Vacation Sweepstakes and Giveaways 2026 - Page 2
Found 61 total
Megan Powell Adventure Ted Challenge Disneyland Trip Giveaway ends September 22, 2026. - One Disneyland Vacation Package for two (winner + 1 guest) containing a travel voucher toward Disneyland theme park tickets (via Get Away Today). The package also includes a 2-night stay at the Courtyard Anaheim Convention Center (Good Neighbor Hotel). It also provides meal vouchers. It also provides complimentary parking during the stay.
Win $1,100 in value – Megan Powell Adventure Ted Challenge Disneyland Trip Giveaway - Enter Now
Company Thirty Six LLC Summer ’26 Vacation Sweepstakes provides a 5‑day/4‑night vacation for two to Nayarit, Mexico, which includes round‑trip airfare for two, hotel accommodations for two, and a $1,000 gift card to the Sponsor’s website. - 1 Winner. The sweepstakes ends on September 30, 2026, at 11:59:59 PM EST. The approximate retail value of the prize is $7,000 USD.
Sweepstakes Tip: See the pop-up sweeps form for 10 free entries.
Win $7,000 in value – Company Thirty Six LLC Summer 26 Vacation Sweepstakes - Enter Now
Collins Vacation Rentals Gift Certificate Giveaway will award one lucky winner a prize package valued at $2,100 that includes a $500 Collins Vacation Rentals gift certificate toward a future stay and a collection of St. George Island experiences, dining, shopping and beach goodies. The winner will be announced on September 22, 2026. - Island Charters with Captain Krista – ½ Day Charter – $500 value - Beach Planet SGI – $150 Beach Swag - SGI Trading Company – $150 Beach Swag - Island Adventures – $150 Beach Swag - Blue Parrot Oceanfront Cafe – $50 Gift Certificate - Captain's Seafood SGI – $25 Gift Certificate - Captain's Corner Store & Deli – $100 Gift Certificate - Island Espresso – $50 Gift Certificate - Coffee and Cream – $25 Gift Certificate - Art of Glass – $150 Gift Certificate - Piggly Wiggly St George Island – $100 Gift Certificate - Aunt Ebby's Ice Cream – $25 Gift Certificate - $500 Collins Vacation Rentals Gift Certificate toward a future stay.
Win $2,100 in value – Collins Vacation Rentals Gift Certificate Giveaway - Enter Now
Enter the World’s Greatest Vacations Yangtze River Cruise Giveaway.
Prizes - All‑inclusive 19‑day luxury Yangtze River cruise for two. Estimated value: $12,000 USD. One winner. Drawing on September 22, 2026.
Win $12,000 in value – World’s Greatest Vacations Yangtze River Cruise Giveaway - Enter Now
Enter the Visit Orlando Common Ground Orlando Sweepstakes for a chance to win an eight‑night Dream Vacation to Orlando, Florida valued at $15,000. The sweepstakes, presented by TripAdvisor, is open to legal residents of the United States, District of Columbia, Canada, Mexico and the United Kingdom who are 21 years or older. The draw will be held on January 7, 2027, so be sure to submit your entry before then. One winner will receive $8,000 in theme‑park funds plus round‑trip airfare, hotel accommodations and a travel planning session. No purchase necessary. This sweepstakes ends on January 7, 2027.
Win $15,000 in value – Visit Orlando Common Ground Orlando Sweepstakes - Enter Now
Brooks Run Club Magic Milestone Sweepstakes offers two Grand Prizes.
- Grand Prize: The winner and one guest will receive a 5‑Day/4‑Night vacation package to Walt Disney World® Resort near Orlando, Florida. The package includes up to two round‑trip coach airfares from the major gateway airport nearest the winner’s residence to Orlando International Airport, unless the winner lives within 250 miles of the Resort, in which case air transportation is not provided. It also includes up to two entries into the 2027 Walt Disney World® Marathon Weekend marathon scheduled for January 10, 2027, four nights of accommodation in a standard room for up to two persons at a Walt Disney World® Resort hotel selected by the sponsor, up to two 4‑Day Walt Disney World® Theme Park tickets with the Park Hopper® option, a $1,000 check, and up to two pairs of Brooks shoes valued up to $200 each.
- Grand Prize: The winner and one guest will receive a 5‑Day/4‑Night vacation package to Walt Disney World® Resort near Orlando, Florida. The package includes up to two round‑trip coach airfares from the major gateway airport nearest the winner’s residence to Orlando International Airport, unless the winner lives within 250 miles of the Resort, in which case air transportation is not provided. It also includes up to two entries into the 2027 Walt Disney World® Marathon Weekend marathon scheduled for January 10, 2027, four nights of accommodation in a standard room for up to two persons at a Walt Disney World® Resort hotel selected by the sponsor, up to two 4‑Day Walt Disney World® Theme Park tickets with the Park Hopper® option, a $1,000 check, and up to two pairs of Brooks shoes valued up to $200 each.
The total advertised retail value of all prizes is $19,820.00. The sweepstakes ends on 10/31/26.
Win $19,820 in value – Brooks Run Club Magic Milestone Sweepstakes - $19820 Value - Enter Now
WARM-FM Dreams Resorts in Mexico Contest offers the following prize: - Up to eleven Grand Prizes will be awarded. Each Grand Prize consists of a $1,800 airfare stipend and one four‑day/three‑night all‑inclusive vacation for four people (two adults and two children age 17 and under) at the winner’s choice of a participating Dreams Resort in Mexico. The approximate retail value of each Grand Prize is $6,300. The contest will run through 2:59 a.m. ET on October 10, 2026. Limit one online entry form per person, per day.
Win $69,300 in value – WARM-FM Dreams Resorts in Mexico Contest - Enter Now
Make Food Lovely Vacation in Vermont Getaway Giveaway provides a Vermont Mountain Getaway Package. - One (1) Vermont Mountain Getaway Package includes a 2‑night mid‑week stay at Black Diamond Lodge in Wardsboro, Vermont, featuring a fireplace, hot tub, game room, fire pit, gourmet kitchen, and mountain views, and one (1) gift card to Snow Republic Brewery for local craft beer and food. The giveaway ends on September 21, 2026, at 8:00 PM EST.
Win $1,600 in value – Make Food Lovely Vacation in Vermont Getaway Giveaway - Enter Now
Before Company A Whole Lotta Europe Giveaway offers the following prize. - One European Vacation Package for two, including $8,000 toward the trip, return airfare for two, accommodations, spending money, and a one‑year supply of Before oral care products. The giveaway ends on October 5, 2026.
Win $8,200 in value – Before Company A Whole Lotta Europe Giveaway - Enter Now
Urba Calgary Dream Getaway Giveaway offers a chance to win a dream vacation in October. - One night at Fairmont Banff Springs on October 24 in a Fairmont King Room with valet parking included. - An hour‑long Rocky Mountain Stress Relief Massage for two scheduled for 4:15 p.m. - Access to the spa facilities. - Two complimentary Pita Basket meals redeemable any time before January 1 2027. - The total value of the package exceeds $2,000. The giveaway ends on September 30 2026 at 10:00 AM MST.
Win $2,000 in value – Urba Calgary Dream Getaway Giveaway - $2000 Value - Enter Now
