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Sun, May 18


Gray Gables Estate

A Night of Sinatra

Experience an enchanting evening of timeless music and delectable dining with a 9-piece band featuring a Frank Sinatra vocalist!

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A Night of Sinatra
A Night of Sinatra

Time & Location

May 18, 2036, 7:00 PM

Gray Gables Estate, 3009 Southeast Chestnut Street Portland, OR 97267

About the Event

Event Description:

Experience an enchanting evening of timeless music and delectable dining with a 9-piece band featuring the captivating Frank Sinatra-style vocalist, John Gilmore, brought to you by Bloomin' Boutique. Join us for an unforgettable evening as we serenade you with classic tunes while you indulge in a sumptuous dinner. Let the smooth melodies transport you to the golden age of entertainment for a truly memorable dinner and show experience while supporting Bloomin' Boutique: an Oregon non-profit organization serving foster and impoverished youth in the tri-county area, providing clothing, bedding, and other basic essentials.


7:00 PM Warm greetings at the door accompanied by a champagne welcome for dinner and show ticket purchases; guests escorted to their seats. No early arrivals permitted.

7:00 PM - 7:30 PM Cocktail hour featuring appetizers

7:40 PM Delightful salads served to each table

8:00 PM Indulge in a leisurely dinner home made by our in house chef

8:10 PM Doors Open for show only ticket purchases(No reserved seating)

8:15 PM Begin the enchanting evening with a captivating one-hour performance (1st set)

9:15 PM Take a break and enjoy decadent desserts passed around to dinner and show ticket purchases only.

9:30 PM Continue the musical journey with the second set

10:15 PM Conclude the night while taking pictures with the performers

11:00 PM Bid farewell as the event comes to a close

No early arrivals permitted.


Our staff will be dressed to impress and request our guests do the same. Get out your suits or sports coats and cocktail dresses and prepare for an incredible evening of A Night of Sinatra!

More about John Gilmore:

John's father, Voyle, was Sinatra’s record producer at Capitol Records from 1953 to 1958, regarded by many as Frank’s “Great Capitol Years.” Through his Dad, John has a very personal connection to the Sinatra songbook and will be peppering the show with exclusive Sinatra anecdotes and stories his father shared with him.

Gilmore’s musical career spans almost fifty years. At UCLA, he won First Prize in the Frank Sinatra Awards and was thrilled to perform for Sinatra several times during his six-year engagement at the world-renowned Jimmy’s Restaurant in Beverly Hills. He is looking forward to supporting Bloomin' Boutique by performing songs from Frank’s marvelous repertoire at Gray Gables Estate and providing guests with a spectacular musical performance.

More about Bloomin' Boutique:

Bloomin' Boutique is a non-profit organization dedicated to giving a hand up by providing new clothing, shoes, bedding and personal care items to underprivileged children, empowering them to become confident, constructive members of their communities. They provides foster and underprivileged youth new clothing and other items to the extent made possible by your generous donations. We cover boys and girls of all ages infant through 18 years. Using a referral process, we partner with other community organizations and agencies to provide these services; we do not accept fulfillment requests directly from families or individuals.

Wine Options:

Enhance your show experience with specialty wines. Bloomin' Boutique will be hosting their own specialty wine - $50 and up. All proceeds will be donated to Bloomin' Boutique.

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