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Quaffing with Character – A Guide to Portland’s 10 Best Bars

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Estimated reading time: 6 minutes

Portland. A city that pulsates with a rebellious spirit, a haven for craft beer aficionados, and a breeding ground for unique, personality-driven bars. Here, amidst the whispering pines and the omnipresent drizzle, lies a vibrant tapestry of watering holes catering to every mood and desire. Whether you crave a meticulously crafted cocktail in a velvet-lined speakeasy, a pint of local brew with live music, or a quirky hangout with board games galore, Portland’s bar scene has you covered.

But with so many options, where do you even begin? Fear not, intrepid imbiber! We’ve narrowed down the field to 10 of Portland’s finest establishments, each offering a distinctive experience guaranteed to tantalize your taste buds and ignite your evening.


1. Scotch Lodge: A Whisky Wonderland

Nestled in the heart of the Kerns neighborhood, Scotch Lodge is a haven for whisky enthusiasts. Stepping through the unassuming door, you’re transported into a dimly-lit sanctuary lined with amber bottles, each one a treasure trove of single malts and rare blends. The bartenders, armed with an encyclopedic knowledge of the amber spirit, will guide you through a tasting journey that unveils the nuanced flavors of Islay peats, Speyside honey, and Highland smokiness. Pair your dram with elevated Pacific Northwest-inspired small plates, like Dungeness crab bruschetta or duck confit with huckleberry gastrique, for a truly immersive experience.

2. Church Bar: A Sanctuary for the Sinful

Disguised behind an unassuming storefront in the heart of Downtown Portland lies Church Bar, a playful sanctuary for those with a taste for the unconventional. Descend a hidden staircase and emerge into a dimly-lit chamber adorned with stained glass windows and reclaimed church pews. The playful juxtaposition continues with the cocktail menu – think “The Holy Water,” a refreshing mélange of gin, cucumber, and elderflower, or the “Cardinal Sin,” a potent blend of tequila, mezcal, and chipotle. Live music adds an extra layer of energy to the atmosphere, transforming this “church” into a lively hub of after-work revelry.

3. Hale Pele: Liquid Alchemy in a Tropical Oasis

Step into Hale Pele and prepare to be whisked away to a Polynesian paradise. Lush greenery cascades from the ceiling, vibrant tiki masks adorn the walls, and the air thrums with the gentle sounds of island music. But the real magic lies in the cocktail creations. Hale Pele’s bartenders are alchemists, crafting an array of tropical concoctions that burst with bold flavors. The “Mai Tai” is a symphony of rum, lime, orgeat, and almond, while the “Zombie” is a potent potion guaranteed to transport you straight to a deserted beach. Don’t forget to pair your tropical libation with a plate of Hawaiian-inspired bar snacks like poke or spam musubi for the complete immersive experience.

4. The Bye and Bye: Dive Bar Delights

Portland’s love affair with dive bars endures, and The Bye and Bye stands proudly as a champion of the genre. This unpretentious bar, adorned with faded posters and a well-worn wooden bar, is a bastion of casual comfort. Here, friendly bartenders sling cheap pints of local and regional brews, and the conversation flows as freely as the drinks.

As Calum Ward of CJ Digital puts it, “The Bye and Bye is where you go to shed your worries and mingle with the true characters of Portland. It’s refreshingly unassuming and a reminder that sometimes, the best nights are the simplest.” Be warned: the jukebox plays an eclectic mix of tunes, and the regulars are known to break into passionate singalongs at a moment’s notice.

5. Deadshot: A Cocktail Connoisseur’s Paradise

Deadshot isn’t your average cocktail bar. It’s an intimate haven dedicated to the meticulous art of mixology. Expert bartenders, clad in vests and bow ties, orchestrate a symphony of flavors behind a gleaming mahogany bar. The menu, a veritable book of libations, features innovative concoctions that showcase the finest spirits, house-made syrups, and fresh ingredients. Don’t miss the “Paper Plane,” a vibrant blend of bourbon, Aperol, Amaro Nonino, and lemon, or the “Penicillin,” a sophisticated twist on the classic sour. Reservations are highly recommended, as space is limited and demand is high.

6. Holocene: Board Games and Brews

For those seeking a night of friendly competition and camaraderie, Holocene is the perfect destination. This expansive bar boasts a staggering collection of board games, from classic favorites like Scrabble to the latest strategy titles. Grab a pint of local craft beer, settle in at a comfortable table, and challenge your friends to a rousing game of Catan or Ticket to Ride. If you’re feeling particularly adventurous, join one of Holocene’s weekly game nights and meet new people from all walks of life.

7. The Ace Hotel Lobby Bar: A Stylish Sojourn

The Ace Hotel Lobby Bar is more than just a place to grab a drink; it’s a stylish destination where you can soak up the vibrant atmosphere of Portland’s downtown scene. The open-plan layout, adorned with vintage furniture and eclectic artwork, creates a welcoming and inviting ambiance. The cocktail menu is a showcase of classic and contemporary creations, expertly crafted by a team of talented bartenders. Pair your libation with a selection of small plates inspired by the Pacific Northwest, such as smoked salmon sliders or Dungeness crab cakes, and enjoy the lively buzz of the crowd.

8. The Goosefoot: A Neighborhood Gem

Nestled in the heart of the Pearl District, The Goosefoot is a cozy neighborhood bar that offers a warm and inviting atmosphere. The exposed brick walls, vintage lighting, and comfortable seating create a relaxed and inviting ambiance. The beer list is a celebration of Portland’s thriving craft brewing scene, featuring a rotating selection of local and regional brews. Pair your pint with a selection of pub fare, such as fish and chips or a classic burger, and enjoy the friendly banter of the regulars.

9. The Boiler Room: A Hidden Gem

Located in the basement of a historic building, The Boiler Room is a hidden gem that offers a unique and intimate experience. The dimly lit space, adorned with exposed brick walls and vintage lighting, creates a cozy and inviting atmosphere. The cocktail menu features a carefully curated selection of classic and contemporary creations, expertly crafted by a talented team of bartenders. Pair your libation with a selection of small plates inspired by the Pacific Northwest, such as smoked salmon sliders or Dungeness crab cakes, and enjoy the lively buzz of the crowd.

10. The Woodsman: A Rustic Retreat

The Woodsman is a rustic retreat that transports you to the heart of the Pacific Northwest. The exposed wood beams, vintage lighting, and cozy seating create a warm and inviting atmosphere. The beer list features a carefully curated selection of local and regional brews, including a variety of IPAs, stouts, and lagers. Pair your pint with a hearty meal, such as a plate of ribs or a smoked salmon burger, and enjoy the friendly banter of the regulars.

As Joshua Wood of Bloc Nearby aptly states, “Portland’s bar scene is a reflection of the city’s eclectic and adventurous spirit. Whether you’re seeking a hidden gem or a bustling hotspot, there’s a bar out there that will capture your heart and leave you wanting more.” So, grab your friends, embark on a bar-hopping adventure, and discover the magic of Portland’s vibrant nightlife.

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Centro Nacional de Cirugía de Mínimo Acceso de Cuba
Herbalife
MITM Events
MAD-HAV Enjoy Travel Group
Nestle
Intecap
Barceló Solymar
Walmart
INOR
Realidad Turística
blackanddecker
AVA Resorts
Cervecería Centroamericana S.A.
Servicios Médicos Cubanos
Los Portales
Grupo Hotelero Islazul
MuniGuate
INTERFER
Cuba Energy Summit
Cubasol
Instituto Hondureño de Turismo
Agexport