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Amanda Band-Boston Tribute

Love the Music of Boston, Come Join us at Whispering Oaks Winery to hear the Amanda Band rock the night away Sept 28, 2023! For More details and to purchase […]

Night Moves-Tribute to Bob Seger

Coming this October to Whispering Oaks Winery is the Mark Anthony Band paying tribute to the iconic music of Bob Seger. Tickets will go on sales now.

Alter Eagles-Tribute to the Eagles

For over a decade, The Alter Eagles have been astonishing audiences across the United States with their inspiring tribute to the number one selling band of all time in North […]

1969-Peace of Woodstock Tribute

Peace of Woodstock returns to Whispering Oaks to Celebrate on the Best Years of Music, 1969! They are a can't miss band that will have you dancing and singing the […]

Whispering Oaks Christmas Wine Run 5k

Join Us at Whispering Oaks Winery for our Christmas Wine Run 5k! Bring your Family for the race and then stick around to Enjoy our Award Winning Wines, Food and […]

New Year’s Eve at Whispering Oaks Winery

New Year's Eve At Whispering Oaks Winery is on! 🍾 Celebrate New Year’s Eve Dinner with Whispering Oaks Winery!  It’s going to be an evening full of great food, award-winning wine, […]

John Cash Tribute Band

Coming to Whispering Oaks Winery and Event Center near The Villages a special concert event...Experience the music of the man in black, the legend Johnny Cash. Train of Love: a […]

Broken Hearts-Tribute to Tom Petty & the Heartbreakers

The Broken Hearts pays tribute to the music and spirit of Tom Petty (and the Heartbreakers) featuring a best-of & more catalog ranging from Petty’s early years to his latter solo albums […]

Valentine’s Day 2024

Happy Valentine’s Day from Whispering Oaks Winery 3 Course Dinner Including a Glass of Wine* or Beer $60 per person Course One:Choose fromSoup or Garden Salad Course Two:Choose fromCitrus Grilled […]

Nearly Diamond-Tribute to Neil Diamond

For over 50 years, Neil Diamond graced stages all over the world. Now, this tribute continues his legacy with a show full of chart toppers delivered by an accomplished set of musicians and […]

Honey Bee, Wine & Blues Festival

A wonderful day of Blues music & fun! Multiple Blues Bands for a great day of wine and music amongst the groves