The Weekly Win Travel Sweepstakes Clearinghouse

Travel Sweepstakes

Travel Sweepstakes ~ How to Add a Sweepstakes ~ How to Bookmark This Page ~ How to Share the Winning

The only thing better than taking a trip, is winning one!

Noun [kleer-ing-hous]
A central institution or agency for the collection, maintenance, and distribution of materials or information.
Travel Sweepstakes
Noun Plural [trav-uhl sweep-stayks]
Giveaways featuring trips, tours, gear, etc., related to traveling. Something you should be winning!

Welcome to The Weekly Win!

No, we’re not giving away free trips, but lots of other people are. Since someone has to win these prizes, we figure it should be either you or us. Agreed?

That’s why we created this Travel Sweepstakes Clearinghouse! When we learn about opportunities to win a trip, travel-related gear, or good ol’ cash, we’ll tell you all about it here.

Naturally, you’ll want to bookmark this page and come back often!

The Travel Sweepstakes Clearinghouse!

The idea behind the Clearinghouse is simple: We wanted a list of shortcuts to enter any/all of the sweepstakes we find from one place. No searching for names you can’t remember, and no surfing all over the web. You’ll find the basics here. If you want a little more detail, click the link at the top of each section to open a new page with more detail.

If you’re browsing on a mobile device, you might prefer this listing instead.

Let’s win our way around the world!

Best of Breckenridge Dream Trip Giveaway
Enter to win the Best of Breckenridge Dream Trip Giveaway! Travel Sweepstakes details via Win 5-Nights ski-in/ski-out accommodations in Grand Lodge on Peak 7 plus $3,000 spending money for air fare, lift tickets, and activities.
Entry Type Deadline Links
One Time 18 Dec 2019 Entry Page Rules

Win a Trip to Waikiki
The Weekly Win: Enter to win a trip to Waikiki! Travel Sweepstakes details via
  • Three days/two nights at the Sheraton Waikiki
  • $1600 for airfare
  • Plantation Table dinner for two at the Sheraton Waikiki
  • $500 Royal Hawaiian Center gift card
  • Ambassador Package for 2 at the Polynesian Culture Center
  • Half day tour of Waikiki & More
Entry Type Deadline Links
Daily plus Bonus Entries 30 Nov 2019 Entry Page Rules on Entry Page

Kiawah Island Golf Resort Travel Sweepstakes
Enter to win the Kiawah Island Golf Resort Travel Sweepstakes
  • Two rounds of golf
  • Four nights/Five Days at The Sanctuary
  • Spa treatments
  • $1,000 resort gift card
Entry Type Deadline Links
One Time 31 Dec 2019 Entry Page Rules

Walt Disney World Resort Call of Adventure Travel Sweepstakes
The Weekly Win at TravelLatte: Enter to win a Walt Disney World Resort Vacation! Win a 5-day Walt Disney World Resort vacation for up to four at the new Disney’s Riviera Resort, including:

  • A stay in a one-bedroom Disney Vacation Club Villa at Disney’s Riviera Resort
  • Three-day Walt Disney World Theme Park tickets with Park Hopper option
  • Roundtrip airfare and Magical Express airport transfers (if traveling more than 250 miles to Walt Disney World Resort)
  • A $350 Disney eGift Card
Entry Type Deadline Links
One Time plus Bonus Entries 10 Jan 2020 Entry Page Rules

Win a Trip to Sioux Falls
The Weekly Win: Enter to win a trip to Sioux City! Travel Sweepstakes details via
  • Weekend accommodations (Fri/Sat nights) at Hotel on Phillips
  • Four tickets to a Washington Pavilion Performance Series event
  • $200 Downtown Sioux Falls gift card
  • $200 Craft Beer & Food Tour gift card
  • $100 Welcome Gift
  • $100 travel reimbursement

See Rules for important limitations.

Entry Type Deadline Links
One Time plus Bonus Entries 29 Feb 2020 Entry Page Rules

How to Add a Travel Sweepstakes

Entered a travel-related sweepstakes that we haven’t included? Found a travel sweepstakes you want to share? Let us know and we’ll share it with the world! Just Tweet us (@TravelLatte), stop by our Facebook page, or leave a comment here to let us know about it. You don’t need to include all of the details – we’ll find that stuff. Just let us know what it’s called, and the web page URL to enter, or get more information. Thanks in advance for sharing!

How to Bookmark This Page

  • On Android: More > Star
  • On iPhone: More > Add Bookmark
  • In Chrome, Firefox, Internet Explorer: Ctrl-D
  • In Safari: Cmd-D

How to Share the Winning

It’s super simple to share the good news: Just use the social sharing buttons on this page to share on Twitter, Facebook, Pinterest, email, or whatever app you choose!

FYI: Some travel sweepstakes invite you to share the sweepstakes to earn additional entries. Sharing this page won’t work – you need to share from their pages in order to earn those entries.

Note: Sweepstakes featured in The Weekly Win are not affiliated with, or administered or endorsed by TravelLatte. The Weekly Win is neither solicited nor compensated. In the belief that it’s better to win a trip than to scrimp and save for one, we just thought you’d appreciate hearing about some of the travel sweepstakes we find.