Wine Sweepstakes
Wine Giveaways
Found 36 total
( 2 Winners ) Enter the Maryland Lottery Eastern Shore Wine Tour Second Chance Giveaway for a chance to win an unforgettable Eastern Shore Wine Tour package. With an estimated prize value of $2,593.75, this sweepstakes offers a 2-night stay in Chestertown, Maryland, featuring a 3-day, 2-night hotel accommodation at the Brampton 1860 Boutique Inn with daily breakfast. Enjoy wine tastings at Crow Vineyard and Winery and Casa Carmen Bodega and Tasting Room, plus $400 in spending money. Redeem 25 Draw Points to enter. Don't miss out - contest ends April 7, 2026, at 11:59:59 PM ET. Enter to win this incredible prize in the Maryland Lottery Eastern Shore Wine Tour Second Chance Giveaway.
Win $5,188 in value – Maryland Lottery Eastern Shore Wine Tour Second Chance Giveaway - Enter Now
Enter to win The Retreat At Fredericksburg 2-night Stay Giveaway for a chance to unwind at a stunning 33-acre retreat on the 290 Wine Trail. This incredible prize includes a 2-night stay, Sunday through Thursday, perfect for a relaxing getaway. Don't miss your opportunity to win - enter now and you could be the lucky winner announced on April 4, 2026.
Win $400 in value – The Retreat At Fredericksburg 2-Night Stay Giveaway - Enter Now
Enter to win amazing prizes in Anne Martin’s China Cabinet, Our First Rebrand Giveaway. Score a beautiful gold & wood thrifted tabletop wine rack, a stylish pair of 18K gold-filled bamboo hoop earrings, and a stunning vintage 9” cut-glass footed bud vase. This sweepstakes giveaway is free to enter and offers a fantastic chance to win these incredible prizes. Don't miss out - enter before the giveaway closes on Saturday, March 21 at 11:59 PM CT for your chance to take home these stunning items from Anne Martin’s China Cabinet.
Win $100 in value – Anne Martin’s China Cabinet Our First Rebrand Giveaway - Enter Now
Get ready to win with Niagara Falls Hotels! Enter the Niagara Falls Hotels Getaway Sweepstakes for a chance to choose your dream getaway to Niagara Falls! You could win a romantic Couples Niagara Falls Escape, complete with a Fallsview King room, chocolate-covered strawberries, wine, and a $100 dinner for two at Massimo's Italian Fallsview Restaurant. Or, opt for a fun Family Hotel Waterpark Getaway, featuring a Fallsview Room, four passes to the Fallsview Indoor Waterpark, and a $100 dinner for four at Rainforest Cafe. Don't miss out - enter to win this incredible prize before the contest ends on 3/31/2026, courtesy of Niagara Falls Hotels.
Win $750 in value – Niagara Falls Hotels Getaway Sweepstakes - Enter Now
Enter the USA Today Pebble Beach Food & Wine VIP Experience Sweepstakes for a chance to win an unforgettable getaway. USA Today is giving away a Pebble Beach Food & Wine Gold Package for two people, valued at $7,990. This incredible prize includes a 3-night hotel stay, access to up to 14 events, VIP access to exclusive receptions and tastings, and more, all taking place from April 9-12, 2026. Don't miss this opportunity to win a luxurious food and wine experience, courtesy of USA Today.
Win $7,990 in value – USA Today Pebble Beach Food & Wine VIP Experience Sweepstakes - Enter Now
Get ready to win big with E. & J. Gallo Winery's Barefoot’s Here Comes The Fun Sweepstakes. Enter for a chance to win a $5,000 Visa Gift Card, perfect for a dream vacation. The sweepstakes starts on March 1, 2026, and ends on June 30, 2026. To enter, simply scan the QR code on participating Barefoot Wine point of sale materials or visit https://www.barefootwine.com/dream-vacation-sweeps.html. Open to legal US residents (excluding Utah) 21+, one entry per person/email address. Winner will be selected by random drawing on July 1, 2026. Don't miss out on this amazing opportunity to win with Barefoot Wine's Here Comes The Fun Sweepstakes, sponsored by E. & J. Gallo Winery.
Win $5,000 in value – Barefoot’s Here Comes The Fun Sweepstakes - Enter Now
Enter the Bermuda Tourism Authority 2026 Getaway Sweepstakes for a chance to win an unforgettable 3-night getaway. The prize package includes a stay in a Mini Suite Room at the Royal Palms Hotel, complete with buffet continental breakfast and evening wine hour, plus economy airfare for two adults from any major US or Canadian Airport on BermudAir. The total prize value is up to $4,999, with the hotel stay valued at $2,235 and airfare capped at $1,499. Restrictions apply, including blackout dates and limited flight upgrades. The prize stay must be booked by June 30, 2026, and used by November 30, 2026. Don't miss your chance to win this amazing getaway - enter the Bermuda Tourism Authority 2026 Getaway Sweepstakes before it ends on May 31, 2026, at 11:59 p.m. EST.
Win $8,733 in value – Bermuda Tourism Authority 2026 Getaway Sweepstakes - Enter Now
Enter the Nauticus Gift Card Giveaway for a chance to win an exciting prize pack filled with gifts from local businesses. One lucky winner will receive the full prize pack, featuring items such as tickets to Nauticus After Dark, a leather notebook, wine glasses, and more. Additionally, two winners will each receive a $25 gift card to @wandsbooks. To enter, you must be 21+. The giveaway ends on Sunday, March 15, at 5 PM, so enter to win your free prize pack today. Nauticus Gift Card Giveaway offers a free entry for a chance to win over $200 in prizes, courtesy of participating businesses, including @wandsbooks.
Win $500 in value – Nauticus Gift Card Giveaway - Enter Now
Get ready to win big with the Phillips Farms Michael David Winery Traeger Ironwood Pellet Grill Giveaway! Enter to win an incredible prize package valued at approximately $2000, featuring a Traeger Ironwood Pellet Grill. Submit your free entry now for a chance to take home this amazing prize. Hurry, the sweepstakes ends on April 25, 2026, at 11:59 PM. Don't miss your chance to win with Phillips Farms, a leading company offering exciting giveaways like the Phillips Farms Michael David Winery Traeger Ironwood Pellet Grill Giveaway.
Enter the Michael David Winery Traeger Grill Giveaway for a chance to win a Traeger Ironwood Grill worth $2,000. This sweepstakes offers a free entry to win a top-notch grill, perfect for elevating your outdoor cooking and entertaining experience. With Michael David Winery, take your summer gatherings to the next level and transform your backyard into a grilling oasis - enter to win this amazing prize now and get ready to fire up your summer with Michael David Winery!
Win $2,000 in value – Michael David Winery Traeger Grill Giveaway - Enter Now
