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Discover Portland’s hidden gems with this self-guided exploration game through Southeast Portland’s Ladds Addition, blending history, gardens, and quirky landmarks at your own pace.
If you’re looking for a way to explore Portland’s lesser-known neighborhoods without the pressure of a guided tour, the Hidden Southeast Portland experience offers a charming, flexible alternative. This self-guided quest, priced at just $8.99 per person, takes you through Portland’s historic Ladds Addition neighborhood, a place famous for its vintage homes, rose gardens, and a few surprises that keep Portland weird. You won’t need to join a large group or follow a fixed schedule — instead, you get to set your own pace and discover at your leisure.
What we love about this experience? First, the interactive storytelling combined with fun puzzles and trivia make wandering feel more like an adventure than just sightseeing. Second, the cost is surprisingly reasonable for an activity that offers both history and quirky local flavor. The only downside? As a self-guided activity, it relies on your motivation to solve puzzles and explore. If you prefer guided commentary or detailed historical context from a person, it might feel a bit light in that department. This tour is perfect for families, couples, solo explorers, or friends who love discovering neighborhoods on their own terms and enjoy a little brain-teasing along the way.


This tour takes roughly 1 hour 30 minutes, making it a perfect activity for an afternoon or a free morning. You’ll start at the vibrant 2007 SE Division St, where your mobile access code begins your journey, and end at 2408 SE 16th Ave near St. Philip Catholic Church. Throughout the experience, you’ll visit iconic spots like the Ladd Circle Park and Rose Gardens, the Ladd-Reingold House (home to the quirky National Hat Museum), and several of the neighborhood’s famed rose gardens.
The Ladds Addition neighborhood itself is a highlight — its diamond-shaped streets and three-thousand-plus roses create a striking, nearly fairytale setting. As you walk, puzzles challenge you to learn about the area’s history, architecture, and local stories, fostering a more engaging experience than simply strolling. The app provides a GPS map, storyline content, and challenges that you can pause or resume anytime, giving you complete control over your schedule.
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Your journey kicks off here, where you’ll access your mobile code and get briefed on the first puzzle challenge. This initial step gets you thinking about the neighborhood’s layout and history, setting the tone for your exploration.
One of Portland’s most picturesque landmarks, this historic park features four diamond-shaped rose gardens surrounding a central circle, established in 1909. We loved the way the gardens’ symmetry and vibrant blooms create a peaceful, almost hypnotic setting. As you solve puzzles related to the gardens, you’ll learn about their design and historical significance, which many visitors find adds depth to what might otherwise be just a pretty park.
This craftsman-style home from 1910 isn’t just eye-catching architecturally; it’s a portal into Portland’s quirky side, housing the National Hat Museum. Here, you’ll discover an eccentric collection of hats and architectural details that make the house stand out. We appreciated the narrative content about the house’s history and its current quirky function, which adds a layer of curiosity to your walk.
Each of the rose gardens has its own character, but all showcase Portland’s love of roses. The North and South Gardens, both established in 1909, feature over 3,000 roses each, with a stunning variety of colors and scents. These gardens are tranquil spots, perfect for a photo or a moment to appreciate Portland’s horticultural heritage. The puzzles here test your knowledge of rose varieties and their history, adding a fun challenge.
Designed by Pietro Belluschi, a prominent figure in mid-century architecture, this church adds cultural depth to your walk. Built in 1913, the building’s striking design and its significance to Portland’s Italian immigrant community make it a noteworthy stop. The app shares stories about the church’s architecture and history, enhancing your appreciation for the neighborhood’s diverse roots.
Your self-guided quest wraps up near this address, where you can reflect on your discoveries. The flexibility of the app means you can pause and revisit previous stops or continue exploring if you wish.
Compared to guided tours, this activity offers exceptional value — you pay just $8.99 and get an engaging, customizable experience that can be repeated or extended. The inclusion of puzzles and trivia adds educational value, making the journey not just about sightseeing but about actively learning and engaging.
The mobile app is straightforward, with GPS navigation, storyline content, and challenges that foster curiosity. The ability to pause and resume means you can adapt it to your own pace, whether you want a quick exploration or a leisurely adventure.
From reviews, travelers seem to find the experience “fun and engaging,” with many appreciating the chance to discover Portland’s less-touristy side. One comment notes that “the puzzles made it more than just a walk — it felt like a treasure hunt.” Another mentions the “stunning views of the rose gardens” as a definite highlight.

The tour is designed for most travelers, with confirmation provided instantly upon booking. It’s accessible for service animals and near public transportation, making it easy to access without a car. Since it’s self-guided and only requires a smartphone, it’s particularly suitable for independent travelers who enjoy solving puzzles and exploring at their own rhythm.
You should note that this isn’t a guided tour, so if you prefer detailed commentary from a guide or group interactions, this might not be ideal. However, if you’re comfortable navigating on your own and love discovering hidden gems, this experience offers a relaxed yet engaging way to see Portland’s charming side streets and gardens.

This Hidden Southeast Portland experience is a budget-friendly, flexible way to explore a neighborhood filled with vintage architecture, stunning rose gardens, and quirky cultural sites. Its interactive format keeps the walk lively, making it a good choice for those who enjoy challenges and storytelling.
We think it’s especially well-suited for families, couples, or solo travelers who want a personalized Portland adventure that mixes history, nature, and a touch of Portland’s famous weirdness without the constraints of a guided tour.
If you’re in the mood for a leisurely stroll that combines gardens, architecture, and local stories with a playful twist, this is an experience worth trying. Just remember to bring your curiosity and your smartphone, and you’re all set for a delightful exploration of Portland’s hidden charm.

How long does the tour take?
The self-guided quest lasts approximately 1 hour 30 minutes, making it easy to fit into a flexible afternoon or morning schedule.
Where do I start and end the tour?
You begin at 2007 SE Division St and finish near 2408 SE 16th Ave, right next to St. Philip Catholic Church.
Do I need a guide or group?
No, this is a self-guided activity. You’ll use the mobile app on your own device, with no live guide involved.
Is the app easy to use?
Yes, it includes GPS navigation, storyline content, puzzles, and options to pause and resume, making it user-friendly.
Can I do this tour with children or elderly?
Most travelers can participate, and the experience is suitable for families and individuals comfortable with using a smartphone.
Are there any physical requirements?
Since it involves walking through a neighborhood, comfortable shoes and a mobile device are recommended. The pace is flexible.
What’s included in the ticket price?
Access to the mobile app, storyline content, 15 puzzles, GPS map, and the ability to pause or resume at your convenience.
Are there any additional costs?
No, apart from personal expenses like transportation or refreshments, everything is included in the ticket price.
What if I need to cancel?
You can cancel up to 24 hours in advance for a full refund, offering peace of mind if your plans change.
In total, this self-guided quest balances affordability, flexibility, and a genuine taste of Portland’s quirkiest neighborhood. Ideal for adventurous explorers who cherish discovering places at their own pace, it promises a memorable slice of Portland’s offbeat charm.