Monticello Wine Trail

Monticello Wine Trail Passport

Experience the beauty of central Virginia wine country by exploring the Monticello Wine Trail! All within 25 miles of Charlottesville, this active group of 40 wineries produce wines of national and international acclaim. The Monticello Wine Trail Passport makes it easy to find wineries and track your visits. A special wine glass will be waiting for you at the 10th winery you visit!

Click here to see what’s included!

Monticello Wine Trail Passport

  • Mobile exclusive
  • Instantly delivered via text and email
  • No apps to download
  • Explore the best wineries

How this Pass Works

Step 1 - Get Your Pass

This mobile exclusive passport is a collection of curated wineries for you to enjoy during your visit.

Step 2 - Receive Text

Your passport will be instantly delivered to your phone via text and email and is ready to use immediately! There is no app to download. Your pass can be saved to your phone’s home screen for easy one-tap access.

Step 3 - Redeem

When visiting a participating winery, simply present your phone to the winery staff and enter the 4-digit code for your chance to win a prize!

Included Venues

See locations on an interactive map.

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Afton Mountain Vineyards
Afton Mountain Vineyards is one of Virginia’s first farm wineries with original vines planted in the 1970s. Our focus is on making wines of unrivaled quality from our own estate-grown grapes.
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Blenheim Vineyards
Blenheim Vineyards is a winery and vineyard located in Albemarle County. We are open Thursday - Sunday for flights, glasses, and bottles of wine to enjoy overlooking our scenic estate vineyards.
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Burnley Vineyards
Burnley Vineyards is one of the oldest vineyards in the Monticello Viticultural area. The vineyard offers tastings and banquet rooms overlooking the heart of Virginia countryside.
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Cardinal Point Vineyard & Winery
Family owned and operated, Cardinal Point Vineyard and Winery lies in the beautiful foothills of the Blue Ridge, in the shadow of Afton Mountain.
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Chestnut Oak Vineyard
Chestnut Oak Vineyard strives to produce world class wine in the Barboursville region of the Monticello AVA. We produce wines from grapes grown on the estate and create authentic wines of high quality.
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Chiswell Farm & Winery
The Chiles Family of Carter Mountain Orchard and Chiles Peach Orchard is proud to present our own wines! Chiswell Farm & Winery is a Jeffersonian home in the Greenwood estate area. Join us for amazing wine and amazing views!
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Cunningham Creek Winery
Cunningham Creek Winery is a family-owned & operated boutique winery specializing in award winning small lot, finely crafted French varietals and blends. We are family, cyclist & dog friendly. In addition to great wines, we have a dog park and covered picnic areas. Music weekly and team trivia monthly.
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Delfosse Vineyards & Winery
Award winning wines in a spectacular, peaceful and uncrowded natural setting.
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Eastwood Farm and Winery
Eastwood Farm and Winery is a women-owned and family-operated farm winery located along the Monticello Wine Trail in Charlottesville, Virginia, only 5 miles from the Downtown Mall. Eastwood is featured on the 2022 Virginia Governor's Cup Gold Medal Trail, receiving four Golds Medals (Merlot, Cabernet Franc, Meritage Reserve and Blanc de Blancs). Eastwood prides itself on high quality Virginia wines and ciders that reflect the terroir and the long history of grape growing and winemaking in Virginia.
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Flying Fox Vineyard
Not your typical Virginia Winery. Nestled in the heart of Nelson County wine country, Flying Fox Vineyard is a small, family-run winery.
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Glass House Winery
Glass House Winery is a boutique winery in the heart of the Monticello Wine Trail in central Virginia. We craft artisan wines made from grapes grown on our property and in our region.
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Grace Estate Winery
Grace Estate Winery was established in 2013 with the mission to create wine that exhibited the unique aspects of our Mount Juliet Vineyard. Now more than 20 years after its initial planting, our vineyard yields unsurpassed quality with each harvest, exemplifying the terroir of the Monticello region.
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Hardware Hills Winery
Hardware Hills (formerly named Thistle Gate) is located in Scottsville VA on the sloping hills along the Hardware River. We are a boutique winery with estate grown and locally source wines. We pride ourselves for being a casual and friendly vineyard where you can come relax, sip, and escape the busy world for a few hours!
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Hark Vineyards
Hark Vineyards is a family-owned winery focused on the belief that beautiful views and delicious wine can bring people together. We produce award-winning, small batch estate wines on our 80 acre vineyard just 10 minutes from the Charlottesville airport.
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Hazy Mountain Vineyards & Brewery
Hazy Mountain Vineyards & Brewery is located in Afton, Virginia. Our wines are made from grapes grown in the Monticello & Shenandoah Valley AVAs. Our craft beer is brewed here in the Shenandoah Valley.
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Horton Vineyards
Horton Vineyards is a third generation, women-owned business that was founded in 1989 by Dennis and Sharon Horton. Dennis’ success in wine making inspired his family to carry on his legacy.
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Jefferson Vineyards
Thomas Jefferson and Philip Mazzei chose the very same site when they grew grapes here almost 250 years ago. Back then, our estate was the site of Virginia's first wine company. With our present operation, we have bridged the origins of winemaking by introducing quality modern viticulture and winemaking practices to Virginia, helping realize Jefferson’s dream.
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Keswick Vineyards
We are a family owned and operated winery focused on making authentic Virginia wines and committed to providing excellent customer service and education.
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Kilaurwen Winery
Located in the foothills of the Blue Ridge Mountains, only 8 miles from the Swift Run Gap entrance to Shenandoah National Park, our winery offers spectacular views and a relaxing setting in which to enjoy fine wine and a picnic with family and friends.
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King Family Vineyards
When you visit King Family Vineyards, your experience here becomes part of the story of this place. It’s a story infused with adventure, delight, and an authentic welcome to a home we’re so happy to share.
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Knight's Gambit Vineyard
We are estate wines. We are family-run. We are solar-powered. We are KGV. Enjoy sweeping views of the Blue Ridge mountain from our Tasting Room deck!
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Loving Cup Vineyard & Winery
Virginia's only certified-organic vineyard and winery. Taste our unique wines and relax on the porch overlooking the vineyard in the valley below.
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Lovingston Winery
Lovingston Winery, located in the rolling countryside of the Blue Ridge Mountains, is dedicated to the production of the highest-quality wines. Primarily family-run along with head winemaker Riaan Rossouw, we take great pride in offering a pleasing experience in every bottle. Our Josie’s Knoll Vineyard site consists of 11.5 acres of densely-planted vines — ranging from the Bordeaux varietals of Merlot, Cabernet Franc and Petit Verdot to the South African Pinotage as well as Seyval Blanc, Chardonnay, and Petit Manseng. This “dense-planting” — 1200 vines to the acre — stems from the idea that by limiting the number of grape bunches a vine is able to produce, that vine concentrates all of its energy into those fewer clusters, increasing the quality of the fruit.
Bill and Shelley Riley, Tessa and Wes Roberts, Owners

Wines typically available:
Seyval Blanc
Rotunda Red
Cab Franc
Estate Reserve

Pet Policy:
Leashed dogs welcome

Wine Club events held on a regular basis
Corporate and Wedding events welcome
Lodging available

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Meriwether Springs Vineyard and Brewery
We are a family run combination winery and brewery who also serve hand tossed wood fired pizza.
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Merrie Mill Farm
The tasting room at Merrie Mill gets a lot of attention for the eclectic interiors and weird & wonderful style but the wine and food are just as marvelous. It is a full experience for all the senses.
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Michael Shaps Wineworks
Known for his innovation and winemaking expertise, Michael Shaps has established himself at the forefront of the modern Virginia wine industry. Producing wines under the Michael Shaps label and for several prestigious wineries throughout the state, his accolades and national recognition are beyond compare. Unlike his peers, he also owns and manages a successful winery in Burgundy, France, where he studied and trained to be a winemaker in the early '90s.  These wines, under the Maison Shaps label, are produced and bottled at Michael's winery in Meursault, and imported to the United States. Visitors to the winery in Charlottesville have a unique opportunity to taste both his highly regarded Virginia wines, as well as his high-end Burgundy wines.  Michael's second tasting room, Wineworks Extended, at the bottling and storage facility near downtown Charlottesville, is home to Michael's everyday drinking wines, available on tap in growlers, carafes and glasses.
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Montifalco Vineyard
Inspired by, and modeled after generational family farm wineries of the European Old World, Montifalco Vineyard offers a unique and peaceful experience at our winemaker's home. Adult's 21+, Final seating is 4pm.
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Moss Vineyards
Mountaintop vineyard with breath-taking views, excellent bordeaux reds, and delicious Viognier.
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Mount Ida Farm & Vineyard
Events, Community, Provisions in the heart of Virginia wine country.
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Mountain Cove Vineyards
Virginia's oldest winery is still run by its founding winegrower, Al Weed. Located in a scenic cove, visitors can enjoy a relaxing tasting and are welcome to bring picnics, pets and children.
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Pollak Vineyards
Our tasting room and patio offer views of our first vines, the pond and the nearby Blue Ridge Mountains. It is a scenic setting to enjoy a glass of wine and some of Central Virginia’s wine country.
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Reynard Florence Vineyard
Life is a journey enriched by the people, places and experiences along the way. Our journey has led us to create Reynard Florence Vineyards, a winery rooted in the beautiful foothills of Virginia where the perfect balance of sun and soil allows us to craft wines of elegance, structure and depth.
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Septenary Winery at Seven Oaks Farm
Experience a wine getaway, close to home, at Septenary Winery on the grounds of the historic Seven Oaks Farm.
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Trump Winery
The warm atmosphere, gourmet cuisine, and sweeping vineyard views at Trump Winery are sure to delight. At our Tasting Room, guests have the opportunity to sample a selection of award-winning wines, enjoy fare from our seasonal menu, and shop our assortment of wine, apparel, and gifts.
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Valley Road Vineyards
Located on "Nelson 151" at the gateway to the Rockfish Valley craft beverage trail, Valley Road Vineyards is known for its medal-winning wines, magnificent views of the Blue Ridge Mountains, friendly and knowledgeable people, and its "farm chic" venues.
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Veritas Vineyard and Winery
Veritas is a family-owned and run farm winery nestled in the foothills of the Blue Ridge Mountains. The winery offers our guests an intimate view of the winemaking process.
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Wineworks Extended
Wineworks Extended on Avon Street Extended, across from 5th Street Station shopping center, is Michael Shaps' second tasting room at the working warehouse where the wine is bottled and stored. Visit Wineworks Extended for Michael's everyday drinking wine in the Wineworks label, including flights of wine, wine on tap, growlers, carafes and bottles. In addition to a selection of the Michael Shaps and Maison Shaps Burgundy wines available in bottles, Michael also has imported some interesting French wines that he has found in his travels.
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Wisdom Oak Winery
Wisdom Oak Winery is a family owned and operated winery located in North Garden, Virginia. Located just minutes from Charlottesville, UVA and right in the heart of the Monticello Wine Trail. Enjoy a picnic by the pond while sipping your wine!