Trailer Sweepstakes
Found 12 total
Enter to win the JMR Rebuilders Chase Your Dream Truck and Trailer Giveaway.
One winner gets a used 1997 Ford F350 4x4 diesel dually truck and a 20 foot trailer (ARV $19750), plus a one-way coach plane ticket or ground transportation to pick up the truck (about $500); total ARV $20250.
Open to legal residents of the 48 contiguous US and DC who are 18 or older (19 or older in Alabama and Nebraska). No purchase necessary. Runs October 1 to December 31, 2026, ending at 11:59 PM EST.
To enter free, hand-write "JMR Chase Your Dream Giveaway Sweepstakes entry", your name, address, phone number, email address and date of birth on a 3x5 card and mail it in a business-size envelope with a handwritten return address to CSS / JMR Chase Your Dream Giveaway Sweepstakes, 326 Thornell Road CBX-250, Pittsford, NY 14534 (AMOE), postmarked by December 31, 2026 and received by January 5, 2027 (each mail-in entry earns 50 entries; one entry per envelope; during announced 25X, 50X or 100X bonus periods write MULTIPLE-25X, MULTIPLE-50X or MULTIPLE-100X on the bottom left of the envelope front). You can also enter by buying merchandise at jmrstore.com (1 entry per $1). Limit 50000 entries per person. The winner is drawn on or about January 8, 2027 and notified by phone or email.
Win $20,250 in value – JMR Rebuilders Chase Your Dream Truck and Trailer Giveaway - Enter Now
Enter to win the Water Cowboys Ultimate Duck Rig Sweepstakes.
One winner gets a used 2020 Ford F350 truck (about 170000 miles, ARV $55000) and a 2023 SGAC cargo trailer (ARV $8500), a $63500 prize package.
Purchase entry: get one entry for every $1 spent at thewatercowboys.com. Limit 7500 entries per person. The free method of entry is by Postal Mail. See the AMOE in the official rules.
Open to residents of the 48 contiguous US states and DC 18+ (19+ in AL and NE) with a valid driver license. Ends January 31, 2027 at 11:59 PM EST.
To enter, make a purchase on the Water Cowboys website (1 entry per $1 spent) or mail a 3x5 card with your name, address, phone, email and date of birth per the official rules (50 entries per mail-in entry). No purchase necessary.
Win $63,500 in value – Water Cowboys Ultimate Duck Rig Sweepstakes - Enter Now
Enter to win the Driving For Good 2026 Jeep Wrangler and Yamaha WaveRunner and $10000 Sweepstakes.
One grand prize winner receives a 2026 Jeep Wrangler Sport 4x4 with custom off-road upgrades, a 2026 Yamaha VX Deluxe WaveRunner with trailer and cover, and $10,000 cash (about $82,950). The full prize requires at least $250,000 in donations; if less is raised, the winner receives 25% of the total donation proceeds instead.
No purchase or donation necessary. Free entry: request an Alternative Method of Entry on the sweepstakes site, print the mailer and mail it to Sweepstakes Entry, 6525 Gunpark Drive, Suite 370-505, Boulder, CO 80301 for 18 entries per mailer (AMOE). Donations to the Boys & Girls Club of Northeast Texas also earn entries ($25 for 18 up to $2,000 for 4,000). Limit 100,000 entries per person.
Open to entrants 18+ (or age of majority), excluding Washington residents. Ends March 23, 2027 at 11:59 PM CDT; one winner is drawn at random on or about March 31, 2027.
Enter to win the Used Brand Starcraft Boat Giveaway.
Prize - One (1) winner will receive one (1) customized Used Brand Starcraft Marine Alaskan 13 TL DLX boat with motor and trailer, equipped with a Garmin ECHOMAP chartplotter/fishfinder (the "Prize"). Approximate retail value is $20,000. The boat giveaway ends on December 31, 2026, at 11:59 p.m. ET
Win $20,000 in value – Used Brand Starcraft Boat Giveaway - Enter Now
Enter to win the Big Bag Outdoors “BB6 Sweepstakes” - $80000 Value. Big Bag Outdoors “BB6 Sweepstakes” offers one Grand Prize. The Grand Prize Winner, after the Administrator confirms eligibility, may select one of the following prize options: - A Fully Loaded Ranger Z520 Boat with an Evinrude 250hp Engine, a Ranger Boat Trailer, and a Custom Ford F‑150 truck. - A Fully Loaded Ranger Z520 Boat with an Evinrude 250hp Engine, a Ranger Boat Trailer, and $35,000 cash or check. - A Custom Ford F‑150 truck and $35,000 cash or check. The Grand Prize has an approximate retail value of $80,000. The sweepstakes ends at 11:59:59 p.m. EST on November 9, 2026. Enter via free Quick Entries on BigBagOutdoors.com; bonus entries available with purchases. See official rules for AMOE.
Win $80,000 in value – Big Bag Outdoors “BB6 Sweepstakes” - $80000 Value - Enter Now
Air-Tow Trailers Freedom Edition Giveaway offers a single prize. - One winner will receive one Air-Tow Freedom Edition Trailer. The prize is non‑transferable, may not be redeemed for cash, and may not be substituted. Approximate Retail Value is $23,054. The giveaway ends on November 1st, 2026 at 11:59 p.m. Eastern Time.
Win $23,054 in value – Air-Tow Trailers Freedom Edition Giveaway - $23054 Value - Enter Now
Evan Williams Bourbon Game Day Like A Champ Sweepstakes - One tailgate trailer, one 50” smart-enabled TV, one electric grill, one cooler, and assorted other Evan Williams-branded tailgate items (if the winner is from Virginia, non‑branded items of equal value will be substituted). Ending Date: November 30, 2026.
Win $30,000 in value – Evan Williams Bourbon Game Day Like a Champ Sweepstakes - Enter Now
Enter the Festool Cordless Test Drive Sweepstakes for a chance to win big! Ten lucky winners will be selected, including one grand-prize winner who will take home an incredible prize package. The grand prize features a Southland Trailer valued at over $35,000, outfitted with a bott shelving system and a complete lineup of Festool cordless tools. The total prize package is worth over $50,000. Additional winners will receive a new Festool TSC 55 KS cordless track saw, complete with a TBX 8 Tabless Energy Set and an FS 1400/2 guide rail. Don't miss your chance to win with Festool and drive away with an amazing prize.
Win $50,000 in value – Festool Cordless Test Drive Sweepstakes - Enter Now
Enter The Tide The Captain Morgan Tailgate Sweepstakes for a chance to win big. One lucky winner will receive a Grand Prize package valued at $20,000, featuring a customized Captain Morgan enclosed cargo trailer and a $5,000 check to help cover taxes or other expenses. Don't miss this opportunity to score an amazing prize - enter to win today with a free entry in this exciting sweepstakes and giveaway.
Win $20,000 in value – Tide The Captain Morgan Tailgate Trailer Sweepstakes - Enter Now
Get ready to win big with the Festool Canada Cordless Test Drive Contest! Enter for a chance to take home the ultimate cordless setup, with a total prize package valued at over $60,000. Ten lucky winners will be selected, including one grand-prize winner who will receive a Southland Trailer outfitted with a bott shelving system and a complete lineup of Festool cordless tools, valued at over $45,000. Other prizes include a new Festool TSC 55 KS cordless track saw, complete with Festool's latest TBX Tabless Battery Technology. Enter to win free and don't miss out - this giveaway closes on December 31, 2026, so act fast to win with Festool Canada.
Win $60,000 in value – Festool Canada Cordless Test Drive Contest -10 Winners - Enter Now
