Latest Online Travel Sweepstakes

July 29, 2026

Win a Chicago Food Trip in The Bear Sweepstakes

If a Chicago food getaway sounds good, The Bear Sweepstakes is giving one winner a trip inspired by The Bear. The prize includes round-trip flights to Chicago, a 3-night downtown hotel stay, dinner for two at Ever or another fine dining experience, lunch for two at Mr. Beef, tickets to a Chicago experience, spending money, and a Crate & Barrel gift card. This is a simple one-time entry. Open to eligible U.S. residents 18+. Ends August 11, 2026.

July 29, 2026

Win a YETI Concert Trip in the YETI Overlook Deck Sweepstakes

If a concert getaway sounds good, YETI Overlook Deck Sweepstakes is giving one winner and a guest a Live Nation concert trip. The prize includes two YETI Overlook Deck tickets to an eligible Live Nation concert, round-trip airfare, a 2-night hotel stay, a prepaid cash card for ground transportation, and a YETI prize pack that may include items like a cooler, bag, lawn chair, drinkware, or blanket. Open to legal U.S. and D.C. residents 18+ with a valid Social Security or tax ID number. Ends August 2, 2026.

July 28, 2026

Win a Canyon Ranch Wellness Trip in the Method Wellness Canyon Ranch Sweepstakes

If a wellness getaway sounds good, Method Wellness Canyon Ranch Sweepstakes is giving one winner and a guest a trip to Canyon Ranch in Tucson, Arizona. The prize includes round-trip airfare, ground transportation between the airport and resort, a 3-day, 2-night stay at Canyon Ranch, and access to resort amenities included in the standard guest package. Open to legal U.S. residents 18+. Ends August 1, 2026.

July 27, 2026

Win a Hallmark Christmas Experience Trip in the Hallmark Channel Christmas in July Sweepstakes

If a Hallmark holiday getaway sounds good, Hallmark Channel Christmas in July Sweepstakes is giving one winner and a guest a trip to Kansas City for the Hallmark Christmas Experience. The grand prize includes airfare, two nights of themed hotel accommodations, event ticket packages, transfers, signature dining experiences, a Balsam Hill design consultation, and a Balsam Hill product voucher. There are also daily holiday décor prizes available throughout the promotion. Open to legal U.S. and D.C. residents 21+. Ends July 31, 2026.

July 24, 2026

Win a Bahamas Getaway in the Jet Set to Bimini Sweepstakes

If a quick Bahamas escape sounds good, Jet Set to Bimini Sweepstakes is giving one winner and a guest a 3-night stay at Resorts World Bimini. The prize includes Tropic Ocean flights from Fort Lauderdale to Bimini, daily breakfast for two, a spa experience for two, a golf cart rental during the stay, and additional travel and lifestyle prizes. Open to eligible U.S. and D.C. residents 18+ who have reached the age of majority in their state. Ends July 31, 2026.

July 23, 2026

Win a Hawaii Food & Wine Festival Trip in the Hawaii Food & Wine Festival Summer Sweepstakes

If a Hawaii getaway sounds good, Hawaii Food & Wine Festival Summer Sweepstakes is giving one winner and a guest a trip to Honolulu. The prize includes round-trip airfare certificates, a 4-night stay at Hyatt Regency Waikiki Beach Resort & Spa, and tickets to two Hawaii Food & Wine Festival events, including The Greatest Hits and The Breakfast Club brunch. You can enter once per day. Open to legal U.S. residents 21+. Ends July 31, 2026.

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Explore common prize categories and trip styles.

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