Best Travel Sweepstakes in Winston-Salem, NC: 2026 Local Guide
Winston-Salem travelers can enter two local stay drawings now and a year-long hotel-points drawing before deadlines pass.
The verified travel sweepstakes with a Winston-Salem connection in late October 2026 are the Visit Winston-Salem "Not That Salem" Halloween drawing and the Tervis and Visit Winston-Salem Getaway. A longer-running option open to Winston-Salem residents is the Bluegreen Vacations and Choice Hotels drawing running through April 2027. A sweepstakes is a chance to win a prize, with no purchase necessary to enter.
That means entry is free to submit, but a prize is not promised to every entrant.
Verification note: Program terms and availability can change. This page was checked against linked sources on October 23, 2026.
What can you enter from Winston-Salem right now?
Visit Winston-Salem states that its "Not That Salem" Halloween sweepstakes runs 12:00 a.m. ET Oct. 1 to 11:59 p.m.
ET Nov. 1, 2026, according to Visit Winston-Salem giveaway terms. The entry limit is one self-submitted entry per voting day, plus an extra entry for "Not That Salem" Halloween Tour participation.
Since today is Oct. 23, 2026, Winston-Salem readers are inside that entry window. A second local-stay chance is described in the Tervis getaway terms.
Those terms list a two-night stay for two at the Kimpton Cardinal Hotel downtown, plus admission for two to Old Salem Museums & Gardens, Reynolda Gardens and Tanglewood, according to Tervis giveaway terms. Two 26oz Tervis Venture bottles delivered to the hotel room are also included.
What does the Halloween stay prize include?
The Visit Winston-Salem grand prize is a two-night stay for two at the West Salem Art Hotel, valued in the terms at $375. It also includes admission for two to Old Salem Museums & Gardens, valued at $60. The total package is valued at about $840.
It is nontransferable and awarded "as is," so the winner cannot swap it for cash or give the trip to someone else.
How does the year-long hotel and cruise drawing work?
The Bluegreen Vacations and Choice Hotels sweepstakes runs May 1, 2026 at 12:00 a.m. ET through Apr. 30, 2027 at 11:59 p.m.
ET, with twelve monthly entry periods, according to Bluegreen Vacations entry page. Each monthly period awards one monthly vacation, plus all entries go into a grand-prize drawing. The grand-prize winner chooses Hawaii, Las Vegas or Orlando for two, with seven nights of Choice deluxe lodging, economy airfare, a one-week rental and 2,000,000 Choice Privileges points.
Monthly winners receive three continental-U.S. nights, 100,000 points, a five-day rental and a 4- or 5-night Bahamas, Caribbean, Cozumel or Ensenada interior cruise.
Who can enter and what limits apply?
Bluegreen Vacations limits that drawing to legal U.S. residents in the 50 states, D.C., Puerto Rico, Guam and the U.S. Virgin Islands age 25 or older, according to Bluegreen Vacations rules.
It is void where prohibited and excludes employees and household or immediate-family members. Winners must hold free Choice Privileges membership, with a limit of one prize per person. Winston-Salem entrants should check three items before submitting any travel entry:
- Age and residency: 25 or older for the Bluegreen and Choice Hotels drawing; other drawings set their own age and residency rules.
- Membership: a free Choice Privileges account is required only if you win that drawing.
- Deadline and method: use the sponsor form before the stated close time and stay within the one-entry limit.
- The statewide Outdoor NC example shows the same pattern: no purchase necessary, one entry per person through the sponsor form, with a random drawing after the June 30, 2026 close. Enter before the deadline listed for the prize you want, and keep a copy of your confirmation.
Frequently Asked Questions
Can I enter the Halloween drawing more than once?
Yes, up to one self-submitted entry per voting day, plus one extra entry for Halloween Tour participation, through 11:59 p.m. ET Nov. 1, 2026.
Do I need to buy anything to enter these travel drawings?
No. The drawings described here use no-purchase-necessary entry through the sponsor form, which is a chance to win rather than a promised free trip.