Travel Sweepstakes in Winston-Salem, NC: Updated 2026 List for Local Winners
Two live travel drawings for Winston-Salem residents, with dates, age limits, prizes, and local entry rules for 2026.
Winston-Salem residents have two travel sweepstakes open in late October 2026: the Bluegreen and Choice Hotels prize drawing and the Conservation Fund Backcountry Expedition Sweepstakes. A sweepstakes is a prize drawing where winners are picked by chance, with no purchase needed to enter. Local giveaway rules from Visit Winston-Salem also remain in effect for its own website drawings.
Together they form the updated 2026 list Winston-Salem entrants can use now, each with its own age, date, and account limits.
Verification note: Program terms and availability can change. This page was checked against linked sources on October 23, 2026.
What is open through next spring?
The Bluegreen and Choice Hotels sweepstakes runs from May 1, 2026 to April 30, 2027 with twelve monthly drawings plus a grand-prize drawing, open to Winston-Salem residents as U.S. residents age 25 or older, according to the Bluegreen Vacations and Choice Hotels rules for 2026-2027. It is a chance to win, not a guaranteed trip.
Each monthly winner receives 3 nights at participating continental-U.S. Choice Hotels, 100,000 Choice Privileges points, a 5-day car rental, and a 4- or 5-night Bahamas, Caribbean, Cozumel, or Ensenada cruise for two, as described on the Bluegreen Vacations entry page. Winners must already be Choice Privileges members to win, though free signup is offered.
Winston-Salem entrants should join the loyalty program before the drawing that covers their entry. Check these limits before entering:
- U.S. resident, age 25 or older
- Choice Privileges member at time of winning
- Entry within the monthly drawing period
What backcountry trip closes in November?
The Conservation Fund runs the Backcountry Expedition Sweepstakes Oct. 1 to Nov. 16, 2026, open to U.S.
adults 18 and older except in Montana and Washington, with free online or mail entry and no donation required, as stated in the Conservation Fund rules for the 2026 entry period. Winston-Salem adults 18 and older can enter either way. The short window matters.
Entries must fall inside the Oct. 1 to Nov. 16 period.
Mail entries need extra transit time, so online entry gives tighter control near the deadline. No donation is needed, which is different from free in the retail sense. It means the chance to win does not require payment, not that every entrant receives something.
How do Visit Winston-Salem giveaways work?
Visit Winston-Salem's standing social-media giveaway rules require no purchase, disqualify tourism-authority employees and household members, and require entry through its website landing-page form, per the Visit Winston-Salem giveaway terms. That form is the entry point, not a comment or share alone. Readers should check each post for its dates and prize details.
Standing rules set the method, while the individual announcement sets what is offered and when it closes. A prior Tervis and Visit Winston-Salem getaway shows the local pattern. It offered two nights at downtown's Kimpton Cardinal Hotel, admission for two to Old Salem, Reynolda Gardens and Tanglewood, plus a $150 travel stipend, but entries closed Sept.
9, 2025. It is now closed and not a current entry option.
What could winners actually receive?
The grand prize in the Bluegreen and Choice Hotels drawing is winner's choice of 7 nights in Hawaii, Las Vegas, or Orlando for two with economy airfare, hotel, one-week car rental, and 2,000,000 points, valued at $19,400 with a $10,000 cash alternative, under the sponsor rules cited above. The choice structure lets the winner match the trip to schedule and travel needs. Monthly prizes bundle hotel, points, car, and cruise, while the grand prize centers on one destination plus airfare and points.
Points and travel parts may have separate redemption and blackout terms, so winners should read the award letter before booking. Local wins do happen. Our State magazine's 2026 winners list names Jennifer Leath as winner of VIP tickets to the 15th-anniversary Winston-Salem Open.
Keep copies of entry confirmations and join required accounts early to avoid losing a drawing on eligibility.