Latest Online Travel Sweepstakes

February 6, 2026

Win an Ultimate Mountain Getaway in the Deschutes Brewery Instant Win Sweepstakes

Deschutes Ultimate Mountain Getaway Instant Win Promotion is serving up daily excitement with instant win prizes and a shot at a full-blown mountain escape, making this a standout instant win sweepstakes for adventure lovers. You can play once per day for instant wins while also being entered for the grand prize: a ski-filled trip for two to Bend, Oregon, complete with airfare, hotel stay, lift tickets, brewery tour, and spending money, so there are plenty of chances to walk away a winner even if you don’t hit the big trip. Open to U.S. residents 21+, entries close February 28, 2026.

February 5, 2026

Win a Romantic Wine Country Getaway for Valentine’s Day

If Valentine’s Day calls for something a little more elevated, the Harvey & Harriet 2026 Valentine’s Day Sweepstakes is serving up a wine-country escape for two to Paso Robles, complete with flights, a hotel stay, a vineyard experience at Booker Vineyard, and $500 to spend however you like — think rolling hills, cozy tastings, and a weekend that feels straight out of a romance movie. No purchase is needed, you can enter once per day, and this one’s open to U.S. residents 21+, so if you’re dreaming of a getaway that actually feels special, don’t sleep on it — entries close February 15, 2026.

February 3, 2026

Win a Disney Cruise

Enter the Win a Disney Cruise Contest for a chance to sail away on a concierge-level Disney cruise for four or take the cash option if that’s more your speed, plus there are ten runner-up prizes up for grabs, which means more prizes and better odds than a typical one-winner giveaway. You’ll enter by guessing the number of soap bars in the truck, and while only one free guess is included, this one still stands out as a fun, skill-based Disney sweepstakes with a high-value grand prize and bonus winners baked in. Open to U.S. residents 18+, and the contest runs through February 16, 2026.

February 2, 2026

Win a Big Game Getaway with the State Farm Big Game Sweepstakes

Enter the State Farm Big Game Sweepstakes for a chance to score an unforgettable Big Game weekend featuring travel, hotel stay, and serious spending money to level up the experience, whether you’re cheering from the couch or soaking up the game-day atmosphere in person. Entries are accepted daily, so you can come back and boost your chances as the excitement builds, making this a solid pick if you like sweepstakes with repeat entry opportunities and high-impact prizes tied to the biggest football weekend of the year. Open to U.S. residents 21+, and the giveaway runs through February 9, 2026.

January 29, 2026

Win a Big Game Getaway in the Russell Stover Valentine’s Day Sweepstakes

Enter the Tackle Valentine’s Day with Russell Stover sweepstakes and play for a sweet win, where one lucky couple scores a three-day trip for two to celebrate the Big Game 2027 in Los Angeles style, while 50 additional winners take home couple’s prize packs loaded with game day gear, cozy swag, and classic Russell Stover chocolates, making this a standout Valentine’s Day sweepstakes with plenty of chances to win, free to enter, open to U.S. residents 18+, and running through February 27, 2026.

January 28, 2026

Win a $10,000 Ski.com Trip in the Sumo Citrus Joy Ride Sweepstakes

Enter the Sumo Citrus Joy Ride Sweepstakes for a chance to hit the mountains in serious style with a $10,000 Ski.com travel experience you can use to build your dream ski or snowboard getaway, plus sweet extras like boxes of Sumo Citrus and fun swag, and with up to 17 different ways to enter, this one brings more chances to win and big winter energy, open to U.S. residents 18+ and accepting entries through February 15, 2026.

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How Travel Sweepstakes Work

Quick answers to common questions before you enter.

Are travel sweepstakes legit?
Many are legitimate promotions run by brands, media outlets, or travel companies. Always check the official rules, sponsor information, and eligibility requirements.
Do the trips usually include airfare?
Sometimes. Some prizes include airfare and hotel, while others only include accommodations or a travel voucher. The official rules explain exactly what’s included.
How often can I enter?
Entry frequency varies by promotion. Some allow one-time entry, while others allow daily or weekly entries. Always confirm in the rules.
Are there taxes or extra costs?
In many cases, prizes are taxable. Winners may also be responsible for optional upgrades, resort fees, or incidentals.

Sweepstakes Tips & Guides