About Workingman’s Store

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The Total Image & Workingman’s Store

The Workingman’s Store originated in 1936 as a small shop in Old Town Winchester.  They catered to the workingman, and built a reputation for carrying quality name brand work clothing and boots at competitive prices. As business grew, they moved to their present location on Boscawen St. and expanded to include a large assortment of ladies, men’s, children’s, big and tall apparel, jeans, and boots in both casual and western styles.  With a new image, they decided to change the name to Total Image but customers continued to call them Workingman’s, so today they go by The Total Image and Workingman’s Store.


Locally owned, it has been in the Ambrogi family for over 40 years. Today, Debbie runs the business along with her long time and dedicated work family that she attributes to their continued success.  Jo Ellen has been with them 30 plus years, Rachael over 20 years, Autumn over 9 years, and Richie worked 2 years in high school, and then rejoined them 5 years ago. And Pati, who worked for Mr. Ambrogi when he bought the business, and continues to help each Christmas!


We are one of the area’s most unique stores, with something for everyone. You won’t believe it until you experience it for yourself!  Our warm and friendly atmosphere will make you feel right at home, and our awesome sales staff will go out of their way to ensure you have a great shopping experience.  Come discover why so many of our loyal customers repeatedly say, “This is my favorite store!”

Original Workingman's store

Future Total Image & Workingman's store location

Current Total Image & Workingman's store 325 West Boscawen Street, Winchester, VA 22601

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Contact Us

Store Hours:
Mon.-Sat. 9:30am till 8:00pm
Sunday 12 till 5:00pm

Address :
325 West Boscawen Street
Winchester, VA 22601

PH 540.662.2263
FX 540.662.9399
email: thetotalimage@comcast.net

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