Many wineries stopped guided tastings during the covid peak, instead offering only self-guided flights. Policies are still changing. Contact wineries ahead if you are looking for guided tastings.
NOTE: By Virginia law, customers are not permitted to bring their own alcoholic beverages onto a winery property.
FCFS: First-come, first served
- 50 West Winery
- 868 Estate Vineyards
- Barns at Hamilton Station Vineyards
- Barrel Oak Winery
- Chester Gap Cellars
- Chrysalis Vineyards
- Creek’s Edge Winery
- Dukénie Winery
- Fleetwood Farm Winery
- Glass House Winery
- Glen Manor
- Paradise Spring Winery
- Winery at Lagrange
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39060 John Mosby Highway Middleburg VA 20117 571-367-4760 information@50westvineyards.com |
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| Our last visit | 8/5/2021 |
| Pets | Outdoors only |
| Children | 18+ in tasting room, otherwise family-friendly |
| Food Availability | Light fare Outside food allowed? Outside food permitted |
| Description | Vineyard and winery Indoor and shaded outdoor seating Views of vineyards and mountains |
| Price Range for Bottles | $20-30 |
| Tastings/Flights | Guided tastings for $22/person Glasses from $9 |
| Membership | Members buy two bottles every two months selected by winery |
| Reservations | For parties 10+ |
| Entertainment | Live music weekends |
| Hours | Mon, Thu Fri 1-7 Sat-Sun 11-7 |
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14001 Harpers Ferry Rd Hillsboro VA 20132 540-668-7008 
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| Our last visit | 8/18/2022 |
| Pets | Outdoors only |
| Children | All ages |
| Food Availability | Pretzels, charcuterie daily Panini weekdays Sandwiches, fish tacos, pizzas weekends Outside food allowed? In picnic area only |
| Description | Excellent offering of flights (red, white, mixed) as well as wines by the glass. Also frozen sangria! |
| Price Range for Bottles | $26-42 |
| Tastings/Flights | |
| Membership | One case per year, 10% discounts Barrel Club: one case per year for 4 years, 20% discounts. Includes barrel at end of 4 years |
| Reservations | Not taken for 5 or fewer. Required for 8 or more. |
| Entertainment | Music on weekends, LoCo local music fest early September. They also display and offer work of local artists for sale. |
| Hours | Wed, Thu, Sun 11-6 Fri, Sat 11-8:30 |
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16804 Hamilton Station Rd Hamilton VA 20158 540-338-5309 info@thebarnsathamiltonstation.com |
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| Our last visit | 12/31/1969 |
| Pets | Leashed pets ok in tasting room and outside, not allowed at bar |
| Children | Allowed |
| Food Availability | Light fare picnic baskets consisting of meats, cheeses, spreads, warm baguettes or crackers…soft pretzels as well. Soft drinks, water, apple juice. Outside food allowed? Only in cellar or outside. No coolers unless renting space. |
| Description | |
| Price Range for Bottles | $28-42 |
| Tastings/Flights | |
| Membership | Buy one case per year, quarterly pickups or ship, they choose wines. Discounts on wines, food, retail, complementary tasting, 50% off event rentals except weddings |
| Reservations | None |
| Entertainment | Live music weekends 2-5. |
| Hours | Thu-Mon 11-5:30 Early closure on special events, open federal holiday Mondays |
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3623 Grove Ln Delaplane VA 20144 540-364-6402 info@barreloak.com |
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| Our last visit | 9/26/2020 |
| Pets | |
| Children | Allowed |
| Food Availability | Wood-fired pizza on weekends Food truck Fri-Sun Outside food allowed? Members can bring food to main tasting area, Brewery area, Loft, Tower Room, and Private Club Patio (when open). Non-members can bring food to hillside tables. No coolers. |
| Description | Also has craft brewery with good beer selection Plentiful outdoor seating, firepits |
| Price Range for Bottles | $15-47, $99 |
| Tastings/Flights | |
| Membership | Wine Club: $85 per quarter includes three bottles, discounts, tastings Concierge Club: $1200 for two years, one case per year, discounts, tastings, barrel at conclusion. |
| Reservations | Available for patio Fri-Sun $50 min. for party of two, or FCFS any time |
| Entertainment | |
| Hours | Mon-Thu 12-5 Fri 11-9 Sat 11-8 Sun 11-6 |
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4615 Remount Road Front Royal VA 20144 540-636-8086 info@chestergapcellars.com 
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| Our last visit | 7/15/2022 |
| Pets | Leashed pets OK |
| Children | OK with supervision |
| Food Availability | Meats, cheeses, crackers and locally baked artisan stuffed breads. Outside food allowed? Allowed |
| Description | Outdoor deck and shaded seating in front of the barn next door. Recorded music playing through outdoor speakers. Airbnb house on site ($300/nt + cleaning + service) |
| Price Range for Bottles | $26-38 |
| Tastings/Flights | |
| Membership | Two bottles per month. 10% wine discount (goes up 5% next two years), 20% off food, four tastings/month. |
| Reservations | FCFS, reservations taken for >=6 |
| Entertainment | None |
| Hours | Fri-Sun 11-6 Holiday Mondays |
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39025 John Mosby Highway Middleburg VA 20117 540-687-8222 Info@ChrysalisWine.com |
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| Our last visit | 5/21/2021 |
| Pets | Allowed outdoors |
| Children | Outdoor space and the main floor. Upper floor and deck are 21+ |
| Food Availability | Light fare, sandwiches, pizza, salads, made to order Outside food allowed? Not allowed. |
| Description | No private events or decorations allowed. |
| Price Range for Bottles | |
| Tastings/Flights | |
| Membership | Wine Clubs 12 bottles per year, pick up. Vintner's Club is quarterly pick-up (three bottles) with pick-up party. Creekside Club is bimonthly pick-up (two bottles). Discounts on bottles, cases, flights, club events and special wines. |
| Reservations | All FCFS |
| Entertainment | Music Saturdays |
| Hours | Mon-Thu 12pm - 6pm Fri-Sat 12pm - 8pm Sun 12pm - 7pm |
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41255 Annas Lane Lovettsville VA 20180 540-822-3825 
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| Our last visit | 6/5/2022 |
| Pets | Allowed outdoors |
| Children | Allowed but must be seated with adults |
| Food Availability | Light menu with charcuterie, small plates, a couple of sandwich options, soup, salad. Brunch Board on Sundays. Outside food allowed? None. |
| Description | |
| Price Range for Bottles | |
| Tastings/Flights | |
| Membership | Wine Clubs 12 bottles per year, pick up. Vintner's Club quarterly pick-up with pick-up party. Creekside Club is bimonthly pick-up (two bottles). Discounts. |
| Reservations | Reservations recommended, for a two-hour time block. |
| Entertainment | Music Saturdays |
| Hours | Fri 12-8 Sat 11-9 Sun 11-7 |
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14727 Mountain Rd Hillsboro VA 20132 540-668-6464 input form on web site |
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| Our last visit | 3/1/2024 |
| Pets | Dogs OK in outdoor spaces |
| Children | Outdoor spaces |
| Food Availability | Cheese/meats/spreads/crackers. Occasionally food trucks. Outside food allowed? Not allowed |
| Description | Indoor space, pavilion, outdoor patio, plus pond-side seating. Groups of eight or fewer. |
| Price Range for Bottles | |
| Tastings/Flights | Flights and guided tastings |
| Membership | One case within the year, discounts start at 15% and go up 5% after 2 & 4 years |
| Reservations | Free reservations. Not required but recommended for busy times. |
| Entertainment | Music on weekends |
| Hours | Tue-Fri 12-5 Sat-Sun 11-6 |
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23075 Evergreen Mills Road Leesburg VA 20175 703-722-2124 |
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| Our last visit | 10/8/2021 |
| Pets | No pets allowed |
| Children | 21+ only |
| Food Availability | Light menu including flatbread pizzas and wraps Special dinner events on some Fridays. Outside food allowed? No outside food or beverages |
| Description | |
| Price Range for Bottles | $33-40 |
| Tastings/Flights | |
| Membership | Membership includes three bottles of wine per quarter at a 15% discount, plus 15% discount on wine & retail purchases. |
| Reservations | No mention of requirements for reservations. |
| Entertainment | Music Sunday afternoons |
| Hours | Tue-Thu 12-6 Fri 12-7 (9 for club members) Sat 12-7 Sun 12-7 |
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5898 Free Union Road Free Union VA 22940 434-975-0094 jay@glasshousewinery.com 
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| Our last visit | 5/1/2021 |
| Pets | Dogs welcome on grounds and in conservatory |
| Children | |
| Food Availability | Variety of cheeses, meats, crackers, tapenades, etc. Outside food allowed? Permitted |
| Description | Indoor space with adjacent greenhouse featuring weekend entertainment. Also offer artisan chocolates. There is a B&B on site with four rooms. |
| Price Range for Bottles | $19-35 |
| Tastings/Flights | |
| Membership | |
| Reservations | FCFS |
| Entertainment | In the greenhouse most weekends, check web site calendar for dates. |
| Hours | Wed-Thu 12-5:30 Fri 12-9 Sat 12-8 Sun 12-5:30 |
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2244 Browntown Road Front Royal VA 22630 540-635-6324 gmvwine@glenmanorvineyards.com 
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| Our last visit | 7/12/2022 |
| Pets | Leashed dogs allowed outdoors |
| Children | Permitted under supervision |
| Food Availability | None Outside food allowed? Permitted (you must pack out your trash) |
| Description | Has been in the same family for generations. Operated by current owner and his wife. Sightline to Skyline Drive, at approximately second overlook south of visitor center. Owner is very focused on the winemaking; the winery does not host weddings or other events. |
| Price Range for Bottles | $21-48 |
| Tastings/Flights | |
| Membership | No membership info is currently available on the web site, but it appears that they have offered memberships in the past. Check with the winery. |
| Reservations | FCFS <=4, reservations taken for 5-6. No groups larger than 6. Tours ($50/person) can be reserved. |
| Entertainment | None |
| Hours | Wed-Mon 11-5 |
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13219 Yates Ford Road Clifton VA 20124 703-830-9463 wine@paradisespringswinery.com |
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| Our last visit | 12/31/1969 |
| Pets | Leashed dogs allowed outdoors |
| Children | Upper floor and deck 21+ |
| Food Availability | Prepackaged à la carte gourmet cheeses, meats, crackers, baguettes, spreads, and various snack type foods.
They operate their own food truck on site.
Outside food allowed? Permitted, coolers outdoors only |
| Description | |
| Price Range for Bottles | $27-65 |
| Tastings/Flights | Tastings by reservations, and flights |
| Membership | Quarterly discounted purchase of 3, 6, or 9 bottles. |
| Reservations | Needed for tasting experience Mon-Fri @$35. Includes reds, whites, cheese board. Otherwise FCFS. |
| Entertainment | Every Friday from 5pm-9pm and every Saturday from 2pm-6pm. Occasionally they have music on Sundays as well with start times between 1pm and 3pm |
| Hours | Sat-Thu 11-7 Fri 11-9 |
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4970 Antioch Road Haymarket VA 20169 703-753-9360 info@wineryatlagrange.com |
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| Our last visit | 4/13/2022 |
| Pets | Outdoors and leashed |
| Children | Allowed under supervision |
| Food Availability | Packaged cheeses, meats, bread, crackers Outside food allowed? Permitted |
| Description | Indoor and outdoor seating, picnic style. Some tables under cover, some under trees. Outdoor service bar. |
| Price Range for Bottles | $28-65 |
| Tastings/Flights | |
| Membership | $249 per quarter for six bottles, plus two bonus bottles first quarter Discounts, free tastings, special access. |
| Reservations | Not needed for casual visits. Various spaces are available for event rental. |
| Entertainment | Live music weekends, check schedule |
| Hours | Sun-Thu 12-6 Fri-Sat 12-8 |