Your 2026 Winelands calendar: What to look forward to near La Maison On Main, Paarl

Posted on Wed October 22, 2025.

The Cape Winelands is a region that truly comes alive through its events. As guests at La Maison On Main, you are perfectly placed to explore everything this vibrant area has to offer. From international music festivals to local harvest celebrations and world-class auctions, the 2026 calendar is packed with must-attend events.

Plan your stay around these exciting occasions to make your Winelands experience even more memorable.

Harvest season celebrations in Stellenbosch
Just a short and scenic drive from our doorstep, Stellenbosch kicks off the year with a bang during the annual harvest season.

Delheim Harvest Festival
Date: Saturday, 31 January 2026
The Experience: Join the Delheim wine-making families for a day of traditional festivities. Enjoy activities like grape picking and stomping, live music, and cellar tours, all topped off with a delicious harvest-style lunch.

Sunset Harvest Table with Delheim
Date: Friday, 30 January 2026
The Experience: For a more intimate affair, attend the exclusive three-course, harvest-inspired dinner. It’s the perfect opportunity for a romantic evening of wine tasting in the vineyards as the sun sets.

World-class events in Franschhoek
A quick 30-minute drive from Paarl takes you to the picturesque village of Franschhoek, which is hosting two blockbuster events in 2026.

Montreux Jazz Festival
Dates: 27–29 March 2026
The Experience: This iconic international music festival is debuting its first-ever African edition in Franschhoek. Prepare for a weekend of world-class music, featuring a lineup of both international superstars and local talent.

Bastille Festival
Date: To be confirmed, typically in July
The Experience: Embrace the village’s French Huguenot heritage at this popular annual winter festival. Expect an array of French-themed food, fine wines, and vibrant street entertainment.

Local flavour right here in Paarl
You don't need to venture far to find unforgettable experiences. Some of the Winelands' best events are right on our doorstep in Paarl.

Cape Wine Auction
Date: Saturday, 7 February 2026
The Experience: Taking place at Nederburg Wines, this high-profile charity auction is a social highlight of the season. The event features exceptional wines, gourmet food, and an electric atmosphere, all for a worthy cause.

Winelands Horse Festival
Date: Saturday, 28 February 2026
The Experience: At the Mistico Equestrian Centre, this event promises a day of exhilarating equestrian shows, boutique stalls, and local food and wine tastings. It's a great family-friendly outing with a charitable heart.

Run The Vines | Olsen | 2026
Date: Sunday, 5 July 2026
The Experience: For the active and adventurous, celebrate National Women's Day with a trail run through the stunning scenery of Olsen Private Vineyards. It’s a fun, family-friendly event with runs for all ages.

Plan your Winelands getaway today
Whether you're looking for world-class entertainment, food and wine pairings, or outdoor adventures, the 2026 Winelands calendar offers something for everyone.

With our prime location, La Maison On Main serves as the perfect base for your explorations.

Check your calendars, book your stay with us, and get ready to experience the best of the Winelands!

P.S. Remember to book directly on our website to take advantage of our best offers, including our special 'Stay 3 Nights, Pay for 2' deal running from April to August 2026.

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