Couple at Large Giveaway: Enter to Win a $700 Winter Park Village Date

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Winner: Rebecca Gonzalez

Just in time for Valentine’s Day, our Couple at Large Giveaway with Winter Park Village is going to be a ‘knock your socks off’ date night for one lucky couple.

Located on 17-92 between Lee Road and Fairbanks Avenue, Winter Park Village is a best bet for dining, nightlife, shopping and pampering. For this special giveaway, Winter Park Village will host one lucky couple for a spectacular date extravaganza.

The pampered pair will be spoiled beyond their wildest dreams for one special day and night of romance that includes brand new date night duds, dinner, movies and spa indulgences. The entire prize package is worth over $700.

This couples experience includes:

The Couple at Large will have just one favor to return: they will be tasked with reporting back with a short, first-person blog about their experience, including original photos, due on or before February 6, 20187. (Read about our 2017 winner's experience here).

The experience can be scheduled any time between January 26 and February 4, 2018, based on availability. All components of the prize to be redeemed on the same day.

winter park village regal


Enter using the Rafflecopter widget below and cross your fingers. You and your sweetie can each enter… double your chances.

The winner will be chosen—completely at random—on Wednesday, January 24, 2018 using the Rafflecopter’s random winner generator. Watch your email that morning; that’s how we’ll be contacting the winner. We’ll also be announcing the winner on Twitter and Facebook.

Note: Please be sure you are viewing this page in a browser (not a reader) in order to see the entry widget.

a Rafflecopter giveaway

RULES & RESTRICTIONS: No purchase necessary. Must be 21+ to enter/win. This prize must be redeemed in its entirety by February 4, 2018. Tax is included but gratuity is not. Advance reservations required. The winner will be responsible for claiming this prize in their 2018 taxes. In the event that a prizewinner is disqualified for any reason, the prize will be awarded to an alternate winner at random. All prizes are non-transferable and no substitutions will be made. Read the entire Official Rules and Terms.

Orlando Date Night Guide is a free guide to the best of Orlando! We're supported by our advertisers when they buy digital ads, listings, content, and through affiliate links, so some things you read might be paid for or if you buy something thru a link on our site we might get a commission.

331 Responses to “Couple at Large Giveaway: Enter to Win a $700 Winter Park Village Date”

  1. Nicole Gonzalez

    This would be a blessing for my husband and I

  2. Skyler Sims

    I’d’ love to get picked! My girl just so happens to be visiting me from Delaware in that time span and this would be the perfect gift.. I work in the village at the regal and haven’t been able to afford any of these excellent opportunities, so this would be a giant blessing!

    • Darcy Clinkscales

      Sorry didn’t realize i posted So many times. Yikes!

  3. Aalyhia Watson

    We’ve never been to Winter Park before. We would love to make this our next date night destination! Pick us!

  4. Christian Austin

    My girlfriend and I have been together for 3 years and we haven’t been to Winter Park before. I would love to surprise her with this. Pick me!

  5. Awilda

    This is the ultimate couples getaway Fingers crossed!
    A much needed date night for me and my husband.

  6. Jessica Han

    Sounds like an awesome opportunity for that lucky couple to experience a romantic evening for two! Here’s to hoping that we win!

  7. Abby N

    Pick me! This is the same time as our 5 year wedding anniversary!!

  8. Priya Moorhouse

    Pick me, please! 🙂 And thanks so much for hosting this amazing contest!

  9. Chris Poulos

    The lucky couple that wins will have a amazing time. Enjoy it!

  10. Ashley w

    This would be the best Babymoon for us first time parents!!

  11. Megan Satterwhite’s

    Pick me, pick me! This would be such an incredible date night!

  12. Zulbrit

    Pick me!! Three kids and a hubby who works out of town, it would be amazing to have a date night!

  13. Jennifer Gibbons

    This sounds AMAZING!! Pick me please! May the odds ever be in our favor! 😉

  14. Paul Jurado

    PICK ME!

    btw, got an “Error Establishing Connection” when trying to subscribe to

  15. Suzette Hill

    Pick Me, Pretty Please with a Cherry on top !!!! 🙂

  16. Brynn Brasington

    Pick me!!! All of my favorite places combined

  17. Aubrey

    Pick me! We just got engaged and are planning a wedding, this would be a much needed date night!

  18. Shanna Buzzella

    PICK ME! I love LOVE I recently wrote the link down as my “date night advice” at a bridal shower this past weekend. Again, I love you PICK ME!

  19. Kristen Sands

    This would be so awesome! With a 9 mo old baby we don’t have date night often!

  20. M Clutter

    Pick me! With unexpected medical bills piling up, it would be great for my husband and I to have a date night without shelling out tons of cash!

  21. Jennifer

    Pick me! We’re celebrating our 23rd anniversary this month.

  22. Autumn Sirmeyer

    This would be an amazing anniversary gift! Pick me!!!

  23. Jessica Cabrera

    My husband and I would love to win! It would be great to be spoiled for a day and recap it 🙂

  24. Sarah A Newman

    Pick me! I would love this experience! #PickMe

  25. Brittany

    My boyfriend and I haven’t been able to spend a single Valentine’s Day together because of our hectic work schedules but we’re finally going to be together this year!

    PICK ME!

  26. shannon fowler

    PICK ME! Seriously this sounds like an amazing treat for any couple. Thanks for doing these giveaways.

  27. Iris Metel

    What a fun date night! Thanks for the chance to win!

  28. Leanne Hill

    Pick us!! My boyfriend and I will have been dating for just over a year at that time, and this package sounds ah-mazing! He’s also never had a massage so I would looove to experience that with him for the first time. Would be happy to share our experiences and show people how great Winter Park Village is!

  29. Bruna

    Pick me! Please.
    After 12 years of marriage, and the fact that we never had a honeymoon, with a wonderful man who works hard to provide for his family, he deserves a treat!

  30. Tyler

    This is perfect for my GF and I! Cant wait to document our amazing experience. #PickUS

  31. Renee

    Pick me. Us* My boyfriend studies English and literature and I just moved to the area for school to study Digital Media while doing freelance photo editing. This giveaway sounds like a potentially great experience.

  32. Velia

    We just moved here from LA we have 2 small kids so a date night in this new city will be fun .

  33. Patricia LeBlanc

    Great date for a married couple of 24 years. Thank you for the chance.

  34. Travis ladd

    I’ve been following you forever thanks for all the great tips.

  35. Mau

    Pick me! I’m an English and Literature student and my girlfriend is a freelance photography and color editor! Ahhh we’d be perfect for this! Pick meee!

  36. Janae

    Pick me! Love these giveaways! This website is my go-to place for date nights with hubby! We’ve had some great times together!


Comments are closed.