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Oregon Road Trip: Adventures in the Beautiful Cascades

Oregon Road Trip: Adventures in the Beautiful Cascades

We love our road trips, you know that, and living in the Pacific Northwest, we’re at the gateway to some of the best road trips in the United States. Oregon is our neighbor and we visit it a lot, but it’s rare that we really explore the south part of the state. This is our (future) award winning southern Oregon road trip that takes the best of the Cascades and pairs it with the Oregon Coast. This road trip itinerary is ideal in Spring and Summer and is great with kids!

A road trip through the Oregon Cascade Mountains, waterfalls route and Southern Oregon Coast is a fun, unique way to explore Oregon. Adventures of hiking to waterfalls and exploring beautiful small towns are ideal in summer or fall.

Planning an Oregon Cascades Road Trip

When we found out we were heading to Southern Oregon we knew two things: the Umpqua National Forest and the southern coast are going to be fun and drastically different. The Cascade Mountains run from British Columbia to Northern California. They’re dotted with snowy peaks and dense forests, which when put together make for an epic collection of waterfalls. Doing a road trip with kids, we knew that we needed to pack in some big wow items, and waterfalls always do the trick.

For fun along the coast, we make it a habit to fly kites when possible, but when the weather doesn’t permit we do the next best thing: beach combing. Even in rainy weather the kids love searching for beach glass and interesting shells, so getting some time on the coast is perfect for us. In addition to the beach, there are lots of unique coastal experiences that are great for families. We made time to do fun activities we can’t do at home, including experiencing some of the natural phenomena of the Oregon Coast (see below).

This Southern Oregon road trip itinerary includes waterfalls of the Cascades, the Oregon Caves, and highlights of the Oregon Coast. Perfect for family travel.

Oregon Cascades Road Trip Itinerary

For us, heading to Southern Oregon means starting in Washington and driving south. This also means looping back up to eventually get home.  This Southern Oregon road trip itinerary includes some ideal sites from Cascadia to make the driving more fun and to not miss out on Oregon’s incredible nature. If you’re looking to start your trip through Oregon with something truly amazing, you should check out the Columbia Gorge Waterfall Area… and then start down our itinerary.

Silver Falls State Park

Located to the east of Salem, Oregon, Silver Falls State Park is really incredible. Silver Falls is home to 10 waterfalls and miles and miles of hiking trails. The highlights of the park include easy, accessible hikes to venture behind South Falls and more advanced hikes to go deep into the state park’s back woods for even more cascading streams. Silver Falls is one of the best places for winter hiking in Oregon too!

Tip:  don’t forget to pay your State Park fee so you don’t get a ticket.

Recommendation:  even though you’ll get wet, do the short South Falls hike to go behind the waterfall. It’s amazing.

South Falls Silver Falls State Park Oregon 4

Roseburg, Oregon: Land of Umpqua

Roseburg is the jumping off point for the Thundering Waters, a waterfall trail through the Umpqua National Forest (brochure here). Roseburg’s downtown is cute and perfect for getting your hands on some very unique Oregon crafts and foods, but then when you’re done it’s easy to head east to the hills. The Thundering Waters route includes 10-15 worthwhile waterfalls (depending on the season). So exciting to see Southern Oregon in her full raging splendor in the spring!

McMennamins Station Roseburg Oregon 1

Hiking at Fall Creek Falls

This gorgeous waterfall is the first must-see stop on the waterfall trail into the Umpqua National Forest. Fall Creek Falls drops several times and the hike includes lush forests, cool rock formations and the waterfall itself. As of April 2019 the trail is partially impassable, but you can still hike through the rock crevice and check out Job’s Garden along the trail.

Taylor Family hiking at Fall Creek Falls Umpqua National Forest Oregon 10

Steamboat Falls Road Trip Stop

Steamboat Falls is a smaller waterfall system but a shorter hike too. If you’re looking at add a beautiful sight without a lot of effort, the 1 mile round trip hike to Steamboat Falls is the ticket.  Be prepared to get a little bit muddy depending on the weather, but also be ready for a beautiful sight.  *We didn’t visit on our most recent trip.

Note: you have to leave the main highway and head up Steamboat Creek to get to the trail head, but it’s not a crazy add-on

Churning gorge at Tokatee Falls Umpqua National Forest Oregon 2

Tokatee Falls: Hidden, Beautiful Waterfall Adventure

This is the coolest, most interesting waterfall on the Thundering Waters route. Tokatee Falls comes plunging off a mossy cliff, and when the water is high, roars with the most awesome waterfall growl. The hike is easy and the payoff is top notch. While it’s not a flat trail, it is well maintained and has staircases built into the hillside to make the trail easier. 

Note: if you look for Tokatee Falls on Instagram, you’ll see lots of gorgeous shots looking upwards at an epic waterfall. These are take from below the trail, beyond the designated area and is both unsafe and damaging the fragile land. You’ll see there is a rope that somebody has tied to get to the bottom, but it’s more important to prevent erosion than you get a pic for the gram.

Tokatee Falls Umpqua National Forest Oregon 3

Watson Falls Hike

The last recommended waterfall on our Southern Oregon road trip itinerary is Watson Falls. It’s a short loop trail at just 0.6 miles, so it’s perfect with kids. Watson Falls is pretty tall and very reminiscent Latourell Falls in the Columbia River Gorge. The hike, as of April 2019, has quite a few “tree tunnels” but as the forest service will have them cleaned up by summer. The hike is very easy though and the combo of mossy rocks and bridges makes it fun for kids. It’s beautiful.

Watson Falls Umpqua National Forest Oregon 3

Roseburg’s Wildlife Safari and Conservation

Ever since I was a little kid I wanted to visit the Wildlife Safari in Southern Oregon. Known for its cheetah conservation program, the Wildlife Safari is what a conservation zoo should be like. The breeding programs serve the purpose of species and gene preservation. The animals get to roam quite free across more than 600 acres. Visitors get to both observe creature is a wild environment as well as learn about conservation and preservation.

Taylor Family on tour bus at Wildlife Safari Winston Oregon 8

Why are we encouraging a visit to a zoo facility?

Simple. After both researching and asking the Wildlife Safari staff some tough questions. The Wildlife Safari was actually started by a big game hunter who had a life changing experience going back to Africa and realizing what hunting was doing and that he was a part of the problem. With that, he set aside land and started to collect at-risk creatures from around the country to ensure their survival. Over time, the Wildlife Safari earned accreditation from the AZA, Association of Zoos and Aquariums, and became a key participant in the SSP, Species Survival Plan.

What is the Species Survival Plan?

The SSP is a program that catalogs and manages gene lines of endangered or at-risk animals. They carefully choose individuals to breed to recreate genetic diversity and build up falling populations. The animals bred from the SSP are distributed to other SSP participating sites. Animals are only bred when they are at a certain point of endangerment and when they have a place to go.

“But they shouldn’t be breeding animals for zoos. They should be releasing them into the wild.” Totally true, and that is the ultimate goal. The tricky thing is that animals born in captivity need to be trained from day 1 to be wild. They need to learn to feed themselves, how to find shelter, how to hibernate even. The Wildlife Safari is very active in this type of study and training. This is why there are some cheetahs at the Wildlife Safari that you can meet up close and others that you cannot. They have several cheetah ambassadors to allow people to see them and study them, but they also have a large off-view breeding area to keep the cheetahs away from people as they develop into adults.

If you have further questions or concerns about the Wildlife Safari, we STRONGLY encourage you to reach out to the park with your questions. They are passionate animal scientists and friends and they are all about education and preservation.

Ambassador Cheetah at Wildlife Safari Winston Oregon 8

Grants Pass: the Rogue River Valley

Probably the foggiest place in my own mind, the Rogue River Valley is a mossy, misty, gorgeous destination. Grants Pass is a surprisingly big city just off I-5. It’s a crossroads of mountain-goers and farmers. Their motto is #LiveRogue, and with the crazy river activities available in summer months, that totally makes sense. I wish we had more time here.

Tip: if you want to head east for an Eastern Oregon road trip, here’s a great plan for some really unique Oregon sights!

Taylor Family with Victorian building downtown Grants Pass Oregon 1

Staying at the Weasku Inn: an ideal Oregon lodge

Built in 1924, the Weasku Inn has seen nearly a hundred years of visitors. A collection of lodge rooms and cabins, the Weasku Inn is just what you’d hope to find near the banks of the Rogue River. The cozy, rustic lodge building is perfect and warm with breakfast served each morning.

Our cabin was a beautiful A-frame loft right off the river. It was ideal for our family of four and so quiet. We loved staying at the Weasku Inn.

Book the Weasku Inn here!

Taylor Family in AFrame cabin at Weasku Inn Grants Pass Oregon 4

Oregon Vortex

An optional stop on your Southern Oregon road trip itinerary, the Oregon Vortex is a place with odd magnetic fields and weird natural phenomena. We’ll share more info after we visit, but know that it’s one of those places that makes it onto TV shows and is both interesting and kinda funny.

Oregon Caves National Monument

We love the Oregon Caves. Love them! We first visited Oregon Caves National Monument in 2016 when the kids were very small. We did get to explore the caves on the ranger-led tour and then participate in the Junior Ranger program. Also, on our first visit we were fortunate enough to stay at the Oregon Caves Chateau, which to this day is one of the coolest National Park Lodges we’ve ever visited.

Note:  the Chateau has reopened (seasonally) It has been refreshed and now is meeting all fire codes. ‘s still charming, but it’s been appropriately updated.

Exterior of Oregon Caves Chateau Oregon Caves National Monument 1

We had a wonderful ranger for our tour of the Oregon Caves and the kids were loaded with questions. We didn’t get to see any bats, but we were blessed with a HUGE cave cricket and countless harvestmen (daddy longlegs). The rock formations were incredible and the overall structure was just one big wow. If you’re visiting Oregon Caves with kids, be sure that you have one adult per kid, as there are some slippery steep ladder-like staircases. Safety first.

Tip:  in addition to the Junior Ranger program, they also offer the packets for the NPS Jr. paleontologist and cave scientist. These both take a lot of work to earn the badge, but you can take them home and get your badge at another park with the program.

Taylor Family with ranger in caves at Oregon Caves National Monument Oregon 3

Hiking in Redwoods State and National Park

Yes, our Southern Oregon road trip plan does take you across the border into California, but just for a hot sec. Since the route out to the coast isn’t direct, we recommend making an easy stop at Jedediah Smith Redwoods State Park or one of the other Redwood National Park sites. You can quite easily hike through the Stout Grove of redwoods, a 0.6 mile loop, and then hop back on the highway up to the Oregon Coast.

You won’t even lose any time really and you’ll be so glad to have walked with the giants of the redwood forest.  The trees here are just as epic as any of the other groves within the National Park and make for the perfect break in a day of driving on you Southern Oregon road trip.

Taylor family hiking with Redwoods at Jeddadiah Smith Redwoods State Park 1

Relaxing in Brookings and Gold Beach, Oregon

Relaxing is something we’re passionate about, especially when we’re on a family trip with lots of activities planned. Our Southern Oregon road trip itinerary now takes us out to the coast to the small town of Gold Beach. Here, the beaches have heavy sand perfect for walking and grassy dunes ideal for photography. We’ve enjoyed staying in Gold Beach on several occasions and recommend it for its mellow vibe and close proximity to coastal hiking trails. On this trip, we had one day of sunshine and one of crazy coastal storm.

Our time in Brookings was wonderful. We spent the afternoon at Harris Beach State Park, which is known for its sea-stacks and perfect coves. We walked the beach, looked for creatures in tide pools and drew in the sand. Being a PNW family, we know that the best beach days happen when the sun in shining and you’re wearing long pants and sweatshirts.

Tip: if you’re planning an Oregon Coast road trip any time of year, be sure to pack for cold and rain, because even in summer it can swirl in and take you buy surprise.

Taylor Family at Harris Beach State Park Brookings Oregon 7

Exploring the Oregon Dunes with kids

Heading north up the Oregon Coast, our next stop is at the Oregon Dunes. A part of Honeyman State Park and the Oregon Dunes National Recreation Area. Whether you want to hike the dunes (what a workout!), go sand boarding, do a dune buggy tour, or even kayak the lakes between the sands, there is something for every weather and mood.

The most epically Oregon way to enjoy the sand dunes is via a dune buggy ride. We don’t recommend renting one yourself, as the dunes are difficult to navigate, but booking a tour is awesome. Let somebody else guide you and explore!

Taylor Family in Dune Buggy at Oregon Dune National Recreation Area Florence Oregon Coast 1

Visiting Eugene, Oregon

From the Oregon Dunes, you can continue to head up the Oregon Coast or cut back over to Eugene to enjoy the quiet city. Eugene is home to the University of Oregon, but it’s also where you’ll find breweries, bike paths, wineries and more.

Eugene is a great multi-day getaway or overnight stop on your Oregon road trip. It’s close enough to both the mountains and the coast to make any sort of plan work well and still have a great home base. It’s also just south of the Willamette Valley wineries, so that’s a natural next destination…

Rob Taylor at Steelhead Brewery Eugene Oregon 1

Stay at the Inn at the 5th in Eugene

For a great place to stay in Eugene, the Inn at the 5th is in a great location in downtown Eugene. The rooms are beautiful and between the fireplace and the in-room Pendleton wool blanket menu, it’s a really unique, special place to stay. Love it!

Book the Inn at the 5th here!

Taylor Family with Pendelton blanket delivery at Inn at the 5th Eugene Oregon 3

Tips for balancing road trip activities

If you’ve done a road trip with small to medium age kids, you know that being in the car is a bummer. We try to break up longer drive times with fun. Here are our top tips for ensuring every part of the road trip experience is awesome.

  • bring entertainment for the car, both electronic and not
  • have snacks on hand that AREN’T high in sugar that will cause energy boosts and crashing
  • plan a short stop every two hours, even if nobody says they have to pee
  • work small hikes and points of interest into the driving plan

As long as you’re breaking up the monotony of long-distance driving, the whole family will enjoy the road trip experience and be more apt to have fun once you’re in your final destination.

Pistol River State Park from Highway 1 Oregon Coast

Travel prep for a family road trip

We talk about it often that the reason we’re able to travel as much as we do and have the kids be as cooperative as they are is because we’re prepared. When we’re getting ready for any sort of travel, these are the steps we take to ensure maximum success and minimal stress.

  • inform everybody of the travel plan and ask for feedback and ideas
  • make sure kids’ backpacks/carry-ons have appropriate contents for travel type
  • get kids involved with packing their own suitcases and backpacks
  • review the weather report ten days out in your destination and pack appropriate clothes
  • if you’ll be going anywhere rural or remote, download the offline map of the area before you’re on the road

Between bringing the family along in the planning and giving the kids responsibility in their own packing, you’re able to make sure everybody on the road trip is partially invested in the fun. Even if you have a set travel plan, talking to the kids about it and setting some expectations for fun and interest is key to hitting the road with good attitudes and eager eyes.

Oregon Coast Road Trip polaroids

In addition to everything we noted in our Southern Oregon road trip itinerary, you’ll find countless cute towns, seafood spots, unmarked hiking trails, and misty mountains. Remember our tips for a successful road trip (especially downloading offline maps) and have an incredible time exploring!

Want to pin this for your own Southern Oregon road trip planning? Go for it!!!

A road trip through the Oregon Cascade Mountains, waterfalls route and Southern Oregon Coast is a fun, unique way to explore Oregon. Adventures of hiking to waterfalls and exploring beautiful small towns are ideal in summer or fall.
A road trip through the Oregon Cascade Mountains, waterfalls route and Southern Oregon Coast is a fun, unique way to explore Oregon. Adventures of hiking to waterfalls and exploring beautiful small towns are ideal in summer or fall.


Saturday 6th of April 2019

This looks like an amazing trip. I do not like road trips, but excited to do the bottom half of this itinerary next month!


Sunday 7th of April 2019

If you aren't a road trip person, this is a good one because there are so many stops that you can do as much of it as you want on whatever timeline you like. It's really easy to break up the driving with hikes and sights.