Tail O' the Pup in Los Angeles, California

Few landmarks in Los Angeles capture the city’s playful spirit quite like Tail o’ the Pup, a giant hot dog-shaped stand that’s been part of the city’s cultural DNA since 1946. With its smiling bun and mustard-yellow details, it’s both a restaurant and a roadside monument to an era when architecture wasn’t afraid to be both literal and silly.

Tail o’ the Pup first opened its bun-shaped doors at the corner of La Cienega and Beverly Boulevard, commissioned by ballroom dance stars Frank Veloz and Yolanda Casazza (known professionally as Veloz & Yolanda). They wanted something eye-catching and fun and architect Milton J. Black delivered. The result was a perfect example of what’s called “programmatic architecture”: buildings shaped like the things they sell. In the postwar boom of car culture, when every roadside stand competed for attention, Tail o’ the Pup became an instant hit.

Opening night in 1946 was pure Hollywood spectacle - spotlights, celebrities, and curious Angelenos lining up for hot dogs. Over the years, it became a go-to snack stop for movie stars, locals, and tourists alike. It even appeared in film and TV, from Columbo to countless photo shoots, solidifying its place in pop culture.

Like many icons of mid-century Los Angeles, Tail O' the Pup wasn’t immune to progress. After decades of service, it closed in 2005 when its site was slated for redevelopment. The structure was carefully dismantled and placed in storage, sparking fears that it might become another lost piece of L.A. nostalgia - and for years that was actually the case.

In 2018, the Pup was rescued and restored down to its original paint colors and neon details. Relocated to its new home at 8512 Santa Monica Boulevard in West Hollywood, when it reopened in 2022, the city celebrated as if an old friend had come back to life.

Now, Tail o’ the Pup feels both retro and refreshed. The menu honors its roots with classic hot dogs and shakes, but adds modern twists. The setting is playful yet polished, with indoor and outdoor seating that nods to the old roadside stand vibe.

More than just a place to eat, the Pup stands as a symbol of L.A.’s eccentric creativity. In a city known for reinvention, its survival proves that even a giant hot dog can become timeless. 

The Last Bookstore in Los Angeles, California

Located in downtown Los Angeles, California, the Last Bookstore is a giant new and used book store that banked on the idea that book shopping could be instagrammable. From inside a tunnel of vintage books to walls of book-inspired art installations, the Last Bookstore is unique in that it combines the thrill of thrifting with the curated aesthetic of a downtown gallery. Visiting this gem wasn't just fun - it was actually a great place to find some unique local resources.  

Hiking to the Hollywood Sign in Griffith Park

Despite no clear way to get there, despite it being fenced off, despite a week of rain and mudslide warnings closing most of the legitimate trails - hiking to the lookout above the Hollywood Sign in Los Angeles, California was a bucket list experience worth ruining a pair of shoes over.

I began my hike at the Griffith Observatory, itself a popular and iconic destination with sweeping views of the city and some amazing astronomical exhibits to explore. From the observatory, I followed the Charlie Turner Trailhead, which winds its way into Griffith Park, one of the largest urban parks in North America. The trail is well-maintained and offers a gradual incline, making it accessible for most skill levels.

As you ascend, the path reveals stunning vistas of downtown Los Angeles, the Pacific Ocean (on clear days), and, of course, the Hollywood Sign looming larger with every step. Along the way, you'll pass native chaparral plants, rugged hillsides, and may even spot wildlife like hawks, coyotes, or lizards. It really is amazing to wander through this massive natural area in the middle of this sprawling city. The landscape is incredible.

From here, the previous week's rainfall had made going off trail the only real option forward. The full round-trip hike from the observatory to behind the Hollywood Sign via Mt. Hollywood and Mt. Lee is about 6 to 7 miles and takes roughly 2.5 to 3 hours, depending on your pace and the exact route you choose. At the summit behind the sign, hikers are rewarded with a breathtaking view of the 45-foot-tall letters and a panoramic scene of Los Angeles stretching in every direction.

It's best to start early to avoid the midday heat, and bring plenty of water, sunscreen, and comfortable shoes. Whether you're a local or a visitor, this hike blends urban exploration with outdoor adventure, and you won't find a more iconic view in L.A.