14 days in Oregon Itinerary

14 days in Oregon Itinerary

Created using Inspirock Oregon trip maker

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Route & dates

14 days in Oregon Itinerary

Start: Newark
Fly:  7​h 15​min
1
Portland
— 3 nights
Drive:  1​h 15​min
2
Silverton
— 2 nights
Drive:  2​h 45​min
3
Florence
— 2 nights
Drive:  4​h 30​min
4
Astoria
— 3 nights
Drive:  3​h
5
Hood River
— 3 nights
Drive + Fly:  9​h 15​min
End: Newark

3
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.
Deepen your sense of the past at sights like Pittock Mansion and Eastbank Esplanade. Visiting The Grotto - National Sanctuary of Our Sorrowful Mother and Oregon Zoo will get you outdoors. Step out of Portland with an excursion to Crown Point State Scenic Corridor in Corbett--about 40 minutes away. And it doesn't end there: steep yourself in history at Columbia River Highway, stop by Powell's City of Books, take in nature's colorful creations at Portland Japanese Garden, and browse the collection at Multnomah County Central Library.

To see photos, reviews, more things to do, and tourist information, go to the Portland trip maker .

Newark to Portland is an approximately 7.5-hour flight. You can also do a combination of train and flight; or drive. The time zone difference when traveling from Newark to Portland is minus 3 hours. In January, Portland is somewhat warmer than Newark - with highs of 46°F and lows of 35°F. Finish your sightseeing early on the 4th (Fri) so you can travel to Silverton.

Things to do in Portland

Historic Sites Parks Outdoors

Side Trips

Crown Point State Scenic Corridor, Columbia River Highway
Highlights from your plan
Portland Japanese Garden ©
Portland Japanese Garden
Forest Park ©
Forest Park
Columbia River Highway ©
Columbia River Highway

2
nights
Silverton

Silverton ©
Silverton is a city in Marion County, Oregon, United States. Start off your visit on the 5th (Sat): take in the spiritual surroundings of Mount Angel Abbey, take in the architecture and atmosphere at Queen of Angels Monastery, pause for some serene contemplation at St. Mary's Catholic Church, then relax in the rural setting at Bauman's Farm and Garden, and finally admire the natural beauty at Oregon Garden. Keep things going the next day: experience rural life at Morning Shade Farm, then admire the sheer force of Butte Creek Falls, and then take in the dramatic scenery at Silver Falls State Park.

For traveler tips, reviews, other places to visit, and more tourist information, read our Silverton trip itinerary planner .

Traveling by car from Portland to Silverton takes an hour. Expect a daytime high around 47°F in January, and nighttime lows around 35°F. Wrap up your sightseeing on the 6th (Sun) early enough to travel to Florence.

Things to do in Silverton

Parks Nature Historic Sites

Side Trips

Mount Angel, Butte Creek Falls, Mount Angel Abbey, Morning Shade Farm, Bauman's Farm and Garden
Highlights from your plan
Silver Falls State Park ©
Silver Falls State Park
Mount Angel Abbey ©
Mount Angel Abbey
Butte Creek Falls ©
Butte Creek Falls

2
nights
Florence

Florence ©
Florence is a coastal city in Lane County, in the U.S. Kick off your visit on the 7th (Mon): cruise along Cape Perpetua Visitor Center - Siuslaw National Forest, then take in the waterfront at Yachats coastline, then visit a coastal fixture at Heceta Head Lighthouse, and finally get a taste of the local shopping with Backstreet Gallery. Get ready for a full day of sightseeing on the next day: enjoy the sand and surf at Heceta Beach, then cruise along Oregon Coast, then enjoy some diversion at Sand Master Park, and finally take in the dramatic natural features at Thor's Well.

For maps, more things to do, ratings, and other tourist information, you can read our Florence online journey planner .

Getting from Silverton to Florence by car takes about 3 hours. While traveling from Silverton, expect somewhat warmer days and about the same nights in Florence, ranging from highs of 55°F to lows of 40°F. Finish your sightseeing early on the 8th (Tue) to allow enough time to drive to Astoria.

Things to do in Florence

Outdoors Parks Nature

Side Trips

Yachats, Oregon Coast
Highlights from your plan

3
nights
Astoria

Astoria ©
Astoria, named for famed fur trader John Jacob Astor, resides near the mouth of the Columbia River.
You'll get in some beach time at Haystack Rock and Hug Point State Recreation Site. Take a break from the city and head to Cannon Beach and Fort Clatsop National Memorial. Change things up with a short trip to Ecola State Park in Cannon Beach (about 50 minutes away). The adventure continues: look for all kinds of wild species at Astoria Column and appreciate the history behind Chief Comcomly Memorial.

To find maps, photos, other places to visit, and other tourist information, go to the Astoria trip app .

You can drive from Florence to Astoria in 4.5 hours. Alternatively, you can do a combination of bus and flight; or take a bus. While traveling from Florence, expect little chillier days and about the same nights in Astoria, ranging from highs of 50°F to lows of 38°F. Finish your sightseeing early on the 11th (Fri) so you can drive to Hood River.

Things to do in Astoria

Parks Nature Beaches

Side Trips

Cannon Beach, Hug Point State Recreation Site
Highlights from your plan
Haystack Rock ©
Haystack Rock
Cannon Beach ©
Cannon Beach
Ecola State Park ©
Ecola State Park

3
nights
Hood River

Hood River ©
The city of Hood River is the seat of Hood River County, Oregon, United States. Start off your visit on the 12th (Sat): admire the sheer force of Multnomah Falls, then snap pictures at Bridge of the Gods, and then explore the activities along Columbia River Gorge National Scenic Area. Get ready for a full day of sightseeing on the next day: hit the slopes at Timberline Lodge and Ski Area and then delve into the lush surroundings at Mt. Hood National Forest.

To see photos, traveler tips, and tourist information, read Hood River trip builder website .

Traveling by car from Astoria to Hood River takes 3 hours. Alternatively, you can take a bus; or do a combination of bus and train. Traveling from Astoria in January, expect Hood River to be slightly colder, temps between 38°F and 32°F. On the 14th (Mon), you're off tohome.

Things to do in Hood River

Nature Parks Wildlife

Side Trips

Bridge of the Gods, Timberline Lodge and Ski Area, Multnomah Falls, Mt. Hood National Forest, Columbia River Gorge National Scenic Area
Highlights from your plan
Timberline Lodge and Ski Area ©
Timberline Lodge and Ski Area
Multnomah Falls ©
Multnomah Falls

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