Travel Sweepstakes and Giveaways 2026
Current Travel Sweepstakes & Trip Giveaways
Found 241 total
Enter to win the Well Traveled Child Luxury Holiday Getaway Giveaway.
One winner gets a 2-night Weekend with Santa stay at The Greenbrier for 2 adults and 2 children plus Santa's Workshop dinner.
Ends October 31, 2026 at 11:59 PM EDT.
To enter, follow @welltraveledchild and @the_greenbrier, tag 2 friends (each comment = 1 entry) and like the post; share to your story for 5 bonus entries.
Win $2,800 in value – Well Traveled Child Luxury Holiday Getaway Giveaway - Enter Now
Enter to win the Mer-Sea The Oliver Thomas Ultimate Fall Travel Giveaway - 2 Winners.
Two winners each get a Mer-Sea Lugano cashmere sweater and Parma pant set, 2 pairs of Bennys sunglasses and an Oliver Thomas Mink Metallic set (weekender duffle, tote, cosmetic case and eyeglass case).
No eligibility is stated. Ends October 28, 2026 at 11:59 PM CDT.
To enter, sign up for Mer-Sea emails at the link in their bio, follow @merseaco, @bennyseyewear and @theoliverthomas, like the post and tag friends (unlimited entries). Winners notified by DM from @theoliverthomas the next day.
Enter to win the Gear Patrol Aer Travel Pack Sweepstakes.
One winner gets an Aer travel bundle with the Aer Travel Pack 4 28L, Travel Kit 3, Packing Cube and Packing Cube Small (about $368).
Open to legal residents of the US and DC who are 18 or older. Ends November 4, 2026 at 10:59 PM EST.
To enter, fill out the entry form on the Gear Patrol sweepstakes page.
Win $368 in value – Gear Patrol Aer Travel Pack Sweepstakes - Enter Now
Enter to win the Emily Kaufman The Travel Mom Vacation Giveaway.
One winner gets a 4-day/3-night all-inclusive stay for 2 adults and 2 kids at Lopesan Costa Bavaro in Punta Cana ($1,350).
No eligibility is stated. Ends October 30, 2026 at 3:00 PM PDT.
To enter, follow the steps in The Travel Mom Instagram post and tag your friends; a bonus entry is available via the website.
Win $1,350 in value – Emily Kaufman The Travel Mom Vacation Giveaway - Enter Now
Enter to win the Fisk Avenue Monthly Workshop Gift Card Giveaway.
One winner each month receives a $100 Fisk Avenue digital gift card, good for creative workshops, the Splatter Zone, special events, private parties, Take & Create Kits or custom decor at the Waukesha, WI studio.
Open to US residents 18+ who can travel to the Waukesha, WI studio to redeem the prize. Ends October 29, 2026 at 11:59 PM CDT.
To enter, submit your first name and email on the giveaway page (you must stay subscribed to the Fisk Avenue email list), or leave a public comment on the designated Fisk Avenue Facebook or Instagram giveaway post. One entry per person per calendar month. The winner is drawn at random on October 30 and notified by email or DM.
Win $100 in value – Fisk Avenue Monthly Workshop Gift Card Giveaway - Enter Now
Enter to win the Modern Village Auggie Mart Giveaway.
One winner gets a $3400 mom and baby package including a Joolz travel stroller, Mercules bag, Nanit monitor, Bobbie formula, Nutrafol, Swaddelini, Lansinoh pump, Saranoni bundle, Caraway bar set, Aura frame, ILIA, $100 Loulou Lollipop card, Toniebox and more.
Open to residents of the contiguous US 18 and older. Ends October 29, 2026 at 11:59 PM EDT.
To enter, fill out the entry form on the Auggie Mart giveaway page.
Win $3,400 in value – Modern Village Auggie Mart Giveaway - Enter Now
Enter to win The Sutton Place Hotels 40th Anniversary Ruby Suite Experience Giveaway.
One winner gets a night in the Presidential Suite at The Sutton Place Hotel Vancouver, a chef-curated dinner with wine pairings for two at Boulevard Kitchen & Oyster Bar, two 60-minute massages at Vida Spa and a ruby pendant necklace from Harling's Jewellers ($3600). Travel not included.
Open to Canadian residents 18 and older (excluding Quebec). Ends November 3, 2026 at 11:59 PM PST.
To enter, follow @suttonplacehotels @harlingsbc and @blvdyvr, like the Instagram post and tag someone (each tag = 1 entry); share to your story for a bonus entry.
Enter to win the Canopy Nashville Downtown The Gulch Ultimate Nashville Giveaway.
One winner gets a 2-night stay at Canopy Nashville Downtown The Gulch, dinner for two at COA Rooftop, two facials at Face Foundrie, a custom hat experience for two at American Paint and $200 in Gulch Nail Bar, JBJ's and Naked Farmer gift cards. Travel not included.
Open to US residents 18 and older. Ends October 31, 2026 at 11:59 PM CDT.
To enter, follow all participating accounts, like the Instagram post and tag who you'd bring (each comment = 1 entry); share to your story for 3 bonus entries.
Win $1,500 in value – Canopy Nashville Downtown The Gulch Ultimate Nashville Giveaway - Enter Now
Enter to win the MEC Whistler Getaway for 2.
Prize: shuttle from Vancouver airport to Whistler, 5 nights hotel, 2 Whistler 2-day Edge Cards, $1000 Whistler Blackcomb gift card, guided backcountry ski trip for 2, 2 Lost Lake Nordic ski passes, $500 Visa gift card, $500 MEC gift card and MEC gear (2 Tour 32L packs, 2 Icefields jackets, 2 base layer sets, 2 camp mugs, 2 Hut Booties, 2 Rolling Continent cargo packs); ARV CAD $11860; travel capped at CAD $2000; trip February 1-6 2027.
Open to Canadian residents of the age of majority who are MEC Members (free; non-members are signed up on entry); skill-testing question required. Ends November 22, 2026 at 11:59 PM PST.
To enter, submit your email on the contest page; there is no limit on entries. The winner is drawn November 26, 2026.
Win $8,587 in value – MEC Ultimate Whistler Ski Adventure Member Giveaway - Enter Now
Enter to win the Fairway Styles Ultimate Fall Golf Giveaway.
One winner gets a fall golf package with a $500 Fairway Styles gift card, a Sun Mountain travel bag, a J.Lindeberg x Vessel stand bag, a KJUS jacket, a Malbon headcover, G/FORE shoes and gloves, Birkenstock Boston clogs and a FORE ALL bundle.
Open to residents of the contiguous US 18 and older. Ends November 9, 2026 at 11:59 PM PST.
To enter, fill out the entry form on the Fairway Styles Woobox page or follow the steps in the Facebook post.
Win $2,500 in value – Fairway Styles Ultimate Fall Golf Giveaway - Enter Now
