Enter to Win Free Family Vacations from These Sweepstakes

Chances to Win Amazing Getaways for the Whole Family

Image of a Family on Vacation
••• Image (c) Imgorthand / Getty Images

Family vacation sweepstakes are a fun way to get the chance to take your family on an unforgettable trip without breaking your budget. Bookmark this page and return daily to find the latest current giveaways with prizes like trips for more than two people, family reunions, and destinations that kids will love.

Remember that there are some costs to winning a trip including vacation taxes and expenses like paying for meals and transportation while you are away.

It's a good idea to be picky and only enter to win prizes that you'd really love to receive.

If you'd like to try to win other types of vacation sweepstakes, check out these lists of Disney Sweepstakes, Free Trips to International Destinations, and Domestic Vacation Sweepstakes to get started. Good luck!

 

1. Dippin' Dots - Discover the Fun Sweepstakes
Get the chance to win a trip for four people to Discovery Cove in Orlando or free Dippin' Dots.
Entry Frequency: 1 x daily per person/email/computer
End Date: November 30th, 2019
Eligibility: Open to the U.S.
More Information about this Sweepstakes
Enter Sweepstakes Directly

2. Fresh Express - Magical Family Time Sweepstakes
Take an original photograph which shows your family enjoying a meal together to win a trip to Walt Disney World Resort near Orlando, Florida.
Entry Frequency: 1 x daily per person
End Date: November 30th, 2019
Eligibility: Open to the U.S.
More Information about this Sweepstakes
Enter Sweepstakes Directly

3. Disney - Best Day Ever Sweepstakes
Enter to win one of two trips for four people to Disney World, a prize worth over $13,000.
Entry Frequency: 1 x daily per person
End Date: November 30th, 2019
Eligibility: Open to the U.S. and Canada (void in PQ)
More Information about this Sweepstakes
Enter Sweepstakes Directly

4. Entenmann's - Happy Thanksgiving Family Feasts Sweepstakes
Here's your chance to win a three-night getaway for four people to Myrtle Beach, a prize worth about $3,500.
Entry Frequency: 1 x daily per person/email
End Date: December 1st, 2019
Eligibility: Open to the U.S.
More Information about this Sweepstakes
Enter Sweepstakes Directly

5. Visit Orlando - Unforgettable Pro Bowl Family Getaway Sweepstakes
Get the chance to win a four-night getaway for four people to the 2020 NFL Pro Bowl Game in Orlando, Florida.
Entry Frequency: 1 x daily per person
End Date: December 13th, 2019
Eligibility: Open to the U.S. and Canada (void in PQ)
More Information about this Sweepstakes
Enter Sweepstakes Directly

6. Southwest - Take Flight Sweepstakes
This sweepstakes is giving away five vacations packages that include trips to both Walt Disney World Resort in Orlando, Florida and Disneyland Resort in Anaheim, California.
Entry Frequency: 1 x daily per person/email
End Date: December 31st, 2019
Eligibility: Open to residents of the United States (void in Alaska)
More Information about this Sweepstakes
Enter Sweepstakes Directly

7. Sexy Hair - Great California Adventure Great Clips Sweepstakes
Get the chance to win a three-night getaway for four people to a theme park in Los Angeles.


Entry Frequency: 1 x daily per person/email
End Date: December 31st, 2019
Eligibility: Open to the U.S. and Canada (void in PQ)
More Information about this Sweepstakes
Enter Sweepstakes Directly

8. Visit Orlando - Win an Orlando Family Vacation Sweepstakes
Enter to win a free family vacation in Orlando, Florida.
Entry Frequency: 1 x daily per person
End Date: January 20th, 2020
Eligibility: Open to the U.S. and Canada (void in PQ)
More Information about this Sweepstakes
Enter Sweepstakes Directly