Happy Monday, sweepers! Kick off the week with a chance to win amazing prizes, from a 1998 Silverado to a Triumph Motorcycle and UFC gift cards. Today's lineup features 32 editor-picked giveaways, including instant wins and big-ticket items. *Many sweepstakes from Big Brands today. Including Oreo, Wawa, Circle K, Olly and Disney Plus!
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Top Sweepstakes Picks:
- 717supply 1998 Silverado and 250EX 4 Wheelers 47 Sweepstakes
Enter the 717supply 1998 Silverado and 250EX 4 Wheelers 47 Sweepstakes for a chance to win a grand prize valued at $25,000. The sweepstakes, presented by 717 Supply LLC, begins on June 5, 2026, and ends on June 21, 2026. To enter, visit 717supply.com and make a qualifying purchase or use the alternate method of entry by mailing a postcard. You can also sign up for text alerts to receive five free entries. One grand prize winner will be selected in a random drawing on June 29, 2026. The grand prize includes a 1998 Silverado and two Honda 250EX 4 Wheelers or a $25,000 check. - Altadis Summer of H Upmann Sunrise Triumph Motorcycle Sweepstakes
Get ready to rev up your summer with the Altadis Summer of H Upmann Sunrise Triumph Motorcycle Sweepstakes. Enter to win a thrilling H. Upmann branded Triumph Motorcycle, valued at approximately $30,000, courtesy of Altadis U.S.A. LLC. This exciting sweepstakes offers a chance to take home an amazing prize. The Altadis sweepstakes ends on a date that will lead to a prize drawing on or about October 1, 2026. - Monster Energy Chance to Win a $100 UFC Store Gift Card Sweepstakes – 250 Winners
Enter the Monster Energy Chance to Win a $100 UFC Store Gift Card Sweepstakes for a chance to 1 one of 250 $100 UFC Store gift cards. To enter, purchase a 16/15.5 fl. oz. single can of Monster Energy product from a participating Circle K location, scan your Circle K Inner Circle Rewards app member barcode, or mail a 3″x5″ card with your name, address, and other required information to the designated address. No purchase necessary to enter or win. Odds of winning depend on the total number of eligible entries received. The sweepstakes starts on May 13, 2026, and ends on June 30, 2026. Winners will be determined via a random drawing on or about July 10, 2026. - Wawa $500 Digital Gift Card June Sweepstakes – 5 Winners
Enter the Wawa $500 Digital Gift Card Sweepstakes – 5 Winners for a chance to win one of five $500 digital gift cards. The sweepstakes, hosted by Wawa, begins on June 1, 2026, and ends on June 30, 2026. To participate, you must be a permanent US resident, at least 18 years old, and a member of Wawa Rewards, which is free to join. You can enter by redeeming Wawa Rewards points or by mail, with no purchase necessary. Five winners will be randomly selected and notified by email. The total retail value of the prizes is $2,500.00. - Circle K Take Me Out to the Ballpark Instant Win Game Sweepstakes – 20K+ Winners
Enter the Circle K Take Me Out to the Ballpark Instant Win Game Sweepstakes for a chance to win exciting prizes. The Circle K sweepstakes runs from June 1, 2026, to July 1, 2026. You'll be permitted one game play per day, with a chance to win instant prizes like a Polar Pop or MiLB tickets. Two grand prizes are also up for grabs, each featuring ten suite tickets to a 2026 MiLB game with food and non-alcoholic beverages. Don't miss out on this opportunity to win big with Circle K. Enter now and take a swing at instant prizes and grand prizes. - Coach Retail Sweepstakes
Enter the Coach Retail Sweepstakes for a chance to win a $500 gift card. This exciting giveaway offers a free entry, allowing you to win a valuable prize. Sign up now and take a shot at claiming the $500 gift card. - En Love Beauty Walmart Obsession Giveaway
Enter the En Love Beauty Walmart Obsession Giveaway to win an incredible $5,000 Obsession Experience curated by Gabrielle Zalina. Walmart is now home to En Love Beauty, and to celebrate, one lucky winner will receive an amazing prize package. The giveaway includes a $500 Delta Airlines Gift Card, RevAir Hair Dryer, 1-year supply of En Love Beauty products, Bèis Carry On Luggage, Anima Iris Pink Tulip Handbag, $500 Visa Wal-Mart Gift Card, and Harlem Candle Co. Lady Day’s Diary Giftbox. - Bad Boy Mowers 2026 Father's Day Sweepstakes
Get ready to win big with Bad Boy Mowers in the Bad Boy Mowers 2026 Father's Day Sweepstakes. Enter to win a fantastic prize package, valued at approximately $2,000, consisting of three Bad Boy brand gas-powered outdoor tools of your choice. To participate, simply visit and complete the registration form, or mail in your entry, by June 18, 2026. One entry per person is allowed, and the winner will be randomly drawn from all eligible entries. Don't miss this amazing opportunity to win with Bad Boy Mowers. - K1max Kids Electric Scooter Giveaway – 10 Winners
Enter the K1max Kids Electric Scooter Giveaway for a chance to win exciting prizes. 2 lucky winners will receive a 5TH WHEEL K1MAX Kids Electric Scooter, valued at $119. Additionally, 3 winners will get a 5TH Crossbody Bag worth $30, and 5 winners will receive a 5TH Rider Cap valued at $20. This sweepstakes ends on June 22, 2026, at 11:59 PM PDT, so enter to win your free prize today. - The Patch Method Summer Glow Up Giveaway
Enter The Patch Method Summer Glow Up Giveaway for a chance to win over $500+ worth of wellness essentials. One lucky winner will receive a prize bundle featuring The Patch Method Oversized Summer Tote, Glow Up Patch, Glow Up GHK Serum, Face Sculpting Wand, and Pilates & Patches Socks. Enter to win this amazing giveaway, with a winner announced on June 17th. - House Calls DIY Ryobi June 2026 Monthly Sweepstakes
Get ready to power up your DIY projects with the House Calls DIY Ryobi June 2026 Monthly Sweepstakes. Enter to win a premium RYOBI 18V ONE+ HP BRUSHLESS 2-TOOL COMBO KIT, perfect for dedicated DIYers. This amazing prize pack includes an HP Brushless Drill/Driver, HP Brushless Impact Driver, two 2AH High Performance Batteries, and an 18-Volt ONE+ Charger. - Harpoon 40th Birthday Giveaway Sweepstakes
Enter the Harpoon 40th Birthday Giveaway Sweepstakes for a chance to win a grand prize party. You could win a Harpoon Brewery Tasting Room 40th Birthday Party in Boston, MA, for up to 40 people, valued at $3,700, including a $1,200 Harpoon Seaport gift card. Free entry is available until June 30th at 11:59 P.M. (EST). - M&T Bank Mortgage Welcome $5K Sweepstakes
Enter to win in The M&T Bank Mortgage Welcome Sweepstakes for a chance to take home a $5,000 prize. This exciting giveaway offers a free entry for a significant cash reward, courtesy of M&T Bank. Don't miss your opportunity to win big – participate now in The M&T Bank Mortgage Welcome Sweepstakes. - Visit Vermont Win a Stay Contest
Enter the Visit Vermont Win a Stay Contest for a chance to win a free two-night stay in Southern Vermont's Deerfield Valley, valued up to $500. Sign up for the Visit Vermont newsletter by dropping your email address below to automatically enter to win. The contest, presented by Visit Vermont, begins on April 22, 2026, and ends on June 30, 2026, at 11:59 PM ET. Limit one entry per person. The winner, selected at random, will receive a two-night stay at a registered inn or hotel in the Deerfield Valley, with accommodations only, and must redeem their prize by June 30, 2027. - Petsense Celebrates Pet Heroes Sweepstakes – 250 Winners
Enter the Petsense Celebrates Pet Heroes Sweepstakes, presented by Petsense, for a chance to win a $250 digital gift card and nominate a Local Pet Hero to win $5,000. The sweepstakes begins June 1, 2026, and ends June 20, 2026. To enter, visit and complete the online entry form, and nominate a Local Pet Hero with a statement explaining why they deserve to win. Limit one entry per person. A maximum of 250 Sweepstakes Prize winners will be randomly selected. Winners will be notified on or about July 15, 2026. - Menage a Trois Winery Match Day Play Money Sweepstakes
Enter the Menage a Trois Winery Match Day Play Money Sweepstakes for a chance to win a $500 Visa Gift Card. To enter, follow @menageatroiswines on Instagram, like the sweepstakes post, and tag two friends between June 8, 2026, and June 12, 2026. Winner will be selected in a random drawing on or about June 15, 2026. Menage a Trois Winery brings you this exciting giveaway, so enter now for your chance to win. - Blount Clam Shack: Capture the Moment Sweepstakes
Enter the Blount Clam Shack: Capture the Moment Sweepstakes for a chance to win a grand prize trip to the Blount Clam Shack and Rhode Island, valued at $5,000. To participate, take a photo of your summer moment with friends, family, and food, and upload it to the website during the submission period from June 1, 2026, to July 12, 2026. - Travel Oregon 2026-2027 Sweepstakes – 12 Winners
Enter the Travel Oregon 2026-2027 Sweepstakes for a chance to win a commemorative Pendleton Crater Lake National Park Blanket. Sign up for Travel Oregon's email newsletter to participate. No purchase necessary. One entry per person/email. Sweepstakes runs from May 1, 2026, to April 30, 2027. Twelve Grand Prizes will be awarded, each consisting of a Queen-sized Pendleton blanket (ARV $375). - Flytrippers Flair Airlines Free Flights Giveaway
Enter the Flytrippers Flair Airlines Free Flights Giveaway for a chance to win an unforgettable travel experience. Four lucky winners will each receive a Grand Prize of 2 roundtrip tickets for 2 on Flair Airlines to anywhere Flair flies, valued at a total of 4 roundtrip flights for 2. To win, simply enter the sweepstakes before the deadline of June 14, 2026, at 11:59 p.m. - Mary Moore Cruise Genius Paradisus Grand Cana Cruise Giveaway
Enter the Mary Moore Cruise Genius Paradisus Grand Cana Giveaway, a free sweepstakes by Signature Travel Network, for a chance to win an incredible Punta Cana vacation. Open to legal residents of the United States and Canada (excluding Quebec), this giveaway offers a 3-night stay in a One-Bedroom Suite at Paradisus Grand Cana, complete with complimentary breakfast and a 50-minute massage. To enter, simply complete the online entry form between April 1, 2026, and August 31, 2026. One entry per person, with a winner chosen on September 14, 2026, in a random drawing. - Lobsterboys Blue Lobster Giveaway
Get ready to dive into the ultimate Lobsterboys Blue Giveaway with Lobsterboys. This rare, one-in-a-million blue lobster is up for grabs, and you could be the lucky winner. Prize: Enter to win the incredible live blue lobster, along with three regular lobster friends, and enjoy overnight delivery from Lobsterboys. The Lobsterboy Blue Giveaway offers a prize package valued at a unique ocean experience. To win, simply enter by June 11, 2026, for your chance to bring home a true ocean legend. - Back Country Magazine Giveaway
Enter the Back Country Magazine Giveaway for a chance to win an epic grand prize pack from top brands like Deuter, Backcountry.com, Atomic, and more. Backcountry Magazine is giving away a prize package valued at $7,940.89, featuring gear from Deuter, Backcountry.com, Atomic, Alpine Dryers, Nordica, Arva, Weston, and Blizzard-Tecnica. To enter, visit backcountrymagazine.com/giveaway between May 1, 2026, and June 15, 2026. One entry per person is allowed for non-subscribers, while active Backcountry Magazine subscribers receive an additional entry. T - Ulta Beauty Supergirl Movie Premiere Screening Sweepstakes
Enter the Ulta Beauty Supergirl Movie Premiere Screening Sweepstakes for a chance to win a Premiere Trip to New York, NY. The prize includes two tickets to the Supergirl Premiere screening, round-trip air transportation, ground transportation, a two-night hotel stay, hair blowouts, and Ulta Beauty Giftbags. The total ARV of the prize is $3,549.28 USD. - Fairway Jockey Callaway Quantum Max Iron Golf Set Giveaway
Enter the Fairway Jockey Callaway Quantum Max Iron Set Giveaway for a chance to win a fantastic prize. One lucky winner will receive a Callaway Quantum Max Iron Set, valued at $1,099.99. Don't miss your opportunity to win this amazing prize – enter to win now. The golf giveaway ends on 6/30/2026, so be sure to submit your free entry before time runs out. - Tactical Baby Gear Giveaway
Enter the Tactical Baby Gear Giveaway to win over $1,200 in amazing prizes. The lucky winner will receive a fantastic bundle, including a TBG x Veer Cruiser, an Everyday Diaper Bag, a Tactical Baby Carrier, a Tactical Dump Pouch, and a Packing Cube Bundle. Don't miss your chance to win – enter to win this incredible prize package before the sweepstakes ends on June 30th at 5 pm EST. - Quiksilver x Pacifico Custom Surfboard Sweepstakes
Enter the Quiksilver x Pacifico Custom Surfboard Sweepstakes for a chance to win a custom Quiksilver x Pacifico surfboard shaped by Almond Surfboards, valued at $1,200. To enter, visit and complete the online entry form between May 27, 2026, and June 30, 2026. - Front End Audio Royer R-12 Active Ribbon Microphone Package Giveaway
Enter the Front End Audio Royer R-12 Active Ribbon Microphone Package Giveaway for a chance to win a prized microphone package valued at $1298. This exciting sweepstakes is open until June 30, 2026, giving you plenty of time to throw your hat into the ring and take home the coveted Royer R-12 Active Ribbon Microphone Package. - gustotv Father's Day BBQ Griddle Giveaway
Enter to win the gustotv Father's Day BBQ Griddle Giveaway, courtesy of Gusto TV. To participate, simply submit your entry using the online form provided on the Gusto TV website. The sweepstakes starts on June 1, 2026, and ends on June 21, 2026. One lucky winner will be randomly selected on June 22, 2026, to receive a grilling prize valued at $850 CAD. Don't miss this free entry opportunity to win a fantastic prize from Gusto TV. - YTF Community Giveaway – 2 Macbook Winners
Enter the YTF Community Giveaway to win 1 of 2 MacBook Air laptops. This exciting sweepstakes offers a free entry for a chance to take home a valuable laptop prize. The giveaway ends on June 21, 2026, at 11:59 pm, so be sure to enter to win before time runs out. - Xfinity Rewards The Tonight Show Sweepstakes
Enter to win the Xfinity Rewards The Tonight Show Sweepstakes for a chance to attend a live show of The Tonight Show Starring Jimmy Fallon in New York City, NY. The prize package, valued at $2,400, includes tickets for you and a guest, round-trip airfare, and a 3-day, 2-night hotel stay. As a winner, you'll enjoy a memorable experience courtesy of Xfinity. Contest ends June 30, 2026, so submit your free entry now and take a shot at this exciting prize from Xfinity. - Xfinity Rewards Andy Cohen Sweepstakes
Enter the Xfinity Rewards Andy Cohen Sweepstakes for a chance to win an unforgettable experience. The prize includes tickets for you and a guest to attend a live show of Watch What Happens Live with Andy Cohen, round-trip airfare to New York, NY, and a 3-day, 2-night hotel stay. The approximate retail value of the prize is $2,400. To win this exciting prize, enter by June 30, 2026, for your free chance to attend a live show with Andy Cohen, courtesy of Xfinity Rewards. - LACTAID Sunday Dairies Sweepstakes – 12 Winners
Enter the LACTAID Sunday Dairies Sweepstakes – One entry per person, with a total of 12 winners to be selected in random drawings. Each winner will receive 52 coupons for free LACTAID Ice Cream, valued at $285.48. Total ARV of all prizes is $3,425.76.
Good luck — and keep those win stories coming in the Winners Circle forum!
The Sweepstakes Advantage Team
June 8, 2026