10 Best Winter Wine Festivals in the U.S. in 2023 and 2024

By | Wine & Travel Writer, Consultant & Marketer
Last Updated: December 20, 2023
List of Winter Wine Festivals in the United States | Winetraveler.com

Winter is coming… and it tends to evoke a variety of feelings from merriment to dread, and depending on where you live the season can be short or seemingly endless. However, winter can actually be an amazing time to travel, explore new regions and seek out unique seasonal experiences.

We’ve recently highlighted the charm to be found throughout the winter season in Europe as well as the romanticism of the many Christmas Markets across the continent, but what if a European vacation isn’t in the cards for this winter? Or perhaps you’re traveling to the United States from elsewhere. Well, Winetraveler has you covered.

10 Top Winter Wine Festivals to Visit in the United States & Canada in 2023 and 2024

Christkindlmarkt – Chicago, Illinois

Yes, the U.S. has Christmas Markets too! In fact, you’ll find four locations between the Chicago and Milwaukee metropolitan areas. The original location lies in the heart of Chicago’s Loop and was inspired by the Christkindlesmarkt in Nuremberg, Germany. In 2016 and 2017, the Christkindlmarket opened two other locations at Naper Settlement (in the burbs) and Gallagher Way in Wrigleyville (Chicago’s North Side), and 2018 marked the inaugural year of the Christkindlmarket Milwaukee at the entertainment plaza outside Fiserv Forum.

Dates: The Christkindlmarket Chicago will take place from November 17 – December 24, 2023, at Daley Plaza. Additional locations include Gallagher Way at Wrigley Field and RiverEdge Park in Aurora, open through December 31, 2023.

Food and Drink: You’ll find a large assortment of savory and sweet foods, drinks and candied treats including sausages, potato pancakes, Strudel, Glühwein, German beer, roasted nuts, sweet cakes and pastries.  

Cost: Admission is always free with various pricing for food, drink and crafts.

(Winetraveler tip: Reserve a table in advance if visiting the Loop location!)

Winter Wine Festival – New Castle, New Hampshire

A month-long celebration of wine and food, the Winter Wine Festival is held in the luxurious comfort of the historic Wentworth by the Sea Hotel. On a tiny island off the coast of New Hampshire, you’ll experience the cuisine of the Wentworth’s culinary team alongside premium wines from vintners around the globe.

Dates: January 19th – February 11th, 2024

Food and Drink: Multi-course Grand Vintner’s Dinners, A Big Tasting in the Grand Ballroom, weekday Flight Nights, Shell-Shocked (an oyster event in SALT’s lounge), and lavish Bubbles and Jazz Brunches

Cost: $49 to $269 

Best Winter Wine Festivals to Visit | Winetraveler.com

Winter Wineland – Northern Sonoma County, California

Travel from winery-to-winery for two days in sunny California along the Wine Road in Northern Sonoma County to visit participating vendors (last year there were more than 200!). In its 27th year, the Winter Wineland is a great opportunity to meet winemakers, taste limited production wines, new releases and library wines. All participating wineries will highlight a vintage, varietal or vertical tasting. You can even join winemakers for a casual morning breakfast and Q&A before heading out to Winter WINEland. 

Dates: January 13-14, 2024 | 11am – 4pm daily
60 Wineries!

Food and Drink: Northern Sonoma County wines, food available for purchase at various wineries

Cost: around $60 (discount for designated drivers)

(Winetraveler tip: This event is only open to those 21 and up, children are not permitted.)

RELATED: 9 Tips to Plan the Perfect Family Wine Vacation

Ice Wine Festival – Fairs & Festivals in Geneva, Ohio

Throughout March, embark on a delightful journey with the Annual Ice Wine Festival hosted by esteemed wineries including Ferrante Winery, Debonné Vineyards, Grand River Cellars, Laurello Vineyards, and Cask 307, all nestled in the picturesque Grand River Valley. This festival offers a unique opportunity to savor the exquisite taste of ice wines, each winery presenting their distinct variant accompanied by a specially curated appetizer. The experience is available for a nominal fee, generally ranging from $8 to $9 at each location.

Anticipate a range of engaging activities at various venues, such as live music, tractor tours amidst the vineyards, and captivating ice sculpture displays.

Dates: Fri, Mar 1, 2024 – Sun, Mar 31, 2024

Food & Drink: Each winery will provide a sample of their ice wines along with a complimentary appetizer for a set cost.

Location: Grand River Valley, Geneva, OH 44041

Cost: Typically between $8-$9 per location

St. Paul Winter Carnival – St. Paul, Minnesota

Although not a wine festival, how can you pass up the romanticism of an ice castle and winter carnival that dates back to 1886. In fact, it’s the oldest winter festival in the United States! Events include ice carving, outdoor entertainment, the ice bar, ice throne, Kids’ Day, Family Day, Snowpark at the Fair and many events inside the Landmark Center including the memorabilia display. You can also attend or participate in parades, brunches, a casino night, a symphony, contests and of course, sledding!

Dates: From Thursday, January 25 through Saturday, February 3, 2024 (Snow Park is also open on February 4, 2024), the festival will attract 100,000+ people from Saint Paul and beyond to celebrate winter in Minnesota. Landmark Center, located in the heart of downtown Saint Paul, the Minnesota State Fairgrounds, and businesses throughout the city will be venues for event festivities, which include ice carving competitions, family-friendly artistic and educational activities, and much more!

Food and Drink: Dine on small bites from local restaurants at the casino night, enjoy a brunch with the Past Princess Association and bites and pours from many food and beverage distributors.

Cost: Free – $50

Naples Winter Wine Festival – Naples, Florida

The Naples Winter Wine Festival is one of the world’s most prestigious charity wine auctions. Guests enjoy world-class food and wine during intimate dinners in private homes, and are invited to bid on once-in-a-lifetime travel and wine experiences during a live auction. Tickets do not come cheap for this prestigious, and limited-ticket event, which has raised more than $176 million since 2001. Proceeds from the event benefit the Naples Children & Education Foundation, making a profound difference in the lives of hundreds of thousands of children.

Dates: January 26 – January 28, 2024

Food and Drink: Various wines and tasting experiences, meals and events are available and included in the purchase of festival tickets.

Cost: $12,500 to $30,000

Taos Winter Wine Fest – Taos, New Mexico

A four-day celebration of food and wine featuring 24 participating local Taos restaurants and 40+ national wineries. Events include Reserve and Grand Tastings, an auction and numerous seminars with noted winemakers from around the globe. Held in the scenic Village of Taos Ski Valley, it’s great for wine travelers and ski lovers!

Dates: February 1-3, 2024

Food and Drink: 24 local restaurants, more than 40 wineries and numerous meals and events

Cost: $95 and up

RELATED: 15 Things To Keep in Mind When Planning a Wine Trip

10 Winter Wine Festivals to Experience in the United States This Year | Winetraveler.com

South Beach Wine & Food Festival – Miami Beach, Florida

The Food Network and Cooking Channel South Beach Wine & Food Festival (SOBEWFF®) is a national, star-studded, five-day destination event showcasing the talents of the world’s most renowned wine and spirits producers, chefs and culinary personalities. The Festival attracts more than 60,000 guests annually to its 90+ events throughout the five-day weekend, which take place at various locations throughout South Florida. All proceeds from the Festival benefit the Chaplin School of Hospitality & Tourism Management at Florida International University.

Dates: February 22 – February 25, 2024

Food and Drink: Too many options to name!

Cost: $22 and up (varies by package and event)

RELATED: Unique and Unusual Wineries to Visit Around The World

Oh Canada!

And here’s two bonus Winter Wine Fests for Winetravelers visiting our neighbor to the north:

Niagara Icewine Festival – Niagara Peninsula, Ontario, Canada

Details are forthcoming for this event, but you can bet it will celebrate the region’s superior ice wines and 0ffer a taste of winter in wine country.

Dates: January 12-14 | 19-21 | 26-28, 2024

Vancouver International Wine Festival – Vancouver, British Columbia, Canada

The Vancouver International Wine Festival is Canada’s premier food & wine event and is one of the biggest and oldest wine events in the world. The heart of the festival is the Tasting Room, where guests can choose from more than 750 wines at four International Festival Tastings, and industry professionals can sample those plus an additional 160 wines at two Trade Tastings. There are 45 special events that orbit the tasting room (seminars, vintage tastings, winery dinners, lunches, brunches, wine minglers, and more) at which another 550 other wines are served. 

Dates: February 24 – March 3, 2024

Food and Drink: You won’t go hungry or thirsty here!

Cost: Varied

(Winetraveler tip: Winetraveler execs will be attending! Join us for tastings or find us and say hello.)

Happy winter wine travels!

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One Comment

  1. I love this article by Kristy but I would ask her to consider including the Grand River Valley Ice Wine Festival. I believe we are the largest Ice Wine Festival in the United States and our wines have won top honors in international wine competitions each year. The festival is coming up in March and I would love to invite her to attend.

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