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Wineries and Tasting Rooms Offering Wine Tastings in Maryland

25 of the 144 wineries we track in Maryland have wine tastings and flights. Full listings for every city are on the Maryland page.

25wineries
21cities
144wineries statewide

This directory lists wineries, urban cellars, and tasting rooms that serve structured wine flights on-site. Venues typically offer 3 to 6 sample pours of 1 to 2 ounces each, highlighting single varietals, estate reserves, or seasonal releases. Before visiting, verify whether tasting fees can be credited toward bottle purchases and if weekend reservations are required.

Brandywine 2

  1. Janemark Winery & Vineyard

    15915 Bald Eagle School Rd, Brandywine, MD 20613-8554

    Fri 4-8pm, Sat-Sun 12-6pm

    TastingsFood servedOutdoor seatingPrivate events
    Call Website All Brandywine

  2. Janemark Winery & Vineyard

    15200 Baden Naylor Rd, Brandywine, MD 20613-8672

    Fri 4-8pm, Sat-Sun 12-6pm

    TastingsFood servedOutdoor seatingPrivate events
    Call Website All Brandywine

Frederick 2

  1. Hidden Hills Farm and Vineyard

    7550 Green Valley Rd, Frederick, MD 21701-3418

    Fri-Sat 12-7pm, Sun 12-6pm

    TastingsOutdoor seatingPrivate events
    Call Website All Frederick

  2. Simple Theory Wine Co

    37 N Market St, Frederick, MD 21701-5419

    TastingsPrivate events
    Call Website All Frederick

Hydes 2

  1. Boordy Vineyards

    12820 Long Green Pike, Hydes, MD 21082-9541

    TastingsToursPrivate events
    Call Website All Hydes

  2. DeJon Vineyard

    5300 Hydes Rd, Hydes, MD 21082-9710

    Wed 4-8:30pm, Fri-Sun 12-5pm

    TastingsFood servedOutdoor seatingPrivate events
    Call Website All Hydes

Mt Airy 2

  1. Elk Run Vineyards

    15113 Liberty Rd, Mt Airy, MD 21771-9502

    May-Sep: Tue-Sun 10am-9pm

    TastingsOutdoor seatingPrivate events
    Call Website All Mt Airy

  2. Loew Vineyards

    14001 Liberty Rd, Mt Airy, MD 21771-9524

    Fri 12-5, Sat 11-6, Sun 12-5

    TastingsPrivate events
    Call Website All Mt Airy

Annapolis 1

  1. Cooper's Hawk Winery and Restaurant

    1906 Towne Centre Blvd, Annapolis, MD 21401-3676

    Mon-Thu 11am-9pm, Fri-Sun 10am-10pm

    TastingsFood servedPrivate events
    Call Website All Annapolis

Berlin 1

  1. Windmill Creek Vineyard and Winery

    11206 Worcester Hwy, Berlin, MD 21811-3308

    Sun-Thu 12-8:30pm, Fri-Sat 12-9pm

    TastingsToursFood servedOutdoor seatingPrivate events
    Call Website

Chestertown 1

  1. Lands Point Winery and Vineyards

    22620 Handy Point Rd, Chestertown, MD 21620-4017

    Fri-Sat 12pm-7pm

    TastingsFood servedOutdoor seatingPrivate events
    Call Website

Earleville 1

  1. Broken Spoke Winery

    942 Glebe Rd, Earleville, MD 21919-1305

    Fri-Mon 12pm-5pm

    TastingsPrivate events
    Call Website

Harwood 1

  1. Thanksgiving Farm Winery

    195 Harwood Rd, Harwood, MD 20776-9555

    Sat-Sun 1pm-5pm

    Tastings
    Call Website

Lusby 1

  1. Solomons Island Winery

    515 Garner Rd, Lusby, MD 20657

    Tastings
    Call Website All Lusby

Middletown 1

  1. Boordy Vineyards

    121 E Main St, Middletown, MD 21769-7932

    TastingsToursPrivate events
    Call Website All Middletown

Parkton 1

  1. Bull House Winery

    17912 York Rd, Parkton, MD 21120-9705

    Sat 12-5

    TastingsFood servedOutdoor seatingPrivate events
    Call Website All Parkton

Prince Frederick 1

  1. Southern Maryland Biergarten

    150 Adelina Rd, Prince Frederick, MD 20678-3709

    Thu 5-9, Fri 5-10, Sat 12-10, Sun 12-6

    TastingsOutdoor seatingPrivate events
    Call Website

Queenstown 1

  1. Crow Vineyard & Winery

    12441 Vansants Corner Rd, Queenstown, MD 21645

    Daily 12-5pm

    TastingsFood servedOutdoor seatingPrivate events
    Call Website

Rockville 1

  1. Cooper's Hawk Winery & Restaurant

    1403 Research Blvd, Rockville, MD 20850-3876

    Mon-Thu 11-9, Fri 11-10, Sat 10-10, Sun 10-9

    TastingsFood servedPrivate events
    Call Website

Rohrersville 1

  1. Big Cork Vineyards

    4236 Main St, Rohrersville, MD 21779-1014

    Thu-Mon 11am-5pm

    TastingsPrivate events
    Call Website All Rohrersville

Silver Spring 1

  1. The Urban Winery of Silver Spring

    2315 Stewart Ave, Silver Spring, MD 20910-1900

    Tue-Sun 11:30am-10pm varies

    TastingsToursFood servedOutdoor seatingPrivate events
    Call Website All Silver Spring

St Leonard 1

  1. Perigeaux Vineyards & Winery

    8650 Mackall Rd, St Leonard, MD 20685-2480

    Wed-Fri 12-5, Sat 11-5, Sun 12-5

    TastingsToursPrivate eventsDog friendly
    Call Website

St Michaels 1

  1. St. Michaels Winery

    609 S Talbot St, St Michaels, MD 21663-2644

    Daily 12-5pm

    TastingsPrivate events
    Call Website All St Michaels

St. Michael's 1

  1. St. Michael's Winery, Md

    St. Michael's, MD

    Daily 12-5pm

    TastingsPrivate events
    Call Website

Vienna 1

  1. Layton's Chance Vineyard & Winery

    4225 New Bridge Rd, Vienna, MD 21869-1603

    Tue-Thu 11-5, Fri-Sat 11-6, Sun 12-5

    TastingsToursFood servedOutdoor seatingPrivate eventsDog friendly
    Call Website
Tasting fee credits are frequently applied toward bottle purchases or waived entirely if you join the winery's membership club during your visit.

Also in Maryland

Good to know

How much does a standard wine tasting cost?

Standard wine flights across U.S. tasting rooms typically range from $15 to $35 per person for 4 to 6 sample pours. High-end reserve tastings or experiences in regions like Napa Valley often range from $50 to $120. Many locations waive the fee if you purchase 2 to 3 bottles or spend a minimum dollar amount.

How long does a wine tasting session last?

A standard wine tasting flight takes approximately 45 to 75 minutes to complete. Guided tours or paired food-and-wine tastings generally run 90 minutes to 2 hours. Guests are advised to arrive 10 minutes prior to scheduled reservation times to secure seating.

Do I need a reservation for a wine tasting?

Walk-ins are often accepted at urban tasting rooms during weekdays, but reservations are typically required on weekends. Groups of 6 or more almost always require advance booking, a single payment transaction, and a fixed tasting menu. Check the venue's online booking platform or call directly before traveling.

Is Napa or Sonoma better?

Napa Valley is generally known for luxury estate experiences and Cabernet Sauvignon, while Sonoma County offers a more relaxed, rustic atmosphere with diverse microclimates. Choosing between them depends on whether you prefer high-end luxury or informal country vineyards. You can explore 25 top wine destinations across Maryland on WineryAtlas.

How to find cheap weekend getaways?

Look for tasting rooms and boutique vineyard stays in emerging wine regions rather than major tourist centers, and book mid-week or off-peak seasons. Visiting local tasting rooms offers affordable entertainment and regional culture. Discover budget-friendly wine getaways across 25 locations in Maryland.