Chesapeake Trading Company

Chesapeake Trading Company From casual chic women’s & men’s apparel, jewelry and home decor, books and more. St. Michaels, MD. has been a charted destination in St. Open daily all year.

From casual chic women’s & men’s apparel, jewelry and home goods to current books and music, Chesapeake Trading Co. Michaels for over 20 years and is a traditional favorite for locals and visitors alike.

Great new arrivals from Smith and Quinn. The red, white, and blue will be perfect for your wardrobe this summer!
06/04/2026

Great new arrivals from Smith and Quinn. The red, white, and blue will be perfect for your wardrobe this summer!

New Z Supply arrivals great for summer beach vacations!
05/14/2026

New Z Supply arrivals great for summer beach vacations!

These Capucine De Wulf trunk show prices are just a few of the many beautiful prices we have available!
04/23/2026

These Capucine De Wulf trunk show prices are just a few of the many beautiful prices we have available!

Strangers: A Memoir of Marriage… A story about love, loss, and finding yourself again.
04/09/2026

Strangers: A Memoir of Marriage… A story about love, loss, and finding yourself again.

Gorgeous new spring arrivals from Elizabeth James! With beautiful patterns, flowy styles, and fun colors these pieces ar...
03/28/2026

Gorgeous new spring arrivals from Elizabeth James! With beautiful patterns, flowy styles, and fun colors these pieces are a great staple in your spring wardrobe.

03/17/2026

Come visit our sale room! All items are $40!! (originally priced up to $200)

Smith and Quinn’s Boatyard Button Down is among our new men’s arrivals for spring!
03/07/2026

Smith and Quinn’s Boatyard Button Down is among our new men’s arrivals for spring!

Tyler Boe’s beautiful spring pieces are here! Elegant silhouettes, vibrant colors, and thoughtful details that will elev...
02/28/2026

Tyler Boe’s beautiful spring pieces are here! Elegant silhouettes, vibrant colors, and thoughtful details that will elevate your wardrobe.

Gretchen Scott spring styles are here! Fresh colors, beautiful prints, and pieces you can love all season long.
02/13/2026

Gretchen Scott spring styles are here! Fresh colors, beautiful prints, and pieces you can love all season long.

Our new arrivals from the brand Fifteen Twenty! Classic everyday pieces designed to make you look and feel your best. ...
02/01/2026

Our new arrivals from the brand Fifteen Twenty! Classic everyday pieces designed to make you look and feel your best.

Address

102 S Talbot Street
Saint Michaels, MD
21663

Opening Hours

Monday 10am - 6pm
Tuesday 10am - 6pm
Wednesday 10am - 6pm
Thursday 10am - 6pm
Friday 10am - 6pm
Saturday 10am - 6pm
Sunday 10am - 6pm

Telephone

+14107459797

Website

Alerts

Be the first to know and let us send you an email when Chesapeake Trading Company posts news and promotions. Your email address will not be used for any other purpose, and you can unsubscribe at any time.

Contact The Business

Send a message to Chesapeake Trading Company:

Shortcuts

Share

Category