Wine Festival in Frederick

Wine Festivals

Wine Festival in Frederick

From the beach to the mountains traveling the scenic route along one of Maryland's amazing wine trails, you can sample a diverse selection of beverages handpicked from local, national, and international wineries, breweries, and distilleries. Maryland’s beer festivals are another ideal way to spend a weekend, enjoying new favorites while listening to live music, perusing unique art and crafts, and enjoying delicious food from food trucks and local chefs.

Maryland Wine Festival
Westminster, September
Maryland Wine Festival
Maryland Wine Festival

Don't miss the 39th Maryland Wine Festival® at Carroll County Farm Museum! Here you’ll find wineries, event partners, live music, juried artisan vendors, and local eateries. If you’re looking for the fun and excitement of the Maryland Wine Festival, be sure to stroll the Main Field!

WineFest at St. Michaels
Old Brick Inn

WineFest at St. Michaels and the Old Brick Inn host exclusive wine-tasting weekends featuring small-production wines from popular producers worldwide. Come join us for a weekend of tasting fine wines along with learning about specifics of terroir, weather, cultivation techniques and harvest/vinification. We will be featuring some surprise guests to offer their expertise in guiding you through the perspective of how the same grapes can produce such different wines.

First Landing Wine & Arts Festival
Colton’s Point, April

Experience a full day of fun sipping wine along the Potomac at St. Clement's Island Museum with St. Mary’s County wineries on the First Landing Wine Trail, as well as local artisan and craft vendors, live music, food, kids activities, boat rides, and more!

Berlin Jazz, Blues, Wine And Brews
Berlin Main Street

Jazz and blues bands, local artisans, food, beer, and wine and beer tastings. This event is FREE to attend, free to park Additional fee. Sponsored by the Berlin Chamber of Commerce and the Berlin Arts and Entertainment District.

Wine Village in Baltimore
Wine village in Baltimore

Are you looking for things to do in Baltimore? Welcome to Wine Village in Baltimore, the newest wine festival at the Inner Harbor. Following Germany’s traditional and casual wine events, it is finally time for Baltimore to get a taste of them. Enjoy a wine and food market in addition to local and international wines as well as European delicacies, summer appetizers and desserts.

Art and Wine Festival
Sykesville, May
Art and Wine Festival-Downtown Sykesville
Berlin Main Street

Enjoy an exciting and diverse wine sampling alongside live entertainment, local artists, and food in our vibrant local business community, embodying an atmosphere of old-fashioned, historic, small-town charm!

Fest Of Spring Caribbean Wine, Food & Music Festival
Frederick, May

Experience music, food & wines from the Caribbean & DMV at the annual Fest Of Spring series in Frederick, MD.

Triofest Wine, Jerk & Curry Festival
La Plata, August

TrioFest aims to immerse visitors in an authentic experience that not only entertains but also educates, connecting them with the music and flavors of the Caribbean islands while also exposing them to local wines!

Trinity Fest Wine, Jerk & Reggae Festival (Formerly Trio Fest)
Poolesville, August
Trinity Fest Wine, Jerk & Reggae Festival (Formerly Trio Fest)

TRINITY FEST is open for all ages and individuals looking for fun-filled moments with local and regional food, wine, and music within the DMV community.

Eastern's Bayside Wine and Blues Festival
Essex, August
Eastern's Bayside Wine and Blues Festival

Eastern's Bayside Blues & Wine Festival has become an annual event that hundreds look forward to attending each year.

Greek at the Creek Wine Festival
Taste of Brandywine

Come join us for our 2nd annual Grown & Sexy "Greeks at the Creek" Wine Festival! Enjoy live performances, wine tasting, craft beer, vendors and so much more! Wear your favorite Greek-Lettered paraphernalia! You're never too old to stroll! Purchase a "VIP" tent or table before they're gone!

Secret Garden Farewell Summer Rnb/Gogo Music, Arts, And Wine Festival
Westminster, August
Secret Garden Farewell Summer Rnb/Gogo Music, Arts, And Wine Festival

Join host April Watts for our secret garden farewell summer R&B/GOGO music, arts and wine festival. Guests receive a complimentary glass for tastings by Dejon Vineyards, Basignani Winery, Harford Winery, and Bent Wine Co. Live music featuring The Junkyard Band, The Craig Alston Syndicate, DJ FRANK SKI, and DJ JAMAL.

Southern Maryland Wine, Jazz, R&B and Funk Festival
Prince Frederick, August
Southern Maryland Wine, Jazz, R&B and Funk Festival
The Original Southern Maryland Wine, Jazz, R&B & Funk Festival

The Original Southern Maryland Wine, Jazz, R&B & Funk Festival returns to bring you the phenomenal music experience you've become accustomed to. With an all new music lineup, get ready for a day of fun, great food, wine and music.

Kent County R&B Neo Soul Wine Music & Food Festival
Chestertown, September
Kent County R&B Neo Soul Wine Music & Food Festival

Join us for the Kent County R&B Neo Soul Wine Festival on Saturday, September 16 as we welcome live bands, wines by Soca Wine and vendors. Bring an appetite for great music, wines, and foods. Enjoy the fresh air and the amazing sounds of R&B/Neo Soul Music. This is a 21+ event.

The Caribbean Wine & Food Festival
Friendship, September
Caribbean Wine & Food Festival

At this festival, you'll have the opportunity to immerse yourself in the vibrant and diverse culture of Jamaica. Savor the delectable Caribbean cuisine, from savory jerk chicken to mouthwatering plantains and flavorful curries. Indulge in a selection of exquisite wines that perfectly complement the rich and diverse flavors of the Caribbean, featuring some of the most renowned wineries, including Linganore, Ricco's Wine Adventures, Society Wines, and Reggae Wines. Feel the vibes of the Caribbean as you dance and sway to the infectious rhythms of reggae, dancehall, Afro beats, and soca, curated by talented DJs.

Western Maryland Craft Beverage Festival
Frostburg, September
Western Maryland Craft Beverage Festival
City of Frostburg

Join us at Hoffman Park for the annual Western Maryland Craft Beverage Festival designed to showcase Maryland's breweries, wineries, distilleries, and their products. We currently have 30 of Maryland's best breweries, wineries, and distilleries joining us with more being added. They will all be ready to let you sample their best.

Wine on the Beach
Ocean City, September
Wine on the Beach

Wine on the Beach has celebrated some of the finest spirits found in our region. The event spotlights varieties from vineyards such as Far Eastern Shore Winery and other Maryland vineyards, but also micro brews from our local craft breweries and domestic beers. Upon entry, all visitors receive a commemorative wine glass, which they can use to sample pours from the dozens of featured producers. Regional bands play throughout the two-day spectacle, setting a lively soundtrack as people explore booths stocked with handmade gifts and fine foods. To ensure everyone gets home safely, the event has a designated driver program that includes unlimited soft drinks and a fixed number of high fives for participating attendees.

Harford County Wine Festival
Bel Air, September
Harford County Wine Festival

The Harford County Wine Festival brings hundreds of wines from around the world right to your palette in a fun, lively atmosphere. More than 50 talented vendors and exhibitors, amazing discounts on all featured wines, delicious food, Oktoberfest beer garden, exclusive VIP area and much more!

Deep Creek Lake Art & Wine Festival
Deep Creek Lake Art & Wine Festival
Deep Creek Lake Art & Wine Festival

The annual Deep Creek Lake Art & Wine Festival, benefiting HART for Animals and Garrett Lakes Arts Festival, features beautifully handcrafted works by local and regional artisans, more than 200 wines to taste from Maryland and national wineries, a lounge to watch college football games and purchase beer on tap, a cigar bar, live entertainment, food, wine store, lodging packages and more, all set in the beautiful mountains of Western Maryland.

Susquehanna Wine & Seafood Festival
Havre de Grace, September
Susquehanna Wine & Seafood Festival

Join us at the Annual Susquehanna Wine & Seafood Festival, a family-friendly event showcasing the best of Maryland seafood restaurants and food trucks.  This waterfront festival will be held at the Concord Point Lighthouse in downtown Havre de Grace. The festival will feature 20+ local restaurants and food trucks including Jimmy’s Famous Seafood, Conrad’s Crabs, Faidley’s Seafood, and more!

Autumn Reggae Festival at Linganore Winecellars
Mt. Airy, October
Autumn Reggae Festival at Linganore Winecellars
Linganore Winecellars

Join us for our annual Autumn Reggae Wine Festival, featuring music, food, and arts from across the region along with your favorite Linganore wines. With two full days of live entertainment, this festival is sure to be an experience you’ll never forget!

Howard County Hops and Harvest Festival
Columbia, October
Howard County Hops and Harvest Festival
Hops & Harvest Festival

Mark your calendars for the highly anticipated Hops & Harvest Festival, returning to the picturesque Merriweather Park at Symphony Woods. Prepare for an unrivaled experience as Hops & Harvest presents an impressive lineup of 100+ local beers, wines, and spirits, offering unlimited tastings to satisfy even the most discerning palates. Indulge in the vibrant ambiance with live entertainment, peruse artisan vendors, savor delectable offerings from fresh local eateries, engage in thrilling games, and so much more!

Whiskey, Wine & Fire
Timonium, October
Whiskey, Wine & Fire

This exclusive foodie celebration will feature whiskey bars, elegant wines & cocktails, great music, food stations, food trucks and intimate fire pits throughout. Relax around the fire gardens and enjoy an inspired take on fire-kissed BBQ, open fire cooking, specialty grilling, and drink pairings. Enjoy the firebreathers and artists set the night ablaze. Please dress appropriately, the event is outdoors.

Wine at the Shrine
Ellicott City, October
Wine at the Shrine

We hope you join us for a day of delicious beer and wine, local food trucks, live music, hayrides, Little Portion Farm tours, and kids activities – all on the beautiful grounds of the Shrine of St. Anthony.