Here at the Oregon Association of Independent Inns, we surveyed our innkeepers: asking their suggestion as to where the Best Place to Pop The Question is in Oregon. What could be better than bringing your newly betrothed home to a cozy bed and breakfast after a romantic proposal?
Pristine Lost Lake
Lost Lake, a pristine Mt Hood National Forest Lake, is the pick for the Old Parkdale Inn Bed and Breakfast in Parkdale, Oregon. Here’s what they have to say:
“One of the most romantic spots in Oregon to “pop the question” would have to be Lost Lake. With majestic Mt. Hood as a backdrop, one might propose sitting on its shores or while walking the Lakeshore trail. While it might be a little tough to get down on one knee in a canoe, imagine the ambiance on the glimmer glass waters.
The majesty of Mt Hood can be seen from so many spots in the Hood River Valley and is a worthy choice for an engagement location.
Grateful Vineyards and Mt View Orchards Weddings
Grateful Vineyards and Mt View Orchard Weddings offer idyllic settings for engagements, elopements or weddings in the Hood River Valley. Framed by a stunning view of Mount Hood and surrounded by beautiful fields of flowers, apple and pear trees, our farm is a truly magnificent site for your big day. The venue features a groomed lawn and expansive pavilion with artistic lighting, which accommodate up to 160 guests.

photo credit: Mt View Orchards Weddings
I can’t imagine a more romantic spot than Columbia River Gorge. It’s full of mossy, beautiful trails perfect for strolling with your love. Bridal Veil Falls is a popular spot for romantic elopements and other special occasions. The falls are surrounded by lush greenery and offer views of the Columbia River.
Lodging at the Old Parkdale Inn Bed and Breakfast
“The Old Parkdale Inn Bed and Breakfast is only 20 miles from Lost Lake and I have had the opportunity to be a part of two surprise proposals that took place at this romantic and incredibly beautiful part of Oregon. I anxiously awaited the return of our guests, knowing what was to take place, and see their exhilarated faces full of hope and love, and a ring!”
Don’t forget that us innkeepers at the bed & breakfasts can be very sneaky and can help you design that perfect proposal. Call on us anytime! Purchase gift certificates online in just a few clicks—no printing, no mailing, no hassle. Choose the amount, complete your purchase securely, and you’re done. It’s an easy, thoughtful way to give the gift of a relaxing stay at the Old Parkdale Inn Bed and Breakfast.
Since 1989, the Oregon Bed and Breakfast Guild has served as a statewide information network for its member properties, providing a unified voice for the industry with state regulatory and tourism agencies.
Now known as The Oregon Association of Independent Inns, we’re the same trusted organization, with a new name, a fresh look, and an expanded focus on independent lodging properties beyond traditional bed and breakfasts. Member properties represent a wide range of accommodations, from small guest cottages, cabins, and intimate two-room B&Bs to larger country inns, boutique hotels and dude ranches.
Oregon Association of Independent Inns are ready to share Oregon with you: it’s environment, culture, and heritage. Combine gracious hospitality with ambiance at an inspected and approved member of the Oregon Association of Independent Inns.

