Travel Sweepstakes and Giveaways 2026

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Enter to win the Kalahari Resorts Gift of Togetherness for Family Contest.

One winner and 3 guests get a Thanksgiving trip to New York City November 25-27, 2026 with up to $3,000 in air travel credit, a hotel stay and reserved bleacher seats at the Macy's Thanksgiving Day Parade, plus a 2-night Kalahari Resorts stay for 4 with waterpark admission and a $250 dining credit (ARV $5,450).

Open to legal residents of the 48 contiguous United States and DC who are 18 or older (or the age of majority). Ends November 8, 2026 at 11:59 PM EST.

To enter, fill out the contest form on the Kalahari Resorts page with your contact info, an optional photo and a written nomination of a family (it can be your own) explaining why they deserve the getaway; one entry per person. Entries are judged on family story and connection (30%), resilience and perseverance (25%), impact (25%) and spirit of togetherness (20%), and the winner is notified between November 9 and November 13, 2026.

Win $5,450 in value – Kalahari Resorts Gift of Togetherness for Family Contest - Enter Now

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Enter to win the Travel DRD Seaside Boca 3-Night Stay Giveaway.

One 3-night stay in 2027 at Seaside Boca (Placida FL), the 3-bedroom home with private pool, mini golf, sauna and spa featured on Staycation (ARV about $3000; prize value capped at $4900).

Open to legal residents of the 50 US and DC, 18+. Ends December 31, 2026 11:59 PM EST.

To enter, create a free account on the Travel DRD giveaway page for your first entry, then return each day for another entry; share your referral link for up to 25 more. Winner drawn on or about January 15, 2027.

Win $3,000 in value – Travel DRD Seaside Boca 3-Night Stay Giveaway - Enter Now

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Enter to win the Tepperman's 203-Prize Contest - 203 Winners.

One winner gets a $5000 Air Canada travel voucher, 101 winners each get a $101 Tepperman's gift card and 101 winners each get a 4-piece luggage set (total ARV CAD $30000, about $21750 USD).

Open to Ontario residents of the age of majority who live in a Tepperman's regular delivery zone. Ends November 19, 2026 11:59 PM EST.

To enter, fill out the entry form on the Tepperman's contest page. Winners drawn after the end date.

Win $21,750 in value – Tepperman's 203-Prize Contest - 203 Winners - Enter Now

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Enter to win the Xfinity Rewards Palm Beach Flyaway Sweepstakes.

One winner and three guests get a Palm Beach getaway inspired by The Golden Life on E!, with flights to West Palm Beach FL (ARV $18420; travel by November 30, 2027).

Open to legal residents of the 50 US and DC, 21+. Ends November 29, 2026 11:59 PM EST.

To enter, Xfinity Rewards members enter through the Xfinity app or xfinity.com/membership, or anyone can mail a 3x5 card AMOE with name, daytime phone and email to the address in the official rules (1 entry per person). Winner drawn after the end date.

Win $18,420 in value – Xfinity Rewards Palm Beach Flyaway Sweepstakes - Enter Now

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Enter to win the Air North Days Inn Victoria West Coast Escape Contest.
One winner and a guest get return flights from Whitehorse or Yellowknife to Victoria BC on Air North plus 3 nights at the Days Inn Victoria (ARV about $2600).
Open to legal residents of the Yukon and Northwest Territories, age of majority (19+). Ends November 4, 2026 11:59 PM PST.
To enter, like the Air North Instagram post and tag a friend you would bring along in the comments. Winner drawn after the end date; travel by November 4, 2027.

Win $2,600 in value – Air North Days Inn Victoria West Coast Escape Contest - Enter Now