15 days in Oregon Itinerary

15 days in Oregon Itinerary

Created using Inspirock Oregon tour itinerary planner

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Route & dates

15 days in Oregon Itinerary

Start: New York City
+3
bus + Fly + tram + bus:  10​h 45​min
1
Hood River
— 2 nights
Drive:  3​h
2
Astoria
— 3 nights
Drive:  1​h 45​min
3
Tillamook
— 1 night
Drive:  2​h
4
Salem
— 1 night
Drive:  2​h
5
Newport
— 2 nights
Drive:  1​h 15​min
6
Florence
— 2 nights
Drive:  4​h 30​min
7
Bend
— 2 nights
Fly + bus:  11​h 30​min
End: New York City

2
nights
Hood River

Hood River ©
The city of Hood River is the seat of Hood River County, Oregon, United States. On the 22nd (Wed), head outdoors with Big Winds. On the 23rd (Thu), you'll have a packed day of sightseeing: examine the collection at Western Antique Aeroplane & Automobile Museum, take in the dramatic scenery at Starvation Creek State Park, and then get impressive views of Mount Hood.

For ratings, other places to visit, more things to do, and other tourist information, go to the Hood River road trip planning website .

New York City to Hood River is an approximately 11-hour combination of bus and flight. You can also do a combination of flight and bus; or drive. Due to the time zone difference, you'll gain 3 hours traveling from New York City to Hood River. Traveling from New York City in May, Hood River is little chillier at night with lows of 49°F. Finish your sightseeing early on the 24th (Fri) so you can drive to Astoria.

Things to do in Hood River

Nature Parks Outdoors

Side Trips

Columbia River Gorge National Scenic Area, Columbia Gorge Discovery Center & Museum, Starvation Creek State Park
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.
Get outdoors at Manzanita Beach and The Lewis And Clark National And State Historical Parks. You'll explore the less-touristy side of things at Astoria Oregon Riverwalk and Flavel House Museum. Step out of Astoria to go to Cannon Beach and see Haystack Rock, which is approximately 38 minutes away. Spend the 25th (Sat) exploring nature at Fort Clatsop National Memorial. There's more to do: take in the views from Astoria-Megler Bridge.

For photos, where to stay, and more tourist information, you can read our Astoria trip itinerary planner .

Traveling by car from Hood River to Astoria takes 3 hours. Alternatively, you can take a bus; or do a combination of train and bus. When traveling from Hood River in May, plan for a bit cooler days in Astoria, with highs around 62°F, while nights are about the same with lows around 48°F. Finish your sightseeing early on the 27th (Mon) so you can drive to Tillamook.

Things to do in Astoria

Parks Nature Historic Sites

Side Trips

Haystack Rock, Manzanita Beach
Highlights from your plan
Flavel House Museum ©
Flavel House Museum
Astoria Oregon Riverwalk ©
Astoria Oregon Riverwalk

1
night
Tillamook

Tillamook ©
The city of Tillamook is the county seat of Tillamook County, Oregon, United States. Kick off your visit on the 28th (Tue): stroll through Rockaway Beach Wayside, then examine the collection at International Police Museum, then visit a coastal fixture at Cape Meares Lighthouse, and finally kick back and relax at Bayocean Peninsula County Park.

For photos, where to stay, and more tourist information, refer to the Tillamook trip maker website .

You can drive from Astoria to Tillamook in 2 hours. Alternatively, you can take a bus. The time zone difference when traveling from Astoria to Tillamook is 1 hour. Expect a daytime high around 62°F in May, and nighttime lows around 46°F. Finish up your sightseeing early on the 28th (Tue) so you can go by car to Salem.

Things to do in Tillamook

Beaches Outdoors Parks

Side Trip

Rockaway Beach
Highlights from your plan
Rockaway Beach Wayside ©
Rockaway Beach Wayside
Cape Meares Lighthouse ©
Cape Meares Lighthouse
International Police Museum ©
International Police Museum

1
night
Salem

Salem ©
Salem is the capital of the U.S. Start off your visit on the 29th (Wed): explore and take pictures at Bush's Pasture Park, learn about winemaking at Willamette Valley Vineyards, then admire all the interesting features of Oregon Garden, then take in the architecture and atmosphere at St. Mary's Catholic Church, and finally pause for some serene contemplation at Queen of Angels Monastery.

To see reviews, more things to do, photos, and tourist information, you can read our Salem attractions planner.

Drive from Tillamook to Salem in 2 hours. Alternatively, you can take a bus; or do a combination of bus and train. Due to the time zone difference, you'll gain 1 hour traveling from Tillamook to Salem. When traveling from Tillamook in May, plan for somewhat warmer days and about the same nights in Salem: temperatures range from 71°F by day to 48°F at night. Cap off your sightseeing on the 29th (Wed) early enough to go by car to Newport.

Things to do in Salem

Historic Sites Parks Wineries

Side Trips

Mount Angel, Oregon Garden, Willamette Valley Vineyards
Highlights from your plan
Oregon Garden ©
Oregon Garden
Willamette Valley Vineyards ©
Willamette Valley Vineyards
Bush's Pasture Park ©
Bush's Pasture Park

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.
Start off your visit on the 30th (Thu): take in the waterfront at Yachats coastline, immerse yourself in nature at Smelt Sands State Park, then explore the galleries of Hatfield Marine Science Center, and finally enjoy the sand and surf at Nye Beach. Get ready for a full day of sightseeing on the next day: immerse yourself in nature at Fogarty Creek State Recreation Area, get interesting insight from Tours, and then admire the majestic nature at Devils Punchbowl State Natural Area.

To plan Newport vacation without wasting time, ask Inspirock to design an itinerary.

Traveling by car from Salem to Newport takes 2 hours. Alternatively, you can take a bus. When traveling from Salem in May, plan for a bit cooler days and about the same nights in Newport: temperatures range from 58°F by day to 46°F at night. Wrap up your sightseeing on the 31st (Fri) to allow time to drive to Florence.

Things to do in Newport

Outdoors Parks Beaches

Side Trips

Yachats, Depoe Bay
Highlights from your plan
Fogarty Creek State Recreation Area ©
Dolphin & Whale Watching
Devils Punchbowl State Natural Area ©

2
nights
Florence

Florence ©
Florence is a coastal city in Lane County, in the U.S. Kick off your visit on the 1st (Sat): enjoy the sea views from Umpqua River Lighthouse, identify plant and animal life at Dean Creek Elk Viewing Area, and then putt your heart out at Sandland Adventures. On the next day, hike along Hobbit Trail, explore the striking landscape at Devil's Churn, and then have fun at Sand Master Park.

To see photos, ratings, and tourist information, go to the Florence trip planning app .

Traveling by car from Newport to Florence takes 1.5 hours. Alternatively, you can take a bus. May in Florence sees daily highs of 62°F and lows of 49°F at night. Finish your sightseeing early on the 2nd (Sun) so you can drive to Bend.

Things to do in Florence

Parks Outdoors Fun & Games

Side Trips

Dean Creek Elk Viewing Area, Devil's Churn, Umpqua River Lighthouse
Highlights from your plan
Umpqua River Lighthouse ©
Umpqua River Lighthouse
Devil's Churn ©
Devil's Churn
Dean Creek Elk Viewing Area ©
Dean Creek Elk Viewing Area

2
nights
Bend

An old logging town at the crux of the high desert and ponderosa pine forest, Bend melds a love of the outdoors with cosmopolitan flair.
Start off your visit on the 3rd (Mon): take in the dramatic natural features at Balancing Rocks, then let the river carry you with a rafting and tubing tour, and then stroll through Mt. Bachelor Ski Area. Keep things going the next day: take an in-depth tour of Des Chutes Historical Museum, then admire the sheer force of Tumalo Falls, then stroll through Shevlin Park, and finally hike along Pilot Butte State Scenic Viewpoint.

To find photos, maps, traveler tips, and more tourist information, you can read our Bend trip site .

Getting from Florence to Bend by car takes about 4.5 hours. Other options: take a bus. Traveling from Florence in June, expect nights in Bend to be little chillier, around 45°F, while days are somewhat warmer, around 75°F. Finish up your sightseeing early on the 4th (Tue) so you can travel back home.

Things to do in Bend

Outdoors Parks Nature
Highlights from your plan
River Rafting & Tubing
Mt. Bachelor Ski Area ©
Mt. Bachelor Ski Area
Pilot Butte State Scenic Viewpoint ©

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