11 days in Oregon Itinerary

11 days in Oregon Itinerary

Created using Inspirock Oregon visit planner

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Route & dates

11 days in Oregon Itinerary

Start: Anchorage
Drive + Fly:  6​h 45​min
1
Portland
— 4 nights
Drive:  2​h
2
Cannon Beach
— 3 nights
Drive:  2​h 45​min
3
Newport
— 2 nights
Drive:  3​h 30​min
4
Timberline Lodge
— 1 night
+2
Drive + Fly + Drive:  7​h 30​min
End: Anchorage

4
nights
Portland

Portland ©
A big city with a small-town feel, Portland is home to the country's biggest rose test garden, perched on a hill overlooking downtown.
Pittock Mansion and Eastbank Esplanade will appeal to history buffs. For shopping fun, head to Powell's City of Books or Portland Saturday Market. You'll find plenty of places to visit near Portland: Carlton Winemakers Studio (in Carlton), Penner-Ash Wine Cellars (in Newberg) and Evergreen Aviation & Space Museum (in McMinnville). There's still lots to do: admire the natural beauty at Portland Japanese Garden, learn the secrets of beer at a beer tour and tasting, admire nature's wide array of creatures at Oregon Zoo, and browse the collection at Multnomah County Central Library.

To see traveler tips, where to stay, other places to visit, and other tourist information, read Portland travel route builder website .

Anchorage to Portland is an approximately 7-hour combination of car and flight. You can also do a combination of taxi, ferry, and bus. The time zone difference moving from Alaska Standard Time to Pacific Standard Time is 1 hour. Plan for much hotter temperatures traveling from Anchorage in March, with highs in Portland at 58°F and lows at 41°F. Finish up your sightseeing early on the 24th (Sat) so you can go by car to Cannon Beach.

Things to do in Portland

Parks Shopping Zoos & Aquariums

Side Trips

Carlton Winemakers Studio, Penner-Ash Wine Cellars, Evergreen Aviation & Space Museum
Highlights from your plan
Powell's City of Books ©
Powell's City of Books
Portland Saturday Market ©
Portland Saturday Market
Carlton Winemakers Studio ©
Carlton Winemakers Studio

3
nights
Cannon Beach

Cannon Beach ©
Cannon Beach is a city in Clatsop County, Oregon, United States. On the 25th (Sun), indulge your taste buds at Seaside Candyman, then enjoy the sand and surf at Haystack Rock, and then enjoy the sand and surf at Cannon Beach. On the next day, enjoy the sand and surf at Manzanita Beach, look for gifts at Beach Books, and then admire the majestic nature at Ecola State Park.

To see photos, traveler tips, ratings, and tourist information, read our Cannon Beach sightseeing planner .

You can drive from Portland to Cannon Beach in 2 hours. Another option is to take a bus. Expect a bit cooler weather when traveling from Portland in March: highs in Cannon Beach hover around 53°F, while lows dip to 40°F. Wrap up your sightseeing on the 27th (Tue) early enough to drive to Newport.

Things to do in Cannon Beach

Parks Outdoors Beaches

Side Trips

Seaside, Manzanita Beach
Highlights from your plan
Haystack Rock ©
Haystack Rock
Cannon Beach ©
Cannon Beach
Beach Books ©
Beach Books

2
nights
Newport

Newport ©
A town that survives on the sea, Newport's population of just over 10,000 supports a healthy commercial fishing industry.
On the 27th (Tue), enjoy the sea views from Yaquina Head Lighthouse and then kick back and relax at Nye Beach. On the 28th (Wed), you'll have a packed day of sightseeing: take a memorable drive along Cape Perpetua Visitor Center - Siuslaw National Forest, take a leisurely stroll along Yachats coastline, and then stop by The Chocolate Frog.

To find reviews, photos, and other tourist information, refer to the Newport day trip app .

Getting from Cannon Beach to Newport by car takes about 3 hours. Other options: take a bus. In March, plan for daily highs up to 52°F, and evening lows to 41°F. Finish your sightseeing early on the 29th (Thu) to allow enough time to travel to Timberline Lodge.

Things to do in Newport

Parks Outdoors Scenic Drive

Side Trips

Yachats, The Chocolate Frog
Highlights from your plan
Nye Beach ©
Nye Beach
Yaquina Head Lighthouse ©
Yaquina Head Lighthouse
The Chocolate Frog ©
The Chocolate Frog

1
night
Timberline Lodge

Timberline Lodge ©
Perched high on the south face of one of the most iconic peaks in the Pacific Northwest, Timberline Lodge is the ski and snowboarding area known for the eponymous historic lodge, the design of which emphasizes the area's natural beauty.
Kick off your visit on the 29th (Thu): explore the activities along Columbia River Gorge National Scenic Area. Get ready for a full day of sightseeing on the 30th (Fri): hike along Mirror Lake Trail and then fly down the slopes at Timberline Lodge and Ski Area.

To see ratings, reviews, photos, and other tourist information, refer to the Timberline Lodge trip itinerary planner.

You can drive from Newport to Timberline Lodge in 4 hours. Finish up your sightseeing early on the 30th (Fri) so you can travel back home.

Things to do in Timberline Lodge

Nature Parks Wildlife

Side Trips

Mirror Lake Trail, Columbia River Gorge National Scenic Area
Highlights from your plan
Timberline Lodge and Ski Area ©
Timberline Lodge and Ski Area
Mirror Lake Trail ©
Mirror Lake Trail

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