Holiday House Tour

December 7, 10 am – 2 pm


Eight homeowners will welcome visitors in the heart of Chestertown’s historic district and close to the Chester River waterfront.

Custom wreaths by the Chestertown and All Seasons Garden Clubs and live music complete the merry atmosphere of this distinctively Dickens house tour. Guests are free to tour the homes in any order during the four open hours and there will be ample time to partake of the day’s other fun, food and festivities both during and after the tour.

The Federal style Nicholson House (circa 1788) will be open to guests for the first time in several years by the new owners. Their first holiday celebration in Chestertown includes a remarkable antique operating train exhibit, a menorah-filled Hanukkah display and a festive Lemax Victorian Christmas village.

Wroth-Wade House reflects the residents’ love of wine and their native Ecuador. Built in 1903, this magnificent Victorian-style home features original oak paneling, arched oak central hall doorways, original oak pocket doors and 10-foot ceilings, complemented by large porches and gardens.

A surprising discovery of 1884 Baltimore American newspapers under the floorboards dates the construction of this lovely Victorian home to 1884, possibly for a ship’s captain as evidenced by the pointed bay windows that mimic a ship’s prow. The owners have decorated their home with artwork by some of Chestertown’s talented local artists.

Built in 1769 for one of Chestertown’s most prominent families, the Wallis-Wickes House and its gardens remain one of the true treasures of Chestertown. This monumental Georgian-style mansion was beautifully restored by former owners and is meticulously maintained by the current owners.

This charming frame home was built in 1877 and once housed a store in the historically African American community of Hicks Court. The home is depicted in a painting by the late Carmen Ford, who was affiliated with the Harlem Renaissance. The carefully redesigned floor plan is a model for modern in-town living.

One of Chestertown’s oldest wooden houses, the Bolton House (circa 1759) was carefully restored and preserved to maintain the historic layouts. The current owners are dedicated to maintaining its wonderful historic character, including painting the exterior a period-correct red.

The owners of this Craftsman Foursquare style residence (circa 1915) moved to Chestertown from a farm where they bred and showed carriage horses. Their recent remodeling includes an art deco bathroom and features artwork that reflects their Texas roots, foreign residences and love of horses.

Built in 2007, this Colonial Revival home was designed with sensitivity to its historic environs. Today its interior decor reflects the new owners’ love of the sea, and its recent renovation features a light-filled, open floor plan that flows seamlessly into a tranquil garden where guests are welcome to stroll.


Tickets: $30.

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