Posted by on September 12, 2016

Top 6 Delightful Ways to Enjoy Fall in Middleburg

— Looking for something fun to do this fall in Middleburg? You’re in luck! However you want to explore the area, we’ve rounded up a list of the best activities in Middleburg this fall:

Middleburg VA Fall

1. Take a Scenic Drive

If you’re looking to get away from it all and enjoy the countryside, Middleburg is always a great place to visit. One of our favorite fall activities is to hop in the car and go for a drive to appreciate the beautiful scenery that surrounds us, especially as the leaves are changing color. If you’d like to take a scenic drive, one of our favorite routes starts right in town at the historic Red Fox Inn and follows a loop along Foxcroft Rd., Mountville Rd., Snickersville Tpke. and Sam Fred Rd. You can find the full route here. Wherever you decide to go on your journey, please be sure to drive safely, obey posted speed limits and be courteous to others on the road. Slow down and enjoy the scenery!


horse ride Salamander Resort Spa Middleburg VA

Photo courtesy of Salamander Resort & Spa.

2. Go Horseback Riding

Middleburg is known as the Nation’s Horse and Hunt Capital for good reason, so if you’re in town, you might as well experience the equestrian life. And what better way to do that than to get on a horse? Salamander Resort & Spa’s equestrian programs provide everything from guided trail rides to riding lessons and horsemanship classes. Not quite ready to get in the saddle yet? Be sure to check out Salamander’s unique EquiSpective self-discovery program, which focuses on leadership and communication skills, as well as their equine communication sessions, which reveal the art of “horse whispering.”


Greenhill Vineyards Middleburg VA

Photo courtesy of Greenhill Winery & Vineyards. Photo by Jodi Miller.

3. Take a Wine Tour

Did you know that the Middleburg American Viticultural Area is home to 30 wineries? Grapes grown in our region benefit from perennial soft breezes coming from the 1,027-foot Ashby Gap in the Blue Ridge Mountains, which also happen to provide a spectacular backdrop to many of our local vineyards. Two of our favorite Middleburg vineyards are Boxwood Winery with its blended Bordeaux-style wines and Greenhill Winery & Vineyards, which features award-winning wines in an idyllic setting. If you’re looking for a drive through the countryside, we also recommend stopping in Three Fox Vineyards in Delaplane, which boasts gorgeous mountain views and award-winning wine.


“My Horse is My Friend: The Artist’s Wife and Isaac,” c. 1922, Sir Alfred J. Munnings (British, 1878–1959), oil on canvas, 40 x 50 inches, Pebble Hill Plantation, Thomasville, Georgia. Photo courtesy of the National Sporting Library & Museum. 

4. Explore Middleburg’s Art Scene

If you’re in town, be sure to swing into Middleburg’s art galleries and the National Sporting Library & Museum, the largest facility of its kind in the United States. With more than 24,000 books dating from the 16th to 21st centuries, NSLM is dedicated to preserving and sharing the literature, art and culture of equestrian, angling, and field sports. The museum, a newly renovated and expanded historic building, houses exhibits of American and European fine animal and sporting art. Current exhibits include: “Sidesaddle: 1690-1935” (through March 24, 2019) and “Highlights from the Permanent Collection” (through Dec. 31, 2018). Remember: museum admission is free on Wednesdays and the museum also hosts some great free public events, including gallery talks (held every Wednesday at 2 p.m.) and Sunday Sketch, a monthly sketching session led by a local artist or art teacher.


Shop Middleburg VA

5. Shop ’til You Drop

If you need some retail therapy, you’ll love Middleburg. We have a wide assortment of shops, including many boutique stores that can’t be found anywhere else. For antiques and art, our favorite is The Shaggy Ram. If you’re looking for clothes, we always find something new to love at English Country Classics, Duchessa (women’s fashions), Highcliffe ClothiersLou Lou, Richard Allen Clothing (men’s fashions) and Tully Rector. For gifts or a little something special, try Les Jardins de Bagatelle for French products; Popcorn Monkey for gourmet popcorn; Salamander Resort & Spa for unique equestrian-inspired gifts; The Christmas Sleigh for German ornaments and handmade Austrian clothing; The Fun Shop for just about everything (including clothes, housewares and gifts); The Tack Box for equestrian gifts; Kizmetz for eclectic home accents; and Kriser’s Natural Pet for supplies for dogs, cats and other critters. Make sure to take a trip to nearby Marshall to visit Tri-County Feeds, Fashions, Finds, the most eclectic and unique shopping experience in hunt country.


Red Fox Inn Crab Cakes Middleburg VA

Photo courtesy of Red Fox Inn.

6. Try a New Dish

Middleburg is fortunate to have a wide variety of excellent eateries, with everything from fine dining to a corner café. If you’re looking for a quick bite, we recommend organic and locally grown pub-inspired fare at the family-friendly Hunter’s Head Tavern, gourmet sandwiches at Market Salamander‘s inviting café, or a cup of coffee and locally inspired sandwich from Middleburg Common Grounds (which even has gluten-free wraps). Other favorite spots include the Piedmont-inspired cuisine at Salamander Resort’s Gold Cup Wine Bar, intimate dining at the Red Fox Inn & Tavern, and farm-fresh fare at Side Saddle Cafe. For gourmet fine-dining, try Harrimans Virginia Piedmont Grill at Salamander Resort or Goodstone Inn & Restaurant with its innovative farm-to-table cuisine. And don’t forget to pick up some of The Upper Crust’s famous cow puddle cookies!

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