Jazz on the Vine 2025 at The Osthoff Resort
May 8 - May 10
Get ready for an unforgettable weekend of world-class jazz, fine wine, and lakeside luxury as The Osthoff Resort proudly presents Jazz on the Vine 2025! Taking place May 8–10, 2025, this annual celebration brings together an exceptional lineup of renowned jazz artists for three days of electrifying performances in the heart of Wisconsin’s scenic Elkhart Lake, Wisconsin.
A Weekend of Music, Wine & Relaxation
Set against the stunning backdrop of the award-winning Aspira Spa at The Osthoff Resort, Jazz on the Vine is more than just a festival—it’s an experience. Enjoy the soulful sounds of acclaimed jazz musicians, sip on premium wines, and indulge in the resort’s award-winning amenities, including luxurious accommodations, spa treatments, and exquisite dining.
2025 Artist Lineup
This year’s lineup features an incredible mix of jazz legends and rising stars:
Thursday, May 8
5:15 PM – Marqueal Jordan
7:15 PM – Lindsey Webster
9:15 PM – Jonathan Butler
Friday, May 9
5:15 PM – Lin Rountree
7:15 PM – Jackiem Joyner + Nicholas Cole
9:15 PM – Peter White
Saturday, May 10
2:15 PM – Ragan Whiteside
4:00 PM – Jason Grant
6:00 PM – Rick Braun
8:15 PM – Eric Darius
Spotlight on Jazz Greats
- Jonathan Butler – A global sensation, blending jazz, gospel, and R&B with an inspiring musical journey from South Africa.
- Lindsey Webster – The first vocalist since Sade to top the Billboard Smooth Jazz chart with a vocally-driven track.
- Peter White – A self-taught guitar virtuoso with over 40 years of jazz excellence.
- Rick Braun – A contemporary jazz powerhouse, celebrating 30 years of chart-topping success.
- Eric Darius – A dynamic saxophonist known for his genre-spanning sound and high-energy performances.
Book Your Jazz Getaway
Rooms and tickets are sold separately, so plan your perfect jazz retreat now! Our reservation specialists can help create a customized experience.
For more information visit: https://www.osthoff.com/jazz-on-the-vine