Wilacre Park
The Studio City trailhead to the Betty B. Dearing Trail. Parking is no longer free — budget $7.
The Betty B. Dearing Trail out of Wilacre Park, then dinner on Ventura Blvd. Parking is $7 — bring cash.
Last checked by the Date Ideas LA editorial desk, against operator sources
A hike that starts ten minutes from a hundred restaurants. Climb the Betty B. Dearing Trail out of Wilacre Park while there is still light, then come down onto Ventura Boulevard for dinner.
The classic problem with a hiking date is what happens afterwards — you are sweaty, it is dark, and the nearest food is a drive away. Wilacre solves it geographically. The trailhead is off Laurel Canyon and Ventura Boulevard is minutes down the hill, which means you can do a real ninety-minute walk and still be sitting down to dinner before the evening feels over.
This stopped being a free date on 20 May 2026. The lot is now $7 for up to two hours, with a four-hour daily maximum per vehicle — pay station or cash. The County subsidy that had kept it free for over a decade ended. Bring the cash and do not plan a four-hour epic.
A second or third date, when you already know you like talking to each other and want ninety minutes of it without a table in the way.
Trail shoes, and bring the clothes you want to eat dinner in. The fire road is loose in places and climbs steadily from the gate.
Exposed for much of the climb. On a hot day start at 5pm rather than 3pm, and carry more water than you think you need.
Book dinner for about two and a half hours after your parking meter starts. That is the honest gap once you allow for the walk and getting down the hill.
Pay at the station before you walk — $7 buys two hours and the daily cap is four. Restrooms and drinking fountains are at the lot; there is nothing on the trail.
The fire road out of Wilacre climbs steadily through what was once the Will Rogers estate. Turn around when you have had enough — this is a conversation, not a summit attempt.
Ten minutes down Laurel Canyon. Book it before you start walking; you will not want to be deciding at 6:45 with dust on your shoes.
The Cross Mountain Park trail system carries on from the Betty B. Dearing toward Coldwater Canyon and Franklin Canyon. Save it for a day when you are not paying by the hour to park.
If the lot is full, do not circle the neighbourhood hunting for street parking — the surrounding streets are tightly restricted and it is a reliable way to end a date with a ticket. Drive down to Ventura Boulevard, eat first, and walk the boulevard instead.
The Studio City trailhead to the Betty B. Dearing Trail. Parking is no longer free — budget $7.
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