Upcoming Events
Memorial Day Weekend
May 22nd – May 25th | 11am-5pm
Join us for Memorial Weekend at Blakeslee Vineyard Estate, where exceptional wine meets breathtaking views of Mt. Hood. We’ll be open Thursday through Monday from 11am to 5pm, offering a full weekend of live music, relaxation, and celebration.
Enjoy performances from Scott Galegos (Saturday), Robert Tackett (Sunday), and Lew Jones (Monday), each playing from 1–4pm.
Whether you’re gathering with friends or hosting out-of-town guests, there’s no better place to spend the holiday weekend. Reservations are recommended.
First Thursday live music with Simmer Down Duo
Thursday, May 7th | 5-7pm
Bring your friends, grab a glass (or a bottle), and settle in for an afternoon that hits all the right notes and feels.
Reservations not required but encouraged.
A Rare Taste of Blakeslee History Continues
May 30th-31st
In celebration of Oregon Wine Month, we’re unlocking the cellar once again and pouring some of our favorite Library Wines for you to enjoy.
May 30-31, alongside our Classic Wine Flight ($30), we’re offering a very exclusive, limited quantity, Premium Experience:
✨ Sheila Estate Reserve Pinot Noir Vertical Flight
Featuring vintages 2011, 2012, 2013, 2014 & 2015 — $50
This is a rare opportunity to explore how these wines have evolved over time—showcasing depth, elegance, and the unique character of each vintage.
And it gets even better…
All Library Wines from 2006–2016 are on sale throughout May! From 750ml bottles to impressive Magnums, 3L, and 5L formats, there’s something perfect for every table and every celebration.
Come sip, savor, and take home a piece of our story to share with the people who matter most.
Simmer Down Duo
July 11th, 1pm to 4pm
Molly Elkins and Craig Jahne are longtime friends and experienced musicians in the Portland area, playing in local bands Rock Doctors, Angela Haywood and Soul Expression, Probable Cause and The B4s.
In 2015 we decided to branch off from our loud and rowdy rock ‘n roll background and simmer down a bit. And so the Simmer Down duo was formed. Start with a variety of popular folk, country, rock, pop selections then simmer them down to simple acoustic arrangements with vocal harmonies and the occasional looper to fill out the sound. Throw in the tackle box guitar that Craig made himself, and you have a fun and entertaining show!
Reservations not required but Recommended. Click HERE
Sherwood’s own Melody Guy at the Vineyard
July 26th, 1pm to 4pm
Reservations not required but Recommended. Click HERE
Sunshine Sunday with Bernie Sims
August 30th, 1pm to 4pm
Aaron Meyer Concert
September 19th, 5pm
A Blakeslee Tradition Returns!
Join us for one of the most anticipated nights of the year…
Set against the golden backdrop of the vineyard, this unforgettable outdoor concert blends world-class music, breathtaking views, and the magic of late summer in wine country.
Sip your favorite Blakeslee wines, settle in under the open sky, and experience the electrifying performance that has become a beloved annual tradition.
Live music. Vineyard views. Unmatched atmosphere. ✨
Mark your calendar now—this is a night you won’t want to miss.
Tickets Available HERE
Romantic Winter Event
Take in the beauty of the setting with Aaron Meyer as he performs in our Piazza for a limited crowd. Get ready to enjoy some of your favorite tunes as you’ve never heard them before, fireside and intimate. Enjoy the spectacular wines and views of Blakeslee Vineyard paired with the signature sounds of Aaron Meyer.
- Open seating / first come, first served.
- 21+ event
- Tickets: $45 – limited quantity
- Purchase tickets: online (SOLD OUT)
- Tickets are Non-Refundable
Magic in the Mountains
Saturday, June 10th
1PM – 4PM
A Chehalem Mountains Wine Tasting
At the gateway to Oregon’s prestigious Willamette Valley wine growing region, just 35 minutes from Portland, you’ll discover wines produced by 30+ of Oregon’s most highly acclaimed wineries paired with food bites from incredible purveyors during a fun afternoon at the Allison Inn and Spa.
Holiday Closures
We are closed on these major US holidays:
Easter Sunday
Fourth of July
Thanksgiving
Christmas Eve & Day
New Years Eve & Day
We want to help you celebrate mom for Mother’s Day at Blakeslee Vineyard Estate.
We have a special day planned which includes:
* Live music from 1-4pm by Rudolf Korv
* A new wine release &
* A carefully curated wine flight with mom in mind.
* Plus a special little something for mom to take home.
Our regular menu of Charcuterie, Hummus & Brie will be available for purchase along with our entire current wine releases.
A Roarin’ Good Time
November 28-30
12pm-5pm
Join us for an elite tasting flight of our Blanc de Blancs, Estate Reserve White Pinot Noir, Reserve Pinot Noir and Sheila Pinot Noir. All paired with Sheila’s famous chocolate chip cookies. Limited edition holiday wine packages will also be available!
No RSVP required, see you at the tasting room!
Aaron Meyers
Saturday, August 23rd
6pm to 8pm
The incredible Aaron Meyers will be returning again and this is absolutely another event you will NOT want to miss out on (along with some amazing wines!)