The Oregon coast is a pretty fantastic stretch of coastline, complete with a ton of off-bike adventures and amenities to make the whole thing enjoyable. Late September/Early October would be a nice time–after the summer rush, but before the weather really starts to get inhospitable to long days of pedaling.

I’ll say right off I had a hard time finding info on a company that just offers gear shuttling for a ride like yours. There are certainly many companies that offer guided, supported trips, but as far as a shuttle service, this was the only one I found. It comes highly recommended.

For lodging, you’ll do best to look at your route first, estimate your daily mileage, and focus your searching on the towns you want to stay in. It’s worth looking at VRBO.com to see if there are some smaller, private rentals that might be available, since that’s always a nice way to go, but can also be impractical for single night stays.

Here are some recommendations for coast lodging, dining, and things to see/do.

From an overall planning point of view, here are a few great links you might find helpful:

Oregon Department of Transportation (ODOT) Bike Routes (note the link to Oregon Coast Bike Route)

Great Oregon rides around the state (be sure to look at the resource links)

If on I-5, stay in Ashland at the Ashland Creek Inn. Tu Tu Tun in Gold Beach is close to California on the map but a long drive on rural roads.

We Pamper Campers mentioned the Fireside in Yachats. That hotel is adjacent to the Overleaf Lodge, which is also quite nice. The Adobe has its own restaurant, which always nice if you don’t want to drive around. Be advised, though, that all three Yachats hotels overlook a rocky shelf — beautiful but no long walks on the sand.

Our region is indeed home to a largely overlooked pocket of redwoods. They are on the extreme south coast near Brookings, just north of the border. This is a very remote area of the state, with no “urban” area anywhere close. You could, however, visit the Rogue Valley by driving east for about two hours on Highway 199 to Grants Pass. Medford is the largest city with about 75,000 population. The surrounding towns of Ashland and Jacksonville are known for the Oregon Shakespeare Festival and Britt Festivals outdoor concerts, with world-class whitewater rafting on the Rogue River, as well as biking, fishing, wine tasting and world-famous artisan foods. Here’s a story published last year in the Mail Tribune newspaper’s Joy magazine about a little-known redwoods hike: “A Stroll in the Redwoods.”

Glad to hear you’re focusing some of your visit on Crater Lake. It’s perhaps Oregon’s most unique feature and an attraction I always recommend.

July in Southern Oregon is quite warm, upper 80s to 90-some degrees, occasionally peaking in the 100s. But Crater Lake is more than 6,000 feet above sea level, so it’s relatively cool even in summer. Temperatures plummet in the evenings, so bring long pants and a jacket to wear. And for all its beauty, Crater Lake has swarms of mosquitoes during summer evenings. Repellent is essential if you’re there once the sun goes down.

Activities at the park range from guided hikes to fly-fishing excursions to stargazing in the summer. Check the nonprofit park trust’s website, www.craterlaketrust.org, for events not listed on the government’s website.  Here’s an example of recreation that I wrote for the Mail Tribune newspaper in July 2010.

There’s plenty more to see on the way to Portland from Crater Lake via Highways 97 and 26. But consider a longer stay in Southern Oregon for the Oregon Caves National Monument, whitewater rafting on the Rogue River, the Oregon Shakespeare Festival in Ashland, outdoor Britt Festivals concerts in historic Jacksonville, hiking, biking, fishing, wine tasting and world-famous artisan foods.

June is the very best time to visit the Zumualt Preserve, the vast prairielands owned by The Nature Conservancy in northeastern Oregon. Along with native wildflower species, you’ll see raptors of all kinds and it is sanctuary for elk and wolves, too. June is also when the Grande Ronde River is really flowing, offering a great ride for anyone who wants to adventure through some of the most wild and scenic places in all of Oregon.

Highway 101 runs along the entire Oregon coast, from Washington State to California. There are state parks worth visiting along the entire stretch. Especially scenic are the stretches between Cannon Beach and Manzanita on the North Coast, and near Coos Bay on the South Coast (especially Shore Acres State Park).

If you’re also interested in history, Lewis and Clark National Historic Park  on the North Coast is fantastic, and also includes beautiful scenery. Astoria, Oregon, on the very NW tip of the state is a great place to start exploring the coast.

Closer to Portland, you might want to plan to visit Oregon’s wine country for rolling hills, beautiful farm land, and of course picturesque wineries! Learn more here.

Also not far from Portland, the Columbia River Gorge has some of the most impressive landscapes in the state.

One great trip is to fly into Portland, and drive through Oregon wine country (look around Yamhill County, and Hwy. 18), do a few tastings and maybe stay one night on the way. Try this site.

Then, arrive at the coast and head south, to Newport, which is home to the Oregon Coast Aquarium. Here’s one B & B I’ve heard great things about. About 10 miles south of there, near Waldport, is a great little spot called the Cliff House. The owners’ names are Bud and Sharon.

Hiking is my most favorite outdoor activity so you have come to the right place. My favorite place to go hiking to see wildflowers, is Mary’s Peak. It is located in the Willamette Valley and I have included this website so you can further read about the area. You can read even more here and, for Pocket Guide info on wildflowers, go here.  This guide can be purchased at many places in Corvallis just east of Mary’s Peak, as you can see on the website.

Also, may I suggest you check out Gathering Together Farms for lunch when you are finished with your hike. Using all local and homegrown ingredients, they are the most natural choice for a meal all grown and prepared right here in the Willamette Valley. I have enjoyed their wood fired pizzas and potato donuts myself many times. Here is their link to provide you with directions and hours they are open.

I hope this helps and please let me know if you would like further information as I know of a few hikes that include guides that teach about wildflowers along the way as well.

Yes, there are a few rafting guides on the North Umpqua River. Check out North Umpqua Outfitters, Orange Torpedo Trips, and Oregon Ridge & River Excursions.