23 days in Oregon Itinerary

23 days in Oregon Itinerary

Created using Inspirock Oregon visit planner

Plan created by another user. Make it yours
1
Bend
— 3 nights
2
Crater Lake National Park
— 2 nights
3
Ashland
— 2 nights
4
Coos Bay
— 2 nights
5
Newport
— 3 nights
6
Astoria
— 3 nights
7
Hood River
— 2 nights
8
Portland
— 5 nights

3
nights
Bend

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.
Explore the numerous day-trip ideas around Bend: Dee Wright Observatory (in Blue River), Sisters (Sahalie and Koosah Falls & McKenzie Pass-Santiam Pass loop) and Smith Rock State Park (in Redmond). There's still lots to do: take a tour by water with Boat Tours & Water Sports, see the world from above with Big Mountain Heli Tours, contemplate the waterfront views at Deschutes River, and take a peaceful walk through Deschutes National Forest.

For where to stay, ratings, traveler tips, and tourist information, go to the Bend sightseeing site.

New York City to Bend is an approximately 12-hour flight. You can also drive; or do a combination of train and bus. The time zone difference moving from Eastern Standard Time to Pacific Standard Time is minus 3 hours. While traveling from New York City, expect slightly colder days and much colder nights in Bend, ranging from highs of 75°F to lows of 45°F. Wrap up your sightseeing on the 4th (Fri) to allow time to drive to Crater Lake National Park.

Things to do in Bend

Parks · Nature · Museums

Side Trips

Sisters, Dee Wright Observatory, Smith Rock State Park
Find places to stay Jun 1 — 4:
Highlights from your plan
Smith Rock State Park ©
Smith Rock State Park
River Rafting & Tubing
High Desert Museum ©
High Desert Museum

2
nights
Crater Lake National Park

Crater Lake National Park ©
Reaching a depth of 592 m (1,943 ft), Crater Lake is the deepest lake in the United States.
On the 5th (Sat), explore the striking landscape of Crater Lake National Park. Get ready for a full day of sightseeing on the 6th (Sun): identify plant and animal life at Rogue River Gorge Viewpoint, then admire the sheer force of Toketee Falls, then explore and take pictures at Rim Dr, and finally take in the awesome beauty at Watchman Peak.

To find traveler tips, maps, ratings, and other tourist information, refer to the Crater Lake National Park trip planner.

Drive from Bend to Crater Lake National Park in 3 hours. Alternatively, you can do a combination of bus and taxi. Prepare for somewhat warmer weather when traveling from Bend in June: high temperatures in Crater Lake National Park hover around 86°F and lows are around 55°F. Finish up your sightseeing early on the 6th (Sun) so you can go by car to Ashland.

Things to do in Crater Lake National Park

Parks · Nature · Outdoors

Side Trip

Rogue River Gorge Viewpoint
Find places to stay Jun 4 — 6:
Highlights from your plan
Crater Lake National Park ©
Crater Lake National Park
Rim Dr ©
Rim Dr
Rogue River Gorge Viewpoint ©
Rogue River Gorge Viewpoint

2
nights
Ashland

Ashland is a city in Jackson County, in the State of Oregon. Start off your visit on the 7th (Mon): explore the world behind art at Schneider Museum of Art, take a tour by water with Boat Tours & Water Sports, then see a show at Oregon Shakespeare Festival, and finally stroll around Lithia Park. Here are some ideas for day two: contemplate the waterfront views at Rogue River, see the interesting displays at Bear Hotel Artworks Museum, then take in the exciting artwork at The Glass Forge, then look for gifts at Rogue Creamery, and finally experience rural life at Rolling Hills Alpacas.

For more things to do, ratings, where to stay, and more tourist information, read Ashland trip itinerary tool.

Traveling by car from Crater Lake National Park to Ashland takes 2 hours. Alternatively, you can do a combination of taxi and bus. In June, plan for daily highs up to 86°F, and evening lows to 55°F. Wrap up your sightseeing on the 8th (Tue) early enough to travel to Coos Bay.

Things to do in Ashland

Parks · Outdoors · Adventure

Side Trips

Grants Pass, Central Point, Rogue River
Find places to stay Jun 6 — 8:
Highlights from your plan
River Rafting & Tubing
Lithia Park ©
Lithia Park
Oregon Shakespeare Festival ©
Oregon Shakespeare Festival

2
nights
Coos Bay

Coos Bay ©
Coos Bay is a city located in Coos County, Oregon, United States, where the Coos River enters Coos Bay on the Pacific Ocean. On the 9th (Wed), play a few rounds at Bandon Dunes Golf Resort, then take in the dramatic natural features at Face Rock State Scenic Viewpoint, and then admire the sheer force of Watson Falls. Get ready for a full day of sightseeing on the 10th (Thu): admire the majestic nature at Cape Arago State Park and then immerse yourself in nature at Shore Acres State Park.

To find ratings, more things to do, photos, and more tourist information, go to the Coos Bay trip itinerary builder website.

Traveling by car from Ashland to Coos Bay takes 3.5 hours. When traveling from Ashland in June, plan for cooler days in Coos Bay, with highs around 65°F, while nights are about the same with lows around 52°F. Wrap up your sightseeing on the 10th (Thu) early enough to travel to Newport.

Things to do in Coos Bay

Parks · Nature · Outdoors

Side Trips

Bandon, Watson Falls
Find places to stay Jun 8 — 10:
Highlights from your plan
Shore Acres State Park ©
Shore Acres State Park
Face Rock State Scenic Viewpoint ©
Face Rock State Scenic Viewpoint
Cape Arago State Park ©
Cape Arago State Park

3
nights
Newport

Newport ©
A town that survives on the sea, Newport's population of just over 10,000 supports a healthy commercial fishing industry.
Venture out of the city with trips to Yachats (Yachats coastline, Thor's Well, &more), Florence (Heceta Head Lighthouse & Sea Lion Caves) and Rock Your World: Pacific Northwest Gem & Jewelry Gallery (in Lincoln City). There's much more to do: look for all kinds of wild species at Yaquina Head Outstanding Natural Area, visit a coastal fixture at Yaquina Head Lighthouse, meet the residents at Oregon Coast Aquarium, and admire the majestic nature at Devils Punchbowl State Natural Area.

To see traveler tips, ratings, reviews, and more tourist information, go to the Newport tour itinerary maker.

Traveling by car from Coos Bay to Newport takes 2.5 hours. In June, daytime highs in Newport are 61°F, while nighttime lows are 48°F. Cap off your sightseeing on the 13th (Sun) early enough to go by car to Astoria.

Things to do in Newport

Parks · Nature · Outdoors

Side Trips

Yachats, Florence, Rock Your World: Pacific Northwest Gem & Jewelry Gallery, Whale Park
Find places to stay Jun 10 — 13:
Highlights from your plan
Yachats coastline ©
Yachats coastline
Oregon Coast Aquarium ©
Oregon Coast Aquarium

3
nights
Astoria

Astoria ©
Astoria, named for famed fur trader John Jacob Astor, resides near the mouth of the Columbia River.
Explore Astoria's surroundings by going to Cannon Beach (Hug Point State Park, Haystack Rock, &more), Nehalem Bay State Park (in Nehalem) and Seaside Aquarium (in Seaside). The adventure continues: appreciate the history behind Astoria Column, snap pictures at Astoria-Megler Bridge, don't miss a visit to Seaside Beach Lewis and Clark Monument, and immerse yourself in nature at Fort Stevens State Park.

To see ratings, reviews, where to stay, and more tourist information, refer to the Astoria trip itinerary maker.

Traveling by car from Newport to Astoria takes 3.5 hours. Alternatively, you can take a bus. Expect a daytime high around 66°F in June, and nighttime lows around 52°F. Finish your sightseeing early on the 16th (Wed) to allow enough time to drive to Hood River.

Things to do in Astoria

Parks · Nature · Outdoors

Side Trips

Cannon Beach, Seaside, Nehalem Bay State Park
Find places to stay Jun 13 — 16:
Highlights from your plan
Haystack Rock ©
Haystack Rock
Ecola State Park ©
Ecola State Park
Cannon Beach ©
Cannon Beach

2
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 17th (Thu): contemplate the waterfront views at Columbia River Gorge National Scenic Area, then see human ingenuity at work at Bonneville Lock & Dam, and then immerse yourself in nature at Starvation Creek State Park. Keep things going the next day: examine the collection at Western Antique Aeroplane & Automobile Museum, then hike along Historic Columbia River Highway State Trail, and then examine the collection at Columbia Gorge Discovery Center & Museum.

To see maps, ratings, and other tourist information, refer to the Hood River attractions app.

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. When traveling from Astoria in June, plan for somewhat warmer days and about the same nights in Hood River: temperatures range from 72°F by day to 55°F at night. Wrap up your sightseeing on the 18th (Fri) to allow time to drive to Portland.

Things to do in Hood River

Parks · Nature · Museums

Side Trips

Cascade Locks, Columbia River Gorge National Scenic Area, Columbia Gorge Discovery Center & Museum, Historic Columbia River Highway State Trail
Find places to stay Jun 16 — 18:
Highlights from your plan
Columbia River Gorge National Scenic Area ©
Columbia River Gorge National Scenic Area
Western Antique Aeroplane & Automobile Museum ©
Bonneville Lock & Dam ©
Bonneville Lock & Dam

5
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.
Get out of town with these interesting Portland side-trips: Multnomah Falls (in Bridal Veil), Evergreen Aviation & Space Museum (in McMinnville) and Pumpkin Ridge Zip Tour (in North Plains). There's lots more to do: admire the natural beauty at International Rose Test Garden, take a memorable tour with Envi Adventures, admire the striking features of Pittock Mansion, and trek along Forest Park.

For other places to visit, maps, reviews, and tourist information, refer to the Portland trip itinerary builder tool.

Getting from Hood River to Portland by car takes about 1.5 hours. Other options: take a bus; or take a train. In June, daytime highs in Portland are 77°F, while nighttime lows are 56°F. You'll have a few hours on the 23rd (Wed) to wrap things up before traveling home.

Things to do in Portland

Parks · Tours · Museums

Side Trips

Envi Adventures, Multnomah Falls, Evergreen Aviation & Space Museum, Rogerson Clematis Garden, Pumpkin Ridge Zip Tour
Find places to stay Jun 18 — 23:
Highlights from your plan
International Rose Test Garden ©
International Rose Test Garden
Portland Japanese Garden ©
Portland Japanese Garden
Powell's City of Books ©
Powell's City of Books

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