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Top 8 Off The Beaten Path Things To Do In Portland

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This Oregon city’s unofficial slogan is “Keep Portland Weird”, so it shouldn’t come as too much of a surprise that there are countless eccentric and off-the-beaten-path things to do throughout the city. If you’re looking to check out some memorable hidden gems on your next trip, this is the list for you!

Here are 8 off the beaten path things to do in Portland in 2023:

aerial view of portland

1. Check Out This Eccentric Shop

If you’re looking for a truly memorable and one-of-a-kind stop, this quirky shop is the perfect choice for you. The Freakybuttrue Peculiarium is a curiosity shop located in Portland that offers a wide variety of eccentric wares, from taxidermy to odd souvenirs. Even if you’re not in the market for anything they offer, it’s still a pretty fun place to browse.

A mummy with its arms crossed.

2. Explore The Witch's Castle

Here’s a great way to enjoy some fresh air and also see one of the eccentric attractions that help keep Portland weird. Located in Portland’s Forest Park, this two-story abandoned structure, known as the Witch's Castle, is located at the end of a half-mile hike. It’s a great location for some one-of-a-kind pictures, as well as a fun afternoon outing.

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The Witch's Castle, a two story abandoned structure in Portland, Oregon.

3. Visit Powell's Books

Powell's Books is a book lover's dream come true. The largest independent bookstore in the world, this Portland shop is home to countless books by well-known and indie authors alike. It’s the perfect place to pick up some new reading material for the rest of your trip or even to simply browse the expansive collection.

Vintage books in a stack.

4. Go Mini Golfing At Glowing Greens

Glowing Greens is a mini golf course with a twist. This pirate-themed mini golf location uses blacklight to create a memorable, almost eerie atmosphere. This is a great option for those looking for something one-of-a-kind to do for a Portland date night or with a group. You can book your trip to this fun outing online at their website.

golf ball close up

5. Stop By Angel’s Donuts

When it comes to donuts, Voodoo Donuts is probably the most well-known donut shop in Portland. It’s not the only one, though. This old-school retro-feeling donut shop offers not only delicious housemade pastries but also some great ice cream. If you’re looking to try a more off-the-beaten-path option for donuts are you wanting to expand from voodoo doughnuts, this is a great choice.

Multiple donuts sitting on a tray.

6. Enjoy A Drink At This Hidden Bar

If you’re looking to enjoy a drink during your next trip to Portland, consider stopping by Voysey. This charming, intimate speakeasy-style bar is located in the basement of Loyal Legion bar and sometimes offers live music as well as delicious cocktails.

Barman making a fresh and cool orange summer cocktail using professional bar equipment on the counter

7. Tour The Portland Underground

There’s a secret lurking beneath the streets of Portland – a series of underground tunnels. These tunnels were thought to have been used during the early 20th century to transport goods. You can see them yourself via a tour. Reservations can be made online on their website.

Underground tunnel with brick wall.

8. Stroll Through Lan Su Chinese Garden

This Chinese botanical garden is the perfect way to take a break from the hustle and bustle of Portland and enjoy a little bit of serenity. The garden is not only home to lush plants and peaceful ponds but also a tea room.

Pond in a Chinese garden.

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