Of the 3 wineries listed in Leonardtown, 2 give a phone number, 1 publishes opening hours and 1 has a website. No national chains here — every winery on this page is independent. The nearest bigger selection is Rising Sun with 4.
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Jubilee Farm Fermentations
19860 Pear Hill Rd, Leonardtown, MD 20650-4657
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Port of Leonardtown Winery
23190 Newtowne Neck Rd, Leonardtown, MD 20650
Daily 12-6pm
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Slack Farms
19860 Pear Hill Rd, Leonardtown, MD 20650-4657
More wineries within 30 miles of Leonardtown
Only 3 wineries listed in Leonardtown itself, so here are the closest ones in nearby towns. Distance is straight-line from Leonardtown.
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Xella Winery and Vineyard
5.7 mi · 26781 Laurel Grove Rd, Mechanicsville, MD 20659-5453
Sat-Sun 12-5pm
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Perigeaux Vineyards & Winery
10.5 mi · 8650 Mackall Rd, St Leonard, MD 20685-2480
Wed-Fri 12-5, Sat 11-5, Sun 12-5
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Solomons Island Winery
10.8 mi · 515 Garner Rd, Lusby, MD 20657
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Corteau Vineyards
12.3 mi · 38713 Golden Beach Rd, Mechanicsville, MD 20659-3136
Mon-Thu 3-7pm, Fri 4-8pm, Sat-Sun 12-6pm
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Southern Maryland Biergarten
13.1 mi · 150 Adelina Rd, Prince Frederick, MD 20678-3709
Thu 5-9, Fri 5-10, Sat 12-10, Sun 12-6
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Amber View Vineyard
14.1 mi · 14600 Banks Odee Rd, Newburg, MD 20664-3000
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Slack Wines at Woodlawn Estate & Inn
20.7 mi · 16040 Woodlawn Dr, Ridge, MD 20680
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
- Mechanicsville2
- Lusby2
- Brandywine4
- Oxon Hill2
- St Michaels4
- Easton2
- Westminster7
- Baltimore5
More local guides for Leonardtown
- U-Pick Farms in Leonardtown, MDUPickFarmAtlas
- Places to Print in Leonardtown, MDPrintingAtlas
- Tattoo Shops in Leonardtown, MDTattooAtlas