Win a Luxury Portland Getaway for Two!

Discover why Portland is one of the most exciting travel destinations in the Pacific Northwest with the Travel Oregon 2026 Summer Sweepstakes. One lucky winner will enjoy a luxury getaway for two that combines upscale accommodations, professional soccer action, and one of the city's most iconic dining experiences into one unforgettable vacation package.

The grand prize includes a 2-night stay at The Ritz-Carlton Portland, where stunning skyline views, premium amenities, and world-class hospitality create the perfect setting for a relaxing city escape. Whether you're planning a romantic weekend, celebrating a special occasion, or simply looking for a memorable travel experience, this luxury hotel stay delivers comfort and sophistication in the heart of downtown Portland.

The adventure continues with two tickets to a Portland Timbers or Portland Thorns match, giving winners the opportunity to experience the electric atmosphere that has earned Portland the nickname "Soccer City USA." From passionate fans and exciting match-day energy to unforgettable moments on the pitch, it's a must-have experience for sports lovers and travelers alike.

To complete the getaway, winners will receive a gift certificate to the legendary Jake's Grill, a Portland favorite known for exceptional steaks, fresh seafood, and classic Northwest dining. Combining a luxury hotel stay, live soccer experience, and iconic local dining, this Portland vacation giveaway offers the perfect mix of relaxation, entertainment, and city adventure for an unforgettable trip for two.

Limit: One entry is allowed per person and email address during the entire Sweepstakes Period, regardless of the method of entry used. The minimum age limit to enter the giveaway is 21. It is void in Puerto Rico and Quebec. 

How to Enter in Travel Oregon 2026 Summer Sweepstakes:

There are two ways to enter the Sweepstakes during the Sweepstakes Period:

Online Entry

Visit forms.traveloregon.com/portland-escape-for-two and complete the online entry form with the required information. Entries may also be submitted through eligible Instagram or Facebook InstantForm advertisements displayed during the Sweepstakes Period. Upon successful submission, you will receive one Sweepstakes entry.

Free Mail-In Entry

To enter by mail, provide your full name, mailing address, postal code, email address, and daytime phone number, and mail your entry to:

Marketing Coordinator/Travel Oregon 2026 Summer Sweepstakes Entry
319 SW Washington St., Suite 700
Portland, OR 97204

Portland Vacation Giveaway Winner Selection:

The potential Grand Prize winner will be selected on or about September 19, 2026 in a random drawing from all eligible entries received.

Summer Vacation 2026 Sweepstakes Prizes:

One Grand Prize Winner will receive:

• One Ritz-Carlton gift certificate valued at $2,246
• Two tickets to a Portland Timbers or Portland Thorns FC match (winner may indicate a preferred event, subject to availability)
• One Jake's Famous Crawfish gift certificate valued at $300

(ARV: $2946-$3346)