Portland

Housed in a renovated 1915 elementary school, this venue combines history and entertainment, featuring multiple bars, a restaurant, a brewery, a movie theater, and even a soaking pool. Each bar has its own distinctive atmosphere, from the cozy, book-lined Library Bar to the more lively Boiler Room Bar. The Kennedy School hosts live music, events, and movie screenings, making it a fun destination for a laid-back evening or a night of exploring different experiences in one location.

Scotch Lodge is a whiskey-focused cocktail bar that also serves Pacific Northwest-inspired small plates in an unpretentious yet elegant setting. You'll have a tough time choosing from their cocktail menu, which features unique options like the Blade Runner (made with cognac, sweet vermouth, cocoa butter washed-Campari & liqueur d'orange), the Pandan Old Fashioned (featuring tequila), and the Sport Mode (crafted with Japanese gin), among other delicious options.

Crowd-pleasing events at the Barrel Room happen on Friday and Saturday evenings when their signature "dueling pianos" take place: two performers take turns entertaining guests by playing requested songs. They even host fundraising and holiday parties, mostly in the airy outdoor area, equipped with bars serving drinks and snacks.

Expatriate is a hip cocktail lounge offering a unique selection of drinks, including Taiwanese beer and Italian white wine. Although limited, their drink menu is original and sure to please. To complement your beverage, Expatriate serves small bites like James Beard's onion and butter sandwich alongside more substantial dishes such as hot fried chicken strips and their signature Expatriate Nachos.

Once a high school auditorium, Revolution Hall has been brilliantly reimagined into one of Portland’s most exciting venues for music, entertainment, and socializing. Perched atop the building is the Roof Deck, offering stunning 360-degree views of downtown Portland. Open seasonally from April through October (weather permitting), it’s the perfect spot to enjoy craft cocktails, local beers, and casual bites like bratwurst platters while soaking in the scenery. For more indoor fun, head down to the Show Bar, where you can catch live sports, especially on Monday nights, or enjoy a concert, movie, or comedy show in their state-of-the-art auditorium.

The White Owl is able to meet anyone's needs for food: vegan burgers feature their signature "impossible patty," but there are also chicken wings and sandwiches for meat-eaters. To complement the food, they offer a variety of house cocktails and a selection of locally brewed draft beers that change daily. Live music is also featured at the bar, making for a fun night out in Portland.

Housed in a historic building over a century old, the Crystal Ballroom is a one-of-a-kind music venue where charm and artistry come together. The grand chandeliers, stunning murals, and unique floating dance floor—which adds an extra spring to your step—create an unforgettable atmosphere. The venue hosts a dynamic lineup of national and international artists, from big names to rising stars, across a wide range of musical genres. Check the Crystal Ballroom’s website to see what’s happening during your visit and catch a show while you're in town.