Wineries, Breweries, and Distilleries

Stay at the Holladay House Bed and Breakfast and we can arrange for complimentary wine tasting passes to a selection of area wineries!


Private Winery/Cidery/Brewery Tour in a luxury SUV! 

For an amazing price, YOU set the itinerary and the pace of your 6-hour chauffeured tour!


More than 500,000 people visit Virginia wineries each year. To understand why, visit the wineries near Orange, Virginia! As part of the Monticello American Viticultural Area, Orange County, Virginia produces more grapes used for making wine than any other county in Virginia. The Holladay House Bed and Breakfast is in the heart of Virginia wine country.

Vinifera varieties are the primary grapes grown in the Monticello Appellation, although a number of Virginia vineyards also grow native varieties such as the Norton grape. The Norton grape is a true American hybrid grape, introduced commercially by Dr. D.N. Norton of Richmond, Virginia in 1830 (approximately the same time the Holladay House was built!). Several nearby Virginia wineries offer excellent Norton wines, and we recommend trying each one!

Stay tuned for information about the local distilleries Cactoctin CreekCopper Fox, Silverback Distillery, and Belmont Farm "Moonshine" Distillery.



The Monticello Wine Trail, the Central Virginia Wine TrailOfficial Virginia Wine Lover Magazine, and the Blue Ridge Wineway all provide excellent guides to Virginia wineries in our region.


Barboursville Vineyards (13 Miles): Barboursville Vineyards defines the essence of Virginia viticulture. Established by Gianni and Silvana Zonin in 1976, Barboursville is the oldest and most well-known commercial wine producer in Virginia. Their renowned winemaker, Luca Paschina, hails from Piemonte, Italy, where his family has been making wine for generations. Barboursville Vineyards is also the home of Palladio, one of Virginia’s finest Italian restaurants. Additionally, Barboursville is the site of one of the more unusual and fascinating historic homes in Virginia: the Barboursville Ruins.

Early Mountain Vineyards (15 miles): Early Mountain Vineyards sits on land with a deep and rich history. Revolutionary-war veteran Lt. Joseph Early, the first landowner of the property, learned of a stranger traveling through the region in search of shelter and sent word that the stranger was welcome in his home for the night, only to discover it was General George Washington, under whom he had served at Valley Forge. Today, visitors can enjoy the spectacular view and warm and inviting indoor and outdoor spaces of the tasting room. A tasting at Early Mountain Vineyards includes a mix of select Early Mountain wines and a showcase of the Best of Virginia wines - a virtual Virginia wine tour under one roof. Additionally the vineyard offers a range of “eat local” offerings from surrounding farms.

Honah Lee Vineyards (7 miles): Currently with 30 acres of vine on 70 acres of land, this tasting room showcases wine from two famous Virginia winemakers and Honah Lee's new line of wines.  Easy to get to from the inn and located in the Berrywood Farm Market taste their made-from-farm jams and hot sauces during your wine tasting experience. Consider our Make Your Own Jam Package with owner Brandy Hopwood and make a "fruitful" half-day of your stop there!

Chateau MerrillAnne (10 miles): Created from the grazing land of his father's farm, Kenny and Emily White have lovingly created a small boutique winery in the rolling farmlands of Central Virginia.  Michael Shaps is helping them take their Seyval, Cayuga (a hybrid out of Cornell University), Chardonnay, Chambourcin, Merlot, Malbec and other grapes into quite wonderfully drinkable wines.  Kenny and Emily are busy restoring old buildings on the property as part of their winery operations - like their tasting room.

Keswick Vineyards (16 Miles): Keswick Vineyards is located at the historic 400-acre Edgewood Estate in Keswick, Virginia. According to their website, “The land was part of the original 1727 Nicholas Meriwether Crown Grant that comprised nearly 18,000 acres on the east side of the Southwest Mountains.” Their tasting room is in a picturesque, park-like setting that promotes a relaxed yet elegant atmosphere.

Castle Hill Cider (15 Miles): Originally built in 1764, Castle Hill was the home of Colonel Thomas Walker, guardian and mentor to Thomas Jefferson. Today, Castle Hill reclaims its glory as a cidery.  Using organic apples grown on their orchard, they employ two techniques to produce their cider: the tried and true method using apple presses and fermentation in tanks; and the extreme craft method that is 7000 years old using “planted” terracotta vessels called kvevri in the earth. A gorgeous site and a unique drink make this a wonderful stop. 

Horton (12 Miles): In 1988 Dennis Horton acquired 55 acres for vineyards.  By 1993 Horton Cellars was constructed and had their first crush there.  Enjoy reds, whites, fruit and dessert wines at Horton - they are one of the Virginia wineries that offers a native Virginia norton grape wine (Horton Norton.)  With it's castle-esque look and feel, Horton is known for their fun atmosphere and events. 

Burnley Vineyards (14 Miles): As a family-owned business, Burnley Vineyards provides its visitors with a rustic and comfortable family atmosphere. One of the most experienced Virginia farm wineries, Burnley is a short country-drive from the Holladay House and Orange, Virginia. In addition to the Burnley Vineyards wines, this Virginia farm winery produces Daniel Cellars wines. Burnley has several creative and unique wines, the likes of which you will not find anywhere else.

Reynard Florence (15 Miles): A newcomer to Virginia wine, but not to Virginia, Reynard Florence is a boutique family farm vineyard. What used  to be their sledding hill and impromptu driving range, can now produce 500 cases of wine. In a few years, as the vines mature, they'll be close to 1,000. With degrees under their belt and help from the renowned Michael Shaps, this winery is one to watch.

Prince Michel Winery (20 miles): Located northwest of Orange, Prince Michel creates excellent Virginia wines. Producing some of the most widely distributed Virginia wines, Prince Michel produces both the Prince Michel wines and the Rapidan River wines. The atmosphere is friendly, the staff is helpful, and they have a great gift shop.

Old House Vineyards (25 miles): French winemakers Matthieu Finot and Damien Blanchon are creating award-winning wines at this delightful Virginia winery. The tasting room is a restored Victorian farmhouse dating to the 1890s with the property loaded with historic significance. Located in Culpeper, Virginia, Old House Vineyards provides a relaxing and rewarding experience to its patrons.

DuCard Vineyards (27 miles): A boutique winery nestled at the foothills of the Shenandoah National Park.  A place to truly relax and enjoy a glass of your favorite wine after your tasting.  Wine tasting events and music happen all year round in their new "green" facility with old reclaimed wood.  Conveniently near White Oak Canyon and Old Rag hiking trails.

Gray Ghost Vineyards (40 miles): A family-owned, internationally acclaimed winery in the heart of picturesque Amissville, Virginia . The winery property is located at the very Southern end of what was known as Mosby's Confederacy in the Civil War. John S. Mosby was commissioned by the Confederacy to command a small cavalry unit to provide valuable scouting information to General Lee. Because of Mosby's ability to infiltrate the enemy lines and to capture supplies and prisoners without being detected or suffering any major losses of his own, the Union Army began referring to him as the "Gray Ghost". Naming the winery and vineyards Gray Ghost is their way of recognizing Mosby's contribution to history. Today, the winery boasts award winning wines, exceptional events and the most fantastic 60K Christmastime cork display! 

Pearmund Cellars (49 miles): Chris Pearmund is one of Virginia’s most widely recognized and well respected winegrowers and winemakers. As one of the key "idea guys" of the Virginia Wine industry, Chris Pearmund promotes awareness and respect for Virginia wine through a passion for developing regional identity. The winery follows suit: the staff takes the time to answer all your questions about Virginia wine, from terroir to legislation. The tasting room is airy, casual, and fun!

Winery at La Grange (57 miles): Sister winery to Pearmund Cellars, the Winery at La Grange is rich in history. The red brick three and a half story La Grange manor house c.1790 has been lovingly restored. New on the property is 5,500 Cabernet Sauvignon vines a new Winery tasting room. La Grange's portfolio takes a different direction than the ones offered at sister winery, Pearmund Cellars. Go for the wines, the history (ask about some of the objects they unearthed during restoration) and the ghost stories!

Barrel Oak Winery (60 miles): Barrel Oak Winery (BOW), is truly a bow-WOW! experience. A friendlier, more community-minded winery you will not visit in Virginia. And the wines are stellar examples of what can be done with grape varietals that love Virginia. Known for the great view, their excessively dog-friendly atmosphere and their small-lot experimental varietals. All of their experience and knowledge is accessible and casually presented to create a tasting atmosphere that will make you want to return.


Craft Breweries

In the heart of Virginia wine country, Virginia craft beer is on tap. Quickly medaling and becoming recognized as serious craft beer purveyors, 6 area breweries are within an easy drive of the Holladay House in Orange, Virginia. The Brew Ridge Trail conveniently lists the craft breweries and gives directions and descriptions. For a more comprehensive list of Virginia craft breweries, the Virginia tourism site provides a great interactive map and listings. Don't feel like driving? Walk down Main Street to The Light Well and for a flight of local craft brews!


Blue Mountain Brewery: All the ales and lagers are produced onsite with hops harvested off of the Blue Mountain Brewery Farm. With at least 9 craft beers styled bottled, they offer 20 seasonal draft varieties throughout the year. A Virginia Green certified facility, Blue Mountain strives to reduce its impact on the environment and its well-water used for brewing. A great view, a great brew and a full restaurant await.

Bold Rock Hard Cider: Bold Rock hard cider is the brainchild of native Virginian John Washburn and Kiwi native Brian Shanks.  Using local apples to produce a suite of hard cider products, this incredibly fast-growing company does not scrimp on the quality or the tasting room experience.  If you love hard cider - this is a MUST visit.

Starr Hill: Starr Hill Brewery began in 1999 in a historic storefront in Charlottesville that was once home to Virginia’s first craft brewing operation. Now operating just outside of Charlottesville, Starr Hill produces 7 house and about 9 seasonal craft brews. Starr Hill's award-winning brews are available all along the Mid-Atlantic and Southeast in restaurants and supermarkets. A visit to their tasting room is worth the trip for the craft brew flight and the tour!

South Street: Founded in 1998, South Street is housed in a renovated grain warehouse (c. 1800’s.) The custom-built brewhouse is held within old brick walls, hardwood floors and thick timber pillars. On-premises brewing creates a wide selection of styles including a few creative recipes. The on-site restaurant offers an eclectic seasonal menu as well as nightly specials. 

Devils Backbone Brewing: With three craft brews in the bottle and about 10 on tap at the brewpub, a visit to Devils Backbone is a necessity to taste all they have to offer. A fun atmosphere, lots of events and host to the inaugural Virginia Craft Brewers Fest.

Wild Wolf Brewing: About 5 cleverly named house and 5 seasonal craft brews are available at Wild Wolf Brewing Company. With a few creative offerings, such as their Strawberry Schwarzcake, you'll love the unique vibe at Wild Wolf. Interesting features of the brewpub include the restored tobacco barns that are now boutique shops!

Blue Mountain Barrel House: Blue Mountain Barrel House was founded in 2011 as a sister brewery to the original Blue Mountain Brewery. As the first production arm of the Blue Mountain family, Barrel House focuses on the higher-end beers that require special processes, special ingredients, and extra time. Six of the twelve lines of Barrel House beers are aged in whiskey barrels and all 12 are bottle conditioned (live fermenting beer is added the morning of bottling to produce refermentation in the bottle.) Beer only here - no food is available onsite.