41 days in Oregon Itinerary

41 days in Oregon Itinerary

Created using Inspirock Oregon trip planner

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Route & dates

41 days in Oregon Itinerary

Start: Medford
Drive:  45​min
1
Grants Pass
— 4 nights
Drive:  2​h
2
Bandon
— 6 nights
Drive:  2​h 30​min
3
Yachats
— 2 nights
Drive:  1​h 15​min
4
Lincoln City
— 5 nights
Drive:  2​h
5
Cannon Beach
— 4 nights
Drive:  1​h 30​min
6
Portland
— 7 nights
bus:  1​h 15​min
7
Hood River
— 6 nights
Drive:  3​h 15​min
8
Bend
— 6 nights
Drive:  3​h 45​min
End: Medford

4
nights
Grants Pass

Grants Pass ©
Grants Pass is a city in, and the county seat of, Josephine County, Oregon, United States. Shop till you drop at The Glass Forge and Its a Burl. Get out of town with these interesting Grants Pass side-trips: Cave Junction (Eight Dollar Mountain Botanical Area & Tiger Preservation Center), Rogue River Gorge Viewpoint (in Prospect) and Crater Lake National Park (in Crater Lake National Park). Next up on the itinerary: identify plant and animal life at Wildlife Images - Rehabilitation & Education Center, see a show at Oregon Shakespeare Festival, learn about winemaking at Girardet Vineyards & Winery, and admire all the interesting features of Rogue Creamery Dairy Farm.

To see photos, traveler tips, reviews, and more tourist information, read Grants Pass trip planning app .

Medford to Grants Pass is an approximately 1-hour car ride. Plan for a bit cooler temperatures traveling from Medford in June, with highs in Grants Pass at 70°F and lows at 49°F. Finish up your sightseeing early on the 10th (Mon) so you can travel to Bandon.

Things to do in Grants Pass

Parks Wildlife Outdoors

Side Trips

Cave Junction, Ashland, Wildlife Safari, Rogue River Gorge Viewpoint, Its a Burl
Highlights from your plan
The Glass Forge ©
The Glass Forge
Wildlife Safari ©
Wildlife Safari
Oregon Shakespeare Festival ©
Oregon Shakespeare Festival

6
nights
Bandon

Bandon ©
Bandon is a city in Coos County, Oregon, United States, on the south side of the mouth of the Coquille River. Relax by the water at Coquille Point and Bandon State Park. For shopping fun, head to Face Rock Creamery or Washed Ashore - Gallery & Workshop. Explore the numerous day-trip ideas around Bandon: Port Orford (Cape Blanco State Park, Cape Blanco Lighthouse, & more), The Mary D Hume (in Gold Beach) and Ophir Beach (in Ophir). And it doesn't end there: look for all kinds of wild species at Face Rock State Scenic Viewpoint, enjoy the sea views from Coquille River Lighthouse, view the masterpieces at Second Street Gallery, and tee off at Pacific Dunes.

To see other places to visit, ratings, more things to do, and tourist information, read our Bandon road trip planner .

Traveling by car from Grants Pass to Bandon takes 3 hours. When traveling from Grants Pass in June, plan for little chillier days in Bandon, with highs around 65°F, while nights are about the same with lows around 52°F. Finish up your sightseeing early on the 16th (Sun) so you can go by car to Yachats.

Things to do in Bandon

Parks Outdoors Nature

Side Trips

Port Orford, South Slough National Estuarine Research Reserve, The Mary D Hume, Ophir Beach
Highlights from your plan
Face Rock State Scenic Viewpoint ©
Face Rock State Scenic Viewpoint
Ophir Beach ©
Ophir Beach
Bandon State Park ©
Bandon State Park

2
nights
Yachats

Yachats ©
Yachats is a small coastal city in Lincoln County, Oregon, United States. Start off your visit on the 17th (Mon): explore and take pictures at Oregon Coast Hwy, stroll through Cape Perpetua Visitor Center - Siuslaw National Forest, and then take a leisurely stroll along Yachats coastline. Get ready for a full day of sightseeing on the next day: try for a hole-in-one at Sandland Adventures, visit a coastal fixture at Heceta Head Lighthouse, and then have fun at Sand Master Park.

To see photos, other places to visit, traveler tips, and tourist information, go to the Yachats itinerary planner .

You can drive from Bandon to Yachats in 2.5 hours. Alternatively, you can do a combination of bus and taxi. Expect a daytime high around 61°F in June, and nighttime lows around 48°F. Wrap up your sightseeing on the 18th (Tue) early enough to drive to Lincoln City.

Things to do in Yachats

Outdoors Scenic Drive Fun & Games

Side Trips

Florence, Oregon Coast Hwy
Highlights from your plan
Yachats coastline ©
Yachats coastline
Heceta Head Lighthouse ©
Heceta Head Lighthouse

5
nights
Lincoln City

Lincoln City ©
Lincoln City is a city in Lincoln County, Oregon, United States. You'll enjoy a bit of beach vacationing at Cape Kiwanda State Natural Area and Devils Punchbowl State Natural Area. Head to Lincoln City Glass Center and Rock Your World: Pacific Northwest Gem & Jewelry Galleryfor plenty of shopping. Venture out of the city with trips to Newport (Nye Beach, Yaquina Head Outstanding Natural Area, & more), Ankeny National Wildlife Refuge (in Jefferson) and Baskett Slough National Wildlife Refuge (in Dallas). The adventure continues: get up close to creatures of the deep with a dolphin and whale watching tour, look for all kinds of wild species at Bald Hill Natural Area, view the masterpieces at Freed Gallery, and immerse yourself in nature at Fogarty Creek State Recreation Area.

To see maps, photos, traveler tips, and more tourist information, use the Lincoln City trip itinerary planning tool .

Getting from Yachats to Lincoln City by car takes about 1.5 hours. Other options: take a bus. In June in Lincoln City, expect temperatures between 61°F during the day and 48°F at night. Wrap up your sightseeing on the 23rd (Sun) to allow time to drive to Cannon Beach.

Things to do in Lincoln City

Parks Wildlife Outdoors

Side Trips

Newport, Depoe Bay, Cape Kiwanda State Natural Area, Bald Hill Natural Area, Baskett Slough National Wildlife Refuge
Highlights from your plan
Yaquina Head Outstanding Natural Area ©
Nye Beach ©
Nye Beach
Devils Punchbowl State Natural Area ©

4
nights
Cannon Beach

Cannon Beach ©
Cannon Beach is a city in Clatsop County, Oregon, United States. Visit Cannon Beach and Hug Point State Recreation Site for some beach relaxation. You'll find plenty of places to visit near Cannon Beach: Astoria (Astoria Column, Fort Stevens State Park, & more) and Rockaway Beach Wayside (in Rockaway Beach). There's still lots to do: explore the striking landscape at Haystack Rock, enjoy the sand and surf at Manzanita Beach, look for gifts at Beach Books, and indulge in some personalized pampering at some of the best spas.

For where to stay, other places to visit, more things to do, and more tourist information, use the Cannon Beach road trip planning site .

You can drive from Lincoln City to Cannon Beach in 2 hours. Another option is to take a bus. June in Cannon Beach sees daily highs of 66°F and lows of 52°F at night. Finish your sightseeing early on the 27th (Thu) so you can drive to Portland.

Things to do in Cannon Beach

Parks Beaches Nature

Side Trips

Astoria, Seaside, Manzanita, Rockaway Beach Wayside, Hug Point State Recreation Site
Highlights from your plan
Cannon Beach ©
Cannon Beach
Haystack Rock ©
Haystack Rock
Ecola State Park ©
Ecola State Park

7
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.
Give yourself a bit of retail therapy at Powell's City of Books and Portland Saturday Market. Explore the numerous day-trip ideas around Portland: Evergreen Aviation & Space Museum (in McMinnville), Willamette Valley Vineyards (in Turner) and Schreiner's Iris Gardens (in Salem). Dedicate the 30th (Sun) to wine at some of the top wineries in the area. There's lots more to do: take in nature's colorful creations at Portland Japanese Garden, admire the sheer force of Multnomah Falls, identify plant and animal life at Oaks Bottom Wildlife Refuge, and get a taste of the local shopping with Northwest (Nob Hill).

To see where to stay, other places to visit, and tourist information, refer to the Portland itinerary maker tool .

You can drive from Cannon Beach to Portland in 1.5 hours. Alternatively, you can take a bus. Traveling from Cannon Beach in June, you will find days in Portland are somewhat warmer (77°F), and nights are about the same (56°F). Cap off your sightseeing on the 4th (Thu) early enough to catcht the bus to Hood River.

Things to do in Portland

Parks Tours Wineries

Side Trips

Newberg, Evergreen Aviation & Space Museum, Camassia Natural Area, Schreiner's Iris Gardens, Sokol Blosser Winery
Highlights from your plan
Powell's City of Books ©
Powell's City of Books
Sokol Blosser Winery ©
Sokol Blosser Winery
Willamette Valley Vineyards ©
Willamette Valley Vineyards

6
nights
Hood River

Hood River ©
The city of Hood River is the seat of Hood River County, Oregon, United States. Venture out of the city with trips to Wildwood Recreation Site (in Welches), Timberline Lodge and Ski Area (in Timberline Lodge) and The Dalles Murals (in The Dalles). The adventure continues: explore the activities along Columbia River Gorge National Scenic Area, see the interesting displays at Columbia Gorge Discovery Center & Museum, admire the engineering at Bonneville Lock & Dam, and get impressive views of Mount Hood.

For ratings, photos, maps, and other tourist information, read our Hood River trip itinerary planner .

Traveling by bus from Portland to Hood River takes 1.5 hours. Alternatively, you can drive; or take a train. In July, plan for daily highs up to 79°F, and evening lows to 58°F. Wrap up your sightseeing on the 10th (Wed) early enough to drive to Bend.

Things to do in Hood River

Parks Nature Wildlife

Side Trips

Cascade Locks, The Dalles, Mosier, Timberline Lodge and Ski Area, Cottonwood Canyon State Park
Highlights from your plan

6
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 Bend's surroundings by going to Fort Rock State Natural Area (in Fort Rock), Willamette Hatchery (in Oakridge) and Smith Rock State Park (in Redmond). Spend the 14th (Sun) on the water with a fishing tour. The adventure continues: get a new perspective on nature at High Desert Museum, stop by Dudley's Bookshop Cafe, take a stroll through City of Sisters, and take in the dramatic scenery at Sahalie and Koosah Falls.

To see photos, maps, more things to do, and tourist information, read our Bend journey planning site .

Traveling by car from Hood River to Bend takes 3.5 hours. Alternatively, you can do a combination of bus and flight; or take a bus. While traveling from Hood River, expect a bit warmer days and little chillier nights in Bend, ranging from highs of 85°F to lows of 52°F. Finish up your sightseeing early on the 16th (Tue) so you can travel back home.

Things to do in Bend

Parks Wildlife Tours

Side Trips

Sisters, Willamette Hatchery, Oregon Observatory, Smith Rock State Park, Fort Rock State Natural Area
Highlights from your plan
High Desert Museum ©
High Desert Museum
Fort Rock State Natural Area ©
Fort Rock State Natural Area
Fishing Charters & Tours

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