Our Reservations
Wine Tasting is not available on Sunday, August 17th
EVENTS AND LIVE MUSIC
YOU'RE IN FOR A TREAT. TWOMACS IS SCOTT AND DEB MACGOUGAN. THEIR MUSIC IS ALL THEIR OWN: A REFRESHING BLEND OF ACOUSTIC POP AND LATIN JAZZ THAT'S EASY ON THE EARS AND GOOD FOR THE HEART. SCOTT IS THE COMPOSER IN RESIDENCE, A LIFELONG MUSICIAN WITH A MASTER'S IN MUSIC COMPOSITION FROM UCLA. HE PLAYS A NYLON-STRINGED GUITAR AND SINGS BACKUP, WHILE DEB JUST HAPPENS TO HAVE A WONDERFUL VOICE. AND THEY HAVE FRIENDS! ADD MARC ON FRET-LESS BASS, JOHN ON PERCUSSION AND COREY ON THE ALTO SAX AND YOU'VE GOT A SERIOUS GROOVE GOING! THESE GUYS ARE SURE TO PUT A SMILE ON YOUR FACE.
TICKETS ARE NOT MAILED. CHECK-IN AT THE DOOR BY LAST NAME.
$15 PLUS TAX PER TICKET PER PERSON
THIS IS AN OUTDOOR EVENT. PLEASE BRING A LAWN CHAIR.
THIS IS A 21+ EVENT.
PLEASE, NO OUTSIDE FOOD OR DRINK
ALL TICKET SALES ARE FINAL. NO REFUNDS.
TWO MACS AND FRIENDS
IN THE VINEYARD (SOLD OUT)
FRIDAY, AUGUST 1ST, 6:30PM

Sip, savor… and solve a crime. 🍷🔍
Join us for an unforgettable evening at Olalla Vineyard and Winery, where fine wine meets a deadly twist. In Death in the Vineyard, guests will enjoy creeping their way through several delicious food and wine pairings while becoming part of an interactive murder mystery experience set among the vines.
Was it jealousy? Greed? Or a long-held secret finally uncorked? Come dressed to impress (and maybe deceive), and help uncover the culprit before dessert is served.
Tickets include food, wine, and a night full of intrigue.
TICKETS ARE NOT MAILED. CHECK-IN AT THE DOOR BY LAST NAME.
$125 PLUS TAX PER TICKET PER PERSON
THIS IS AN OUTDOOR EVENT.
THIS IS A 21+ EVENT.
PLEASE, NO OUTSIDE FOOD OR DRINK
ALL TICKET SALES ARE FINAL. NO REFUNDS.
Gregg olsen's (SOLD OUT)
west sound crime con
"DEATH IN THE VINEYARD"
MURDER MYSTERY DINNER
SUNDAY, AUGUST 3RD, 6-9PM

Candy Shoppe plays all your Old School Favorites!
Motown, 70s & 80s! ABBA, Earth Wind and Fire, SOS Band, Donna Summer, The Bangles, The B-52’s & more!
TICKETS ARE NOT MAILED. CHECK-IN AT THE DOOR BY LAST NAME.
$20 PLUS TAX PER TICKET PER PERSON
THIS IS AN OUTDOOR EVENT. PLEASE BRING A LAWN CHAIR.
THIS IS A 21+ EVENT.
PLEASE, NO OUTSIDE FOOD OR DRINK
ALL TICKET SALES ARE FINAL. NO REFUNDS.
CANDY SHOPPE
IN THE VINEYARD
FRIDAY, AUGUST 8TH, 6-9PM

The 3rd Annual Kitsap Farm Tour is happening on August 10, 2025!
This exciting event is an initiative of the Kitsap Agritourism Coalition (KAC)—a collaborative network of local farms working together to support one another and to educate the public about the vital role of agriculture in our community. KAC promotes agritourism by creating fun, hands-on farm experiences that connect people with the land, food, and farmers of Kitsap County.
At Olalla Vineyard and Winery we will be offering an opportunity to taste our famous "Golubok" wine from grapes grown right in our vineyard. There will also be a collection of vintage and newer farm tractors (some are kid-friendly - please ask). There will also be a Kid's Coloring Activity and self-guided tours of the vineyard.
The tour is proudly supported by WSU Kitsap Extension and sponsored by Visit Kitsap Peninsula and the Kitsap Community and Agricultural Alliance. Don’t miss this fantastic opportunity to explore local farms, meet the farmers, and celebrate the richness of Kitsap’s agricultural heritage!
KITSAP FARM TOUR
SUNDAY, AUGUST 10TH 10AM-4PM

Join us for an unforgettable summer evening of live music, wine, and stunning vineyard views as The Grit returns to Olalla Vineyard & Winery!
We’re bringing our full band for a sunset set filled with soulful originals, creative covers, and a blend of island reggae, country, and singer-songwriter vibes that’ll pair perfectly with your favorite glass of wine.
This is one of our favorite places to play—not just for the scenery, but for the energy of the crowd. Whether you’re dancing, sipping, or just soaking it all in, this is the place to be on a summer Friday night.
Come early, grab your spot, and enjoy an evening of music, wine, and good company
TICKETS ARE NOT MAILED. CHECK-IN AT THE DOOR BY LAST NAME.
$15 PLUS TAX PER TICKET PER PERSON
THIS IS A 21+ EVENT.
PLEASE, NO OUTSIDE FOOD OR DRINK
ALL TICKET SALES ARE FINAL. NO REFUNDS.
the grit
IN THE loft
FRIDAY, AUGUST 15TH, 6:30-8:30PM

Country Line Dancing with Dancing Danielle from 6:00-8:00pm in the Loft - Includes a glass of bubbly upon arrival!
TICKETS ARE NOT MAILED. CHECK-IN AT THE DOOR BY LAST NAME.
$20 PLUS TAX PER TICKET PER PERSON
THIS IS A 21+ EVENT.
PLEASE, NO OUTSIDE FOOD OR DRINK
ALL TICKET SALES ARE FINAL. NO REFUNDS.
BOOTS AND BUBBLY
IN THE LOFT
SATURDAY, august 30TH 6-8PM
