Horse racing fans, this is a big one. The 2026 Breeders’ Cup The Champion’s Ticket is sending one winner and a guest to the 2027 Breeders’ Cup World Championships at Belmont Park in New York, with round-trip airfare, four nights of hotel accommodations, airport and racetrack transportation, and two VIP tickets, plus $5,000 cash and $5,000 in betting credit for the races. The trip is tied to the October 29–30, 2027 Breeders’ Cup, and if selected you’ll need to be reachable within 24 hours of the initial winner notification. Open to residents of the U.S. and Canada excluding Quebec who are 21+. Ends November 30, 2026.
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See more ›Win a SweetNight CoolNest Ultra Mattress in the NapLab Giveaway
Need a new mattress? The SweetNight CoolNest Ultra Mattress Giveaway from NapLab is giving one winner a SweetNight CoolNest Ultra Mattress. Enter through the online Gleam giveaway form, with any available entry actions and verification handled there. The rules don’t specify the mattress size, and if selected you’ll have seven days to claim the prize. Open to U.S. residents. Ends November 13, 2026.
Win a Year’s Supply of Angel Soft Toilet Paper in the Goal Time Sweepstakes
Here’s a practical one. The Angel Soft Goal Time Sweepstakes is giving one winner a year’s supply of Angel Soft toilet paper, equivalent to 142 mega rolls and awarded as nine $16 coupons. It’s a simple one-time online entry with no purchase required. If selected, you’ll have five days to confirm your eligibility. Open to U.S. residents 18+. Ends November 15, 2026.
Win an 8-Day Viking European River Cruise for Two with Airfare
This is exactly what I like to see in a travel prize: the flights are included. The 2026 MASTERPIECE European River Cruise Sweepstakes is sending one winner and a guest on an 8-day Viking river cruise in Europe, with a choice of six itineraries including the Danube, Rhine, Bordeaux, Normandy and Provence, plus a veranda stateroom, onboard meals, an included excursion at every port, round-trip economy airfare and airport-to-ship transfers. You can enter once per day and earn up to five additional entries by referring friends. You’ll need a valid U.S. or Canadian passport when you enter, and the cruise must take place during 2027. Open to residents of the U.S. and Canada excluding Quebec, age 21+. Ends November 24, 2026.
Win a Yamaha P-45 Digital Piano in the Kraft Music Giveaway
Piano players, here’s an easy one. The Kraft Music Yamaha P-45 Giveaway is giving one winner a Yamaha P-45 digital piano with weighted keys, built-in speakers, 10 instrument voices, a sustain pedal and music rest. It’s a simple one-time online entry, and the winner will be contacted by phone after the drawing. Open to U.S. residents 18+. Ends November 2, 2026.
Win $28,080 Cash + a Custom Pringles Urn in the Once You Drop Sweepstakes
This may be the strangest cash prize we’ve seen in a while. The Pringles Once You Drop Sweepstakes is giving one winner an “after lifetime supply” of Pringles, paid as $28,080 in cash based on 200 years of Pringles, plus a custom-made Pringles urn. To enter, you’ll sign the tongue-in-cheek “Will and Taste-ament,” which the rules make clear is only for entertainment and isn’t legally binding. It’s a simple one-time online entry, and if selected you’ll have 72 hours to respond to the winner notification. Open to U.S. residents 18+. Ends October 22, 2026.
Win a $5,000 Norwegian Cruise + $500 Priceline Hotel Credit in the Priceline Cruises Giveaway
Cruise fans, here’s an easy one. The Priceline Cruises $5,500 Giveaway is giving one winner a $5,000 voucher toward a Norwegian Cruise Line sailing for two, plus a $500 Priceline coupon for select prepaid hotel stays. You can enter once online by joining the Priceline Cruises email list, or use the free mail-in option if you don’t want the marketing emails. The cruise must be booked by March 31, 2027 and depart by December 31, 2027, and transportation to the cruise port, port taxes and fees, gratuities, excursions, Wi-Fi and other extras are not included. Open to U.S. residents 21+. Ends October 23, 2026.
Win a Vermont Teddy Bear Unicorn in the Unicorn Giveaway
Here’s a cute, easy one. The Vermont Teddy Bear Unicorn Giveaway is giving one winner a plush unicorn from Vermont Teddy Bear. It’s a simple online entry, although entering also signs you up to receive Vermont Teddy Bear marketing emails. The winner will be selected October 26 and will have seven days to claim the prize. Open to U.S. residents. Ends October 25, 2026.
Win a 6-Night Trip to Japan for Two in the House of Suntory Japan Travel Package Promotion
Japan is calling. The House of Suntory Japan Travel Package Promotion is sending one winner and a guest to Japan with round-trip economy airfare, four nights in Tokyo, two nights in Kyoto, and first-class train travel between Tokyo and Kyoto, plus a planned itinerary that may include dining and cocktail experiences, a Yamazaki Distillery visit, and a day trip to Osaka. You get one standard entry, one optional bonus entry for signing up for House of Suntory marketing, and 10 more optional entries by completing the Art of Suntory Time experience and submitting the generated image, with no social media post required. Mobile SMS verification is required to enter. Travel must be completed during 2027, and no alcohol is included in the prize. Open to residents of the U.S., Canada excluding Quebec, and the UK who are 21+ and of legal drinking age. Ends December 1, 2026.
Win a Macy’s Thanksgiving Day Parade Trip in the Planters x Macy’s Thanksgiving Parade Sweepstakes
Want to see the Macy’s Thanksgiving Day Parade from the grandstands? The Planters x Macy’s Thanksgiving Parade Sweepstakes is giving one winner up to five grandstand tickets to the parade in New York City, plus a $10,000 travel voucher to help cover round-trip airfare and hotel accommodations for the winner and up to four guests. The trip is for November 26, 2026, so you’ll need to be available to travel over Thanksgiving, and the rules only specifically guarantee one hotel room with double occupancy. It’s a simple one-time online entry, and if selected you’ll have 48 hours to respond. Open to U.S. residents who are the age of majority in their state. Ends October 22, 2026.
Win a Crockpot + $250 Visa Gift Card in INSP’s Feast Sweepstakes
Here’s a useful kitchen prize. INSP’s Frontier Feast Sweepstakes is giving one winner a 7-quart Crockpot slow cooker, a 20-piece Blue Willow china set, and a $250 Visa gift card. You can enter once per day throughout the promotion, and while INSP may send promotional emails after you enter, you can unsubscribe at any time. Open to U.S. residents 18+. Ends November 2, 2026.
Win a 5-Night Ski + Heli-Ski Trip to Golden, BC in the Win a Ski Trip to Golden Sweepstakes
Skiers and snowboarders, this is a big one. The Win a Ski Trip to Golden sweepstakes is sending one winner and a guest to Golden, British Columbia for five nights, including up to CAD $2,000 toward round-trip airfare, airport and local transportation, two days of skiing or snowboarding at Kicking Horse Mountain Resort, one day of CMH heli-skiing, lunch at Eagle’s Eye Restaurant, up to CAD $700 for dining, and up to CAD $300 for shopping in Golden. The trip must take place during January through March 2027, with some blackout dates, and the heli-skiing portion requires both travelers to be strong intermediate-to-advanced skiers or snowboarders comfortable on black-diamond terrain. You get one entry from the form, with two optional bonus entries for agreeing to partner marketing emails, and you can unsubscribe later without losing the bonus entries. Open to residents of Canada (excluding Quebec), the U.S. (excluding New York, Washington, and Florida), and the UK who are 19+. Ends November 30, 2026.
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