Wineries & Breweries in Middleburg
The most complete and owner-verified listings first — hours, phone, website, services. No pay-to-play.
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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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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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Gold Cup Wine Bar
500 N Pendleton St, Middleburg, VA 20117
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Lost Barrel Brewing
36138 Little River Tpke, Middleburg, VA 20117
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Mt. Defiance Cidery and Distillery
495 E Washington St, Middleburg, VA 20117
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Tremolo Bar
19 E Washington St, Middleburg, VA 20117
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Cana Vineyards and Winery
38600 Little River Tpke, Middleburg, VA 20117-2916
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Mt. Defiance Cidery and Distillery
207 W Washington St, Middleburg, VA 20117
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The Ag District Center at Chrysalis Vineyards
Middleburg, VA
Of the 10 wineries & breweries listed in Middleburg, 9 give a phone number, 3 publish opening hours and 9 have a website. The nearest bigger selection is Richmond with 99.
Wineries & Breweries in Middleburg by feature
Guides for location 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 and Vineyards in Virginia499
- Breweries and Beer Gardens in Virginia488
- Bottle Shops in Virginia279
- Wineries with Tastings in Virginia269
- Wineries with Food in Virginia247
- Wineries with Outdoor Seating in Virginia124
- Wine Bars in Virginia121
- Dog-Friendly Wineries in Virginia113
- Distilleries in Virginia80
- Winery Tours in Virginia64
- Wineries Offering Wine by the Glass in Virginia18
- Wineries and Tasting Rooms Offering Wine Tasting Flights in Virginia17
Nearby in Virginia
Good to know about wineries & breweries in Middleburg
How many wineries & breweries are there in Middleburg?
We list 10 wineries & breweries in Middleburg with addresses, and 9 of them with a phone number.
What's the surest way to check hours in Middleburg?
Call ahead — 9 of the 10 wineries & breweries here list a number. Hours at independent wineries & breweries shift with seasons and staffing, so a phone call beats any listing, including ours.
Which wineries & breweries in Middleburg show their opening hours?
3 of the 10 wineries & breweries we list in Middleburg publish their hours — the rest are best reached by phone before you go.
What to wear wine tasting?
Smart casual attire is recommended, such as dark clothing to avoid stain visibility and comfortable flat shoes for walking on gravel or lawns. Avoid heavy perfumes as they interfere with the subtle aromas during a tasting. You can browse 10 tasting venues in Middleburg, Virginia, with 9 listed with direct contact details to confirm dress code policies.