Long before family group texts, Instagram stories, and Spotify’s holiday playlists, Christmas was a season of shared experiences lived right from your family’s living room.
It was VHS movie marathons, circling wish lists in toy catalogues, and calling local radio stations to request your favorite holiday track.
Together with Jodie Sweetin, we've built a suite that brings that era back to life, one detail at a time.
From the moment you step inside the Holiday Rewind Suite, you will be transported into a cozy, colorful living room straight out of the late ’90s — wood paneling, retro wallpaper, festive tinsel, and a classic tree with all the trimmings.
A vintage-style television and a stack of VHS holiday movies invite you to settle in for a movie marathon, while the separate bedroom channels a quintessential early-2000s teen’s time capsule, complete with retro posters, a lava lamp, and a CD player loaded with holiday music.
At the heart of it all is a kitchen made for hot cocoa and popcorn nights, because some of the best holiday memories are still made standing around the counter together.
Cue The “I Remember That!”
From the funny, framed family Christmas photos lining the wallsto the mug tree in the kitchen, no detail is too small in this trip back to 1999. Wish-list-worthy toys from the era spark a few “remember when” moments, vintage board games invite some old-school competition, and a wall of holiday cards brings back the tradition of sending seasonal greetings via snail mail.
Call Santa. No App Required.
Tucked into the hallway is a playful surprise: an acrylic landline phone allowing guests to listen in to the Holiday Rewind Hotline, where they’ll hear from Santa and a few other surprise callers. Pick up the receiver for a trip down memory lane before settling back in for the night.
Complete The Time Capsule
Ready to make a few new memories the old-fashioned way? Every guest receives a stocked basket of nostalgic lunchbox snacks and a disposable camera to document the stay without filters, retakes, or instant uploads, along with a Club Wyndham-branded virtual pet keychain and a holiday sticker sheet inspired by the collecting and trading culture of the time. Once the roll is developed, share the results with @ClubWyndham on Instagram — because some things are still worth waiting to see.
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 on Dec. 18-19, 2026.
This nostalgic experience includes round-trip economy airfare for two guests, plus a special video from ’90s sitcom star Jodie Sweetin.
Rental Offer Details: Maximum occupancy is four. Reservations are limited and subject to availability. Valid on select travel dates between Nov. 6, 2026, and Jan. 4, 2027. Two-night or three-night minimum length of stay required depending on travel dates selected. Valid for new reservations only. Cannot be combined with any other offer. Full payment required at the time of booking for the Holiday Rewind Suite at Club Wyndham. Holiday Rewind Suite reservations are non-refundable and non-transferable. Cost is for accommodations only and does not include additional expenses such as nightly room tax, airfare, transportation, and other incidental expenses. Void where prohibited by law. All monetary amounts are noted in U.S. dollars unless otherwise noted.
CST: 21414-50 Registration as a seller of travel does not constitute approval by the State of California. Fla. Seller of Travel Reg. No. ST-35519. Washington Seller of Travel Reg. No. 603-338-177. HI TAR No. 7404. Offered by Extra Holidays, LLC, 6277 Sea Harbor Drive, Orlando, FL 32821.
Owner Offer Details: Reservations are limited and subject to availability. Club Wyndham owners may request a stay on select dates between Nov. 6, 2026, and Jan. 4, 2027, by emailing HolidayRewind@travelandleisure.com. Submitting a request does not guarantee a reservation or requested dates. Requests are subject to availability, and only owners contacted by the Owner Care team with a confirmed reservation will be placed in the Holiday Rewind Suite. Maximum occupancy is four.