3 Day Oregon Road Trip Itinerary – Best Scenic Drive

You must go for an Oregon road trip to enjoy its stunning diversity, from lush forests and cascading waterfalls to rugged coastlines and volcanic landscapes. This Oregon itinerary is full of outdoor adventures, charming towns, and scenic byways that enchant all types of travelers.

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3 Day Oregon Road Trip – Best Scenic Drives in Oregon

Read this 3 day Oregon road trip itinerary, or ultimate Oregon itinerary, which covers the best of Oregon, from its iconic waterfalls to its serene beaches and breathtaking mountain views.

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Day 1: Portland to Columbia River Gorge and Mount Hood

Columbia River Gorge is home to some of the most stunning waterfalls in the U.S., including Multnomah Falls. You can enjoy alpine beauty, adventure, and panoramic vistas from Mount Hood.

Things to Do:

• Multnomah Falls is Oregon’s tallest waterfall (620 feet). Hike the Multnomah Falls Trail to the Benson Bridge for closer views, or continue to the top for a more immersive experience.
• Historic Columbia River Highway – Drive along this scenic byway, stopping at waterfalls like Horsetail Falls, Wahkeena Falls, and Bridal Veil Falls.
• Hood River – Explore this charming town, known for its breweries and wineries. Visit the Hood River Waterfront Park for stunning views of the Columbia River. It’s a perfect spot to relax and refuel before heading to Mount Hood.
• Trillium Lake (near Mount Hood): Enjoy kayaking, paddleboarding, or a lakeside picnic with the reflection of Mount Hood on the water.

Distance & Route:

• Portland to Multnomah Falls: 30 miles (~40 minutes).
• Multnomah Falls to Hood River: 32 miles (~40 minutes).
• Hood River to Trillium Lake: 35 miles (~1 hour).

Overnight Stay – Timberline Lodge (near Mount Hood) for a Cozy, historic mountain lodge with stunning views.

Pro Tips:

• Start early to beat the crowds at Multnomah Falls.
• Pack layers; the Columbia Gorge and Mount Hood areas can be chilly.
• Book your Timberline Lodge stay in advance.

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Day 2: Mount Hood to Bend (via Smith Rock State Park)

In Bend, there are endless outdoor adventures, craft beer, and a vibrant downtown. Smith Rock State Park features dramatic cliffs perfect for hiking and rock climbing.

Things to Do:

• Smith Rock State Park—Hike the Misery Ridge Trail for panoramic views of the Crooked River and towering rock formations. This unique geological wonder is a hiker’s paradise.
• Bend Ale Trail – Tour Bend’s famous breweries and enjoy local craft beer. Bend is known as the craft beer capital of Oregon.
• Deschutes River Trail – Go for a scenic hike or rent a kayak to explore the tranquil waters.
• Pilot Butte State Scenic Viewpoint – Drive or hike to the top for panoramic views of Bend and the Cascade Mountains. This viewpoint is the Best place for sunset views in Bend.

Distance & Route:

• Mount Hood to Smith Rock State Park: 100 miles (~2 hours).
• Smith Rock State Park to Bend: 26 miles (~40 minutes).

Overnight Stay: SpringHill Suites Bend – It is modern, comfortable, and located near downtown Bend.

Pro Travel Tips:

• Bring sunscreen and water to Smith Rock State Park; it can get hot in summer.
• Plan your brewery stops in advance for a seamless Ale Trail experience.

Day 3: Bend to Oregon Coast (via Eugene)

The Oregon Coast offers rugged cliffs, sandy beaches, and charming coastal towns. Eugene adds a vibrant mix of culture, food, and greenery to your journey.

Things to Do:

• Eugene’s Saturday Market – Browse local crafts, food, and live music (if traveling on a Saturday)—Experience Eugene’s artsy vibe.
• Heceta Head Lighthouse – Visit this iconic lighthouse perched on a cliff overlooking the Pacific Ocean. It is the most photogenic lighthouse on the coast.
• Cape Perpetua Scenic Area: Walk the Captain Cook Trail to Thor’s Well, a mesmerizing natural sinkhole during high tide.
• Florence Old Town – Stroll through this quaint town, filled with boutiques, restaurants, and views of the Siuslaw River. 

Distance & Route:

• Bend to Eugene: 128 miles (~2.5 hours).
• Eugene to Heceta Head Lighthouse: 57 miles (~1 hour).
• Heceta Head Lighthouse to Florence: 15 miles (~20 minutes).

Overnight Stay (Optional): River House Inn (Florence) – is located by the Siuslaw River and has cozy, scenic rooms.

Pro Travel Tips:

• Pack a jacket; the Oregon Coast can be breezy.
• Time your visit to Thor’s Well during high tide for the best views.

Best Tours to Book – Oregon Road Trip Itinerary

• Guided Brewery Tour in Bend: Learn about Bend’s brewing culture while enjoying tastings. 
• Hiking Tour of Smith Rock State Park: Perfect for those wanting guided insight into the park’s geology and history.
• Oregon Coast Whale Watching Tour: Available near Florence, offering a chance to spot migrating whales.

Helpful Tips – Oregon Road Trip – Oregon Itinerary

1. Rent a Car – A reliable vehicle is essential for exploring Oregon’s diverse landscapes.
2. Pack Smart – Include hiking shoes, layered clothing, and a reusable water bottle.
3. Check Weather Conditions, especially around Mount Hood and the coast, as conditions can change quickly.
4. Plan Ahead – Book accommodations and tours early, especially in peak travel seasons.

This 3 day Oregon road trip promises unforgettable landscapes, outdoor adventures, and charming towns, making it a perfect getaway for nature lovers and explorers.

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