The Oak Street Hotel…Where Friends and Family Gather

Seasonal Promotions

Winter with Gorge Wineries December thru February

There’s no place like the Gorge for the winter season!

Remember the last time you had the VIP treatment and got to meet the winemaker? Winter is the perfect time of year for personal attention in the tasting room! Join us for an intimate experience in Gorge Wine and spread the cheers!

Winter is a beautiful time of year in the Columbia River Gorge and we’re inviting you to join us for an intimate experience to enjoy Gorge Wine and the stunning scenery from  cozy tasting rooms.

Visit or pick up a map from us at the Oak Street Hotel and Vacation Homes.

The Oak Street Hotel & Vacation Homes is only minutes away from all of your soon to be favorite Hood River and Columbia Gorge wineries.

Hood River Celebrates
“Foodie February”

From sweet to savory, rustic to elegant, let our culinary team delight you with our Farm to Table breakfast. We take pride in serving pastries made in house, organic eggs and locally sourced organic produce grown on our owner’s farm. Special requests and dietary restrictions happily accommodated with a 24 hour notice.Visit to see a list of participating restaurants. #HRfoodiefebruary #visithoodriver

Love Is In The Air
Wintertime Promotion

With all that there is to do in the Columbia River Gorge and Hood River, one night is sometimes just not enough. Stay multiple nights and receive 15% off of your 2nd, 3rd, and 4th nights for the months of January and February 2018.

Our charming boutique hotel offers a convenient downtown location, a hearty farm to table breakfast, and personalized concierge service. Ask us about restaurant reservations, wine tasting recommendations, and little touches to make your stay more special.

Hot cocoa, tea and cookies are available around the clock in our cozy lobby. Snuggle up next to the fireplace and enjoy the quiet charm Hood River in the winter has to offer.


Hood River is Sunset magazine's 2015 Best Adventure Town

Visit to make your reservation or visit our Vacation Home website to reserve a vacation home or condo.

Stay & Enjoy

The Oak Street Hotel is an exceptional Hood River lodging choice; a charming boutique hotel with the privacy and modern amenities of a renovated historic hotel. Centrally located at the quiet edge of downtown Hood River in the heart of the Columbia River Gorge. As a boutique hotel built in 1909, guests experience unexpected charm in the details.  Each of the nine rooms are unique with handcrafted furniture and private en-suite bathrooms. A complimentary, elegant farm to table breakfast is served each morning with a seasonal menu crafted with food gathered from our family farm.