Epic Week Long Itinerary in Oregon

Oswald State Park

I lived in Oregon for four years while I went to university. The pnw will forever have a little piece of my heart. The only reason I decided to move away to the sunshine state is simply because I couldn’t handle the constant rain during the winter and spring months. I truly loved my time there and will find any excuse to go back and visit! The lush waterfall hikes, drives to the coast, and moody rainforest feel makes this state one of the most beautiful in the US. 

I felt like I got to go to most of the places I wanted to and drove multiple times up and down Highway 101. If I were to go back and spend a week long road trip through Oregon here is what I would do over and over again!

Best Time to Visit 

You really can’t beat the summer months June to August are truly the best months for warm weather! I went in February for a week trip and it was great because it is the off season and we were still able to car camp and find some cheap places to stay. It was just a little cold and rainy as per usual in the winter months, but the dramatic pnw vibes were immaculate. 

What to Pack

Rain Jacket

Blundstones

Lots of Hiking Gear

Swimsuit 

Waterproof hiking boots 

We full sent on packing a stove to cook meals (jetboil would work great)

Sleeping bag

Sleeping Pad

Tent if you don’t want to car camp

Stop at Winco for some snacks (the bulk section iykyk) 

How To Get Around

Rent a Car! We rented a 4 runner and slept a couple nights in it so the investment is worth it! I’ve always had great experiences with Budget Car rental and Avis since I can get a little flight attendant discount!

Get ready for a sunset to sunrise itinerary of my favorite hikes, food, places to stay, and stops on an epic road trip through Oregon!

7 Day Itinerary in Oregon

Day 1 - Portland

  • Fly into Portland (PDX) 

  • Get coffee at either Good Coffee, Case Study, or Stumptown

  • Go to Powells Book Store and get lost in the infamous bookstore

  • Sunset at Pittock Mansion

  • Eat at Knobb Hill Food Trucks

  • Stay at a Tiny home from air b n b (most of them are in Northeast Portland)

Multnomah Falls

Day 2 - Mt. Hood

  • Drive to Multnomah Falls for a quick stop to see the quintessential waterfall

  • Head to Mt Hood

  • Hike to Mirror Lake (4.2 miles)

  • Hike Trillium Lake for sunset (2 miles) It was so cloudy when we went so Mt hood wasn’t visible

  • Eat at Mt. Hood Brewing Co

  • Camp at Nottingham Campground

Day 3 - Bend Oregon

Misery Ridge Trail

  • Drive to Bend Oregon

  • Head to Smith Rock State Park 

  • Hike Misery Ridge Trail (2.6 miles) 

  • Tumalo falls can either hike or drive straight to it

    • Honestly to save time I would drive cause the trail was mainly flat and near a road

  • Float the river in you’re there in the summer months

  • Eat at Spork 

  • Camp at Tumalo State Park

Tumalo Falls

Day 4 - Umpqua & Crater lake

Umpqua Hot Springs

  • Drive to Umpqua Hot Springs and soak in the natural springs

    • Remember to leave no trace when enjoying

    • it is clothing optional so you’re not in for a shock when you get there

  • Drive to Toketee Falls which is right next to the hot springs

  • Drive to Crater Lake National Park 

  • Hike the Garfield Peak Trail for sunset (3.5 miles) 

  • Cook a yummy camp meal! My go to is tacos!

  • Stay at Mazama Campground 

Toketee Falls

Day 5 - Brookings

  • Drive to Brookings

  • Make stop along Samuel Boardman Scenic Corridor 

    • Hike the natural bridges (less than a mile to get to the main photo spot)

    • Take a walk on Secret Beach 

    • Whaleshead 

    • Arch Rock

    • Thunder Rock Cove

  • Eat at Superfly 

  • Stay at Harris Beach State Park (also a beautiful sunset spot on the beach near the campsite)

Day 6 - Oregon Coast

Pacific City

  • Drive up highway 101 and soak in every moment (this drive never gets old)

  • My Favorite Stops from Brookings all the way to Cannon Beach 

    • Port Orchard

    • Bandon

    • Coos Bay

    • Florence

    • Newport

    • Lincoln City 

    • Pacific City (my safe place when I was in college)

  • Get to Cannon Beach for Sunset 

  • Eat at Pizza Afetta 

  • It’s harder to camp here so an air b n b near Seaside will be the best bet

  • There are so many spots along the coast so if you can sneak in another day along the coast I highly recommend it!

Cannon Beach

Day 7 - Cannon Beach & Home

  • Soak in the last moments at Cannon Beach 

  • Get coffee at Insomnia 

  • Drive back to Portland to fly out 

Silver Falls State Park

If you can extend your stay here are some extra spots to add into the itinerary: 

  • Wahclella Falls

  • Silver falls state park - half hour from my college so this was another one of my escapes

  • Oswald West State Park near Cannon Beach 

  • God’s Thumb hike in Lincoln City 

  • Ecola State Park

  • Trillium Hot Springs

  • Redwood National Park outside of Crescent City in California

Just writing this and reminiscing on old photos from my time in Oregon makes me want to immediately plan a trip back here! Lmk if you end up in Oregon and have any other suggestions or questions. Happy exploring!

PIN FOR LATER!

Previous
Previous

15 Hidden Gems in Oregon

Next
Next

Ultimate Guide to Oahu - 5 Day Itinerary