Vacation Sweepstakes and Giveaways 2026 - Page 6
Found 61 total
Enter the Sunbelt Bakery Chattanooga Vacation Giveaway for a chance to win exciting prizes. Sponsored by McKee Foods Corporation, this giveaway offers a grand prize package valued at $7,026.88, including a 2-night hotel stay, car rental voucher, roundtrip airfare for four, and more. 15 second prizes are also available, each featuring a case of Sunbelt Bakery granola bars. To enter, visit the Website and complete the entry form with required information. Deadline to enter is November 1, 2026. McKee Foods Corporation is excited to offer this opportunity to win big with the Sunbelt Bakery Chattanooga Vacation Giveaway.
Win $7,099 in value – Sunbelt Bakery Chattanooga Vacation Giveaway - 16 Winners - Enter Now
Enter the SD Missouri River Tourism Association Winchester SX4 Shotgun Sweepstakes for a chance to win one of three exciting prizes. One winner will be selected for each giveaway in a random drawing, with no duplicate wins. Prizes include a Family Vacation Giveaway worth over $600, a 2-Day Fishing Trip valued at $1,270, and a Huntsman's Drawing featuring a Winchester SX4 12-gauge semi-automatic shotgun worth $1,000. Enter to win a free prize package, with eligibility open to participants who meet the requirements. Winners will receive their prizes, including IRS 1099 forms for tax reporting in 2028, with the shotgun shipped to an FFL dealer of the winner's choice in 2027.
Escape to Miami by way of your inbox and enter to win a stay. *It appears you signup for a chance to win periodically as with other similar promotions. **Scroll to bottom of page.
Win $300 in value – Casa Canita Miami Beach Vacation Win a Stay Giveaway - Enter Now
Enter the Expedia Cruises Win a Dream Vacation 2026 Sweepstakes for a chance to win a 7-night Caribbean cruise for two, including roundtrip airfare, valued at up to $5,000. No purchase necessary. To enter, visit www.expediacruises.com and complete the entry form or enter in person at any Expedia Cruises location. Limit one entry per person, with additional entries available through referrals. Sweepstakes runs from January 1, 2026 to November 1, 2026. Winner will be selected in a random drawing on November 16, 2026. Expedia Cruises reserves the right to modify or cancel the sweepstakes. See official rules for details.
Win $5,000 in value – Expedia Cruises Win a Dream Vacation 2026 Sweepstakes - Enter Now
Get ready for adventure with the Eddie Bauer Adventure Club The Red Rocks and Roam Giveaway. Enter to win exciting prizes, including a Grand Prize package valued at up to $9,000, featuring a 7-night vacation for four at Club Wyndham Moab Resort in Moab, Utah, a $2,000 Airline Credit, and a $1,000 Virtual Promotional Prepaid Mastercard. Monthly and Weekly Prizes are also available, with twelve $750 Virtual Promotional Prepaid Mastercards and fifty-two $250 Virtual Promotional Prepaid Mastercards up for grabs. With a total ARV of $25,945, this free entry sweepstakes is a thrilling opportunity to win big. Prizes are non-transferable, and winners are responsible for all taxes. Join the Eddie Bauer Adventure Club and take a chance to win with this incredible giveaway from Eddie Bauer.
Win $25,945 in value – Eddie Bauer Adventure Club The Red Rocks and Roam Giveaway - Enter Now
Enter the Choice Hotels Choice Privileges Sweepstakes for a chance to win exciting prizes. Choice Hotels International, Inc. is offering a grand prize deluxe vacation package to Hawaii, Las Vegas, or Orlando, including round-trip air transportation, 7-night accommodations, car rental, and 2,000,000 Choice Privileges Points, valued at $19,400. Alternatively, the grand prize winner can choose a $10,000 cash alternative. Additionally, 12 monthly prizes are available, each consisting of a 3-night stay at a Choice Hotels location, 100,000 Choice Privileges Points, a 5-day car rental, and a cruise, valued at $1,525. To enter, visit the website and follow the on-screen instructions, or use the alternate method of entry online without a mobile phone. Bonus entries are also available. The Choice Hotels sweepstakes is open to legal US residents 25 years or older, and winners must be Choice Privileges members. Enter now for a free chance to win, courtesy of Choice Hotels International, Inc. Giveaway begins on 5/1/26 at 12:00 AM ET and ends on 4/30/27 at 11:59 PM ET.
Win $37,700 in value – Choice Hotels Choice Privileges Sweepstakes - Enter Now
Enter The Grandview Condos 5-Night Stay in Paradise on Grand Cayman Giveaway for a chance to win a dream vacation. One lucky winner will receive a 5-night stay in a 2-bedroom condo, accommodating up to 4 guests, on stunning Seven Mile Beach. Don't miss this free entry opportunity to win a paradise getaway - enter to win before the deadline of January 15, 2027.
Win $4,250 in value – Grandview Condos 5-Night Stay in Paradise on Grand Cayman Giveaway - Enter Now
Enter the Golf PEI Golf Vacation Giveaway Contest today for your chance to win an incredible PEI golf vacation valued at $10,000. This grand prize pack includes $7,500 in Golf PEI gift cards for golf rounds and accommodations, $1,000 in gift cards to Prince Edward Island restaurants, a $1,000 rental car voucher, $500 in Island activities, and 4 tickets to the 2027 Charlottetown Festival. Enter to win this amazing prize for free. Contest ends October 31, 2026.
Win $10,000 in value – Golf PEI Golf Vacation Giveaway Contest - Enter Now
Enter the Classic Anniversary Sweepstakes, a year-long celebration by Classic Vacations, where travel advisors can win exciting prizes to Europe, The Islands of Tahiti, and Costa Rica. To participate, advisors must be 18+ years old, legal residents of the 50 US states or DC, and have an active account with Classic Vacations. Employees of Classic Vacations and their families are not eligible. The sweepstakes features three Destination Spotlights, each with a quiz, and advisors can earn entries through eligible bookings or by mailing a handwritten entry ( AMOE in rules ). The Europe Spotlight Period runs from January 6 to May 31, 2026, while the Tahiti & Costa Rica Spotlight Period is from June 1 to September 30, 2026. Nine prizes will be awarded, including trips to Rome, Florence, Venice, Mykonos, Santorini, and more. Travel must be completed by December 15, 2027, and is subject to availability and blackout dates. Enter now for a chance to win with Classic Vacations.
Win $270,000 in value – Classic Anniversary Sweepstakes - Enter Now
Enter the Hilton Grand Vacations Jackpot Sweepstakes for a chance to win a luxurious vacation package to Hawaii, Las Vegas, or Orlando, valued at $18,600. The Grand Prize includes round-trip air, deluxe Hilton accommodations, $1,000 spending money, car rental, and 2,000,000 Hilton Honors Points, or choose $10,000. Plus, 12 Monthly Prizes are up for grabs, each featuring 3 nights at a participating Hilton hotel, 250,000 Hilton Honors points, and $500 spending money, valued at $1,825. Alternatively, monthly winners can opt for $1,000. To enter, visit https://www.hiltongrandvacations.com/lp/sweepstakes, spin the wheel for 50 entries, or use the Alternate Method of Entry. Complete the registration form, follow on-screen instructions, and earn bonus entries by opting-in to marketing messages. With no purchase necessary, enter now for a chance to win big with Hilton Grand Vacations. Monthly winners will be selected on or about the 7th of each month, and the Grand Prize winner on or about February 5, 2027.
Win $40,500 in value – Hilton Grand Vacations Jackpot Sweepstakes - Enter Now
