Make this Christmas a classic.

At Club Wyndham Midtown 45 in New York City, a one-bedroom suite becomes a late-’90s holiday time capsule filled with VHS movies, a corded phone to Santa, classic board games, vintage toys, holiday CDs, disposable cameras, nostalgic snacks, and all the wonderfully analog rituals that once filled every December.

Win a two-night trip back to 1999

Enter for a chance to win a complimentary two-night stay in the Holiday Rewind Suite at Club Wyndham Midtown 45.

Three instant photos from the Holiday Rewind Suite: stockings hung under a neon sign, Jodie Sweetin beside the Christmas tree, and a snow globe

Step 1
Step 2

Step 1 of 2: your contact details.

First Name*

Last Name*

Email Address*

Mobile Phone Number*

I agree that Wyndham Vacation Resorts, Inc d/b/a Club Wyndham and its agents may contact me at the email address and phone number above, including auto-dialed and pre-recorded messages including SMS and calls (regardless of do-not-call registration) regarding timeshare promotional offers, products and services. Consent not required for purchase.

I have read and agree to the Official Rules, Terms of Use, Privacy Notice, and Notice of Financial Incentive.

Step 2 of 2: your address and age.

Address*

City*

State*

Zip*

Age*

Thank you for entering the Holiday Rewind Suite Sweepstakes!

You’re one step closer to rewinding to Christmas circa 1999 with a two-night stay at Club Wyndham Midtown 45 in New York City.

Keep an eye on your inbox for updates. In the meantime, cue the holiday classics and let the nostalgia begin.

Prize details

A two-night stay in the suite on December 18 and 19, 2026.
Round-trip economy airfare for two guests.
A special video message from ’90s icon Jodie Sweetin.