Wynplay

One entry through August 31

Travel Oregon Summer Sweepstakes 2026: win a Portland trip package

The winner receives a Portland package valued at up to $3,346, built around hotel credit, professional soccer tickets and a restaurant gift certificate.

Airfare and general transport are not listed as prize components. Budget for reaching Portland and for meals or incidentals beyond the stated credits.

What the Portland package actually covers

The largest component is a $2,246 Ritz-Carlton Portland certificate. The package also includes two tickets to either a Portland Timbers or Portland Thorns match, valued between $400 and $800, plus a $300 Jake’s Famous Crawfish certificate.

Because ticket value depends on the match selected or provided, the official total is expressed as a range. The prize does not promise cash for any unused difference.

Transport is not part of the listed prize

The rules do not include airfare, mileage, rental car or other transportation to Portland. Taxes, gratuities, extra nights and expenses beyond the certificates are also the winner’s responsibility unless the sponsor confirms otherwise.

This distinction is important for entrants who live far from Oregon: the package can still be valuable, but the cost of reaching the city may materially affect the trip.

Three entry routes, one overall limit

Entries are accepted through the official form, designated Meta lead forms and by mail. All routes feed the same random drawing and the rules impose one entry per person and email address for the full promotion period.

Using a second address or sending multiple forms can invalidate entries rather than improve the odds. The sponsor may request proof that the selected entry belongs to an eligible resident.

Winner verification for US and Canadian entrants

The drawing is expected around September 19. The selected entrant receives email notice and may have three business days to respond, followed by release documents due within ten days.

A Canadian potential winner must correctly answer a time-limited mathematical skill-testing question before being confirmed. Quebec residents and residents of Puerto Rico are expressly excluded.

Official source and verification

This page summarises the organiser’s published terms and was checked on June 24, 2026. Read the official source before entering in case the inventory, schedule or verification process changes.

Open the official rules →

Questions about this promotion

Does the prize include airfare?

No airfare or general transportation is listed in the official prize components.

Can Quebec residents enter?

No. Quebec and Puerto Rico are excluded.

How many entries can I submit?

One entry per person and email address, regardless of the entry route.

What is the package worth?

The approximate retail value is between $2,946 and $3,346.

Do Canadian winners answer a skill-testing question?

Yes. A Canadian selected entrant must answer one correctly before confirmation.

United States and Canada

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