The Upper Crust
A longtime neighborhood bakery near Main Street known for pies, cakes, buns, and other baked goods.
- Address
- 2 N Pendleton Street, Middleburg, VA
- District
- Historic Washington Street District
- Record
- Listed · independent · address on recordRegister as of Sep 2026 · re-checked district by district
- Independence
- Listed as independent · single-site operators only, by policy · re-check in progress
- Location
- Address on record · coordinates as collected
- Hours
Tue–Sat 7:00 AM – 4:00 PM
Subject in red · nearest storefronts in ink · street names from the register's addresses
Directions open with the name and address, so they resolve to the door.
| № | Name | Category | Address | Distance |
|---|---|---|---|---|
| 01 | Red Fox Inn & Tavern A fieldstone tavern reputedly established in 1728, considered one of the oldest continuously operated inns in the United States, serving American tavern fare in a historic setting. | Restaurant | 2 E Washington Street | 41 m |
| 02 | Cuppa Giddy Up A family-owned coffee shop operating since 2001, serving organic, fair-trade coffee and espresso with locally sourced pastries from a basement-level space just off Main Street. | Cafe | 8 E Washington Street | 62 m |
| 03 | The Artists In Middleburg A nonprofit community gallery hosting rotating monthly exhibitions by local artists and offering art classes to the Middleburg community. | Gallery | 102 W Washington Street | 69 m |
| 04 | Mt. Defiance Cidery and Distillery A working cidery and distillery with a Main Street tasting room pouring house-made ciders, rums, apple brandy, and Virginia's only absinthe. | Bar | 207 W Washington Street | 182 m |
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