Travel Sweepstakes and Giveaways 2026
Travel Giveaways
Found 161 total
Get ready to elevate your travels with The Free People x Travel & Leisure Giveaway. Enter to win an amazing resort-ready essentials bundle, featuring a $1,000 Free People gift card, a July Carry-On Max Expandable suitcase, Apple AirTags (4-pack), and Apple AirPods Pro 3. This incredible prize package is valued at over $1,000 and is perfect for upgrading your trips in style. Don't miss your chance to win - enter now before the sweepstakes ends at 11:59 p.m. ET on 6/4/26.
Win $1,673 in value – Free People x Travel & Leisure Giveaway Sweepstakes - Enter Now
Enter the Travel Oregon 2026 Summer Sweepstakes for a chance to win exciting prizes. The Oregon Tourism Commission, dba Travel Oregon, is sponsoring this sweepstakes, which is open to legal residents of the United States and Canada, excluding Puerto Rico and Quebec, who are 21 years of age or older. To participate, visit the official website or enter through Instagram or Facebook. Alternatively, mail your entry to the provided address. The sweepstakes period runs from April 20, 2026, to August 31, 2026, with a limit of one entry per person. The grand prize includes a $2,246 Ritz Carlton gift certificate, two tickets to a Portland Timbers or Portland Thorns game, and a $300 Jakes Famous Crawfish gift certificate, with an approximate retail value of $2,946 - $3,346. By participating, entrants agree to release and hold harmless Travel Oregon and its affiliates from any claims or liabilities. Travel Oregon is responsible for this sweepstakes, and all entries are subject to the official rules.
Win $2,946 in value – Travel Oregon 2026 Summer Sweepstakes - Enter Now
Enter the Starfall Cider Created On Earth Sweepstakes for a chance to win an out-of-this-world prize. One grand prize winner will receive a trip to the Big Island of Hawaii, including a Mauna Kea Stargazing Experience + Free Photos nighttime tour with an astrophotographer, valued at $541.31. Plus, get $2,000 in Visa gift cards towards travel, totaling $2,541.31 in prizes. To enter, complete the entry form, open to Idaho, Oregon, and Washington residents, 21+. Starfall Cider invites you to participate in this amazing giveaway, so enter now for your chance to win.
Win $2,541 in value – Starfall Cider Created On Earth Sweepstakes - Enter Now
Enter the AmericanStories Great American Giveaway for a chance to win exciting prizes. You could take home outdoor gear and equipment, adventure experiences, travel opportunities, merchandise, and more. One featured prize, the America 250 Adventure Bundle, is valued at $25,000 or more, packed with outdoor gear and adventure-related prizes. Don't miss this free entry sweepstakes to win big with AmericanStories.
Win $25,000 in value – AmericanStories Great American Giveaway - Enter Now
Get ready to hit the open road with the Pilot Company 2026 National Road Trip Day Giveaway. Enter to win a thrilling prize package valued at $3,000, featuring a $1,000 Pilot Flying J gift card, $1,500 World Travel Voucher, and $500 Enterprise car rental voucher. To enter, simply follow @pilotflyingj on Instagram, like the giveaway post, and tag a friend. This short contest runs from May 22-26, 2026, and is open to US residents 18+ with some restrictions. Visit https://pilotcompany.com for more details and enter for a chance to win with Pilot Company.
Win $3,000 in value – Pilot Company 2026 National Road Trip Day Giveaway - Enter Now
Enter the AAV (All Americans Vote) Kid Cudi Rebel Ragers Sweepstakes for a chance to win an epic prize package. One lucky winner will receive a pair of GA tickets with premier entrance to Deck E for the Denver stop of Kid Cudi: Rebel Ragers Tour, plus $1500 for travel accommodations, with an approximate retail value of $2,000.00. The sweepstakes ends at 11:59 PM EST on May 29, 2026, so submit your free entry now to win this amazing prize.
Win $2,000 in value – AAV (All Americans Vote) Kid Cudi Rebel Ragers Sweepstakes - Enter Now
Enter the CooperVision Canada Corp. Travel Voucher Giveaway for a chance to win exciting prizes. You could win a $5,000.00 CAD travel voucher, perfect for your dream trip. Additionally, twelve prizes featuring a 6-month supply of CooperVision contact lenses are up for grabs, or you could be one of fifty winners to receive Lululemon Team Canada gear, valued at approximately $100 CAD each. Don't miss your chance to enter to win these fantastic prizes, available until June 1, 2026 (11:59:59 p.m. ET).
Win $5,000 in value – CooperVision Canada Corp. Travel Voucher Giveaway - Enter Now
Enter the High Noon Summer Travel Instant Win & Sweepstakes for a chance to win exciting prizes. Sponsored by E. & J. Gallo Winery for their High Noon brand, this sweepstakes is open to legal US residents, excluding Utah, who are 21+ years old. The promotion runs from May 1, 2026, to September 7, 2026. To participate, visit highnoonsummer.com or scan the QR code on participating marketing materials, then complete the registration form and play the game. Upon completion, you'll automatically receive an entry into the sweepstakes. You could win one of 300 game prizes, each a $50 cash prize via Venmo, or one of three grand prizes. For more information, visit the website. E. & J. Gallo Winery's High Noon brand brings you this opportunity to win big. Don't miss out - enter the High Noon Summer Travel Instant Win & Sweepstakes today.
Win $15,000 in value – High Noon Summer Travel Instant Win & Sweepstakes - Enter Now
Enter the "Bite Into Summer with Lesters" Contest for a chance to win exciting prizes. The grand prize is a $2,500 CAD travel voucher, perfect for a dream getaway. Additionally, weekly prizes are up for grabs, featuring a paddleboard, plancha, karaoke machine, Lesters merchandise, and more, with a total approximate value of $5,000 CAD. Don't miss your chance to win, enter the sweepstakes before September 13, 2026, at 11:59 p.m. (ET) for a free entry to win these amazing prizes with Lesters.
Win $5,000 in value – Bite Into Summer with Lesters Contest - Enter Now
Enter the Pet Parents Survival Kit Giveaway for a chance to win an amazing prize package. One lucky winner will receive a pet parent survival kit, featuring PetTergent, Forager Bowl, and DooBetter Bags from @officialpetparents, a $50 gift card from @bestiespetco, a Bistro Box Dog Travel Kit from @cleverpup, and 5 bags of single ingredient treats from @northwestnaturals.pdx. Don't miss out on this fantastic giveaway - enter to win free and take home a prize that's perfect for pet parents. Giveaway ends Tuesday, May 26, at 11:59 PM EST.
Win $300 in value – Pet Parents Survival Kit Giveaway - Enter Now
