Looking for a springtime pick-me-up? These free travel contests, giveaways and sweepstakes could be just the ticket to have you winging to far-flung getaways with just a little luck. From big-ticket prices from famous hospitality brands to short weekend trips closer to home, these are some of the top competitions worth considering.

Join Dave Matthews at his concert courtesy of Dreaming Tree Wines

Dreaming Tree Wines wants Dave Matthews fans to have the experience of their lives. Its new sweepstakes offers the chance to meet Dave Matthews, who actually created the wine brand. The winner will enjoy a VIP concert in Saratoga Springs, New York or four tickets to a local concert of their choice. The deadline to enter is April 30.

Taylor Swift tickets are easier than you thought

Thanks to Marriott Bonvoy, those pricey Taylor Swift tickets are easier than you think. Marriott Bonvoy Moments, the unique entertainment and travel experiences available using points, is offering a series of concert opportunities up for grabs with the latest taking place in Vancouver (sweepstakes ends in October). With so many options to use points for concert-friendly redemptions, Marriott Bonvoy is the ticket to see her live without forking over so much cash.

Chloe Wine Collection wants to send you to Tuscany

Chloe Wine Collection, known for its classic wines from a talented, female Turkish winemaker, has a new connection with Tripadvisor to offer one lucky winner a dream trip to Tuscany. The Italian prize includes roundtrip airfare for two people, six nights in a luxury hotel and a cooking class to showcase the best of regional fare. The deadline to enter is June 30.

Win another dream trip to Italy, this time with pizza

Between now and April 10, North Italia’s latest Pi Day promotion is offering what it calls a “love letter to Italy.” The winner will receive a five-night trip to Italy with flights, accommodations and activities covered by an allowance. Who is eligible for the prize? Anyone who purchases a Pi Day pizza via OLO between now and April 10 is automatically entered into the sweepstakes.

Win a $3,000 gift card to Holland America Cruises

Celebrating its new partnership with The Spice House and the four premium spice and herb blends it developed shaped around the cruise line’s global explorations, there’s a big prize up for grabs. Among the flavor sets are a sweet and smoky Alaskan salmon rub, a Dutch smoked sea salt and a Far East fish curry. Between now and March 28, follow Holland America Line and The Spice House on Instagram, and be sure to like the giveaway post. To complete your entry, tag three friends in the comments.

Win the ultimate Good Sam road trip

Good Sam wants to encourage next generation of road trippers to get out there and go with their “Good to Go” sweepstakes. The company helps with trip planning including things like vehicle rentals and finding a campsite and adding a reliable insurance policy. Between now and the end of August, visit GoodSam.com to enter for three chances to win the ultimate summer road trip. This includes a five-night RV rental, campground credit and one year’s Good Sam membership, roadside assistance platinum policy and TravelAssist Premier plan.

Golf weekend sweepstakes prize from BetMGM Rewards

Now that loyalty program members who live in eligible states can transfer BetMGM Rewards (a sports betting and iGaming operator) points to Marriott Bonvoy points, both brands are coming together to offer a big prize. One lucky sweepstakes winner will receive a weekend trip to spend time with basketball superstar Blake Griffin to Los Angeles where he lives. Enter the sweepstakes between now and April for a chance to play a round of golf with Griffin plus visits to his favorite restaurants, tickets to a comedy show, roundtrip airfare and three nights at Santa Monica Proper Hotel, a Member of Design Hotels and Marriott Bonvoy participating hotel.

Chips Ahoy! MMMproved Getaway Sweepstakes

Celebrating a new recipe for its original chocolate chip cookie (its biggest update in the last decade), the brand has launched a getaway sweepstakes. The new cookie features uses a higher cacao content and higher concentrate of Madagascar vanilla extract in each chocolate chip. Up for grabs is an all-expenses paid weekend trip to a luxury Malibu beach house. Follow Chips Ahoy! cookies on Instagram or Facebook, and comment on the pinned post on either page for a chance to win. May 31 is the deadline to enter.





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