10 Irresistible Things to Do & See in Oregon — Plus Hidden Gems, Where to Stay, and How to Travel Smart**
Hey Gorgeous Explorer! Ready to Flirt with Oregon?** If you haven’t added Oregon to your travel lust list yet, babe, you’re seriously missing out. This west coast stunner is where moody coastlines meet lush forests, epic foodie scenes rub shoulders with world-class wine, and quirky towns are sprinkled with a little weird, a lot of heart, and a dash of hipster charm. Whether you’re chasing waterfalls (cue TLC), downing craft brews, or getting lost in misty mountain mornings — Oregon knows how to steal your heart. So let’s dive into the top 10 things to do and see in Oregon… with a few spicy hidden gems too.
Melissa Ridge
5/21/20253 min read
Disclosure: This post may contain affiliate links. If you click and make a purchase, I might earn a small commission (at no extra cost to you). It keeps this sassy travel blog caffeinated and in the skies. Thanks for supporting my adventures!
Hey Gorgeous Explorer! Ready to Flirt with Oregon?
If you haven’t added Oregon to your travel lust list yet, babe, you’re seriously missing out. This west coast stunner is where moody coastlines meet lush forests, epic foodie scenes rub shoulders with world-class wine, and quirky towns are sprinkled with a little weird, a lot of heart, and a dash of hipster charm. Whether you’re chasing waterfalls (cue TLC), downing craft brews, or getting lost in misty mountain mornings — Oregon knows how to steal your heart. So let’s dive into the top 10 things to do and see in Oregon… with a few spicy hidden gems too.
1. Crater Lake National Park
Deep, dramatic, and ridiculously photogenic. Crater Lake is the deepest lake in the U.S. and it’s got those sapphire blue waters that’ll make your Instagram followers weak. Hike the Rim Trail, take a boat tour to Wizard Island, and breathe in that pure alpine air.
Pro Tip: Book your park passes early via [Tiqets](https://tiqets.tp.st/h8P2EGQI) to skip the entry line and get straight to snapping selfies.
Where to Stay: Find adorable lodges and lakeside cabins on [Hotellook](https://hotellook.tp.st/eTR4sPTY).
2. Cannon Beach
Haystack Rock’s iconic silhouette at sunset is the stuff coastal road trip dreams are made of. Stroll the beach, hit local boutiques, and cozy up in a seaside café.
Adventure Tip: Rent a bike via [BikesBooking](https://bikesbooking.tp.st/lzXnwZrC) and pedal along the shore.
Hidden Gem: Ecola State Park for panoramic clifftop views.
3. Portland’s Food Scene
This isn’t just hipster heaven — it’s a culinary playground. From gourmet donuts to global street food, Portland’s food truck pods and indie restaurants are legendary.
Stay Chic: Book a funky boutique stay with [WayAway](https://wayaway.tp.st/a3ky7N3D).
Pro Tip: Score cheap flights via [Aviasales](https://aviasales.tp.st/1OvJR03a).
4. Columbia River Gorge
This waterfall-packed wonderland is the perfect mix of adventure and romance. Hike to Multnomah Falls, the tallest in Oregon, and find secret cascades along the Historic Columbia River Highway.
Rent a Convertible: Get those top-down vibes with [AutoEurope](https://autoeurope.tp.st/w4hzS21n).
Local Tip: Stop at Hood River for craft brews and riverfront dining.
5. Mount Hood
Whether you’re a snow bunny or summer hiker, Mount Hood is always showing off. Shred slopes at Timberline Lodge or sip cocktails with a mountain view.
Stay Nearby: Find slope-side cabins on [Hotellook](https://hotellook.tp.st/eTR4sPTY).
Adventure Bonus: Rent a car via [EconomyBookings](https://economybookings.tp.st/bRR16EhB).
6. Bend
A flirty mix of outdoor adventure and craft beer paradise. Go whitewater rafting, hike Pilot Butte for sunset, and brewery hop through town.
Plan Activities: Book tours and unique experiences on [WeGoTrip](https://wegotrip.tp.st/YVL5ihrF).
Hidden Gem: Smith Rock State Park — epic for rock climbing and golden hour magic.
7. Oregon Coast Road Trip
Cruise Highway 101 and stop wherever your heart flutters. From sea stacks to tiny coastal towns, the Oregon Coast is 100% road trip gold.
Book a Ride: Find a cute camper or rental via [QEEQ](https://qeeq.tp.st/fZzvdFjb).
Storage Tip: Keep your bags safe with [RadicalStorage](https://radicalstorage.tp.st/tIES5ra9).
8. Willamette Valley Wine Country
Pinot Noir lovers, this one’s for you. Sip through world-class vineyards surrounded by rolling hills and let Oregon’s wine country work its magic.
Travel Smarter: Book transfers and taxis with [KiwiTaxi](https://kiwitaxi.tp.st/cI2Zkn9s).
Hidden Gem: Evening Land Vineyards for top-tier sips.
9. Painted Hills
A surreal, Instagrammable masterpiece of crimson and gold stripes. It’s one of Oregon’s Seven Wonders and a perfect stop for road-trippers.
Stay Overnight: Find quaint stays via [Hotellook](https://hotellook.tp.st/eTR4sPTY).
Travel Hack: Stay connected with [Airalo](https://airalo.tp.st/YSJ1DHLl).
10. Astoria
Historic homes, the Goonies house, and some of the best fish and chips you’ll ever taste. Astoria is a quirky coastal charmer.
Local Transport: Book local rides with [LocalRent](https://localrent.tp.st/BWSEer3z).
Hidden Gem: Clatsop Spit for sunset strolls.
Where to Stay in Oregon
Book cozy lodges, oceanfront inns, and city boutiques through [Hotellook](https://hotellook.tp.st/eTR4sPTY) or [WayAway](https://wayaway.tp.st/a3ky7N3D) for the best deals.
Travel Extras You’ll Love
* Travel insurance: [VisitorsCoverage](https://visitorscoverage.tp.st/YjSIozxi)
* Luggage storage: [RadicalStorage](https://radicalstorage.tp.st/tIES5ra9)
* Travel SIM: [DrimSim](https://drimsim.tp.st/Y3raNHJt)
* International flights: [Aviasales](https://aviasales.tp.st/1OvJR03a)
* Bike rentals: [BikesBooking](https://bikesbooking.tp.st/lzXnwZrC)
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