A vineyard with rows of grapevines under a clear sky.

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November 2026

December 2026

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Our top choices for Middleburg inns

A stone building with a central entrance, multiple windows, and flags.

1. The Red Fox Inn & Tavern

Downtown

Sally

$513 nightly

Nov 9 - Nov 10

Total with taxes and fees

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Learn more about Middleburg

Nestled in Virginia's horse country, this charming town invites you to explore historic inns and boutique wineries. Saddle up for a guided trail ride or join a polo match, then unwind at a cozy tavern with locally-sourced fare.

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