My 3-Week Central Oregon Road Trip Itinerary

by Jon Miksis
The Ultimate Central Oregon Road Trip Itinerary
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I’ve road-tripped through Central Oregon more times than I can count, and it still gets me every time. One day you’re standing on the rim of a volcano, the next you’re floating down a wild river or sipping a cold pint in Bend with snow-capped peaks in the distance. This region is a mix of alpine drama and desert calm, and somehow it never feels crowded.

This itinerary strings together the best of it: sunrise hikes at Smith Rock, lazy afternoons on the Deschutes, starry nights in Sisters, and detours to waterfalls, hot springs, and some of Oregon’s most underrated small towns. Whether you’re chasing views, good food, or just a reset from the noise, Central Oregon delivers. Here’s how I’d road trip Central Oregon in 2025…hitting my favorite hidden gems along the way.

Planning the Perfect Central Oregon Road Trip

If you’ve got the time, 2–3 weeks is the dream. In my experience, this gives you plenty of space to explore volcanic landscapes, hidden hot springs, and mountain towns at a relaxed pace. But even 3–5 days will give you a taste of what makes this region so special, especially around Bend and its nearby trails, rivers, and lakes.

I’ve designed this itinerary to avoid marathon drives and keep the balance between “on the road” and “out exploring.” Expect a little bit of everything: lava tubes and obsidian flows, brewery patios and mountain hikes, quiet desert roads and roaring waterfalls.

Here’s what I’ll share: a full road trip map, a 26-day loop that covers the big hitters and the hidden gems, plus tips I’ve picked up from driving this route year after year.

The ultimate Central Oregon road trip itinerary

Road Trip Itinerary Map for Central Oregon

Here’s my map showcasing all the essential stops on our Central Oregon road trip itinerary. I’ll delve into each destination in detail below and offer tips to ensure your journey is as smooth and enjoyable as possible.

Days 1-2: Bend

I always kick off a Central Oregon road trip in Bend. It’s not just convenient…it’s the beating heart of the region. You’ve got the Cascades on one side, the high desert on the other, and a city that knows how to mix outdoor adventure with good food and craft beer. No matter the season, Bend feels like the right place to start.

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My Favorite Things to Do in Bend

  • Downtown Bend & Old Mill District – I like to start slow here: browsing local shops, grabbing coffee, and wandering along the Deschutes River. The Old Mill District has patios right on the water, perfect for a sunset drink.
  • Deschutes River Trail – An easy way to stretch your legs after a long drive. Walking or biking along the river gives you that “I’m really here” moment.
  • Pilot Butte – A short but rewarding hike up an extinct volcano. I’ve done it at both sunrise and sunset — both times, the views over the Cascades left me grinning.
  • Tumalo Falls – Just outside town, this 97-foot waterfall is one of those spots you don’t believe until you’re standing there. Go in autumn for the full color show.
  • Smith Rock State Park – Technically a bit north of Bend, but it’s a must. The Misery Ridge Trail is a thigh-burner, but the payoff views are unreal. Rock climbers scaling the cliffs make it even more dramatic.
  • Craft Breweries – Bend’s beer scene is legendary. My usual rotation: Deschutes Brewery for the classic, Crux for the view, and 10 Barrel for the lively vibe.
  • Mt. Bachelor – In winter, this is ski and snowboard central. In summer, I’ve taken the lift just for the views and stayed for the mountain biking trails.

Local tip: Downtown gets busy on weekends. I usually park just outside the core and walk in…it’s easier, and you’ll see more of the side streets that make Bend fun. If you’re heading into remote areas, don’t forget to fill the tank first.

Bend is a vibrant city famous for its craft breweries, natural beauty, and year-round outdoor activities.
Bend is a vibrant city famous for its craft breweries, natural beauty, and year-round outdoor activities.

Days 3-4: Newberry National Volcanic Monument

South of Bend, the landscape shifts fast…pine forests give way to lava flows, cinder cones, and glittering obsidian fields. Newberry National Volcanic Monument is one of those places that makes you feel like you’ve landed on another planet. I like spending at least a full day here, but two gives you time to explore without rushing.

Highlights I Always Recommend

  • Lava Butte – Drive to the top of this cinder cone and you’ll get 360-degree views of the lava fields stretching to the horizon. The Lava Lands Visitor Center at the base is worth a stop for the geology story.
  • Lava River Cave – Oregon’s longest lava tube, and walking through it is like stepping into the Earth’s veins. Bring a headlamp and a jacket — it stays cold and pitch black no matter the season.
  • Newberry Caldera – The heart of the monument, with two sister lakes (Paulina and East) tucked inside. I’ve kayaked on Paulina Lake at sunrise — calm water, no one else around, just the sound of birds.
  • Paulina Peak – If the road’s open, drive to the summit for one of the best views in Central Oregon. On a clear day, you can see from Mount Hood all the way toward California.
  • Big Obsidian Flow – A surreal trail through black volcanic glass that sparkles in the sun. Walking here feels like being in a field of shattered mirrors.
  • Paulina Falls – Twin waterfalls tucked into the forest. The short hikes to the overlooks are easy and make a great way to end the day.

Good to know: Some areas require a day-use fee. I usually grab a Northwest Forest Pass since it covers most of Central Oregon’s federal sites. And always check conditions before heading up Paulina Peak — snow lingers well into summer.

After soaking in Bend's vibe, visit nearby Newberry National Volcanic Monument for unique geology and outdoor fun.
After soaking in Bend’s vibe, visit nearby Newberry National Volcanic Monument for unique geology and outdoor fun.

Days 5-6: Crater Lake National Park

No matter how many times I’ve seen photos of Crater Lake, the real thing still knocks the wind out of me. The color of the water is unlike anything else…a blue so deep it almost looks unreal. Formed by the collapse of Mount Mazama, this is the deepest lake in the U.S., and standing on its rim feels like staring into another world.

What I Never Miss at Crater Lake

  • Rim Drive – A 33-mile loop around the lake, dotted with viewpoints that each feel more dramatic than the last. Discovery Point and Watchman Overlook are two of my favorites for photos.
  • Wizard Island – A cinder cone rising straight out of the water. In summer, boat tours can drop you off to hike to the top. The view from up there? Absolutely worth it.
  • Cleetwood Cove Trail – The only trail that actually takes you down to the water. It’s a steep hike back up, but diving into that icy-blue lake is a memory that sticks.
  • Phantom Ship – A jagged little island that really does look like a ghostly ship. Best seen from Sun Notch Trail, where you’ll also get sweeping views of the rim.
  • Garfield Peak – A 3.5-mile round trip with serious elevation gain, but the view from the top stretches across the entire caldera. I usually save this one for sunrise hikes.
  • Mount Scott – The highest point in the park. It’s a tougher climb, but the summit view puts the entire lake in perspective.

Winter tip: In the snowy months, the park transforms. I’ve gone snowshoeing around Rim Village when everything was blanketed in white. It’s quiet, surreal, and just as beautiful as summer.

My practical note: There are no gas stations inside the park, so I always fill up in Klamath Falls or Prospect before heading in.

Visit Crater Lake National Park for the deepest U.S. lake and stunning outdoor adventures.
Visit Crater Lake National Park for the deepest U.S. lake and stunning outdoor adventures.

Days 7-8: Klamath Falls

Klamath Falls is often overlooked, but I’ve come to really enjoy stopping here. It sits on the edge of Upper Klamath Lake, the largest freshwater lake in Oregon, and the mix of wetlands, mountains, and geothermal activity gives the area a unique feel. Bird-watchers especially love it, since hundreds of species pass through the Klamath Basin every year.

What I Like to Do Around Klamath Falls

  • Upper Klamath Lake – A massive lake that feels more like an inland sea. I’ve spotted pelicans, herons, and bald eagles here, especially in spring when the migration is in full swing.
  • Moore Park – A lakeside park with picnic areas and trails. I like to come here for an easy walk or just to sit with a view of the water.
  • Link River Trail – A short but beautiful trail that connects Klamath Lake to Lake Ewauna. It is a great place to stretch your legs and often full of bird activity.
  • Downtown Klamath Falls – A mix of old storefronts, murals, and local restaurants. The Klamath County Museum is worth an hour if you want to dig into the region’s history.
  • Lake of the Woods – About a 40-minute drive, but worth it. This alpine lake is surrounded by forest and perfect for swimming, kayaking, or just sitting on the dock.
  • Baldwin Hotel Museum – A restored hotel where each room is set up as it would have been over a century ago. I walked through here once and felt like I had stepped back in time.

My Protip: Trails near the lake can get muddy in spring, so bring sturdy shoes. If you are visiting for birding, sunrise and sunset are the best times to be out.

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Klamath Falls offers stunning beauty, bird watching with 350+ species, and geothermal hot springs.
Klamath Falls offers stunning beauty, bird watching with 350+ species, and geothermal hot springs.

Days 9-10: Ashland

Ashland is one of those towns that feels instantly welcoming. Tucked into the Siskiyou Mountains, it has a creative, slightly quirky energy that comes from its arts scene and the famous Oregon Shakespeare Festival. I like to use Ashland as a reset point on a road trip: walkable streets, good food, and a mix of culture and outdoor time.

What I Always Recommend in Ashland

  • Oregon Shakespeare Festival – If you are in town between February and October, try to catch a play. The productions here are world-class, and the theaters themselves are impressive.
  • Lithia Park – A 93-acre park right in the center of town. I often spend a whole morning here, wandering the trails, watching ducks on the ponds, and enjoying the Japanese garden. In autumn, the colors are incredible.
  • Historic Downtown – Small but full of character, with art galleries, cafés, wine bars, and bookstores. It is the kind of place where you walk into a shop and end up chatting with locals.
  • Southern Oregon University – The campus is worth a stroll, especially the Schneider Museum of Art, which rotates contemporary exhibits.
  • Mount Ashland – About 30 minutes from town, it is a winter ski hill that turns into a summer hiking spot. The wildflowers up here in July are amazing.
  • Belle Fiore Winery – A Tuscan-style winery just outside of Ashland. The views are as good as the wine, and it is a relaxing way to spend an afternoon.

Summer is busy thanks to the Shakespeare Festival, so book accommodations early if you want to stay downtown. Winter is quieter, with snow sports just up the mountain.

Ashland, known for its arts scene and Oregon Shakespeare Festival, offers a quirky vibe, rich culture, and great food and wine.
Ashland, known for its arts scene and Oregon Shakespeare Festival, offers a quirky vibe, rich culture, and great food and wine.

Days 11-12: Umpqua National Forest

The Umpqua is one of my favorite parts of Oregon. Nearly a million acres of waterfalls, hot springs, and deep forest make it a dream for anyone who loves the outdoors. I like to give myself at least two days here so I can hike without rushing and still leave time for a soak in the springs.

Highlights in Umpqua

  • Toketee Falls – A short trail leads to one of the most photogenic waterfalls in the state. The two-tiered drop framed by basalt cliffs looks straight out of a fantasy novel.
  • Umpqua Hot Springs – A series of natural pools perched above the river. The hike in is quick but steep. Once you are there, you can soak while looking out at the forest. It feels wild and peaceful, especially in the early morning.
  • Watson Falls – At 272 feet, it is one of the tallest in Oregon. The trail is about a mile round trip and worth every step. You hear the waterfall long before you see it.
  • North Umpqua River – Known for both rafting and fishing. I like hiking stretches of the North Umpqua Trail, which hugs the river and passes through mossy forests.
  • Diamond Lake – A classic summer stop for boating, fishing, or just enjoying a picnic by the shore with views of Mount Bailey in the background.
  • Crater Lake Scenic Byway – If you feel like a drive, this byway links the forest with the rim of Crater Lake. It is one of the most scenic drives in the region.

My travel tip: The Umpqua is popular on weekends. I try to arrive early at spots like Toketee Falls and the hot springs to avoid crowds. Weather can shift fast in the mountains, so pack layers even in summer.

Umpqua National Forest features waterfalls, hot springs, and scenic drives, perfect for nature lovers.
Umpqua National Forest features waterfalls, hot springs, and scenic drives, perfect for nature lovers.

Day 13: Bandon, Oregon

Ready to explore one of the nicest areas of the Pacific Northwest? When I think of small Oregon coast towns that leave a big impression, Bandon is always near the top of the list. It has rugged beaches, quirky local shops, and some of the best seafood I have eaten on the coast. I usually give myself at least a full day here, though it is the kind of place where you could happily linger longer.

Bandon is a must-see with its breathtaking beaches, charming Old Town, world-class golf, and vibrant seafood scene.
Bandon is a must-see with its breathtaking beaches, charming Old Town, world-class golf, and vibrant seafood scene.

My Favorite Things to Do in Bandon

  • Bandon Beach – Walk the wide, sandy stretch dotted with sea stacks and tide pools. At sunset, the rocks glow orange and the whole beach feels like a painting.
  • Face Rock State Scenic Viewpoint – Named after a rock that looks like a face gazing at the sky. The overlook gives you sweeping views of the ocean and the iconic formations.
  • Coquille River Lighthouse – A short walk takes you to this charming lighthouse at the mouth of the river. I love coming here in the morning when the light is soft and the beach is quiet.
  • Old Town Bandon – A fun place to wander, with art galleries, candy shops, cafés, and seafood restaurants. Tony’s Crab Shack is my go-to for fresh, simple crab sandwiches.
  • Bandon Dunes Golf Resort – Even if you are not a golfer, it is worth seeing. The rolling, links-style courses against the backdrop of the Pacific are stunning.
  • Cranberry Sweets & More – A local candy shop that makes everything from cranberry chocolates to fruit jellies. It is one of those spots where you end up leaving with a bag of treats you did not plan on buying.
  • West Coast Game Park Safari – A drive-through wildlife park that kids especially enjoy. You can walk among deer and see bigger animals up close.

As such, Bandon is a must-see stop that adds a touch of coastal magic to your Pacific Northwest road trip itinerary.

Day 14: Newport, Oregon

Newport is one of those Oregon coast towns that has a little bit of everything: a working harbor, long sandy beaches, plenty of history, and fresh seafood on every menu. I usually stop here for at least a night…it is lively enough to explore but still has that relaxed coastal feel.

My Go-To Spots in Newport

  • Oregon Coast Aquarium – One of the best aquariums I have visited in the Pacific Northwest. Walking through the underwater tunnel while sharks and rays swim overhead is unforgettable.
  • Yaquina Head Outstanding Natural Area – Home to Oregon’s tallest lighthouse, plus tide pools, cliffside trails, and regular whale sightings. The views from here are some of the best on the coast.
  • Historic Bayfront – This is where Newport’s character really comes alive. Fishing boats unload their catch, sea lions bark from the docks, and the smell of chowder fills the air. I like grabbing a bowl and watching the harbor at sunset.
  • Nye Beach – A wide stretch of sand paired with a neighborhood full of coffee shops, galleries, and boutique stores. It is a perfect afternoon stroll spot.
  • Devil’s Punchbowl – Just north of town, this natural rock formation churns with waves during high tide. It is dramatic to watch and also a good whale-watching perch.
  • Hatfield Marine Science Center – Small but fascinating, with hands-on exhibits about Oregon’s marine ecosystems. Great if you are traveling with kids or curious about local science.
  • Ripley’s Believe It or Not & The Wax Works – Quirky, a little kitschy, and fun if you want a lighthearted stop.

Food tip: For seafood, I always head to Local Ocean Seafoods Everything is fresh, portions are generous, and the view of the bay is a bonus. This town has a lively, welcoming vibe that blends perfectly with its maritime heritage, making it one of the top places to live and visit on the Oregon Coast.

Newport boasts a picturesque harbor, rich marine life, and historic charm.
Newport boasts a picturesque harbor, rich marine life, and historic charm.

Days 15-16: Eugene

Eugene has an energy all its own. It is artsy, outdoorsy, and a little eccentric, with a mix of students, athletes, and creatives that makes it fun to explore. I think of it as Oregon’s “Emerald City”, as it’s green, vibrant, and full of surprises.

What I Like to Do in Eugene

  • Alton Baker Park – A sprawling park along the Willamette River. I have biked the trails here, picnicked by the ponds, and even caught outdoor concerts. It is the city’s green lung.
  • Saturday Market – One of the oldest open-air markets in the U.S., and still one of the best. Handmade crafts, street food, and live music give it a festival vibe every weekend.
  • University of Oregon – Even if you are not a sports fan, the campus is worth a walk. The art museum is excellent, and Hayward Field has serious track-and-field history.
  • Skinner Butte – A short hike or drive to the top gives you sweeping views of Eugene and the Cascade foothills. I like coming here at sunset when the whole valley glows.
  • Fifth Street Public Market – A fun spot for local shopping and dining. It is part marketplace, part hangout, and always buzzing with energy.
  • Hendricks Park – A beautiful garden park known for its rhododendrons in spring. Peaceful trails make it a nice escape from the city streets.
  • Eugene Wine Country – Just outside town, you will find rolling vineyards and wineries with tasting rooms. Sweet Cheeks Winery is a personal favorite for both the wine and the views.

Autumn is a fantastic time to be here. The fall colors in the parks are stunning, and the cooler temperatures make it ideal for hiking and biking. This makes it one of the top fall foliage destinations in the US for sure!

Eugene, the "Emerald City," is known for its artsy vibe, outdoor activities, University of Oregon, and "TrackTown USA" heritage.
Eugene, the “Emerald City,” is known for its artsy vibe, outdoor activities, University of Oregon, and “TrackTown USA” heritage.

Days 17-18: McKenzie River

The McKenzie River is one of the most beautiful stretches of Oregon I have ever driven. The water is crystal-clear, the forests are lush, and around every bend there seems to be another waterfall or hot spring waiting. I always carve out two days here so I can hike, soak, and slow down.

Sights and Experiences Along the McKenzie

  • Sahalie and Koosah Falls – These two waterfalls are close together on the McKenzie River Trail. I like to do the loop that connects them, with Sahalie thundering 100 feet down into a misty gorge and Koosah plunging into a turquoise pool.
  • McKenzie River Trail – A 26-mile trail that is famous with both hikers and mountain bikers. I usually just tackle a section or two, enough to walk under old-growth trees and alongside rushing water.
  • Tamolitch Blue Pool – The color of this pool is unreal, like liquid sapphire. The hike in is about 4 miles round trip, and every time I arrive, I find people staring in silence at the water.
  • Belknap Hot Springs – A riverside resort where you can soak in mineral pools surrounded by gardens. It feels especially good after a long hike.
  • Clear Lake – The headwaters of the McKenzie, with water so clear you can see an ancient forest preserved underwater. Renting a kayak or paddleboard here is unforgettable.
  • Terwilliger (Cougar) Hot Springs – A series of natural rock pools tucked into the forest. The vibe is rustic and laid-back, and the setting is about as serene as it gets.

Quick travel tip: Cell service is patchy here. I always download trail maps in advance and let someone know my plan if I am heading out on longer hikes.

Terwilliger (Cougar) Hot Springs, in Willamette National Forest, offers serene pools of varying temperatures for a relaxing soak.
Terwilliger (Cougar) Hot Springs, in Willamette National Forest, offers serene pools of varying temperatures for a relaxing soak.

Days 19-20: Sisters

Every time I roll into Sisters, it feels like stepping into a mountain postcard. The town itself has a Western theme, complete with wooden storefronts and a slower pace, but it is the backdrop of the Three Sisters peaks that really steals the show. I like to use Sisters as both a relaxing stop and a base for hiking.

Highlights in Sisters

  • Downtown Sisters – Strolling through downtown is a must. It is full of galleries, coffee shops, and local boutiques. I always end up with a bag of fresh-roasted beans from Sisters Coffee Company.
  • Three Sisters Wilderness – Trails here offer some of the best alpine scenery in Oregon. The Green Lakes Trail and Tam McArthur Rim hike both deliver sweeping mountain views that stick with you.
  • Suttle Lake – Just outside of town, this lake is perfect for paddleboarding or kayaking. The trails around it are peaceful and shaded.
  • Proxy Falls – A short drive away, but one of the most photogenic waterfalls in Oregon. The 1.5-mile trail through lava fields and forest leads to a cascade draped in moss.
  • Sisters Folk Festival – If you visit in September, the whole town fills with music. It is one of the friendliest festivals I have attended. Happening this year Sept 26-28, 2025.
  • Hoodoo Ski Area – In winter, this local ski hill is a fun, low-key alternative to bigger resorts. Snowshoeing in the nearby wilderness is another favorite of mine.

The town gets busy during big events like the Sisters Quilt Show in July. Book lodging well in advance if your trip overlaps.

Proxy Falls offers a 1.5-mile hike to one of Oregon's most picturesque waterfalls, cascading over moss-covered cliffs.
Proxy Falls offers a 1.5-mile hike to one of Oregon’s most picturesque waterfalls, cascading over moss-covered cliffs.

Days 21-21: Smith Rock State Park

Smith Rock is one of those places that looks unreal even when you are standing in it. Sheer cliffs rise from the high desert, the Crooked River winds below, and climbers dot the rock faces like ants on a wall. It is known as the birthplace of American sport climbing, but even if you never touch a rope, the hiking alone is worth the trip.

What to Do at Smith Rock

  • Misery Ridge Trail – The name is honest. It is steep and tough, but the views from the top are incredible, with Monkey Face rock formation right in front of you and the Cascades on the horizon.
  • Crooked River Trail – A gentler option that follows the river through the canyon. I like this one in the morning when the cliffs glow orange in the sun.
  • Monkey Face – One of the most famous climbing spots in the U.S. Even if you do not climb it, it is fun to watch others attempt it and to photograph from different angles.
  • Chimney Rock Trail – A moderate hike with fewer crowds. From the overlook, you get a different perspective of the park and can see across to the Cascades.
  • Rock Climbing – If you climb, Smith Rock is a playground with over a thousand routes. If you do not, you can hire a local guide or just enjoy watching the experts scale the walls.

Summer here gets brutally hot, and shade is limited. I always start hikes at sunrise and bring more water than I think I need. Parking fills quickly on weekends, so arrive early.

Smith Rock, the birthplace of American sport climbing, features iconic formations and the 350-foot Monkey Face tower.
Smith Rock, the birthplace of American sport climbing, features iconic formations and the 350-foot Monkey Face tower.

Days 23-24: Cascade Lakes Scenic Byway

This drive is one of the most beautiful stretches of road in Oregon. The Cascade Lakes Scenic Byway is about 66 miles long, but I always give myself two full days to stop at the lakes, hike a little, and just sit by the water. Each lake feels different, and the backdrop of snow-capped peaks makes it unforgettable.

Stops I Recommend Along the Byway

  • Sparks Lake – My personal favorite. With South Sister and Broken Top reflected in the water, it is one of the most photogenic lakes in Oregon. I love coming here at sunrise when the surface is glassy and quiet.
  • Devils Lake – Small but striking, with bright turquoise water. It is a great spot for a swim or picnic when the weather is hot.
  • Elk Lake – One of the busiest lakes, but for good reason. You can rent kayaks or paddleboards, grab lunch at Elk Lake Resort, or just hang out on the beach.
  • Cultus Lake – A little farther off the main route, which makes it quieter. Perfect if you want to escape the crowds for a while.
  • Hosmer Lake – Known for fly fishing, but I like it for kayaking. The clear, shallow water makes it easy to spot fish swimming beneath you.
  • Todd Lake – Near Mount Bachelor, this lake is peaceful and ringed by meadows that bloom with wildflowers in summer. It is an easy hike and one of the calmer stops on the byway.

The byway is usually only open from late June through October because of snow. Summer weekends get crowded, so I often visit midweek or early in the morning for quieter moments at the lakes.

Sparks Lake offers stunning views of South Sister and Broken Top, perfect for kayaking, fishing, and hiking.

Days 25-26: John Day Fossil Beds National Monument

For the grand finale of a Central Oregon road trip, I like to head east to the John Day Fossil Beds. This area is a blend of ancient history and surreal landscapes. The colorful hills and fossil sites tell stories that go back millions of years, and hiking here feels like walking through a natural history museum without walls.

Places I Always Recommend

  • Painted Hills – One of the most iconic sights in Oregon. The stripes of red, gold, and black look otherworldly, especially at sunrise or sunset. The Painted Cove Trail is short but gives you a close-up view of the colors.
  • Sheep Rock Unit – Known for its dramatic blue-green claystone formations. The Blue Basin Overlook Trail is challenging but offers an incredible panoramic view of the valley.
  • Thomas Condon Paleontology Center – A must-stop for context. The exhibits here showcase the fossils found in the region, and you can sometimes watch paleontologists working in the lab.
  • Cant Ranch Historic District – A preserved ranch that gives you a glimpse of what life was like here in the early 1900s. I like pairing this stop with Sheep Rock since they are right next to each other.
  • Clarno Unit – Quieter and often overlooked, but worth the detour. Fossilized plants embedded in the cliffs make this stop especially fascinating. Short trails here are perfect if you want a less crowded experience.

My photography tip: The Painted Hills change color with the light. I usually visit once in the morning and again in the late afternoon to see the full range.

The Painted Hills, with vibrant red, gold, black, and orange layers, offer stunning formations and easy hikes.
The Painted Hills, with vibrant red, gold, black, and orange layers, offer stunning formations and easy hikes.

Things to Consider When Planning Your Central Oregon Road Trip

After dozens of trips through Central Oregon, I’ve learned that planning around the seasons, distances, and hidden gems can make all the difference. Here are a few key things to keep in mind.

Where to Start Your Central Oregon Road Trip

I almost always start in Bend. It is centrally located, full of outdoor energy, and makes the perfect hub for day trips in every direction. Bend’s regional airport (Redmond Municipal Airport) is easy to fly into, with rental cars on-site. From there, you can head south to Crater Lake, west to the McKenzie River, east to the Painted Hills, or north to Smith Rock without long drives.

If you are already road-tripping Oregon more broadly, you could also start from Portland or Eugene, but Bend makes the cleanest entry point into the region.

Best Time of Year for a Central Oregon Road Trip

Each season has its own magic in Central Oregon, and I have experienced them all.

  • Spring – Waterfalls are roaring with snowmelt, wildflowers start popping, and crowds are light. The weather can swing between sunny and chilly, so I always pack layers.
  • Summer – The high season, with warm weather, long days, and every road and trail open. This is prime time for camping, kayaking, and alpine hikes. Expect bigger crowds at Crater Lake and the Cascade Lakes.
  • Autumn – Crisp mornings, fiery foliage, and fewer people. I love fall in Central Oregon because the air is clear, the trails are quieter, and the lighting for photography is beautiful.
  • Winter – Snow blankets the Cascades, making Bend and Sisters great bases for skiing, snowboarding, and snowshoeing. Roads to places like the Cascade Lakes Scenic Byway are closed, but the tradeoff is peaceful winter scenery and cozy lodge vibes.

Number of Days for a Central Oregon Road Trip

It really depends on how deep you want to go:

  • 3–5 Days – Enough for Bend and quick day trips to Smith Rock, the Cascade Lakes, and maybe Newberry Volcanic Monument.
  • 7–10 Days – Lets you include Crater Lake, Sisters, the McKenzie River, and a few waterfalls or hot springs without rushing.
  • 14+ Days – The dream trip. You can cover everything from Bend to the coast, add in the Painted Hills, and spend unhurried time at lakes, trails, and small towns along the way.

If you have three weeks, you can loop the entire region and still have days to just sit by the river or linger at a winery.

Other Destinations to Consider in Central Oregon

If you have extra time or just want to veer off the main loop, here are a few side trips that I love adding:

  • Fort Rock – A massive volcanic tuff ring rising out of the desert. Sunrise here is unforgettable.
  • Ochoco National Forest – A quieter forest with hidden waterfalls, meadows, and ancient petroglyphs. Perfect if you want solitude.
  • Lake Billy Chinook – Formed where three rivers meet, this reservoir is striking with its canyon walls and is fantastic for boating or camping.
  • Metolius River – Crystal-clear spring-fed water and peaceful riverside trails. Camp Sherman is a gem of a base for fishing or just relaxing.

These aren’t always on the typical tourist route, which makes them feel even more special when you work them in.

Fort Rock, an ancient volcanic formation, offers unique geology and stunning sunrise and sunset views.
Fort Rock, an ancient volcanic formation, offers unique geology and stunning sunrise and sunset views.

FAQs About Road Trips in Central Oregon

Here are answers to some of the most common inquiries travelers have about road trips in Central Oregon.

What does a 5-day Central Oregon road trip itinerary look like?

If you’re short on time but want to experience the highlights of Central Oregon, here’s a 5-day itinerary:

  • Day 1: Bend Start your trip in Bend. Explore the vibrant downtown area, visit the High Desert Museum, and enjoy a scenic walk or bike ride along the Deschutes River Trail. Don’t miss out on a local craft brewery tour.
  • Day 2: Smith Rock State Park Drive to Smith Rock State Park for some world-class hiking and rock climbing. Hike the Misery Ridge Trail for stunning views of the Crooked River and the park’s iconic rock formations. Return to Bend for the night.
  • Day 3: Newberry National Volcanic Monument Explore the volcanic landscapes of Newberry National Volcanic Monument. Visit the Lava River Cave, hike around Paulina Lake, and see the impressive Big Obsidian Flow. Stay overnight in Bend or Sunriver.
  • Day 4: Crater Lake National Park Head to Crater Lake National Park. Spend the day marveling at the deepest lake in the United States, hiking to viewpoints like Watchman Overlook, and perhaps take a boat tour to Wizard Island. Stay overnight near Crater Lake.
  • Day 5: Painted Hills Conclude your trip with a visit to the Painted Hills, part of the John Day Fossil Beds National Monument. Walk the Painted Cove Trail and take in the vibrant colors of these unique geological formations. Return to Bend or continue your journey from there.

What is the best route to take for a scenic Central Oregon road trip?

The Cascade Lakes Scenic Byway is one of the most scenic routes in Central Oregon. Starting in Bend, this 66-mile drive takes you past numerous beautiful lakes, mountain vistas, and lush forests, offering plenty of opportunities for hiking, fishing, and photography.

A couple kayaking on the scenic Deschutes River amid lush greenery.
A couple kayaking on the scenic Deschutes River amid lush greenery.

Can you take a Central Oregon road trip in 7 days?

Yes, a 7-day road trip allows you to cover more ground. Here’s a sample itinerary:

  • Day 1: Bend Explore Bend’s downtown, breweries, and the Deschutes River Trail.
  • Day 2: Smith Rock State Park Hike and rock climb at Smith Rock State Park, then return to Bend for the night.
  • Day 3: Newberry National Volcanic Monument Visit the Lava River Cave, Paulina Lake, and the Big Obsidian Flow. Stay in Bend or Sunriver.
  • Day 4: Cascade Lakes Scenic Byway Drive the scenic byway, stopping at lakes such as Sparks Lake, Elk Lake, and Devils Lake. Enjoy hiking, fishing, or a relaxing picnic by the water. Return to Bend for the night.
  • Day 5: Crater Lake National Park Spend the day at Crater Lake, hiking and enjoying the views. Stay overnight near Crater Lake.
  • Day 6: Painted Hills Explore the Painted Hills unit of the John Day Fossil Beds. Walk the trails and take in the vibrant colors. Stay in the nearby town of Mitchell or return to Bend.
  • Day 7: Sisters Visit the charming town of Sisters, hike in the Three Sisters Wilderness, and relax. Return to Bend or continue your journey from there.

What kind of car is best for a Central Oregon road trip?

A comfortable, fuel-efficient car is ideal for a Central Oregon road trip. If you plan to explore off-the-beaten-path areas, a vehicle with good ground clearance, such as an SUV, is recommended. For summer trips, a convertible can be fun to fully enjoy the scenic views and fresh air.

Are there any special permits required for activities in Central Oregon?

Some areas and activities in Central Oregon may require permits. For example, you might need a Northwest Forest Pass for certain trailheads, and fishing in lakes and rivers requires an Oregon fishing license. It’s best to check specific requirements for the areas you plan to visit.

Embark on an unforgettable journey through Central Oregon with this road trip
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Jon Miksis

About Jon Miksis

Award-winning Travel Writer • Founder of Global Viewpoint • 70+ countries visited • 10 Million+ readers

Since 2017, I’ve traveled 3–6 months a year, sharing detailed guides that have helped over 10 million readers travel smarter, deeper, and better. My work blends firsthand experiences — from U.S. road trips and cold-plunge cabins to Michelin-starred dining and business-class flights — with honest, independent reviews.

I’ve been hired by leading tourism boards in 7 countries across Europe, North America, and South America, as well as international travel brands. My travel tips and insights have been featured in Forbes, HuffPost, Yahoo Travel, and The Boston Globe. I’ve personally reviewed 500+ hotels, retreats, and flight experiences — and I never recommend a place I wouldn’t return to myself.

I also save $5–10K per year on airfare using flight tools and 10+ travel credit cards, and I’ve invested over $100K into personal development through transformational retreats and coaching since 2021.

When I’m not road-tripping across the Northeast or writing guides for Global Viewpoint, you’ll find me cold plunging in local lakes, sipping espresso in quiet cafes in Vienna, or chasing fall foliage across New England. I split my time between exploring the world and soaking up life in Boston, my lifelong home base. Some of my favorite places I keep going back to? Switzerland, Spain, Iceland, Italy, Greece, the Faroe Islands, Guatemala, California, Montana, Vermont, and coastal Maine in autumn.

See my latest adventures on Instagram and TikTok.

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