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Embrace November’s Charm in Middleburg

November in Middleburg, Virginia is a captivating blend of autumn’s final splendor and the anticipation of winter. We are adorned with a tapestry of the best of the season’s golden and crimson leaves, and crisp days make for the best outings with family and friends alike. As we stroll toward the holiday season, remember to shop local on Small Business Saturday, enjoy a carriage ride through town, and have an eye on December’s Middleburg’s Jingle Jam Open Late Shopping and Dickens Christmas events.

New events are always being added, so be sure to visit our full Events Calendar and not be left behind!

“GASP! Great Art, Small Prices” Exhibit & Sale

The “Gasp: Great Art, Small Prices” Exhibit & Sale returns to the Artists in Middleburg (AiM) Gallery on November 2nd for the holiday season, showcasing over 60 local artists across various mediums, including 2D and 3D art.

This juried exhibit supports local school art programs through its proceeds, making it a great option for gift giving!

The AiM Gallery is located at 102 West Washington Street.


“The Nutcracker” Reimagined

Join Middleburg Community Center for a delightful experience as we present The Nutcracker, Reimagined, featuring a captivating blend of classical ballet with a unique twist—perfect for the entire family! Let’s celebrate the start of the holiday season together!

There will be two shortened performances of the full show, each lasting about one hour.

Click below for tickets. Children aged 5 and under can attend for FREE!


Seven Loaves’ Services 30th Anniversary Celebration

Come to Greenhill Winery and celebrate 30 years of impactful work by Seven Loaves Food Pantry in Middleburg and the Northern Virginia area! Discover more about their mission to combat hunger and find out how you can participate.

A faith-based, non-profit food pantry dedicated to providing nutritious food to those in need in Middleburg and the surrounding area, all proceeds will directly benefit these programs.


Emmanuel’s Christmas Shop Returns November 22-24

Emmanuel Middleburg’s Christmas Shop is a festive wonderland that captures the spirit of the holiday season! Forget Black Friday- head on over to The Parish House November 22, 23 and 24 for a delightful array of ornaments and unique decorations, as well as gifts galore!

Shop small and shop local in support of local artisans, craftspeople and specialty merchants as well as Emmanuel Middleburg and its community outreach programs.

November 22 and 23 10 am-6 pm, November 24 10 am-3 pm.


Thanksgiving Dining Options Abound in Middleburg

Would you rather make a reservation this Thanksgiving? Fear not! Middleburg has you covered. Each venue offers a unique atmosphere and menu, making them great choices for Thanksgiving dining. Whether you’re looking for a cozy tavern vibe or a lavish buffet, there’s something for everyone!


Carriage Rides Kick Off A Dickens Christmas

The 2024 Dickens Christmas in Middleburg kicks off on Saturday, November 30 and Sunday, December 1 with Carriage Rides! Tickets go on sale November 1, 2024.

This start to the holiday season is one of many treats Middleburg has in store for you, including the upcoming Jingle Jam Open Late Shopping Nights, Dickens of a Dog Parade and Yappy Hour, plus strolling carolers, holiday window decorating contest, a puppet show and Parade Day!

We invite you to join us in experiencing the magic of the holiday season!