Of the 4 wineries listed in Annapolis, 3 give a phone number, 1 publishes opening hours and 3 have a website. No national chains here — every winery on this page is independent. The nearest bigger selection is Baltimore with 5.
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Annapolis Arts & Wine Festival
Annapolis, MD
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Cooper's Hawk Winery and Restaurant
1906 Towne Centre Blvd, Annapolis, MD 21401-3676
Mon-Thu 11am-9pm, Fri-Sun 10am-10pm
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Great Frogs Winery
3218 Harness Creek Rd, Annapolis, MD 21403-1616
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Maryland Wine
Annapolis, MD
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.
Maryland statewide, by feature
- Wineries with Tastings in Maryland53
- Wineries with Outdoor Seating in Maryland34
- Wineries with Food in Maryland27
- Wineries and Tasting Rooms Offering Wine Tastings in Maryland25
- Winery Tours in Maryland16
- Dog-Friendly Wineries in Maryland9
- Wineries Offering Wine by the Glass in Maryland5
Nearby in Maryland
- Rising Sun4
- Germantown3
- Stevensville3
- Beltsville3
- St Michaels4
- Baltimore5
- Brandywine4
- Silver Spring3
- Westminster7
Good to know about wineries in Annapolis
How many wineries are there in Annapolis?
We list 4 wineries in Annapolis with addresses, and 3 of them with a phone number.
What's the surest way to check hours in Annapolis?
Call ahead — 3 of the 4 wineries here list a number. Hours at independent wineries 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 4 tasting venues in Annapolis, Maryland, with 3 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 4 wine tour providers in Annapolis, Maryland, including 3 that offer phone assistance for tour planning.
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