Wineries & Breweries in Chester
The most complete and owner-verified listings first — hours, phone, website, services. No pay-to-play.
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Three Leg Run
4418 W Hundred Rd, Chester, VA 23831
Wed 4pm-9pm, Thu 4pm-8pm, Fri-Sat 12pm-9pm, Sun 12pm-6pm
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Dancing Kilt Brewery
12912 Old Stage Rd, Chester, VA 23836-2542
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Ashton Creek Vineyard
14501 Route 1, Chester, VA 23831-5345
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Virginia ABC
13113 Rivers Bend Blvd, Chester, VA 23836
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Lions Brew Winery Fruit Wine Shop
4208 Old Hundred Rd, Chester, VA 23831-4425
Of the 5 wineries & breweries listed in Chester, 4 give a phone number, 1 publishes opening hours and 4 have a website. The nearest bigger selection is Petersburg with 7.
Wineries & Breweries in Chester 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 Virginia496
- Breweries and Beer Gardens in Virginia486
- Bottle Shops in Virginia279
- Wineries with Tastings in Virginia267
- Wineries with Food in Virginia245
- Wineries with Outdoor Seating in Virginia123
- Wine Bars in Virginia121
- Dog-Friendly Wineries in Virginia113
- Distilleries in Virginia80
- Winery Tours in Virginia63
- Wineries and Tasting Rooms Offering Wine Tasting Flights in Virginia17
- Wineries Offering Wine by the Glass in Virginia17
Nearby in Virginia
Good to know about wineries & breweries in Chester
How many wineries & breweries are there in Chester?
We list 5 wineries & breweries in Chester with addresses, and 4 of them with a phone number.
What's the surest way to check hours in Chester?
Call ahead — 4 of the 5 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.
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 5 tasting venues in Chester, Virginia, with 4 listed with direct contact details to confirm dress code policies.
What to wear on a wine tour?
Dress in comfortable layers and wear closed-toe flat shoes suitable for cellar floors and outdoor vineyard walking. Bring a light jacket or sweater, as wine cellars are kept cool year-round. Check out 5 wine tour providers in Chester, Virginia, including 4 that offer phone assistance for tour planning.