Oregon Odyssey
Self-Drive Tour · Car included · Standard or Upgrade Accommodation · Flights from +£533 pp
Duration:
17 Days / 16 Nights
Start/Finish:
Portland / Portland
01 Apr 2026 - 31 Oct 2026
- Explore Portland's vibrant culture and food scene
- Drive along the scenic Columbia River Gorge and stop at Multnomah Falls
- Experience outdoor adventures in Hood River, like windsurfing or hiking
- Explore the high desert landscape around Bend
- Visit Smith Rock State Park for world-class rock climbing or hiking
- Hike or take a boat tour around Crater Lake National Park
- Drive along the scenic Pacific Coast Highway and explore charming coastal towns
- Relax on the beach and explore tide pools in Cannon Beach
Experience More (Optional)
- Whale watching tour (seasonal)
- Wine tasting at Stoller Family Estate
- Visit the Tillamook Creamery for ice cream or cheese tasting
- Off-road adventures at the Oregon Dunes National Recreation Area
- Explore the shops and art galleries in the various towns
ARRIVAL IN PORTLAND
Day 1: Arrive at Portland International Airport. Pick up your rental car and check into your accommodation. Relax and unwind after your journey.
EXPLORING PORTLAND
Day 2: Immerse yourself in Portland's vibrant culture. Start your day with a delicious breakfast at a local café. Explore the city's eclectic neighborhoods, from the trendy Pearl District to the historic Mississippi Avenue. Don't miss the chance to visit Powell's City of Books, a literary haven with over a million books. Indulge in Portland's renowned food scene, trying local craft beers and delicious food cart fare.
PORTLAND - HOOD RIVER
Day 3: Embark on a scenic drive along the Columbia River Gorge, a breathtaking natural wonder. This iconic drive offers stunning waterfalls, lush forests, and dramatic cliffs. Be sure to stop at Multnomah Falls, one of the most photographed waterfalls in the United States. Continue along the Historic Columbia River Highway, a winding road with numerous viewpoints offering panoramic vistas of the gorge. Arrive in Hood River, a charming town known for its outdoor adventures and vibrant atmosphere. Check into your accommodation and enjoy the evening exploring the town. Driving Distance: 68 MI / 109 KM | Time: 1h 15min
HOOD RIVER ADVENTURES
Days 4 & 5: Hood River offers a plethora of outdoor activities. Experience the thrill of windsurfing or kitesurfing on the Columbia River. For a more leisurely pace, hike through the Columbia River Gorge National Scenic Area, with its lush forests and dramatic waterfalls. Indulge in the local craft beer scene, visiting breweries and tasting rooms. Don't miss the chance to visit the nearby towns of Cascade Locks and Stevenson, Washington, for charming shops and restaurants.
HOOD RIVER - BEND
Day 6: Drive to Bend, a city nestled in the high desert. The journey takes you through the Cascade Mountains, offering stunning views of snow-capped peaks. Consider stopping at Mount Hood Meadows for scenic overlooks and outdoor activities. Continue through the charming town of Sisters, known for its art galleries and boutiques. Arrive in Bend and check into your accommodation. Explore the town's vibrant downtown area, known for its breweries, shops, and restaurants. Driving Distance: 145 MI / 232 KM | Time: 3h
BEND ADVENTURES
Days 7 & 8: Bend is an outdoor enthusiast's paradise. Explore the high desert landscape with hiking, biking, or horseback riding. Visit Smith Rock State Park for world-class rock climbing or scenic hikes. Enjoy the town's thriving craft beer scene and indulge in delicious local cuisine.
BEND - CRATER LAKE
Day 9: Drive to Crater Lake National Park, a breathtaking volcanic crater filled with crystal-clear blue water. The journey takes you through the Cascade Mountains, offering stunning views of forests and lakes. Consider stopping at Lava Cast Forest, a unique geological site featuring lava formations.
Arrive at your accommodation near the park. Enjoy the stunning scenery and plan your activities for the next day. Driving Distance: 102 MI / 163 KM | Time: 2h 10 min.
CRATER LAKE NATIONAL PARK
Day 10: Explore the majestic Crater Lake National Park. Take a boat tour to admire the lake's depths, hike around the rim for breathtaking views, or simply relax and soak in the natural beauty. Visit the Cleetwood Cove Visitor Center to learn about the park's history and geology.
CRATER LAKE - BANDON
Day 11: Embark on a scenic drive along Highway 138, offering diverse landscapes as you journey from the mountains to the coast. You'll pass through charming towns like Diamond Lake, known for its fishing and outdoor recreation. Continue through the Umpqua National Forest, where you can enjoy hiking, camping, and wildlife viewing. As you approach the coast, the scenery transforms into lush forests and rolling hills. Arrive in Bandon and check into your accommodation. Enjoy the coastal atmosphere and explore the town's shops and restaurants. Driving Distance: 176 MI / 282 KM | Time: 3h 30 min.
BANDON EXPLORATION
Day 12: Spend the day exploring Bandon and its surroundings. Visit the Face Rock State Scenic Viewpoint for stunning coastal views. Take a whale-watching tour (seasonal) or enjoy a leisurely walk on the beach. Explore the charming downtown area with its unique shops and art galleries.
PACIFIC COAST HIGHWAY | BANDON - CANNON BEACH
Day 13: Embark on a scenic drive along the Pacific Coast Highway (Highway 101), offering breathtaking coastal views. This iconic road winds its way through charming coastal towns, offering opportunities to explore hidden beaches, sample fresh seafood, and admire dramatic cliffs. Stop at the historic Yaquina Head Lighthouse for stunning panoramic views. Continue north, through charming coastal towns like Newport and Tillamook. Stop at the Tillamook Creamery for a delicious ice cream or cheese tasting. Arrive in Cannon Beach and check into your accommodation. Driving Distance: 231 MI / 370 KM | Time: 5h
CANNON BEACH RELAXATION
Days 14 & 15: Relax and unwind in Cannon Beach. Enjoy long walks on the beach, explore tide pools, or simply soak up the sun. Visit the Haystack Rock for stunning photo opportunities. Consider a whale-watching tour (seasonal) or explore the charming shops and art galleries in town.
CANNON BEACH - PORTLAND
Day 16: Choose between two options for your return journey:
- Option 1: Drive to Stoller Family Estate for wine tasting and lunch (pre-booking recommended). Enjoy the beautiful vineyards and learn about winemaking. After your visit, continue to Portland. Driving Distance: 121 MI / 194 KM | Time: 2h 30 min
- Option 2: Drive directly back to Portland. Driving Distance: 78 MI / 125 KM | Time: 1h 30 min
DEPARTURE FROM PORTLAND
Day 17: Enjoy any remaining free time exploring Portland or relaxing before returning your rental car and transferring to the airport for your departure flight.
Standard Hotels
- The Paramount Hotel, Portland
- Best Western Plus Hood River Inn
- The Central Block, Bend
- Crater Lake Resort
- Sunset Oceanfront Lodging, Bandon
- The Wayside Inn, Cannon Beach
Superior Hotels
- Mark Spencer Hotel, Portland
- Inn at the Gorge, Hood River
- Mc Menamins Old St Francis, Bend
- Crater Lake Resort
- Bandon Inn
- Inn at Cannon Beach
Standard Hotels
From £1225 Share Twin/Double
Superior Hotels
From £1475 Share Twin/Double
- Lead prices per person are based on a twin or double Room.
- Rates for singles, triples, and quads are available upon request.
- Pre- or post-tour accommodations are available.
- Accommodation as specified.
- Compact rental car for 17 days inclusive of unlimited mileage, LDW loss damage waiver, theft protection, waiver (zero excess), 1 million USD liability cover (EP/SLI), local sales tax, airport surcharges/fees, homeland security fee, customer facility charge, and mechanical assistance.
- Sightseeing as per itinerary
- Admission to attractions, where applicable.
- International or Domestic flights
- Meals, admissions, and/or optional tours unless specifically mentioned as being included in the itinerary.
- Items of a personal nature, i.e. telephone calls, laundry, liquor, etc.
- Use of hotel rooms before or after normal check-in and check-out times and resort fees, if applicable
- Tolls, ferries, and parking fees




