Hobson Heights Home & Garden Tour

Step Behind the Gates of Hobson Heights – A Rare Look Inside Ventura’s Most Storied Neighborhood

For one unforgettable afternoon, gain rare access to the homes, views, and stories of Hobson Heights — Ventura’s most iconic hillside neighborhood. This exclusive experience offers a behind-the-scenes journey through private residences, historic landmarks, and sweeping ocean vistas that are typically hidden from public view.

Start your afternoon in the stunning sanctuary of the historic Community Presbyterian Church with a special screening of the acclaimed documentary The Legends of Hobson Heights: The Untold Tales of 100 Years of Architecture, Triumph and Tragedy. Created by local storyteller and Realtor Toni Guy and directed by local filmmaker William Edwards, this captivating 50-minute film has earned semifinalist honors at the 2025 Hollywood Storytellers Film Festival and has already sold out multiple screenings.

Then, set out on a self-guided walking tour of select Hobson Heights homes and landmarks. Using your phone and Toni’s audio narration, you’ll uncover personal stories, architectural gems, and historic secrets as you move from one unique location to the next. Many of these homes are rarely open to the public and offer curated gardens, panoramic ocean views, and design details that reflect a century of Ventura’s history.

Along the way, stop at a scenic lookout for a sneak peek of the Ventura Hills Nature Preserve, the breathtaking open space that borders the neighborhood. You’ll learn about the exciting plans for a brand-new pedestrian trailhead right in Hobson Heights — part of the conservation work led by Ventura Land Trust (VLT), the nonprofit championing the protection of Ventura’s wild and open spaces.

Cap the day with a Twilight Toast VIP cocktail hour at a private Hobson Heights residence, where VIP ticket holders will enjoy wine, craft cocktails, and appetizers in an intimate garden setting — all while mingling with local creatives, community leaders, and homeowners.

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Proceeds from this event support Ventura Land Trust (VLT), a nonprofit organization dedicated to preserving the open spaces, hillsides, rivers, and trails that make Ventura wild and wonderful. VLT’s mission includes stewardship of the Ventura Hills Nature Preserve — including a soon-to-be-announced trailhead that will directly connect the Hobson Heights neighborhood with hiking and nature access.

Don’t miss this one-of-a-kind experience that blends storytelling, history, nature, and exclusive access — all in support of Ventura’s natural future.

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Please note that the route includes hills with moderate to steep inclines, and some homes have stairs. While the tour isn’t fully wheelchair accessible, if needed, parts of the tour can be driven—but please be mindful and ensure the safety of those walking. Reach out to us at [email/phone] with any accessibility questions or needs.

Event Venue & Nearby Stays

1555 Poli St, 1555 Poli Street, Ventura, United States