This biennial fundraising weekend benefits the Philbrook. Festival attendees can meet with international vintners, sample bites from regional restaurants and bid on hard-to-find bottles in a wine auction.
Photo courtesy of Philbrook Wine Experience

For three days each July, some of the best Finger Lakes wineries come together in Watkins Glen for a weekend of fun in the sun, live music, cooking demos and the largest showcase of wines from New York state. More than 80 wineries attend the event at Watkins Glen International.
Photo courtesy of iStock / ViewApart

This five-day festival each September showcases the culinary and wine culture of Santa Fe. Some 90 wineries from around the nation partner with 75 Santa Fe restaurants for cooking demos, wine seminars, luncheons and dinners, culminating in a Grant Tasting at the stunning outdoor Santa Fe Opera.
Photo courtesy of Santa Fe Wine & Chile Fiesta

The Triangle Wine Experience, founded in 1992, brings three days of wine events to Raleigh. The festival includes dozens of winery dinners, a grand auction, wine gala and wine store tastings, all to benefit the Frankie Lemmon School & Developmental Center.
Photo courtesy of iStock / ViewApart

This three-day wine festival hosted four times per year in Paso Robles, Solvang, Sonoma and Los Angeles celebrates small-production winemaking – wineries and vineyards producing under 1,500 cases per year. In addition to the main festival, smaller events throughout the year include mini tastings and festivals focused on specific production areas, like the Santa Ynez Valley.
Photo courtesy of The Garagiste Festival

Nat Diego, entering its third year in 2019, is a celebration of natural wine where festival goers can meet with winemakers and advocates of natural wine. Events over the three-day festival include producer seminars, a grand tasting and a ladies night.
Photo courtesy of Nat Diego

Florida’s 30A Wine Festival will return for its ninth year in early 2020. This five-day celebration benefiting the Children’s Volunteer Health Network features a wine dinner, barbecue and bourbon tasting, tasting seminars, a grand tasting, brunch and a croquet tournament, all set in the beautiful community of Alys Beach.
Photo courtesy of 30A Wine Festival

This annual winter festival benefitting the Naples Children & Education Foundation is a three-day celebration that includes vintners dinners, a live wine auction, live music and a celebration brunch. The star-studded lineup often includes talent like Thomas Keller, Emeril Lagasse and Charlie Palmer.
Photo courtesy of Eric Statchan / Naples Winter Wine Festival

For the last 39 years, June has brought the Telluride Wine Festival to this Colorado mining town. The four-day event features wine pairing dinners, reserve and grand tastings, seminars and movie screenings. Revenue from the event goes to support regional farmers, educational organizations and culinary and hospitality businesses.
Photo courtesy of Telluride Wine Festival

Winesong celebrates its 35th year in 2019 with two days of wine and food tastings and a charity auction on the Mendocino Coast. A highlight of the weekend is A Pinot Noir Celebration, bringing together 35 wineries at the intimate Little River Inn overlooking the Pacific Ocean.
Photo courtesy of Winesong