Bakeries in Winchester: Old Town, Boscawen Street and Valley Avenue

Last checked 2026-10-20. Refreshed every three months.

Winchester’s bakeries are mostly in and around Old Town: two on East Piccadilly Street a block north of the Loudoun Street Mall and one on West Boscawen Street. The rest are in the Valley Avenue shopping centers on the south side and on Valor Drive. For coffee shops that also bake, see our breakfast and coffee list.

How we made this list. The places come from OpenStreetMap records inside Winchester’s city limits, the same data behind our local directory, checked against each place’s own website on 2026-10-20. Lolita’s has no website of its own; it is kept because the Virginia Department of Health inspection database shows a May 2026 inspection at its address. The list is alphabetical. It is not a ranking or a recommendation, and nobody paid to be on it. Run one of these places? Write to us to correct your entry.

The list

The places

Big L’s Bagels makes craft bagels in-house in small batches and sells them with coffee in a small shop just off the mall. It takes online orders for pickup and closes by noon.

Bonnie Blue Southern Market and Bakery opened in 2012 in a former Esso station. Alongside its smoked meats and breakfast, it bakes Southern sweets, and its holiday menu offers pies for pickup, including pumpkin, bourbon pecan, apple crumb and chocolate chess, with an order deadline of Nov. 23.

The Chocolate Cafe and Shenandoah Fine Chocolates at Creekside Station makes its own chocolates and bakes cookies, puff pastry pillows with almond cream, oatmeal cream pies and its signature chocolate cake. It also serves coffee and has a patio from May to September.

Duck Donuts on Valley Avenue makes each doughnut to order, with more than 30 standard combinations and a build-your-own option, and sells by the dozen.

Knead Bread calls itself a local artisan bakery that makes everything from scratch: artisan breads, pastries, breakfast and lunch sandwiches and focaccia pizza. It is open every day from 6 a.m. and also offers catering.

Lolita’s Mexican Restaurant and Bakery on Valor Drive, near Apple Blossom Mall, combines a Mexican restaurant and a bakery. It has no website of its own; a May 2026 state inspection is on record at this address.

Dunkin’ has three doughnut and coffee shops inside the city; their hours are on our breakfast and coffee list.

More lists

Ice cream and desserts, breakfast and coffee, brunch, all our eating lists, the local directory and restaurant inspections.

Frequently asked questions

Where are the bakeries in Winchester?

Inside the city limits, Knead Bread and Big L’s Bagels are on East Piccadilly Street in Old Town, Bonnie Blue Southern Market and Bakery is on West Boscawen Street, Duck Donuts and The Chocolate Cafe are on Valley Avenue, and Lolita’s Mexican Restaurant and Bakery is on Valor Drive.

Which Winchester bakery opens earliest?

Knead Bread at 28 E. Piccadilly St. opens at 6 a.m. every day and stays open until 5:30 p.m. Duck Donuts opens at 7 a.m. Monday to Saturday.

Where can I order a holiday pie in Winchester?

Bonnie Blue Southern Market and Bakery posts a holiday menu of pies for pickup, including pumpkin, bourbon pecan and apple crumb. Its order deadline is Nov. 23.

Where can I get fresh bagels in Winchester?

Big L’s Bagels at 38 E. Piccadilly St. makes its bagels in-house. It is open mornings only and closed Tuesday.