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Mark your calendars for next year: February 18-19 & 25-26

Wine country is right outside your back door. It’s time to get out and explore it!

This is not your average wine tour! The Passport Experience is your personal guide through the wine trails of Maryland.  It is a self-guided adventure that gives you the opportunity to experience the rich and unique culture that each region has to offer. Take a weekend (or two) to get away and explore the local attractions, eat at some neighborhood hot-spots, and of course, indulge in great, locally-produced wine. It’s easy to participate! Simply GRAB your friends, BUY your tickets, PICK a trail, and CHOOSE from the various participating wineries, eateries, hotels and local attractions to EMBARK on your adventure through Maryland Wine Country. Don’t feel like driving? Reserve transportation with VINO 301.

How it Works

Your ticket to the Passport Experience gets you exclusive access to all of the participating wineries on any of the 7 Maryland wine trails.  Ticket holders will be privy to a free wine tasting and behind-the-scenes experience at each winery, a commemorative wine glass and 10% off all bottles that are just too good to leave without. We’ve also drawn up sample itineraries and given you some restaurant & hotel suggestions so you can make this a weekend getaway! Have more questions? Click Here!

Where Will Your Passport Take You?

Click on each wine trail listed below to learn what participating wineries and local businesses are offering to passport travelers. You can pick and choose your favorite stops along each trail to design YOUR personal Passport Experience. Need help planing a route? We have it covered! Let us guide you through each wine region with our “Sample Itineraries” that have been carefully designed to ensure that you make the most out of your weekend.

Don’t forget, you don’t have to pick just one trail because your ticket is valid for BOTH weekends!

Eventbrite - Maryland Wine Passport Experience

Don’t feel like driving the trails? After purchasing your ticket, contact VINO 301 to book your discounted transportation!

Antietam Highlands Wine Trail
The Antietam Highlands include the world-renowned Antietam National Battlefield, and several other Civil War battlefields and sites. South Mountain climbs to 2,140 feet, high above the Potomac River, and valleys below. The area includes five national parks, 10 state parks, and more than 30 museums. Plan your trip through the Antietam Highlands Wine Trail
*NEW this year: Capital Wine Trail
Nestled into the suburbs of our nation’s capital is a unique array of wineries, as diverse as the very city they surround. Let the trail lead you from downtown Silver Spring into the foothills of Sugarloaf Mountain, and discover the rich diversity this region offers. You’ll find that each and every winery along this trail has its own unique concept – and wines to match! Whether you decide to stop for a drink on the way to dinner, or need a daylong break from the hustle and bustle without traveling too far, the Capital Wine trail has something for everyone. Plan your trip through the Capital Wine Trail
Carroll Wine Trail
  The Carroll Wine Trail is a place of both historic and contemporary tradition. Home to Maryland’s oldest wine festival, visitors have been traveling to this region for years to taste the fruits of the harvest and to enjoy life––glass in hand! Each winery along the trail will welcome you with charm, character and delicious hand-crafted wines. Learn about both new and age old wine making traditions, walk through the vineyards and meet the wonderful people who craft these local and sustainable wines. Plan your trip through the Carroll Wine Trail
Chesapeake Wine Trail
Whether you are on your way to the beach or just taking a drive to admire the beautiful Bay, the Chesapeake Wine Trail will lead you through one of the most scenic and charming parts of the state. East of the Chesapeake Bay, Maryland’s Eastern Shore is abundant with seafood, beaches, wildlife and history, and now a beautiful—and delicious—wine trail. The Eastern Shore is known for its warm days and cool nights. The soil is sandy and well drained, and the climate is moderated by the Chesapeake Bay. This region is growing quickly and it’s no surprise, considering the beautiful waterfront views, rich heritage, abundant wild life and distinctive grape growing environment. When you come to the Eastern Shore to visit our wineries, you will be charmed by the boutique atmosphere, intimate settings and the attention to detail and quality. Stroll along the bay or take a trip to the past while visiting some historical sights…all while enjoying some of Maryland’s best wine along the Chesapeake Wine Trail. Plan your trip through the Chesapeake Wine Trail
Frederick Wine Trail
  With the Frederick Wine Trail, you are invited to discover some of Frederick County’s best agricultural bounty: its beautiful vineyards and outstanding wines. From the cluster of four wineries on the outskirts of Mt. Airy, to the edge of Montgomery County and even in downtown Frederick, you will find a wide selection of fine wines, warm hospitality and a glimpse of the ancient art of wine making. Plan your trip through the Frederick Wine Trail
Patuxent Wine Trail
  Bounded by the Patuxent and Potomac Rivers, and the Chesapeake Bay, the Patuxent Wine Trail presents the wineries of Anne Arundel, Calvert, Prince George’s, and St. Mary’s Counties. The birthplace of Maryland, the area is rich in history and flavor, home to many historical landmarks, lighthouses and quaint waterfront towns. The region offers stunning water vistas and beautiful rolling farmland that will soothe the soul. The area’s soil and climate are a close approximation of the famed Tuscany region, and local wine makers are creating sumptuous award-winning wines to rival those anywhere. Every aspect of the region’s charms are on display at the wineries on the Patuxent Wine Trail. Roam the trail and sample superb wines in a restored tobacco barn, on the slopes of a rolling vineyard or along the banks of a pristine creek. You will be treated with warm Southern Maryland hospitality and will take home a wealth of memories. Plan your trip through the Patuxent Wine Trail
Piedmont Wine Trail
  The Piedmont Wine Trail includes the wineries of Baltimore and Harford Counties. A short drive into the country from Baltimore leads you deep into the state’s agricultural heritage, where Maryland wine began and award-winning wineries thrive today. Visit historic towns, hike through numerous state parks and tour the many cultural attractions set along the Piedmont Wine Trail. Baltimore and Harford counties’ countryside provides a vibrant landscape of rolling hills dotted with thoroughbred horse farms and nationally-recognized wineries producing cellar-worthy reds and lively white wines. Plan your trip through the Piedmont Wine Trail

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Passport Experience

Antietam Highlands Wine Trail

Western Maryland

2016 participating wineries:

Big Cork Winery 4236 Main St., Rohrersville 301.302.8032 Get a sneak preview of their 2014 reds!
Distillery Lane Ciderworks 5533 Gapland Rd, Jefferson, MD 21755 (240) 344-8856 Sneak behind the scenes to the bottling room & learn the sparkling ciders are bottled.
Knob Hall Winery 14108 St Paul Rd, Clear Spring (301) 842-2777 Enjoy a small slider on a locally baked roll with your tasting at Knob Hall!
Orchid Cellar Meadery & Winery 8546 Pete Wiles Rd., Middletown, MD 21769 (301) 473-3568 Check out their brand spanking new tasting room!
Red Heifer Winery 24606 Raven Rock Rd, Smithsburg, MD 21783 (301) 824-5210 Passport goers will get a sneak preview of unreleased reds!  
Big Cork Winery
Distillery Lane Ciderworks
Premium Outlets
Knob Hall Winery
Desert Rose Cafe
Courtyard Marriott
Dan’s Tap House
Orchid Cellars Meadery
Red Heifer Winery

Stop for a bite to eat! Here’s what we recommend:


Need a place to stay?


Sample Itinerary

Day 1: Begin your day at the Antietam National Battlefield to experience some history! Better get there before noon though because it gets busy! After that, you may want to stop for some lunch before heading over to Big Cork Vineyards for a sneak preview of their 2014 reds. You also don’t want to miss Distillery Lane Ciderworks as they give you a behind the scene peek at their bottling room & show you how their sparkling ciders are bottled! They also have a self-guided tour through the apple orchard to learn about the different apple varietals and some history about the surrounding area. Lastly, finish off your day at Orchid Cellar Meadery & Winery where you can check out their brand spanking new tasting room! For a map and driving directions of this itinerary, click here. Day 2: In the morning, get a little shopping done at the Hagerstown Premium Outlets before the wineries open at noon. Stop for a snack at the picturesque Desert Rose Café before beginning your winery quest. After your shopping and lunch activities are over with, it’s time to head up to Clear Spring to visit Knob Hall Winery. Hopefully you didn’t eat too much, because they’ll be serving up a small slider on a locally baked roll! Then look eastward as you drive through the beautiful countryside of Washington County to Red Heifer Winery where you will be treated to a sneak preview of their unreleased dry reds! Finish your day at a local favorite; Dan’s Restaurant and Tap House. For a map and driving directions of this itinerary, click here. Click here to explore more wine trails

Capital Wine Trail

Explore this newly formed trail just outside of DC!

2016 participating wineries:

Great Shoals Winery 14526 New Hampshire Ave, Silver Spring (301) 706-7568 Indulge in peach sparkling mimosas
Olney Winery Fair Hill Plaza, 18127 Town Center Dr, Olney (301) 570-1907 A wine tasting of our exclusive Vino 1800 Wine Club wine
Rocklands Farm 14525 Montevideo Rd, Poolesville (301) 825-8075 Gain perspective with a past vintage tasting
The Urban Winery 949 Bonifant St, Silver Spring, MD 20910 (301) 585-4100 Winery Tour & Winemaker Chat
Rocklands Farm
Urban Winery
Olney Winery
Great Shoals
Farm Market
Grapeseed Bistro
Clyde’s of CC

Local Attractions


Stop for a bite to eat! Here’s what we recommend:


Need a place to stay?

Sample Itinerary

Day 1: Start your day at Rocklands Farm Winery in Montgomery County first and pick up some fresh fruits and veggies from their market while you sample some stashed away past vintages! Next, head over to Olney Winery, serving up some exclusive wine from their Vino 1800 Club. Close by, hop over to Great Shoals Winery where you can indulge in their peach sparking mimosa cocktail! Finish your day off at The Urban Winery for a winemaker tour & chat. If you’re hungry, nibble on some of their greek cuisine, made from old family recipes. The Urban Winery is walking distance of theaters, restaurants & bars, to help you conclude a great day on the Capital Wine Trail. For a map and driving directions of this itinerary, click here.   Click here to explore more wine trails

Carroll Wine Trail

Central Maryland

2016 participating wineries:

Cygnus Wine Cellars 3130 Long Ln, Manchester (410) 374-6395 Special a tasting of their ROYELE methode champenoise sparkling wines
Old Westminster Winery

1550 Old Westminster Rd, Westminster, MD 21157

(410) 881-4656

Learn all about the winery through an interactive tasting with the winemaker and vineyard manager.

Serpent Ridge Vineyard 2962 Nicodemus Rd, Westminster (410) 848-6511 Enjoy a sample of their unreleased 2012 Estate Cabernet Franc
Cygnus Wine Cellars
Serpent Ridge
Maggie’s Restaurant
Yellow Turtle Inn

Old Westminster Winery

Local Attractions


Stop for a bite to eat! Here’s what we recommend:


Need a place to stay?


Sample Itinerary

Commence your day with a stop at an urban winery in downtown Manchester, Cygnus Wine Cellars, where you’ll be privy to a special tasting of their ROYELE method champenoise sparkling wines. Next on your list is Old Westminster Winery where you’ll be able to chat with the winemaker and vineyard manager while sampling their delectable dry wines.  Last on the list, is Serpent Ridge Vineyard where you will enjoy a tasting of their unreleased, reserve 2012 Cabernet Franc, made with grapes grown from their estate vineyard! When you’re all done there, head over to the Historic Downtown Westminster for some unique shopping and some local foodie favorites! One of our favorites is Maggie’s Restaurant located right downtown! For a map and driving directions of this itinerary, click here.

Click here to explore more wine trails

Chesapeake Wine Trail

Eastern Shore

2016 participating wineries:

Bordeleau Vineyards & Winery 3155 Noble Farm Rd, Eden, MD 21822 (410) 677-3334 Chocolate & Wine Pairing
Cassinelli Winery & Vineyards 323 High Street, Chestertown, MD 21620 (410) 556-6825 Taste a wine spirit as it comes directly off the still!
Clovelly Vineyards

301 Clovelly Lane, Chestertown

(410) 778-3214 Taste 2 new releases & enjoy this winery, specially opened only for Passport Participants.

Crow Vineyard 12441 Vansants Corner Rd, Kennedyville (410) 648-5687 Crow Farm & Vineyard will be offering local cheeses and their farm-raised Crow Angus Beef!
Dove Valley Winery 645 Harrington Road, Rising Sun, MD (410) 658-8388 Barrel tasting with lite fare & special discounts on purchased wine
Layton's Chance Vineyard & Winery 4225 New Bridge Rd, Vienna (410) 228-1205 Join us for a special tasting of wines directly from the tanks
St. Michaels Winery 609 South Talbot Street, St. Michaels (410) 745-0808 TBD
Turkey Point Vineyard 116 S Main St, North East (410) 287-9463 Local cheese & wine tasting
Triple Creek Winery

11138 3 Bridge Branch Road, Cordova

(410) 924-4190

Wine tasting paired with local specialties


Cassinelli Winery & Vineyard
Clovelly Vineyards
Crow Vineyard
Layton’s Chance
Triple Creek Winery
Turkey Point Vineyard
St. Michael’s Winery
Kilby Cream
Minihane’s Pub
Fairwinds Farm & Stables
Dove Valley Winery
Port House Grill
Bordeleau Vineyards & Winery

Sample Itinerary

Day 1: Grab a light lunch at the fun Minihane’s Irish Pub where you’ll recieve 10% off your meal. Then head down to Crow Farm & Vineyard where you can sample local cheese and Crow Farm Angus beef along with your wine flight. Next, visit to the small, limited-production, sustainable Clovelly Vineyards which is normally closed to the public! Then head down Cassinelli Winery and Vineyard where MD wine travelers will be in for an extra special treat! The owner Al Cassinelli, is excited to give participants a taste of their not yet released, distillery products! The distillery is set to open its doors in April of 2015, so stop by for a sneak peek!  For dinner, end up in the picturesque town of St. Michaels where you’ll find a plenitude of restaurants, boutiques, inns and art galleries. For a map and driving directions of this itinerary, click here. Day 2:  Start your day off in Cordova and visit, Triple Creek Winery for a wine tasting paired with Eastern Shore specialties! Then head down to visit to the small, limited-production, sustainable Clovelly Vineyards which is normally closed to the public! Finish your wine tour at the newly opened Cassinelli Winery and Distillery in downtown Chestertown. The owner, Al Cassinelli, is excited to give participants a taste of their wine spirit as it come directly off the still! The distillery has just opened its doors so you can follow up your wine flight with a spirits tasting!  Pick from the variety of great local restaurants for dinner and a quite evening in downtown Chestertown. For a map and driving directions of this itinerary, click here. Day 3:  Kick off the Chesapeake Wine Trail Bordeleau Vineyards & Winery for a chocolate & wine tasting. Then join Layton’s Chance Vineyard & Winery in Dorchester County for a wine tasting directly from the tanks. Finish your day at St. Michaels Winery, another one of our urban wineries. Walk down the street to explore the picturesque town of St. Michaels where you’ll find a plenitude of restaurants, boutiques, inns and art galleries to satisfy the rest of your evening. For a map and driving directions of this itinerary, click here. There are so many great wineries along this trail, it’s hard to squeeze them all in. Feel free to reverse this itinerary or visit all of them over the course of the two weekends!         Click here to explore more wine trails  

Frederick Wine Trail

And other neighboring wineries

2016 participating wineries:

Elk Run Vineyard 15113 Liberty Rd, Mt Airy (410) 775-5089 Enjoy a tasting straight from the barrel
Linganore Winecellars 13601 Glissans Mill Rd, Mt Airy (301) 831-5889 Sample the newly released, reserve wines!
Loew Vineyards 14001 Liberty Rd, Mt Airy, MD 21771 (301) 831-5464 TBD
Linganore Winecellars
Elk Run
Hollerstown Hill B&B
Fairfield Inn & Suites
Wine Kitchen on the Creek
Vini Culture Wine Bar

Sample Itinerary

Day 1: Commence your day at the intimate and cozy Elk Run Vineyards where you can enjoy a wine tasting straight from the barrel! Only a few minutes away from Elk Run is Loew Vineyards where you can sample some premium wines made by European winemaker Bill Loew! Next, head over to Linganore Winecellars to taste their newly, released reserved wines. If you’re up to it, check their new farm brewery on site, Red Shedman! Conclude your day at the Historic Downtown Mount Airy where you can walk around their small-town atmosphere and dine at one of their many excellent restaurants! For a map and driving directions of Day 1, click here.     Click here to explore more wine trails  

Patuxent Wine Trail

Southern Maryland

2016 participating wineries:

Cove Point Winery 755 Cove Point Rd, Lusby (410) 326-0949 Local cheese pairing with Cove Point wines.
Friday's Creek Winery 3485 Chaneyville Rd, Owings (410) 286-9463 Barrel tastings of an unreleased vintage accompanied by local made Amish cheese.
Perigeaux Vineyards & Winery 8650 Mackall Rd, St Leonard, MD 20685 (410) 586-2710 Learn the basics of wine tasting at their Wine Tasting 101 class!
Port of Leonardtown Winery 23190 Newtowne Neck Rd, Leonardtown (301) 690-2192 Barrel Tastings & More!
Romano Vineyard & Winery 15715 Bald Eagle School Rd, Brandywine (301) 752-1103 TBD
Running Hare Vineyard 150 Adelina Rd, Prince Frederick (410) 414-8486 Wine & Cheese Pairing
Solomons Island Winery 515 Garner Rd, Lusby (410) 394-1933 Arts and crafts anyone? Decorate your own wine label while sipping on some specially crafted wine-based cocktails.
Cove Point Winery
Fridays Creek
Perigeaux Vineyards
Port of Leonardtown
Running Hare Vineyard
Solomons Island
Chesapeake Grille
Solomons Victorian Inn
Back Creek Inn
Stoney’s Kingfishers

Sample Itinerary

Day 1:  Start off your adventure through the Patuxent Wine Trail in Brandywine, MD at Romano Vineyard & Winery! Stop in the local hot-spot, Chesapeake Grille & Deli for lunch before heading up the road to Fridays Creek Winery for a barrel tasting accompanied by local made Amish cheese. Afterwards, stop by the Tuscan-style Running Hare Vineyard cheese & wine pairing. Grab dinner and stay in the beautiful Solomon’s Island to rest up for the Southern end of the trail on day 2… For a map and driving directions of Day 1, click here. Day 2: Start your day at Port of Leonardtown Winery where you’ll enjoy a barrel tasting and some other fun tricks they have up their sleeve. Then head across the bridge to decorate your own label at Solomon’s Island Winery! Want a bit of the Patuxent culture? We recommend you explore Annmarie Sculpture Garden & Arts Center and/or the Calvert Marine Museum before heading across the Patuxent River. Then head up to Perigeaux Vineyard & Winery where you can learn the basics of wine tasting at their Wine Tasting 101 class! Finish with a local cheese pairing at Cove Point Winery before heading to Cove Point Light Station! Soak up the beautiful views of the Chesapeake Bay before heading back to Solomon’s Island pier for dinner. For a map and driving directions of Day 2, click here.   Click here to explore more wine trails  

Piedmont Wine Trail

Northeastern Maryland

2016 participating wineries:

Boordy Vineyards 12820 Long Green Pike, Hydes (410) 592-5015 A demonstration of how the bottling line works.
Dejon Vineyard 5300 Hydes Rd, Hydes (443) 253-9802 Samplings from the barrel.
Fiore Winery 3026 Whiteford Rd, Pylesville (410) 879-4007 Serving homemade butternut squash soup.
Harford Vineyard & Winery 1311 W Jarretsville Rd, Forest Hill (443) 495-1699 Dessert anyone? Fortunato #4 Dark Chocolate Pairing
Millstone Cellars 2029 Monkton Rd, Monkton, MD 21111 (443) 470-9818 TBA
Royal Rabbit Vineyards 1090 Jordan Sawmill Rd, Parkton (443) 721-6692 Sample exclusive wine not available to the general public.
Boordy Vineyards
Dejon Vineyard
Harford Vineyard
Millstone Cellars
Royal Rabbit Vineyards
Fiore Winery
Woodhall Wine Cellars
PA Dutch Market
Jarrettsville Deli
Friendly Farm Restaurant
Manor Tavern
Millstone Cellars
Local Attractions

Stop for a bite to eat! Here’s what we recommend:

Need a place to stay?

Sample Itinerary

Day 1: Get taste of the local Piedmont flavor by exploring the Pennsylvania Dutch Market for lunch. Start off the trail in Monkton for a cider tasting at Millstone Cellars. Then, get upclose and personal at Royal Rabbit Vineyards. Meet the owner, Roy as he allows you to sample some wines not yet available to the general public! Finish your adventure at Fiore Winery. Known for their “Maryland wine with an Italian accent”, you are in for some great wines and homemade butternut squash soup.   For a map and driving directions of Day 1, click here. Day 2:  Start out your day with lunch at Jarrettsville Creamery & Deli. Then, stop in at Harford Vineyards to indulge in their Fortunato #4 Dark Chocolate pairing. DeJon Vineyards is your next stop, an intimate, family-owned and operated winery where you can sample straight from the barrel! Right down the street, finish your day with the well-known Boordy Vineyards where you can get a demonstration of how their bottling line works. Perhaps one of the largest producing wineries across the state, Boordy will be a nice winery to contrast some of the smaller ones you have visited on this trail.  Conclude your day with some of the best locally sourced American cuisine in the area at the Manor Tavern where participants can enjoy half priced bottles of Maryland wine and half off local ice cream! For a map and driving directions of Day 2, click here.     Click here to explore more wine trails

Frequently Asked Questions

What are the hours of the Passport Experience?

Saturday and Sunday 12:00pm – 5:00pm

What’s included in my ticket purchase?  

Maryland Wine travelers will enjoy:

  • Access to all participating wineries BOTH weekends
  • Complimentary wine tasting at each winery
  • Maryland Wine Passport
  • Travel Voucher (Ticket for both weekends)
  • Unique experience at each winery
  • Souvenir wine glass
  • 10% off all wine purchased on the trail
  • Discounts to local partnering attractions, restaurants and hotels.

What do I use as my ticket?

Your Travel Voucher is your ticket for the 2 weekends. It is very important that you do not lose this voucher. You must show this Travel Voucher to any of the participating wineries or attractions you visit in order to receive the benefits of the Passport Experience.  

How do I receive my Travel Voucher?

Purchase your ticket online and then check in at any participating winery. They will issue you your Travel Voucher and Passport supplies for the weekend.

What happens if I lose my Travel Voucher?

Don’t lose your travel voucher! However, if you do, call a member of the event staff so we may verify your ticket purchase upon arriving at your next winery.  

Do I have to start at a specific winery?

No, you may check in at any participating winery on the trail and collect your passport materials. However, if you would like advice where to start, please refer to the “Sample Itineraries” listed under each wine trail.

Can I purchase a ticket the day of the event?

Sure.  You may purchase a ticket the day of the event online (at the bottom of this page) and check in at any participating winery.

Can I participate if I am under the age of 21?

For this event, all ticket holders must be 21 to participate in the Passport Experience.

Will there be transportation provided?

The Passport Experience is a self-guided tour. You are responsible for your own transportation.  HOWEVER, if you would like transportation around the trails, Click Here to reserve a trip with Vino 301.

Will food be provided at any of the participating wineries?

No. Although there is food available for purchase at several wineries, food is not included in your ticket. We have ALSO listed several restaurants under each wine trail where you will receive discounts if you flash your Travel Voucher! Please look under each trail to see which restaurants are participating and what they’re offering to MD wine travelers.

Is parking available at each winery?

Yes. Each winery will have parking available. Return to top

Purchase your tickets

Become a Maryland Wine Traveler!


Don’t feel like driving? We’ve partnered with VINO 301 to provide you transportation! After buying your ticket to the Passport Experience, click here to reserve your ride!