Wineries with live music on US wine trails
56 of the 211 wineries on the 10 trails we cover host live music. Grouped by trail.
Music is usually on weekends and in season. Check each winery’s event calendar.
- Monticello 17
- Texas Hill Country Wineries 11
- Leelanau Peninsula 8
- Cayuga Lake 6
- Shawnee Hills 4
- Old Mission Peninsula 3
- Seneca Lake 3
- Hermann 2
- Lake Erie Wine Country 2
Monticello Wine Trail
Afton Mountain Vineyards
Afton
One of Virginia's early farm wineries, with first vines planted in the 1970s; makes Chardonnay, Cabernet Franc, Gewurztraminer and a traditional-method sparkling wine.
- dog-friendly
- picnic
- live music
- food
Cardinal Point Vineyard & Winery
Afton
Family winery below Afton Mountain whose grower also makes the wines; list includes a vinho-verde-style white called Green and a hopped Chardonnay.
- $25 for a guided tasting of 5 wines (weekends)
- dog-friendly
- live music
- food
- event venue
Chisholm Vineyards
Earlysville
100% estate-grown wines from a 12-acre vineyard at Adventure Farm, run by the Chisholm family since 1950; wines are made at Early Mountain Vineyards.
- dog-friendly
- picnic
- live music
- food
- event venue
Cunningham Creek Winery
Palmyra
Family boutique winery on a former cattle and hay farm, planted from 2012, about 12 miles from Jefferson's original vineyard.
- dog-friendly
- picnic
- live music
- food
- event venue
Eastwood Farm & Winery
Charlottesville
Women-owned, multi-generational winery making wines, ciders and beers; a second tasting room, the Virginia Wine Collective, is at 1585 Avon Street Ext.
- food
- live music
- lodging
- dog-friendly
- brewery/cidery
Glass House Winery
Free Union
Winery with a tropical plant conservatory tasting room; also makes chocolates and beer.
- lodging
- dog-friendly
- picnic
- live music
- brewery/cidery
Hardware Hills Vineyard
Scottsville
Started in 2007 as Thistle Gate, Fluvanna County's first vineyard; known for its sangria.
- live music
- food
- picnic
- event venue
Jefferson Vineyards
Charlottesville
On the site Jefferson and Philip Mazzei chose for Virginia's first wine company; a commercial vineyard again since 1981.
- live music
- picnic
- dog-friendly
- food
Keswick Vineyards
Keswick
Family-owned winery making small lots, including Verdejo, Viognier, Norton and Touriga.
- food
- picnic
- dog-friendly
- live music
- kids area
Knight's Gambit Vineyard
Charlottesville
Family-run, solar-powered winery with six estate wines from vines planted in 2003.
- Flight of all six estate wines (price not listed)
- dog-friendly
- live music
- event venue
Merrie Mill Farm & Vineyard
Keswick
Estate wines poured in a 5,000 sq ft tasting room built on the site of an old tractor barn.
- Full-catalog tasting $60 per person with cheese and charcuterie
- food
- live music
- dog-friendly
- event venue
Pollak Vineyards
Greenwood
Founded in 2003 on Mountain Hollow Farm; 34 acres of French vinifera grapes, all estate grown.
- live music
- picnic
- dog-friendly
Reynard Florence Vineyard
Barboursville
Family-run small-batch winery in Orange County owned by Roe and Dee Allison.
- Tasting flights $5-$15
- live music
- picnic
- dog-friendly
Stinson Vineyards
Crozet
Family and winemaker-owned estate making small-lot wines with a French influence.
- dog-friendly
- live music
Valley Road Vineyards
Afton
Estate winery on Route 151; its 2023 Cabernet Franc Reserve won the 2026 Virginia Governor's Cup.
- dog-friendly
- picnic
- live music
- event venue
Veritas Vineyard & Winery
Afton
Family-owned winery for about 25 years; winemaker Emily Pelton makes sparkling, white and Bordeaux-style red wines.
- food
- lodging
- dog-friendly
- picnic
- live music
Woodbrook Farm Vineyard
Orange
Family vineyard on a former racehorse training farm near Montpelier; wines made with Michael Shaps Wineworks.
- dog-friendly
- picnic
- live music
Wineries with live music on the Monticello Wine Trail · full trail guide
Texas Hill Country Wineries
Arch Ray Winery
Fredericksburg
Winery inside the 72-acre Arch Ray Resort on the Pedernales River, alongside a brewery, distillery and restaurant.
- food
- lodging
- brewery/cidery
- distillery
- dog-friendly
Becker Vineyards
Fredericksburg
Uses 100% Texas grapes from its estate vineyard and seven local growers; has two tasting rooms.
- live music
- event venue
Carter Creek Winery
Johnson City
Winery resort with villas, a restaurant, the Old 290 Brewery and a spa on site.
- lodging
- food
- brewery/cidery
- dog-friendly
- live music
Fiesta Winery 290
Fredericksburg
The winery's own site now presents this location as Fiesta Winery at Arch Ray, about 4 miles from Main Street, pouring over 50 Texas wines from dry to dessert.
- $25 wine tasting
- dog-friendly
- live music
Flat Creek Estate
Marble Falls
Established in 1996; uses Old World methods and has a Tuscan-style tasting room.
- dog-friendly
- live music
- event venue
Limestone Terrace Vineyard
Fredericksburg
Its website now leads to Buli Limestone, a downtown Fredericksburg tasting room pouring Tuscan and Texas wines, with Limestone Terrace Winery on the grounds.
- live music
- event venue
Lost Draw Cellars Johnson City
Johnson City
Wines showing Texas High Plains and Hill Country fruit; also has a Fredericksburg tasting room at 206 S Lincoln St.
- live music
Ron Yates Winery
Hye
Full range of Texas wines, poured with wood-fired pizza from its own kitchen.
- food
- live music
Saint Tryphon Farm & Vineyards
Boerne
Small low-intervention winery on an 1890s homestead; 100% Texas grapes, mostly native-yeast, unfined and unfiltered.
- $25 for 5 wines
- live music
Solaro Estate Winery
Dripping Springs
Limited-production estate wines under the motto 'The Art of Science'.
- live music
- food
- event venue
Texas Heritage Vineyard
Fredericksburg
Estate vineyard with its own winery and tasting room.
- $30 per person; $50 option
- live music
Wineries with live music on the Texas Hill Country Wineries · full trail guide
Leelanau Peninsula Wine Trail
Bel Lago Vineyard & Winery
Cedar
Focus on reds such as Pinot Noir and Cabernet Franc plus Auxerrois, Riesling and ciders, overlooking South Lake Leelanau.
- food
- live music
- lake view
Boathouse Vineyards
Lake Leelanau
Family estate winery founded in 2009; tasting room sits on the Lake Leelanau Narrows and boaters can tie up at the dock.
- live music
- lake view
Chateau Fontaine
Lake Leelanau
Former potato farm with vineyards planted in the 1990s; whites like Chardonnay and Riesling, plus reds and cherry wine.
- $2 per taste
- food
- dog-friendly
- live music
Dune Bird Winery
Northport
Winery and espresso bar on M-22 north of Leland, with cool-climate wines and non-alcoholic options.
- food
- live music
- lodging
French Valley Vineyard
Cedar
Estate-grown Pinot Noir, Cabernet Franc, Merlot, Chardonnay, Riesling and cold-hardy grapes like Marquette.
- food
- live music
- kids area
- lodging
Rove Winery at the Gallagher Estate
Traverse City
Family farm and winery on a high point of the peninsula, using estate-grown grapes.
- Private seated tasting $50 per guest (reservation)
- food
- live music
- dog-friendly
- kids area
Shady Lane Cellars
Suttons Bay
Estate winery at the base of the peninsula, minutes from downtown Traverse City.
- live music
- food
Soul Squeeze Cellars
Lake Leelanau
Founded in 2016 near the Lake Leelanau narrows; makes wines and hard ciders.
- live music
- brewery/cidery
Wineries with live music on the Leelanau Peninsula Wine Trail · full trail guide
Cayuga Lake Wine Trail
Buttonwood Grove Winery
Romulus
Governor's Cup winner growing Chardonnay, Cabernet Franc, Cabernet Sauvignon, Merlot and Riesling, with newer Sauvignon Blanc, Pinot Noir and Gewurztraminer plantings.
- food
- lodging
- live music
- lake view
Hosmer Winery
Ovid
Family estate winery making wine since 1985 from 70 acres of vines, known for Riesling and Cabernet Franc.
- dog-friendly
- lodging
- picnic
- live music
Lucas Vineyards
Interlaken
The first winery on Cayuga Lake, run by the Lucas family, known for its nautical-themed Tug Boat and Nautie wines.
- not listed (choice of 3 or 5 wines)
- dog-friendly
- picnic
- live music
- lake view
Montezuma Winery
Seneca Falls
Martin family winery and meadery that grew out of beekeeping; also home to Hidden Marsh Distillery and its honey-based BEE Vodka.
- From $10 for 6 wines plus a sip of the month; spirit tastings from $6 for 3
- food
- distillery
- dog-friendly
- live music
Sheldrake Point Winery
Ovid
Estate winery founded in 1997 on a former orchard and dairy farm, growing ten vinifera varieties; known for its Cabernet Franc dry rosé and ice wines.
- $15 for 5 wines of your choice; Vintage Room library tasting $50
- food
- live music
- lake view
Six Mile Creek Vineyard
Ithaca
Ithaca's oldest winery and distillery, in a restored 19th-century Dutch barn; its 2016 Cabernet Franc won the 2019 NY Governor's Cup.
- $10 for 6 wines; spirit tastings $2 each (max 3)
- distillery
- picnic
- event venue
- live music
Wineries with live music on the Cayuga Lake Wine Trail · full trail guide
Shawnee Hills Wine Trail
Feather Hills Vineyard
Cobden
Founded in 2018 by Randy and Renee Feather; focuses on dry wines from Shawnee Hills AVA grapes, poured at two locations.
- Guided tasting of 5 wines or preset flights; price not listed
- food
- dog-friendly
- kids area
- live music
- event venue
Honker Hill Winery
Carbondale
Family-owned winery since 2008 in a former hunting lodge, pouring sweet fruit wines to dry reds and whites from Illinois grapes such as Chambourcin and Traminette.
- lodging
- dog-friendly
- live music
- event venue
Owl Creek Vineyard
Cobden
First commercial vineyard in the Shawnee Hills AVA (1980), winery since 1995, also making Apple Knocker hard ciders and sangrias.
- Self-guided flights of wine, sangria and cider (can be mixed); price not listed
- food
- dog-friendly
- picnic
- live music
- brewery/cidery
StarView Vineyards
Cobden
Family-owned winery established in 2006, pouring dry reds through sweet sangrias.
- Guided tasting of 5 wines; price not listed
- food
- lodging
- dog-friendly
- live music
- picnic
Wineries with live music on the Shawnee Hills Wine Trail · full trail guide
Old Mission Peninsula Wine Trail
Chateau Chantal
Traverse City
Hilltop 65-acre estate with views of both bays; makes more than 40 wines from dry to sweet, and runs a B&B.
- Spirit tastings from $3; wine by the glass from $9
- lodging
- dog-friendly
- live music
- food
- event venue
Chateau Grand Traverse
Traverse City
Making wine on Old Mission Peninsula since 1974; has an inn and offers walk-in and reserved tasting experiences.
- lodging
- food
- live music
- dog-friendly
Mari Vineyards
Traverse City
100% estate winery with 73 acres of vines and Italian varieties; has an underground wine cave.
- Guided tasting of 5 wines $24; flights from $24; cave tour $20; tour & tasting $75
- food
- picnic
- event venue
- live music
Wineries with live music on the Old Mission Peninsula Wine Trail · full trail guide
Seneca Lake Wine Trail
Hazlitt 1852 Vineyards
Hector
Family winery whose farm dates to 1852 and maker of Red Cat; has an outdoor pavilion bar called The Oasis.
- dog-friendly
- picnic
- live music
Ventosa Vineyards
Geneva
100% estate winery focused on older-vintage dry reds, including Italian varieties Sangiovese and Tocai Friulano; has Cafe Toscana.
- $10.30 per person ($10 cash) for 5 wines
- food
- dog-friendly
- event venue
- picnic
- lodging
Wagner Vineyards
Lodi
Family winery on the east shore since 1979 with over 30 wines, a craft brewery and the Ginny Lee Cafe.
- food
- dog-friendly
- event venue
- picnic
- brewery/cidery
Wineries with live music on the Seneca Lake Wine Trail · full trail guide
Hermann Wine Trail
Adam Puchta Winery
Hermann
Family farm winery first opened in 1855 and reopened in 1990, now run by the seventh generation; grows its own Norton.
- $10 for 6 wines, souvenir glass included
- food
- dog-friendly
- picnic
- live music
- event venue
Hermannhof Winery
Hermann
Downtown winery in an 1848 building with ten stone cellars on the National Register of Historic Places; makes dry to sweet and sparkling wines.
- food
- lodging
- live music
- picnic
Lake Erie Wine Country
21 Brix Winery
Portland
Winery set among vineyards and cherry orchards, making everything from a bottle-fermented sparkling Chardonnay to an estate Cabernet Sauvignon.
- food
- picnic
- dog-friendly
- event venue
- live music
Cellar '54
North East
Newer winery from the Coletta family, who have farmed grapes since 1954 and now grow 13 varieties beyond their original Concord.
- event venue
- live music