Travel Sweepstakes and Giveaways 2026
Current Travel Sweepstakes & Trip Giveaways
Found 197 total
Enter to win the Cruise Planners Where2Next Survey Giveaway.
One winner receives a four-night stay for two adults in a junior suite at the Hyatt Vivid Playa del Carmen, valid January 2027 through January 2028 (ERV $1,350; transportation and gratuities not included).
To enter, complete the Where2Next survey registration form on a Cruise Planners travel advisor website and click Submit (limit one entry per person, household or email).
Open to entrants 21+. The giveaway ends December 31, 2026 at 11:59 PM ET; the drawing is on or about January 5, 2027.
Win $1,350 in value – Cruise Planners Where2Next Survey Giveaway - Enter Now
Enter to win the Visit Beloit Connect in Beloit Getaway Sweepstakes 2026.
One winner receives a getaway for two in Beloit, Wisconsin: a two-night stay at Hotel Goodwin (about $300), a $100 Benedetti's Supper Club gift card, a $100 The Butterfly Club gift card, a $50 Maxine's Social gift card and a $50 The Rooftop at Hotel Goodwin gift card (approx. $600 total; travel is not included).
To enter, complete the online entry form on the Visit Beloit Win page (limit one entry per person, email address and household). You can also enter by mail: "Connect in Beloit" 2026 Sweepstakes, c/o Visit Beloit, 656 Pleasant St., Beloit, WI 53511.
Open to legal residents of the 50 US, DC and Canada (excluding Quebec), 18+. Entries must be received by 11:59 AM CT on December 31, 2026.
Win $600 in value – Visit Beloit Connect in Beloit Getaway Sweepstakes 2026 - Enter Now
One (1) prize package consisting of two (2) tickets for the winner and a guest to attend a 2026 Winnipeg Jets home game (game and seating location at the sponsor's discretion; travel, accommodation, and alcohol not included)
Ending Date: October 31, 2026, at 10:00 AM MST.
Enter to win the Dollar Shave Club Hairbernation Goody Giveaway. Is offering one (1) cozy “hairbernation” goody basket bundle. - One cozy “hairbernation” goody basket bundle containing the full women’s Dollar Shave Club lineup (green wavy grip handle, shower hanger, travel minis, shave oil, shave butter, sugar scrub, body balm, and toiletry bag), a cozy Anthropologie bandana scarf, an Owala travel mug, a Chunks hair clip, a NeeDoh groovy glob, and a Boy Smells Vanilla Era candle. The giveaway ends on October 7, 2026.
Win $240 in value – Dollar Shave Club Hairbernation Goody Giveaway - Enter Now
Enter to win the Flaus Electric Flosser National Dental Hygiene Month Giveaway. Celebrates National Dental Hygiene Month in partnership with DHN. One lucky winner will receive the following items: - A Flaus Electric Flosser and Travel Case, a Flaus Oral Beauty Bag, and a DHN RDH Canvas Tote Bag. To enter, follow @goflaus and @dthynation on Instagram, tag a friend in the comments (each additional comment counts as an additional chance), like the post, and share the post to your story for an extra entry.
Win $100 in value – Flaus Electric Flosser National Dental Hygiene Month Giveaway - Enter Now
Enter to win the Travel + Leisure Vacations Tickets For A Year Sweepstakes.
One grand prize winner receives Tickets for a Year: $3,000 in Ticketmaster e-gift cards.
To enter, complete the online entry form (name, email, phone, ZIP). Up to 11 bonus entries are available by opting in to sponsor emails (+3), telemarketing (+3) and other offers; see the official rules for the alternative bonus method of entry.
Open to legal residents of the 50 US and DC, 21+, with a valid SSN or tax ID. The travel sweepstakes ends December 8, 2026 at 11:59 PM EST.
Win $3,000 in value – Travel + Leisure Vacations Tickets For A Year Sweepstakes - Enter Now
Enter to win the TRAVELism Hudson Valley New York Fall Break Sweepstakes.
One winner receives a Hudson Valley getaway worth $1,200: 3 nights for two at voco James Newbury Hudson Valley by IHG and a $250 credit (farm-to-table dinner at The Blue Heron).
To enter, submit your email on the sweepstakes page (one entry per person/email; signing up for partner newsletters is part of entry). Get 2 bonus entries by downloading the TRAVELism app.
Open to legal residents of the US and DC (excluding Alaska, Hawaii and Rhode Island), 18+ and the age of majority. The sweepstakes ends November 5, 2026 at 11:59 PM EST.
Win $1,200 in value – TRAVELism Hudson Valley New York Fall Break Sweepstakes - Enter Now
Enter to win the Lindsey Van Slyke Main St. Travel 2.5K Followers Favorite Things Giveaway. This giveaway offers a single prize. - One "Favorite Things" Prize Bundle including: Tote bag, Dumbo bag charm, Teleties mini hair brush, Teleties small hair tie pack, Kosas Cloud Set, Rare Beauty Perfume, DAE Mousse, Summer Fridays Body Lotion in Vanilla Scent, Makeup by Mario Liquid Eyeshadow. The giveaway ends on October 6, 2026, at 6:00 PM MST.
Enter to win the Main Street Travel Dumbo Bag Charm Giveaway. It will award one winner a tote bag, a Dumbo bag charm, a Teleties mini hairbrush, a Teleties small hair tie pack, a Kosas Cloud Set, a Rare Beauty perfume, a DAE mousse, a Summer Fridays body lotion in vanilla scent, and a Makeup by Mario liquid eyeshadow. The giveaway will run until October 6, 2026, at 6 PM MST.
Win $220 in value – Main Street Travel Dumbo Bag Charm Giveaway - Enter Now
Enter to win the Main Street Collective Main Street Magic Orlando Giveaway.
One North Carolina winner and up to three guests receive a customized Orlando vacation worth up to $5,000, which may include Orlando-area resort accommodations, theme park experiences and personalized vacation planning (travel to/from Orlando not included).
To enter, complete the SweepWidget entry form (name, email, phone, address, NC residency) for one free entry, then earn bonus entries by following Main Street Collective on Instagram (+5) and Facebook (+5), referring friends (+3) and secret codes.
Open to legal residents of North Carolina, 18+. The giveaway ends November 30, 2026 at 11:59 PM EST.
Win $5,000 in value – Main Street Collective Main Street Magic Orlando Giveaway - Enter Now
