Contests

The Great Summer Staycation Giveaway 2018

Win one of 14 two-night staycations at some of Florida’s best resorts and boutique hotels. Beat the heat this summer with a staycation at one of the many resorts and hotels across Orlando, Tampa and beyond. Now offering spectacular summertime…

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28 Days of Love 2018

Orlando Date Night Guide’s giveaway extravaganza is back this year with the return of 28 Days of Love. For all 28 days in February, a different winner will score one of the spectacular prizes below. Beginning Thursday, February 1, we’ll…

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

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…

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Win a Gaylord Palms Overnight Stay + Two Tickets to the Guinness World Records Kiss Attempt

Spend the night at Gaylord Palms and be one of hundreds of couples attempting to break the world record for most couples kissing under mistletoe. On December 7, 2017, at 8:15pm Gaylord Palms Resort will welcome hundreds of couples to…

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The Great Summer Staycation Giveaway

Win one of 12 two-night staycations at some of Florida’s best resorts and boutique hotels. Beat the heat this summer with a staycation at one of the many resorts and hotels across Orlando, Tampa and beyond. Now offering spectacular summertime…

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6th Annual Orlando Date Night Awards – Vote & Win!

VOTING HAS NOW ENDED. Check out the winners here.  It’s time again for Orlando’s Annual Date Night Awards. Sponsored by the Epicurean Hotel, Tampa, these awards are your chance to have your say in our area’s most romantic restaurants, activities, events…

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28 Days of Love 2017

Orlando Date Night Guide’s giveaway extravaganza is back this year with the return of 28 Days of Love. For all 28 days in February, a different winner will score one of the spectacular prizes below. Beginning Wednesday, February 1, we’ll announce…

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Win a $1,000 Winter Park Village Date Night

Just in time for Valentine’s Day, this month’s 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,…

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Giveaway: 12 Days of Giving

‘Tis the season to be giving so we thought we’d get in on the action and help you with your holiday gift list at the same time. From Friday, December 9 through Tuesday, December 20, 2016 we’re giving away a…

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Enter to Win a Spa Overnight & Dinner at Wyndham Grand

WINNER: Dana Robb Entry: August 25 @ 2:22pm Experience a tranquil retreat surrounded by 500 stunning woodland acres and a picturesque 10-acre lake. The Wyndham Grand Orlando Resort Bonnet Creek is a secluded Mediterranean-style hideaway near Disney World, but this special sanctuary will…

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The Great Summer Staycation Giveaway

Win one of 12 two-night staycations at some of Central Florida’s best resorts and boutique hotels. Beat the heat this summer with a staycation at one of the many resorts and hotels across Orlando and Central Florida. Now offering spectacular…

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Win 2 Tickets to See Steve Martin & Martin Short: April 23

WINNER: Brent Gordon, entry # 372 on 4/14/16 at 17:19 Steve Martin and Martin Short will share the Walt Disney Theater stage for two shows on Saturday, April 23, 2016 for an event that promises to be a hilarious blend of conversation, comedy…

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Win Dr. Phillips Center Tickets, Dinner at Kres and an Overnight at Aloft

One lucky couple is going on a dream date night to see Il Volo at the Dr. Phillips Center Downtown Orlando has hit a new stride. Spectacular outdoor art installations, award-winning restaurants and the Dr. Phillips Center for the Performing…

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5th Annual Orlando Date Night Awards – Vote & Win!

It’s time again for Orlando’s Annual Date Night Awards. Sponsored by the Epicurean Hotel, Tampa, these awards are your chance to have your say in our area’s most romantic places and experiences. Voting is now open and will remain open until…

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28 Days of Love Giveaway 2016

THIS GIVEAWAY HAS CONCLUDED Thank you to all of our prize contributors and congratulations to all of our winners! Orlando Date Night Guide’s giveaway extravaganza is back this year with the return of 28 Days of Love. For all 29…

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Win a $1,000+ Winter Park Village Date Night

Just in time for Valentine’s Day, this month’s 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,…

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Win an Exclusive Chef’s Dinner for Two at Rocco’s Italian Grille

I’ve lost count of the number of couples I’ve met who tell me that Rocco’s Italian Grille is there go-to restaurant for anniversaries, Valentine’s Day and celebratory dinners. Maybe it’s because the made-from-scratch Italian fare served at Rocco’s is so…

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Win Dinner for Two at The Bistro on Park Avenue

There’s something so special, almost magical, about The Bistro on Park Avenue. Tucked into a secret courtyard just beyond the hustle and bustle of Park Avenue, the Bistro has been a date night favorite for years. Yelp users, Trip Advisor and…

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Win a Chef’s Table for Six at Seasons 52

It’s time to kick off another Couple at Large giveaway, which will give one lucky couple the chance to experience an unbelievable, unforgettable, all-expense-paid date night. The winner will have just one favor to return: the pair become the Couple…

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Win an Overnight at Black Dolphin Inn, New Smyrna

WINNER: Laura Patrick Last December, we headed to New Smyrna for a quick overnight before the craziness of Christmas set in. That’s when we discovered The Black Dolphin Inn, a boutique bed and breakfast that turned out to be the perfect…

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Win a Dinner & Spa Overnight at Gaylord Palms Resort

Winner: Teresa Fowler It’s time to kick off another Couple at Large giveaway, which will give one lucky couple the chance to experience an unbelievable, unforgettable, all-expense-paid date night…. or in this case, getaway! The winner will have just one…

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Win a Chef’s Dinner for Two at Tapa Toro + Drinks at Tin Roof

WINNER: Chadia Calo It’s time to kick off another Couple at Large giveaway, which will give one lucky couple the chance to experience an unbelievable, unforgettable, all-expense-paid date night in Orlando. The winner will have just one favor to return:…

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Win an Overnight + Dinner at Hyatt Regency Orlando

This contest is now closed. Winner: Melissa Becker  (entered on Thursday, Jun 11 @ 08:51 am) It’s time to kick off another Couple at Large giveaway, which will give one lucky couple the chance to experience an unbelievable, unforgettable, all-expense-paid date…

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Win Dinner and a Private Wine Class at The Parkview

WINNER: Tabitha Theodore It’s time to kick off another Couple at Large giveaway, which will give one lucky couple the chance to experience an unbelievable, unforgettable, all-expense-paid date night. The winner will have just one favor to return: the pair…

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Couple at Large Giveaway: Dinner, Drinks and Dancing at Cuba Libre

It’s time to kick off another Couple at Large giveaway, which will give one lucky couple the chance to experience an unbelievable, unforgettable, all-expense-paid date night. The winner will have just one favor to return: the pair become the Couple…

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Win 10 Tickets to the Florida Film Festival: Apr 10 – 19

CONTEST COMPLETE. WINNER: RICHARD GOTTFRIED The 24th Annual Florida Film Festival (FFF) is just over a week away. Beginning Friday, April 10, movie lovers will get the chance to see 177 films plus attend parties, celebrity Q&As and film discussions throughout this…

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Couple at Large Giveaway: Double Date at Barnie’s CoffeeKitchen, Winter Park

It’s time to kick off another Couple at Large giveaway, which will give one lucky couple the chance to experience an unbelievable, unforgettable, all-expense-paid date night. The winner will have just one favor to return: the pair become the Couple…

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28 Days of Love Giveaway

*THIS CONTEST IS NOW CLOSED* With Valentine’s Day right around the corner, we can’t think of anything more wonderful than sending a whole bunch of you on a date night! So, here it is! One of our biggest giveaways to date….

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Win a $1,000 Winter Park Village Date Night

It’s time to announce this month’s Couple at Large Giveaway, and holy moly… you’re gonna need to sit down for this one! Winter Park Village, the upscale shopping, dining and entertainment hub on 17-92 between Lee Road and Fairbanks Avenue,…

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Win A Gaylord Palms Overnight ICE! Package for Two

It’s no secret that I am a HUGE fan of Gaylord Palms Resort and its annual winter fête, the legendary ICE! spectacular. For starters, the already magnificent resort is set aglow with 2 million lights centered around a towering 54-foot…

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Couple at Large Giveaway: Win a Four-Course Omakase Experience at Shari Sushi Lounge

It’s time to kick off another Couple at Large giveaway, which will give one lucky couple the chance to experience an unbelievable, unforgettable, all-expense-paid date night. The winner will have just one favor to return: the pair become the Couple…

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