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Live Music Every Friday 5-8p, Happy Hour 2-for-1 glasses of wine from 7-8p

February 26th local local singer song writer Jasmine Seek

October 16th a true acoustical artist (guitarist) Dustin Jake

February 5th, March 25th Parrot Head, classic rock and current rock Jerry Gontang

February 12th Instrumental Rock and Roll Frankie and the Invisibles

January 29th acoustic pop Britt Doehring

February 19th Smooth jazz, acoustical guitarist Will Sumner

June 19th solo saxophonist Jim Gentry

January 22nd acoustical guitarist James Holland

March 4th Pop / Rock / Tribute Kenny Hale


Temecula Live Music Sundays 2-5p unless noted

February 14th, and March 6th (1:30-5p) Smooth jazz, acoustical guitarist Will Sumner

February 28th, and March 20th Steel drum, island vibe Shaula Walko

January 31st, February 21st, and March 13th acoustical guitarist Don Brennan

January 24th acoustical guitarist James Holland

January 10th Country / Jazz, Western Swing / Blues, Rockabilly Kelly Moore


9th Annual Super Chili Bowl, February 7th, 3-8p

Join us for chili tasting, food, wine, beer and football. Chili competition kicks off at 3pm.

Only 10 competitors allowed. Official rules apply for competition. Must pay in advance to reserve competitor spots. No refunds 3 days before event. To purchase tickets, please email wineclub@cougarvineyards.com or call 951.491.0825.

$15 pp for competitors, $25 for wine club, $30 for non-wine club. Price increases by $5 the day of the event. Pre-paid parties of 4-6 can reserve their table at time of payment.


4th Annual St. Patrick's Day 15k and 5k, March 13th @ 8:30am

Start and end the race at Cougar! Limited to the first 200 participants so register today at: Click Here

A portion of the proceeds from this event will go to the Rose Again Foundation. Race through country roads and vineyards as you wind your way to the finish line and a glass of green champagne in honor of St. Patrick’s Day! 21+ race entry includes a champagne tasting and a signature glass to keep. Then, spend the afternoon celebrating the (wine country) Irish way at Cougar Vineyard and Winery. Check out Facebook for updates and contests! This is a challenging, hilly course, so be prepared for an exhilarating run!


Big Red Fest, Sunday, April 24th, 10-5p

This event will sell out.

Taste 3 red wines with gourmet food at all 10 DePortola Trail Wineries & receive a logo glass! Select which winery you would like to begin tasting at below. For transportation, we recommend Grapeline!

For more information and to purchase tickets (select Cougar for check-in) Click Here.


Holiday Parties, Wine Country Family Reunions, Rehearsal Dinners, and Employee Appreciation Parties

Contact us for our options to celebrate!

Cougar Vineyard and Winery
There is always live music every Saturday at Cougar. Check back here for Temecula Wine tasting events and Temecula wine Entertainment.