Red, White & Rosé: Your Guide to the Biggest Wine Festivals in North America
The top annual wine festivals bring to life every aspect of the enjoyment of the great beverage. Our festival guide has something for every level of wine lover - from Sonoma's wine barrel auctions, wine tastings on a Caribbean Beach, to going full Lucy & Ethel with grape stomping in Oregon. May we top that glass off for you?
Planning your trip? Red Maps has city guides for many of the destinations below — just click the map link next to your festival city.
CANADA WINE FESTIVALS
MONTREAL, QUEBEC
LA GRANDE DEGUSTATION DE MONTREAL
November 5 - 7, 2026
NIAGARA, ONTARIO
SPRING SPARKLES
April TBD, 2027
OKANAGAN, OLIVER, BRITISH COLUMBIA
OKANAGAN FEST-OF-THE-GRAPE
September 20, 2026
TORONTO, ONTARIO
WINE FEST TORONTO
May 15 -17, 2026
MEXICO WINE FESTIVALS
ENSENADA, BAJA CALIFORNIA
FIESTAS DE LA VENDIMIA VALLE DE GUADALUPE
August 6 - 23, 2026
MEXICO CITY
NACIÓN DE VINOS
January-February TBD, 2027
PLAYA DEL CARMEN
WINE FEST RIVIERA MAYA
Event happens across multiple resort properties on the beach.
December 2026
PUERTO VALLARTA, JALISCO
VINOMA FEST
May 3 - July 3, 2026
SAN LUIS POTOSI
FESTIVAL DE VINOS
May 29 - 30, 2026
TEQUISQUIAPAN, QUERETARO
FESTIVAL 100 VINOS MEXICANOS
Postponed in 2026.
UNITED STATES WINE FESTIVALS
ASPEN, CO
FOOD & WINE CLASSIC
June 19 - 21, 2026
BERKELEY, CA
BLACK VINES ANNUAL FESTIVAL
February 27, 2027 next festival
San Francisco Map Guide
BROOKLYN, NY
RAW WINE NEW YORK
November 8 - 9, 2026
Brooklyn Map Guide
CHARLESTON, SC
CHARLESTON WINE & FOOD FESTIVAL
March 3 - 7, 2027 next festival
CHICAGO, IL
LINCOLN PARK WINE FEST
October 9 - 11, 2026
Chicago Map Guide
DALLAS & HOUSTON, TX
CHEFS FOR FARMERS & WINE FESTIVAL
HOUSTON: September 26 - 27, 2026
DALLAS: November 6 - 8, 2026
HOUSTON, TX
RODEO UNCORKED! CHAMPION WINE GARDEN
March, 2027 next festival
Houston Map Guide
HUDSON VALLEY, RHINEBECK, NY
HUDSON VALLEY FOOD & WINE FESTIVAL
September 12 -13, 2026
KAPALUA, MAUI, HI
KAPALUA WINE & FOOD FESTIVAL
June 25 - 28, 2026
MIAMI, FL
SOUTH BEACH WINE & FOOD FESTIVAL
February 25 - 28, 2027 next festival
Miami South Beach Map Guide
NAPA VALLEY, CA
BOTTLEROCK
Wine, Food & Music Festival
May 22 - 24, 2026
San Francisco Map Guide (nearest Red Map city)
NEW ORLEANS, LA
NEW ORLEANS WINE & FOOD EXPERIENCE
June 10 - 13, 2026
New Orleans Map Guide
NEW YORK CITY, NY
NEW YORK WINE EXPERIENCE
Oct 22 - 24, 2026
NYC Map Guides
NEW YORK CITY, NY
NEW YORK WINE & FOOD FESTIVAL
October 14 - 18, 2026
NYC Map Guides
PASO ROBLES, CA
PASO ROBLES WINE FEST
May 14-17, 2026
PEBBLE BEACH, MONTEREY, CA
PEBBLE BEACH FOOD & WINE
April 1 - 4, 2027 next festival
SAN FRANCISCO, CA
SF CHRONICLE WINE COMPETITION - PUBLIC TASTING
March TBD, 2027 next festival
San Francisco Map Guide
SEATTLE, WA
TASTE WASHINGTON
March 21 - 22, 2026
Seattle Map Guide
SONOMA, CA
SONOMA COUNTY BARREL AUCTION In-person
April 29 - May 1, 2026
WALLA WALLA, WA
WALLA WALLA WINE RELEASES
SPRING RELEASE: April 3 - 5 ,2026
FALL RELEASE: November 6 - 8, 2026
WILLAMETTE VALLEY, OR
ST. JOSEF'S GRAPE STOMPING FESTIVAL
September 26 - 27, 2026
Love live music too? See our guides to the Biggest Jazz Festivals in North America and Biggest Jazz Festivals in Europe.
Explore all Red Maps US destinations guides HERE
