Jenny and Eric’s Guidebook for The Windswept Inn (So much to do!)
Food and Wine Scene
Some of the best wineries and culinary delights are all within a few short minutes of the Windswept Inn!
Incredible views from the summit - not to be missed on a clear day and literally 2 minutes from the Windswept Inn.
82 locals recommend
Dirt Farm Brewing
18701 Foggy Bottom RdIncredible views from the summit - not to be missed on a clear day and literally 2 minutes from the Windswept Inn.
Bluemont Vineyard
18755 Foggy Bottom RdExcellent views and the companion to the Dirt Farm Brewery.
Great food - farm to table - great wine scene and small plates. Dont miss the pub downstairs with its separate entrance...:)
42 locals recommend
West End Wine Bar & Pub
36855 W Main StGreat food - farm to table - great wine scene and small plates. Dont miss the pub downstairs with its separate entrance...:)
Otium Cellars
18050 Tranquility RdBeautiful Vineyard and good wines - peaceful and pleasant staff.
Destination restaurant in Purcellville - great ambience, food is excellent, vibrant bar scene on the weekends.
95 locals recommend
Magnolias at the Mill
198 N 21st StDestination restaurant in Purcellville - great ambience, food is excellent, vibrant bar scene on the weekends.
Crushed Cellars Winery
37938 Charles Town PikeWalsh Family Wines
16031 Hillsboro RdWonderful vineyard located around the corner and down the road :)
40 locals recommend
Sunset Hills Vineyard
38295 Fremont Overlook LnWonderful vineyard located around the corner and down the road :)
Drive to Upperville, VA, to have lunch or dinner at this off the beaten path spot. Fantastic and cozy, built in the 1700's as an Inn and Pub, Hunter's Head is farm to table direct from Ayershire farm located around the corner. Truly a don't miss...
54 locals recommend
Hunter's Head Tavern
9048 John S Mosby HwyDrive to Upperville, VA, to have lunch or dinner at this off the beaten path spot. Fantastic and cozy, built in the 1700's as an Inn and Pub, Hunter's Head is farm to table direct from Ayershire farm located around the corner. Truly a don't miss...
The Red Fox is a staple of the Middleburg scene - excellent food, iconic bar with warm fireplace - it's no wonder Jackie Onassis made this her home away from home...
44 locals recommend
The Red Fox Inn & Tavern
2 E Washington StThe Red Fox is a staple of the Middleburg scene - excellent food, iconic bar with warm fireplace - it's no wonder Jackie Onassis made this her home away from home...
Essentials
Adorable and practical country general store - the real deal!:)
11 locals recommend
Bluemont Farmers Market
33715 Snickersville TurnpikeAdorable and practical country general store - the real deal!:)
Sightseeing
Bears Den is an iconic local spot at the top of the mountain. Incredible views of the Shenandoah Valley and a very easy walk from where you park your car. Don't miss if you have time!
69 locals recommend
Bears Den
18393 Blue Ridge Mountain RdBears Den is an iconic local spot at the top of the mountain. Incredible views of the Shenandoah Valley and a very easy walk from where you park your car. Don't miss if you have time!
Shopping
Adorable and picturesque Middleburg, VA, is not to be missed. A short 15-20 minute drive and take advantage of lovely boutique shops, restaurants, and more - all in the center of horse country.
88 locals recommend
Middleburg
Adorable and picturesque Middleburg, VA, is not to be missed. A short 15-20 minute drive and take advantage of lovely boutique shops, restaurants, and more - all in the center of horse country.