Old Town Portland: A Guide for the Adventurous (or Easily Distracted)
So you've found yourself in Portland's Old Town. Maybe you stumbled out of Powell's City of Books with more volumes than you can carry (whoops!), or perhaps you're here for the legendary (and slightly mysterious) Shanghai Tunnels. Whatever your reason, you're in for a treat (and possibly a random encounter with a unicycle performer – it's Portland, baby).
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| What To Do In Old Town Portland |
Historic Charm (with a Side of Edgy)
Tip: Look for examples to make points easier to grasp.
Old Town Portland isn't your grandma's antique shop (although there are some pretty sweet antique shops if that's your grandma's thing). This neighborhood is a delightful mishmash of history and modern-day quirk. Pioneer Courthouse Square, with its grand architecture, is a great place to people-watch and soak up some of the city's past. But don't be surprised if a skateboarder grinds by or a group dressed as pirates strolls on by – that's just Portland keeping things interesting.
Shopping Spree (Without Breaking the Bank)
QuickTip: Slow down if the pace feels too fast.
Forget fancy malls, Old Town is all about the unique finds. Hit up the Saturday Market, a sprawling haven of handmade crafts, quirky art, and enough tie-dye to make a hippie blush. Feeling peckish after all that shopping? Grab a delicious (and massive) cinnamon roll from Cinnaholic or some tasty treats from a local food cart – your taste buds will thank you.
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Nightlife for the Night Owls (and Daytime Partiers)
QuickTip: Highlight useful points as you read.
Let's be honest, Portland knows how to have a good time. Old Town offers a vibrant nightlife scene, with pubs like Kelly's Olympian boasting over 100 beers on tap. If you're looking for something a little more...lively, head to Dante's or Darcelle's XV for a night of drag queen performances that will have you laughing until your sides hurt.
A Word to the Wise (or Easily Befuddled)
Tip: Don’t rush — enjoy the read.
- Beware the Burners: Yes, Portland has its fair share of fire performers. While impressive, it's best to admire from a safe distance (and maybe don't wear your favorite fuzzy sweater).
- Navigation Ninjas Needed: The streets of Old Town can be a bit of a maze. Don't be afraid to ask a friendly local for directions, or invest in a good map (though getting lost can lead to happy discoveries too!).
- Cash is King (Sometimes): While many places accept plastic, some smaller shops and food carts might be cash-only. Stash a few bucks in your pocket just in case.
How To...
- Find the Shanghai Tunnels? Hop on a tour – these historic underground passages are best explored with a guide.
- Score a Deal on Vintage Threads? Hit up the thrift stores – you never know what hidden gems you might unearth.
- Experience Portland's Foodie Scene? Explore the food carts! From Venezuelan arepas to melt-in-your-mouth Korean BBQ, there's something for every craving.
- Avoid the Crowds? Skip Saturday Market on rainy days (it gets packed). Opt for a weekday visit for a more relaxed experience.
- Act Like a Local? Grab a Stumptown coffee and a Voodoo Donut – it's practically a Portland rite of passage.
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