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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

39060 John Mosby Highway
Middleburg VA 20117
571-367-4760
information@50westvineyards.com

Our last visit Thursday, August 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


14001 Harpers Ferry Rd
Hillsboro VA 20132
540-668-7008

Our last visit Thursday, August 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


16804 Hamilton Station Rd
Hamilton VA 20158
540-338-5309
info@thebarnsathamiltonstation.com

Our last visit Wednesday, December 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


3623 Grove Ln
Delaplane VA 20144
540-364-6402
info@barreloak.com

Our last visit Wednesday, December 31, 1969
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
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


4615 Remount Road
Front Royal VA 20144
540-636-8086
info@chestergapcellars.com

Our last visit Friday, July 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


39025 John Mosby Highway
Middleburg VA 20117
540-687-8222
Info@ChrysalisWine.com

Our last visit Friday, May 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


41255 Annas Lane
Lovettsville VA 20180
540-822-3825

Our last visit Sunday, June 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


23075 Evergreen Mills Road
Leesburg VA 20175
703-722-2124

Our last visit Friday, October 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



5898 Free Union Road
Free Union VA 22940
434-975-0094
jay@glasshousewinery.com

Our last visit Saturday, May 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


2244 Browntown Road
Front Royal VA 22630
540-635-6324
gmvwine@glenmanorvineyards.com

Our last visit Tuesday, July 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


13219 Yates Ford Road
Clifton VA 20124
703-830-9463
wine@paradisespringswinery.com

Our last visit Wednesday, December 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


4970 Antioch Road
Haymarket VA 20169
703-753-9360
info@wineryatlagrange.com

Our last visit Wednesday, April 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