Down on Main Street: Court Street Gifts

Step inside Court Street Gifts this sea­son, and you’ll instant­ly feel the charm of spring. The shop is filled with soft pastels—lavender, pink, yel­low, and aqua—and even smells like spring­time. Located in the heart of down­town Winchester, this beloved local busi­ness has called Court Street home for near­ly 23 years.

Founded by Anne Baldwin and Betty Jane Glascock and part­ners, Court Street Gifts has become a go-to des­ti­na­tion for unique and per­son­al­ized gifts. From wed­ding reg­istries to home­ware and baby gifts, the shop offers some­thing spe­cial for every occa­sion. Engraving, mono­gram­ming, gift wrap­ping, and even local deliv­ery to show­ers and wed­dings are all part of their per­son­al­ized service.

“We’ve had as many as 25 cou­ples reg­is­tered here at one time,” says Anne. “Everything we have here, we want to be unique and unusual.”

Despite chal­lenges over the years—including the COVID-19 pandemic—Court Street Gifts has remained com­mit­ted to its loy­al cus­tomer base. “We’ve nev­er real­ly been an online busi­ness,” Anne shares. “We’re a per­son-to-per­son busi­ness. We’ll run gifts out curb­side or even drop them off if you’re nearby.”

In addi­tion to their wide range of hol­i­day, birth­day, and host­ess gifts, the shop hosts cre­ative class­es through­out the year. A Christmas oys­ter shell orna­ment paint­ing class was such a hit, they had to hold it twice! Most recent­ly, they part­nered with Haggard’s Flower House to host a spring bulb plant­i­ng class, bring­ing fresh blooms to homes across town.

As for their down­town loca­tion, Anne and Betty Jane nev­er looked back. “We thought it would be fun,” Anne recalls. “We had a chance to go to the bypass, and we chose not to.” Betty Jane adds, “The biggest thing is that peo­ple need is to come down­town and see what we have. We get peo­ple in who say, ‘What a cute store!’—and they’ve nev­er been in before, even though they live in Winchester!”