Enjoy wineries, lovely shops and restaurants, and historic sights in Middleburg.

Brown W. Cannon III

Its autumn inMiddleburg, Virginia, and the landscape is turning itself into a painting.

Beyond them, flaxen-tailed horses stand on the rolling hills, which are still green in mid-October.

The Salamander Resort Middleburg, VA

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Read on to learn more about the town and plan the perfect autumn getaway.

My grandparents went on their first date here, and since then, the inn has become their legacy.

The goal is to maintain the integrity and history of the space while writing new chapters, says Engle.

Riders at The Virginia Fall Races

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The showstopper here is the flaming chorizo, which adds a touch of drama to dinner.

As youre checking out, grab a pack of Slipps enormous chocolate-and-peanut cookies at the register.

It is parked behind Nature Composed, a garden shop teeming with greenery and design-minded gifts.

Red Fox Inn and Tavern in Middleburg VA

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Along South Madison Street,Federal & Blackgreets patrons with beautifully displayed gifts and furnishings.

An open door here is an invitation to hours of browsing, and youll want to linger.

The gallery smells faintly of cinnamon and polished wood.

Oysters at King Street Oyster Bar in Middleton VA

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Books

Only a few doors away,Middleburg Booksalso opened in late 2023.

Weve received such a warm welcome from the community.

There were 50 people at the ribbon cutting, and they werent our moms, Morell says, laughing.

Creme de la Creme in Middleburg VA

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We wouldnt be here without Sheila Johnson and the Salamander.

Settle in, and enjoy the repetition of swirling, pouring, and sipping.

The splendors of autumn are waiting to be discovered hereboth the small details and the sweeping views.

Middleburg Books

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Perched atop a bluff near the Bull Run Mountains is50 West Vineyards.

The Salamander Middleburg resort

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Boxwood Vineyard in Middleburg VA

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Cana Vineyards tasting room

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