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!”
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.
Gift certificates are no longer available for purchase through our organization. We encourage you to contact our member inns directly to purchase gift certificates.
If You Currently Hold an OAII or OBBG Gift Certificate:
- Your gift certificate does not expire
- Certificates may be redeemed at participating Oregon Association of Independent Inns properties.
Thank you for supporting Oregon’s Independent Inns and lodging properties over the years. We’re grateful to everyone who has shared the gift of lodging through the OAII Lodging Gift Voucher Program.
As of June 1, 2026, the Oregon Association of Independent (formerly the Oregon Bed and Breakfast Guild – OBBG) discontinued the program, and gift certificates are no longer available for sale. However, existing gift certificates remain valid and may still be redeemed.
The Oregon Association offers a wide variety of inns, from a small guest cottage or two-room bed and breakfast to a larger country inn or dude ranch. If you need assistance locating a participating property or have difficulty redeeming your certificate, please contact us—we’re happy to help.
Important Notes:
- All OAII properties accept association gift certificates. Click here to view participating properties.
- Gift certificates are treated as cash and cannot be replaced if lost, stolen, or destroyed.
- Certificates may only be redeemed at active OAII properties
- Individual property policies apply, including restrictions on availability, packages, or special offers.
Questions or Assistance:
If you have questions about redeeming a gift certificate or need help planning your stay, please contact E-mail info@obbg.org or call OAII at 503-893-4210. Please leave a message as this line is monitored by our busy innkeepers.
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.
