Dining & Restaurants - Chestnut Hill BnB - Orange Va

Dining & Restaurants

Shopping & Antiquing - Bed & Breakfast Virginia

Shopping & Antiquing

Museums & Historic Sights - Charlottesville BnB

Museums & Historic Sights

Arts & Theatre - Orange BnB

Arts & Theatre

Outdoor Activities & Events - Bed and Breakfast Virginia

Outdoor Activities & Events

Calendar of Events - Chestnut Hill Bed & Breakfast

Calendar of Events

Vineyards & Tours - Montpelier - Skyline Drive

Vineyards & Tours

Wedding Vendors


Vineyards and Wine Tasting Tours

Get away to Chestnut Hill Bed & Breakfast in the heart of Virginia's wine country. Central Virginia is home to award-winning wineries and vineyards. Spend a relaxing afternoon or two taking wine tours and enjoying the beautiful countryside and tasting the area's best wines.

Barboursville Vinyards
(14 Miles from Chestnut Hill Inn)

Through the years, this winery has led in establishing the credibility of the Virginia appellation with an array of vitis vinifera wine varietals, cultivating wines of a European heritage which wholly justify this new terroir. They are conscious of a joyful debt to that cultural and culinary tradition, not merely in grape cultivation, but in crafting wines of inherent food-friendliness. Telephone: (540) 832-3824

Burnley Vineyards
(16 Miles from Chestnut Hill Inn)

Burnley Vineyards is one of the oldest vineyards in the Monticello Viticultural Area. They have 31 acres of vineyards - Chardonnay, Cabernet Sauvignon, Orange Muscat, Muscat Blanc, Chambourcin, Vidal and Norton. Burnley Vineyards is a family operation. C.J. Reeder is General Manager, Lee Reeder is the winemaker, Pat Reeder handles Sales and Dawn Reeder tasting and tours. Telephone: (540) 832-2828 
Ducard Vineyards

(25 Miles from Chestnut Hill Inn)

Dubbed as "Madison's Hidden Gem."  Ducard has been growing grapes for the past decade at their property nestled at the eastern edge of the Shenandoah National Park in the shadow of Old Rag Mountain and White Oak Canyon.  Their story is best described as a "hobby gone wild."  They have recently expanded their production and are open to the public, with a gorgeous new tasting room.  Telephone: 540-923-4206
Horton Vineyards

(12 Miles from Chestnut Hill Inn)

Taste nationally acclaimed wines in their old-world Tudor winery. Their unique wines bring new tastes to the palate. Over 40 different wines including Viognier, Eclipse, Mourvedre, Blue Run Chardonnay, Dionysus, Cabernet Franc plus fruit wines including Peach, Pear, Blackberry, Strawberry, Blueberry and more!! Plus, taste the only Vintage Port made in Virginia. Tastings daily 10:00 a.m. - 5:00 p.m. (Call ahead for in-depth tours.) Telephone: 540-832-7440

Jefferson Vineyards
(27 Miles from Chestnut Hill Inn)

Jefferson Vineyards is located on Thomas Jefferson's original 1774 vineyard sites. Since 1981, from those same vineyard sites, they have produced Virginia's finest wines, enjoying what Wine Spectator calls "...the region's most consistent track record." Currently available award-winning wines include 2007 Viognier, winner of two Double Gold and three Gold medals in international competitions. With a wide variety of wines including Pinot Gris, Chardonnay, Viognier, Cabernet Franc, Merlot, Petit Verdot and Meritage, their wines offer something for everyone. Our friendly and knowledgeable staff will guide you through the tasting with insight and humor in the relaxed atmosphere of our tasting room and winery. Beautiful gardens, open spaces and stunning views complete your experience of Virginia wine country.
Telephone: (434) 977-3042

Keswick Vineyards

(16 Miles from Chestnut Hill Inn)

Keswick Vineyards is located at the historic 400-acre Edgewood Estate in Keswick, Virginia. 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. George Barclay Rives, a direct descendent of the original grantee, built the current residence in 1911. He served in the U.S. embassies in Germany, Austria and Brazil, negotiated exchanges of prisoners of war during World War I, and was decorated by the French, English and German governments. Telephone: 888-244-3341

Kings Family Vineyards

(50 Miles from Chestnut Hill Inn)

King Family Vineyards is a family-owned and operated boutique winery located in Crozet, just fifteen minutes from Charlottesville at the foothills of the Blue Ridge Mountains. The winery specializes in small productions of ultra-premium wine that showcase the remarkable qualities of nearly 100% estate grown fruit. Founded in 1998, the winery's first vintage was only 500 cases. Today, the winery produces approximately 5,000 cases of wine per year. The covered veranda, expansive lawn, or brick patio are perfect for outdoor picnics while the Tasting Room and warm stone fireplace are inviting on cooler days. Bring your own goodies or pick from our gourmet assortments of chocolates, cheeses, salamis, spreads, and hot French bread. Telephone: (434) 823-7800
Trump Winery

(30 Miles from Chestnut Hill Inn)
Planted in 1999 and nestled in the foothills of the Blue Ridge Mountains, Trump Winery is situated on a 1,300-acre estate just a few miles from Thomas Jefferson's Monticello Ashlawn-Highland in Charlottesville.  Planted with nearly 200 acres of French vinifera varieties, Trump Winery is Virginia's largest vineyard and the largest vinifera vineyard on the East Coast. Telephone: (434) 977-3895
Old House Vineyards
(25 Miles from Chestnut Hill Inn)

Old House Vineyards in Culpeper County is one of the many new wineries that have begun operating in Virginia in recent years. Old House is located on 75 acres of a former Alfalfa farm, which the owners, Patrick and Allyson Kearney, of Fairfax, Virginia, began converting to vines four years ago. They have also beautifully restored an 1800's farmhouse that serves as their tasting room and a cozy venue for food and wine events. Old House Vineyards' wines are being made by consultant winemaker, Doug Fabbioli, and include a Vidal Blanc, Chardonnay, Merlot, Vidal Blanc dessert wine and a Summer Red blend. Telephone: 540-423-1032

Prince Michel Vineyard and Winery

(16 Miles from Chestnut Hill Inn)

Prince Michel Vineyard and Winery is located in "the heart of Virginia wine country", 35 minutes north of Charlottesville on US 29. Experience Virginia wine country with a self guided tour of their barrel room, production facility and vineyards. Afterwards, enjoy a complimentary wine tasting of their internationally acclaimed wines. Browse their extensive and unique gift shop.
Telephone: 1-800-800-WINE

White Hall Vineyards

(49 Miles from Chestnut Hill Inn)

White Hall Vineyards is a farm winery located just thirteen miles from historic Charlottesville, Virginia. At an elevation of 800 feet, the winery has lovely grounds, a pleasantly shaded picnic area, and a spectacular view of the beautiful Blue Ridge Mountains. The winery boasts a handsome tasting room and a state-of-the art production area. A visit to the vineyard has been described by some as "pure romance", "winemaking at its best", and "the perfect Sunday afternoon excursion." Telephone: 434-823-8615


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