Dog-friendly wineries on the Monticello Wine Trail

36 of the 44 wineries on the Monticello Wine Trail say dogs are welcome.

Checked October 1, 2026 on each winery’s own website and the trail’s member listing.

• 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

• Flying Fox Vineyard

  Afton

  Family-run winery making a core range of 8 Virginia wines since 2006, plus an experimental Sly Fox line and a vermouth.

  • dog-friendly
  • picnic

• 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

• Barboursville Vineyards

  Barboursville

  Founded in 1976 by the Zonin wine family of Italy; known for its Octagon Bordeaux-style blend, Cabernet Franc and Nebbiolo, on an estate with ruins of a Jefferson-designed mansion.

  • $20 per person
  • food
  • lodging
  • dog-friendly
  • event venue

• Chestnut Oak Vineyard

  Barboursville

  Small-batch wines about 20 minutes from Charlottesville, served by the flight, glass or bottle.

  • Flights $15-$20
  • dog-friendly
  • picnic

• 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

• The Barn at 678 Vineyard

  Barboursville

  Winery founded by Ricky and Lorrie Bryant, pouring Chardonnay, Viognier, red blends and sparkling wines.

  • dog-friendly
  • food

• Blenheim Vineyards

  Charlottesville

  Founded in 2000 by Dave Matthews on the historic Blenheim Farm; about 30 acres planted across three vineyard sites.

  • $25 for a guided tasting of 5 wines
  • dog-friendly
  • picnic
  • food

• 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

• 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

• 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

• Mount Ida Farm & Vineyard

  Charlottesville

  Tasting room and taphouse opened in 2018 at Mount Ida Reserve, with just over 20 acres of vines and farm-brewed beer.

  • food
  • brewery/cidery
  • lodging
  • dog-friendly
  • event venue

• Oakencroft Farm & Winery

  Charlottesville

  One of Albemarle's first commercial vineyards (1980s), reopened under new owners; focuses on hybrid grapes and regenerative farming.

  • food
  • dog-friendly
  • event venue

• Trump Winery

  Charlottesville

  Large estate with 227 acres of vines, known for traditional-method sparkling wines.

  • $25-$45 per self-guided flight
  • food
  • lodging
  • dog-friendly
  • event venue

• Fallen Tree Vineyard

  Crozet

  Mostly dry-style wines made by Matthieu Finot, with valley and mountain views.

  • food
  • dog-friendly

• Grace Estate Winery

  Crozet

  All wines are made from grapes grown at Mount Juliet Farm in Crozet.

  • picnic
  • dog-friendly
  • event venue

• King Family Vineyards

  Crozet

  Family-owned winery with Matthieu Finot as winemaker; hosts polo on Sundays from Memorial Day to mid-October.

  • Guided tastings from $25
  • picnic
  • dog-friendly
  • food

• Stinson Vineyards

  Crozet

  Family and winemaker-owned estate making small-lot wines with a French influence.

  • dog-friendly
  • live music

• 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

• Hark Vineyards

  Earlysville

  100% estate wines made on site by Jake Busching; its 2023 Cabernet Franc won the 2026 Monticello Cup.

  • $15 white tasting or $20 red/mixed tasting (4 wines, 2oz pours)
  • picnic
  • dog-friendly
  • food

• Mountain & Vine Vineyards and Winery

  Faber

  Terraced vineyard making French-inspired wines near Wintergreen.

  • lodging
  • dog-friendly
  • picnic
  • event venue

• 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

• Pollak Vineyards

  Greenwood

  Founded in 2003 on Mountain Hollow Farm; 34 acres of French vinifera grapes, all estate grown.

  • live music
  • picnic
  • dog-friendly

• Septenary Winery

  Greenwood

  Winery at historic Seven Oaks Farm using mainly old-world methods with fruit from two vineyards. Adults 21+ only.

  • picnic
  • dog-friendly

• Keswick Vineyards

  Keswick

  Family-owned winery making small lots, including Verdejo, Viognier, Norton and Touriga.

  • food
  • picnic
  • dog-friendly
  • live music
  • kids area

• 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

• Southwest Mountains Vineyards

  Keswick

  Estate winery in Keswick whose tasting barn is a restored 1903 structure.

  • food
  • dog-friendly

• Lovingston Winery

  Lovingston

  100% estate-grown wines since 2003 from 11 acres and eight grape varieties, including Pinotage.

  • lodging
  • dog-friendly
  • picnic
  • food
  • event venue

• Loving Cup Vineyard & Winery

  North Garden

  Certified-organic estate vineyard and winery.

  • dog-friendly
  • picnic

• Pippin Hill Farm & Vineyards

  North Garden

  Vineyard with a farm-to-table kitchen and event venue on Bundoran Farm; wines made by Michael Shaps.

  • food
  • lodging
  • dog-friendly
  • event venue

• Moss Vineyards

  Nortonsville

  Vineyard at about 1,000 ft growing Cabernet Sauvignon, Merlot, Petit Verdot, Viognier and Vermentino; also makes a hard cider.

  • $17 per tasting; $20 for groups of 7 or more
  • dog-friendly

• 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

• 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

• Montifalco Vineyard

  Ruckersville

  Small winery at the winemaker's home; Justin Falco trained in Northern California and the southern Rhone. Adults 21+ only.

  • dog-friendly
  • picnic

More ways to plan the Monticello trail

• Wineries with food24 on this trail
• Wineries with live music17 on this trail
• Picnic-friendly wineries24 on this trail
• Wineries with lodging9 on this trail

Dog-friendly wineries on every trail we cover · All 44 wineries on the Monticello Wine Trail