For a cozy weekend getaway filled with fresh air, scenic hikes, warm fires, delectable bakeries, and smooth wine, we pick Middleburg, the heart of Virginia’s beautiful hunt country. From your active days to stargazing evenings, you’ll fall in love with this charming destination.
The Middleburg Bucket List
Where to Stay
Red Fox Inn
This is an iconic Middleburg spot, and the oldest Inn in America. If you don’t stay there, you must try their restaurant!
Goodstone Inn
This is only about ten minutes out of town, is a very romantic option, and offers lots of activities.
Salamander Inn
This is a great option if you are looking to try a newer property, complete with a spa, restaurant and an easy walk to town.
Ashby Inn
Located in Paris, VA, this is a super-cute spot with well-decorated rooms. It has an amazing restaurant for brunch or dinner, and is close to the Sky Meadow State Park, a great hiking spot! Tuckernuck Tip: The Inn will pack you picnics if you order ahead, which you can take with you to the park!
Breweries and Vineyards to Visit
RdV Vineyards
This is the best wine in Virginia! You have to call and make a reservation. Tuckernuck Tip: The private tour is worth it.
Old Ox Brewery
There are limited outdoor seating options, but this is still a very convenient option in town.
Lost Barrel Brewing
This is a new spot to try, right outside of town, and very fun for groups. Tuckernuck Tip: Reserve an outdoor firepit!
Dirt Firm Brewing
About twenty minutes outside of Middleburg in Bluemont, VA, this spot has beautiful views and great beer! Tuckernuck Tip: Stop here post-hiking!
Three Fox Vineyard
A more casual spot with great wood-fired pizza, this is one of our favorite places to visit after hiking at Sky Meadows.
Boxwood Winery
This is definitely a late afternoon spot since it closes at 6 pm, but go for the $10 tastings!
Activities to Do
Visit the National Sporting Museum
Learn about equestrian, angling and field sports by exploring the museum’s exhibitions with literature, art, and more.
Where to Eat
Breakfast
Hunter's Head Tavern
A fifteen-minute drive from Middleburg, this brunch spot is located in Upperville, VA.
Lunch
The Locke Store in Millwood
This is a modern country store and deli that offers delicious to-go meals to grab after hiking at Sky Meadows. Plus, they have complimentary wine, beer and cider tastings on the weekends!
Dinner
Harrimans Restaurant In Salamander Inn
Located in a luxury hotel, this is a fun and yummy spot for light bites.
Red Fox Inn Restaurant
A historic landmark, this restaurant has an intimate setting and offers delicious tavern dining.
The Front Porch
A favorite spot if you venture to The Plains, The Front Porch has great sandwiches, a delicious menu, and a cozy atmosphere.
The Buttery
Part of The Locke Store in Millwood, this is ideal for a delicious dinner in a classic cabin setting after a day of hiking.
Where to Shop
Creme De La Creme
Here you will find beautiful, charming housewarming gifts, or treasures for your own home.
Red School House Antiques
Others We Love: Fox & Pheasant in Boyce, VA, Another Blue Moon, Antique Emporium, Vilnis Antiques in Strasburg, VA.
Little Lambkins
A favorite spot for quality and classic clothing for your or your friends' little ones!
For more ideas, check out Visit Middleburg before you go to see if there are upcoming events. You’ll find news of horse races, art shows, and more!
Happy travels!
All my best,
Maddy