Rose City Caddy

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Rose City Caddy Big Black 1958 Cadillac Fleetwood Sixty Special

Spooky season has arrived with Rose City Caddy.This 1958 Cadillac Fleetwood Sixty Special is dressed for the occasion—an...
10/01/2026

Spooky season has arrived with Rose City Caddy.

This 1958 Cadillac Fleetwood Sixty Special is dressed for the occasion—and she’s looking right at home among the ghosts, mausoleums, and old Portland charm of Lone Fir Cemetery.

Whether you’re planning a Halloween soirée, a haunted wedding, a night on the town, or simply want to make an entrance, or even that final exit, that’s impossible to forget, Rose City Caddy is ready to chauffeur you into the night.

Vintage glamour. A little mystery. Just the right amount of spooky.

Spooky season looks good in black.

Today's drive takes me back out to Mt View Orchards for another wedding. Today's bride reached out and booked a full yea...
08/08/2026

Today's drive takes me back out to Mt View Orchards for another wedding. Today's bride reached out and booked a full year and a half ago. WOW! Congrats to Lexy and Justin on their magical day!!!

A beautiful day for a beautiful couple! Congrats to David and Irina.
08/08/2026

A beautiful day for a beautiful couple! Congrats to David and Irina.

I showed up for tonight's wedding and it turns out I am not the only Caddy here. I don't think this one is going to be a...
07/18/2026

I showed up for tonight's wedding and it turns out I am not the only Caddy here. I don't think this one is going to be as comfortable though. Congrats to Claire and Louis on their magical day!

What a fun couple. Last night we made a stop for burgers - they even had someone go save me a prime parking spot. Congra...
07/12/2026

What a fun couple. Last night we made a stop for burgers - they even had someone go save me a prime parking spot. Congrats to Kelcey and Joe!

Rose City Caddy always gets the best parking spots.
07/12/2026

Rose City Caddy always gets the best parking spots.

First wedding of 2026 for me. Congrats to Lizzy & Junior on this perfect day!
06/14/2026

First wedding of 2026 for me. Congrats to Lizzy & Junior on this perfect day!

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711 NE Dekum St
Portland, OR
97211

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