Of the 5 wineries listed in Middleburg, 4 give a phone number, 3 publish opening hours and 3 have a website. No national chains here — every winery on this page is independent. The nearest bigger selection is Charlottesville with 28.
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50 West Vineyards
39060 Little River Tpke, Middleburg, VA 20117-2918
Mon 12-5, Thu-Sun 11am-8pm
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Cana Vineyards and Winery
38600 Little River Tpke, Middleburg, VA 20117-2916
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Chrysalis Vineyards
39025 Little River Tpke, Middleburg, VA 20117-2919
Mon-Thu 12-6, Fri-Sun 12-7/8
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Greenhill Vineyards
23595 Winery Ln, Middleburg, VA 20117-2847
Daily 12pm-6pm
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The Ag District Center at Chrysalis Vineyards
Middleburg, VA
Guides for winery shoppers
All guides
OwningThe Ultimate Guide to Charcuterie Boards: Styling, Pairings, and Recipes
Learn how to build balanced charcuterie and cheese boards, from festive holiday trees and brunch platters to portable grazing cups and effortless wine pairings.
OwningCrystal Wine Glassware Guide: Types, Brands, Care, and Stemless Styles
A practical guide to selecting, maintaining, and understanding crystal wine glassware, covering traditional stems, modern tumblers, sparkling vessels, and mineral compositions.
BuyingUnderstanding Bold Reds: Dry Wines, Tannin Profiles, and Old Vine Zinfandels
This guide breaks down what makes red wine dry, how tannins shape mouthfeel, what defines a full-bodied Cabernet, and why old vine Zinfandel earns its distinct reputation.
Virginia statewide, by feature
- Wineries with Tastings in Virginia217
- Wineries with Food in Virginia125
- Wineries with Outdoor Seating in Virginia104
- Wineries and Tasting Rooms Offering Wine Tastings in Virginia87
- Dog-Friendly Wineries in Virginia71
- Winery Tours in Virginia44
- Wineries Offering Wine by the Glass in Virginia18
- Wineries and Tasting Rooms Offering Wine Tasting Flights in Virginia16
Nearby in Virginia
- Amherst3
- Forest3
- Aldie2
- Haymarket3
- Upperville2
- Hamilton3
- Round Hill3
- Ashburn2
- Charlottesville28
- Leesburg23
Good to know about wineries in Middleburg
How many wineries are there in Middleburg?
We list 5 wineries in Middleburg with addresses, and 4 of them with a phone number.
What's the surest way to check hours in Middleburg?
Call ahead — 4 of the 5 wineries here list a number. Hours at independent wineries shift with seasons and staffing, so a phone call beats any listing, including ours.
Which wineries in Middleburg show their opening hours?
3 of the 5 wineries we list in Middleburg publish their hours — the rest are best reached by phone before you go.
Which wineries near Middleburg do tastings?
2 of 5 offer tastings.