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!

COVID-19 Update

When the global Coronavirus Pandemic brought travel to a virtual standstill, we made the decision to suspend updates to the Weekly Win. As of July, in light of domestic travel opening slightly, we are restocking the Travel Sweepstakes Clearinghouse as well. We do not expect a rush of new opportunities to win travel, and we strongly encourage careful consideration before taking any trips, whether you win them or plan them on your own. Regardless, we wish you good luck because, even in the age of COVID-19, it’s always better to win a trip.

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 one page with a list of shortcuts to enter any/all of the sweepstakes we find. No searching for names you can’t remember, and no surfing all over the web trying to find your way back to that one web page. You’ll find basic info here, and links to enter and the rules. (You do read the rules, right? Yeah, us too.)

We try to keep the travel sweepstakes arranged in order of entry deadline, soonest to latest. If you have seen a travel sweepstakes not listed here, please let us know! (Details below.) Best of luck!

Let’s win our way around the world!

Enter a Travel Sweepstakes:

That’s WY Sweepstakes

That's Wy Travel Sweepstakes - The Weekly Win on TravelLatte

Win a Trip to Gillette or Grand Teton, Wyoming!

One Grand Prize winner will receive one of these trips:

A Trip to Gillette

  • 2-night stay at the Ramada Plaza by Wyndham Gillette
  • Admission for up to 4 adults for the Durham Bison Ranch Tour
  • Gift certificate for the Prime Rib Restaurant & Wine Cellar
  • Gift certificate for The Railyard Restaurant
  • Gift certificate for Pizza Carrello
  • Gift certificate for The Coop Restaurant
  • Admission for up to 4 adults to the Frontier Auto Museum and Frontier Relics
  • Admission for up to 4 people for the Coal Mine Tour
  • Admission for up to 4 people for Devils Tower
  • Private tour at The Rockpile Museum
  • Personal tour with the owner at Big Lost Meadery (Bottle of mead included)

Trip must be concluded by September 10, 2021 (property closing date) and booked at least 60 days in advance.

A Stay at Grand Teton Lodge

  • 2-Night Stay for two guests at Jackson Lake Lodge, located in Grand Teton National Park
  • Daily Buffet Breakfast for two in the Mural Room on two days
  • One Dinner for two in the Mural Room
  • Wild & Scenic Lunch rafting trip on the Snake River for two

Trip must be concluded by October 4, 2021 (property closing date) and booked at least 60 days in advance.

Note: Selection appears to be at the sponsor’s discretion. Additional terms and black-out dates may apply. Prize does not include travel to/from destinations.

Who’s Eligible?
Open to legal residents of the 50 United States and the District of Columbia, and Canada (excluding Quebec) who are at least 18 years old.
Entry Type Deadline Links Entry Page
One Time 31 August 2020 Rules
Sponsor: Madden Media for Travel Wyoming

Breckenridge Summer Activities Giveaway

Breckenridge Summer Activities Travel Sweepstakes - The Weekly Win on TravelLatte

You could win a Rocky Mountain summer vacation package!

This giveaway has a unique twist: One winner will be chosen for every 2,000 entries. That definitely ups your chances of winning, but there is a caveat also: This giveaway is sponsored by what most would describe as a time share sales company. By entering, you are agreeing to accept solicitations by mail and phone. Definitely a buyer beware sort of situation. If you’re okay with that, enter away – the prize looks great!

Prize winners will receive

  • 5-night stay at the Grand Lodge on Peak 7
  • $2,000 spending cash, and
  • A personalized gift bag

Prize can be redeemed through October 2021, based on availability; Blackout dates apply.

Who’s Eligible?
Entrants must be at least 21 years old.
Entry Type Deadline Links Entry Page
One Time 31 August 2020 Rules
Sponsor: Breckenridge Grand Vacations

See Tampa Bay Your Way Travel Sweepstakes

See Tampa Bay Your Way Travel Sweepstakes - The Weekly Win on TravelLatte

A note from the sponsor: In light of developing concerns surrounding the coronavirus (COVID‑19), Thrifty has decided to temporarily suspend the Tampa Bay Your Way Sweepstakes. We will reinstate this promotion and begin taking entries and selecting remaining weekly winners and a Grand Prize winner in the future.

We’ll admit: we had no idea how much there is to see and do in Tampa Bay! This travel sweepstakes lets you pick what interests you, so you can See Tampa Bay Your Way! There will be six weekly winners; each will receive the use of a Thrifty loaned vehicle for seven days. One Grand Prize winner will receive a trip for four, including:

  • Coach-class air transportation to Tampa Bay
  • Seven nights hotel accommodations (one room/quad occupancy)
  • Seven day Thrifty car rental
  • $2,500 cash
  • Winner’s choice of three excursions (see entry page for options)
Who’s Eligible?
Open to legal United States residents residing in the 48 contiguous United States and the District of Columbia who are licensed and insured drivers and at least 20 years of age at the time of entry.
Entry Type Deadline Links Entry Page
One Time plus Bonus Entries for each weekly entry period 27 March 2020 Rules
Sponsor: Thrifty Car Rental

How to Add a Travel Sweepstakes

Have you 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.

Caveat Emptor: Why You Should Always Read the Rules

For one thing, they could change between the time we find the sweepstakes and the time you enter. The chances are slim, but it could happen. There may be black-out dates or other limitations to the prize that may affect you. Be sure you’re aware of “gateway airport” requirements for international travel sweepstakes, too.

More importantly, many companies use travel sweepstakes to entice us to give them our contact information for marketing purposes. It’s not uncommon for your entry to be an opt-in for emails, snail-mails, and even phone solicitation from sponsoring companies and their partners. If you don’t like that stuff, don’t enter that sweepstakes.

Note: Sweepstakes featured in The Weekly Win are not affiliated with, administered by, 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.

Remember: Prize, entry, and drawing information in the official rules always supersedes information found here.

*Some entry links may give TravelLatte additional sweepstakes entries.