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9 Days In Oregon will be a great adventure for sure

Waves and Wines, Cascade Peaks and Waterfalls

Lyn from Louisiana asks:

I am planning a trip to Oregon in September for about 9 days. We’re looking to spend a couple days on the Oregon Coast. We really only want 2 days of our trip to traveling time, so I prefer something not too far apart that all my time will be on the road. Any must sees? I generally prefer small towns with charm and not so much big city life.I would also like to know more about tours, so my husband can enjoy the trip too. It sounds as though we have two airport options, I’m leaning towards Eugene, again prefer not too big of a city. ANY help is appreciated.

First, we’ll  tackle the easy question:

Yes, Eugene airport is an option. Eugene might be a bit more expensive, but not too bad. The Portland Airport is actually relatively small and you skirt the city on freeways to get out of the area. It might work to fly into Eugene and out of Portland to avoid extra driving?

Next: Oregon is a big state. This itinerary will lead you to Waves and Wines, Cascade Peaks and Waterfalls

Waves and Wines, Cascade Peaks and Waterfalls
Waves and Wines, Cascade Peaks and Waterfalls

Day 1-3 – From Eugene head toward the Oregon Coast via Newport Oregon, Depoe Bay and on up the coast to Lincoln City and Brey House B&B (2 hours driving)

  • Yaquina Head Lighthouse and the Yaquina Head Outstanding Natural Area. The tallest lighthouse you can find along the Oregon Coast. Featured photo
  • Depoe Bay Whale Watching Center
  • Lincoln City revels in kite festivals and glass blowing, saltwater taffy and music festivals. Be on the lookout for the colorful glimmer of hand-blown glass floats when exploring our Oregon Coast beaches
  • Support local artists with Tax free shopping
Head back into the Willamette Valley and MaMere’s Guesthouse

Day 4-6 – Monmouth Oregon is in a beautiful area with a small college and wineries, so much to see and do.

MaMere's Guest House
MaMere’s Guest House, a bike friendly B&B in the heart of the Willamette Valley
Mt Hood and the Columbia River Gorge

Day 7-8: 2.5 hours Northeast from Monmouth to the Old Parkdale Inn Bed and Breakfast near Mount Hood.

Start Planning Your Oregon Vacation
A spectacular view from the Solera Brewery Beer Garden – photo credit Old Parkdale Inn
Back to Portland through the Columbia River Gorge

Day 9 – Explore the Columbia River Gorge

Walking Tours of Historic Hood River Oregon

The innkeepers with the Oregon Bed and Breakfast Guild are certainly the best resource to ask what to see, what to do, and where to eat near them.

Flying in and out of Portland would only be adding a few extra miles, same number of days, and you’d certainly see a bit more of our diverse state.

  • Portland to Lincoln City
  • Lincoln City to Newport to MaMere’s
  • MaMere’s to Old Parkdale Inn
  • Old Parkdale Inn through the Columbia River Gorge and back to Portland.

Hope this has stirred the adventurous traveler in you. And we look forward to welcoming to Oregon. Do tell our innkeepers OBBG referred you and we’d love to see photos of your adventures.

Oregon Bed and Breakfast Guild is ready to share Oregon with you: it’s environment, culture, and heritage. Combine gracious hospitality with ambiance at an inspected and approved Oregon Bed and Breakfast Guild member Inn.

Hospitality Update: Our inns are following COVID-19 protocol guidance from the Oregon Health Authority. Oregon’s statewide mask requirement for indoor public places will end March 12. 

Let’s all be respectful and safe and follow the guidance of the CDC. Our inns are doing everything in our power to keep you safe. Not sure if your favorite inn is open? Give them a call as they just might be.

Winery Itinerary Service at Chehalem Ridge Bed and Breakfast

An Oregon Wine Country adventure would not be complete without a stay at Chehalem Ridge Bed and Breakfast. Since most visits to the Willamette Valley includes wine tasting, we’d like you to know that things have changed a bit from past years. Oregon wineries are requiring masks to be worn by all who are not seated at their tasting table. Easy, right? Also, due to social distancing, wineries have less capacity and most require reservations for tastings.

Still easy, but a bit more effort. Chehalem Ridge Bed and Breakfast offers a Winery Itinerary Service for a $30 fee per itinerary. They have set up six unique itineraries with some of their favorite, smaller wineries. After you choose an itinerary they’ll set up your day of tasting at 3 unique wineries of the Willamette Valley. You can easily add the Winery Itinerary Service when you make your reservation online.

From Big Bold Reds to French-style Chardonnays

Wine ItineraryYour day could start with a cozy seating in Dominio IV’s delightfully refurbished 100 year old barn, then enjoying a delicious charcuterie and cheese board with a gorgeous view at Blizzard Wines and then end your day with a winemaker-guided tasting at Natalie’s Estate. For more information on their B&B’s Winery Itinerary Service go to www.chehalemridge.com

They’ll set up 3 wineries in 1 day for countless fun. Guests can choose from 6 different themed itineraries. For our Big Reds & Pinot Noir Itinerary, we will have you tasting at boutique wineries offering big bold reds, plus our valley’s renowned Pinot Noir.


Chehalem Ridge Bed & Breakfast
sits atop Chehalem Mountain, overlooking the Willamette Valley, home to Oregon’s Wine Country. On weather-friendly mornings breakfast is served on the guest deck with great views of the town of Newberg, pinot noir vineyards and fruit and nut orchards. Chehalem Ridge Bed and Breakfast offers a peaceful retreat from adventure and the valley below.

Oregon Bed and Breakfast Guild is ready to share Oregon with you: it’s environment, culture, and heritage. Combine gracious hospitality with ambiance at an inspected and approved Oregon Bed and Breakfast Guild member Inn.

Hospitality Update: Watch for updates as mask restrictions may lift soon under guidance from the Oregon Health Authority, Oregon is still requiring masks in some outdoor public spaces and all indoor public spaces, that includes the inns of the Oregon B&B Guild.

Let’s all be respectful and safe and follow the guidance of the CDC. Our inns will continue to do everything in our power to keep you safe. Not sure if your favorite inn is open? Give them a call as they just might be.