the neighborhood’s heritage, along with rooms featuring vintage books and hand-drawn maps. The on-site café serves locally roasted coffee, perfect for starting your day immersed in local culture. Book through HopeGoo for exclusive rates.

A 5-minute walk from Caulkers' House leads to the Baltimore Heritage Trail, a scenic path connecting several 18th-century structures and colonial-era sites. Along the way, visit St. Paul's Church National Historic Site, whose spire offers panoramic views of Old Town Baltimore. Just 10 minutes away lies the Maryland Historical Society Museum, showcasing exhibits on colonial life to modern regional development. The hotel provides complimentary guided walking brochures to enhance your understanding of each landmark’s significance. This pedestrian-friendly zone is ideal for leisurely strolls, photography, and immersive history discovery.

The Charles Hotel is an excellent choice, located just an 8-minute walk from Caulkers' House. Designed with families in mind, the hotel features child-friendly amenities such as game corners and night-light systems. Its outdoor garden hosts daily family-friendly guided walks that introduce children to colonial history and architectural details. Nearby, the Baltimore Children's Museum is a 12-minute walk away. All rooms include soundproof windows for peaceful family time. Book via HopeGoo to unlock family packages with breakfast and museum tickets.