New Businesses

Main Street Chestertown welcomes two new businesses to downtown Chestertown. Tish Fine Art Plus and Diane Rappisi Fine Art have both recently opened art spaces. Please show them a warm welcome!

Chestertown is a great place to own and operate a business. If you are interested in becoming the next new shop in town, check out our “Doing Business” page for helpful info.


Tish Fine Art Plus is now open at 343 High Street! Owned by Paul and Inez Santori. Paul’s work will be prominently featured, and they will also curate the work of other artists to show in the space. They plan on having live music on First Fridays and at other times. To find out when, follow their Facebook page.

The gallery is now open Thursday, Friday and Sunday from 12 – 5 p.m. and Saturdays 9 a.m. -5 p.m., and 6-7 p.m., with extended hours on First Fridays. Stop by to welcome them to town and find a great piece of art or jewelry to take home!


Diane Rappisi Fine Art has also opened in downtown Chestertown. Located at 298 Cannon St., you can access the location behind Chesapeake Bank. Diane’s teaching studio and gallery will be open by appointment, but you can stop in during this Saturday’s Art Crawl 10 a.m. – 5 p.m.

For more information, or to sign up for one of her upcoming classes click here.