November in Middleburg is buzzing with locals doing what they do best: bringing the community together. From our local purveyors of food and drink serving up seasonal flavors to galleries and museums opening new exhibits, there’s always something to discover. Pop into a neighbor’s shop, catch a live performance, or join any of our town’s gatherings —you never know who you’ll run into. This month is about living like a local, sharing stories, and enjoying the small moments that make Middleburg feel like home.
Check out just a small sampling of what we have in store this November! Be sure to visit our full Events Calendar for the latest updates.
GASP! Great Art, Small Prices Exhibit and Sale
Get into the spirit of the season at the Artists in Middleburg’s annual GASP! Great Art, Small Prices exhibit and sale, running November 2, 2025, through January 5, 2026. This beloved holiday tradition brings together an impressive collection of original works by local and regional artists all at accessible prices, just in time for gift-giving season.
From paintings and photography to sculpture and fine crafts, each piece is thoughtfully created and perfect for someone special on your holiday list (including yourself!). Original art makes a truly meaningful gift, one that celebrates creativity, individuality, and community.
When you shop at The Artists in Middleburg, you’re not only supporting local artists, but also helping fund art education programs that inspire and enrich young people throughout our region.
Veterans Dedication Ceremony
he Middleburg American Legion Post 295 invites the community to a Veterans Dedication Ceremony on Saturday, November 8, from 10–11 am at the Legion Hall located at 111 The Plains Road.
This meaningful event will honor the men and women who have served our nation in uniform, recognizing their courage, sacrifice, and continued contributions to our community. The ceremony will include remarks from local veterans and dignitaries, the presentation of colors, and a moment of reflection in tribute to those who have given so much in service to our country.
All are welcome to attend and show their appreciation for our veterans. Join your neighbors in this heartfelt celebration of patriotism and gratitude as we come together to thank those who have served, and continue to serve, the United States of America.
New Neighbors Club at Middleburg Community Center
Are you new to Middleburg or just looking to get more connected? Join the Middleburg Community Center for the New Neighbors Club on Thursday, November 13, from 6:30–8:30 pm.
This welcoming evening is a wonderful opportunity to meet fellow residents, get to know the Community Center’s Board and team, and learn about the programs, events, and resources that make Middleburg such a special place to call home. Whether you’ve just moved to town or have lived here for years, this event is all about building connections and celebrating community.
Enjoy refreshments, friendly conversation, and the chance to discover new ways to get involved in Middleburg’s vibrant local life!
Pink Friday Comes to Middleburg!
Kick off the holiday season the Middleburg way: by shopping local! Pink Friday, held the Friday before Black Friday, is a nationwide movement that puts small businesses front and center. It’s about celebrating the heart of our community, which includes the shops, makers, and entrepreneurs who make Middleburg such a special place to live and visit.
Spend the day strolling through town, discovering one-of-a-kind gifts, handcrafted goods, and unique finds you won’t see anywhere else. From boutiques and art galleries to equestrian favorites and gourmet treats, Middleburg’s shops are ready to welcome you with festive displays, special offers, and a warm holiday spirit.
When you shop local, you’re not just checking items off your gift list, you’re supporting neighbors, strengthening our local economy, and helping Middleburg to thrive.
Thanksgiving Dining in Middleburg
Don’t feel like cooking? This Thanksgiving, let Middleburg’s restaurants take care of the cooking while you enjoy time with family and friends. Whether you’re looking for a grand holiday feast or a cozy countryside meal, there are plenty of delicious ways to celebrate right here in town.
Harrimans Virginia Piedmont Grill at Salamander Middleburg will offer its signature Thanksgiving Feast, featuring seasonal favorites and elevated holiday classics prepared with local ingredients. For those who prefer a lavish brunch experience, the Grand Thanksgiving Brunch Buffet at Salamander Resort & Spa is sure to impress — a festive spread of traditional dishes, decadent desserts, and family-friendly cheer.
Over at Goodstone Inn & Restaurant, guests can savor an elegant, farm-to-table Thanksgiving menu surrounded by the beauty of the estate’s rolling countryside. It’s the perfect setting for a refined yet relaxed holiday celebration.
And while the Red Fox Inn & Tavern will be closed on Thanksgiving Day, they’ll be open the rest of the week for guests to enjoy their timeless menu and warm hospitality throughout the holiday season.
Holiday Carriage Rides Return to Middleburg
Step back in time in the heart of Middleburg with the return of our beloved Holiday Carriage Rides! Glide through the charming streets and historic corners of town while enjoying festive lights, seasonal music, and the crisp winter air, a perfect way to embrace the magic of the season.
Bring your family, friends, or that special someone for a holiday tradition that captures the warmth, charm, and old-fashioned spirit of a Southern Christmas in Middleburg.
Tickets go on sale November 15, and rides begin November 30, 2025. These rides are incredibly popular, so be sure to reserve your spot before they sell out! Click below for the full schedule of availability!