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Tis The Season With Orlando’s Most Festive Date Night Offerings

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The season of love and cheer is in full swing here in Orlando, and the whole city is decking the halls with some of the most festive date night offerings around! Whether you’re ready to set out for a very merry picnic in the park or sit rink-side with your favorite Solar Bear players, hop onboard this holiday ride with Orlando’s festive date night guide!

The Miracle on Orange is back and better than ever this season at The Courtesy! Now through December 31, enjoy the winter wonderland waiting inside the doors, decking the halls from floor to ceiling.

This holiday bar takeover is a first come, first serve experience filled to the brim with festive refreshments and carefully crafted cocktails for every happy holiday elf to enters the front doors. 

Monday | 7PM–12AM
Tuesday | 7PM–12AM
Wednesday | 5PM–1AM
Thursday | 5PM–1AM
Friday | 5PM–1AM
Saturday | 5PM–1AM
Sunday | 3PM–11PM

📍 114 N. Orange Ave., Orlando, FL 32801

A one stop shop for a full photoshoot with your bestie or significant other, you’ll walk (or crawl?) out of Wall Crawl with dozens of fun photos and IG-worthy moments.

Aside from the customizable photo experience inside their classic crawl, this season you can pop in for some holiday fun at the Santa Crawl! Start a new Christmas Card tradition with you and yours alongside Mr. Claus himself.

Monday | 10:30AM–2:30PM, 3:30PM–7:30PM
Tuesday | 10:30AM–2:30PM, 3:30PM–7:30PM
Wednesday | 10:30AM–2:30PM, 3:30PM–7:30PM
Thursday | 10:30AM–2:30PM, 3:30PM–7:30PM
Friday | 10:30AM–2:30PM, 3:30PM–7:30PM
Saturday | 9AM–2:30PM, 3:30PM–9PM
Sunday | 9AM–2:30PM, 3:30PM–9PM

📍 1016 W Church St., Suite C, Orlando, FL 32805

What’s sounds better than a picnic in the park at Christmas time? Pack up your basket with a thermos of hot cocoa, loads of marshmallows, and a bundle of Christmas cookies as you head out to Lake Eola Park for a picture-perfect picnic. 

Surrounding the lake you’ll find oversized light displays of packages, presents, reindeer, trees, and so much more! Pop over in the morning or afternoon to relax alongside one of these iconic holiday staples, or take a seat for a nighttime picnic as they illuminate the lake with loads of Christmas cheer. 

Monday | 6AM–11:59PM
Tuesday | 6AM–11:59PM
Wednesday | 6AM–11:59PM
Thursday | 6AM–11:59PM
Friday | 6AM–11:59PM
Saturday | 6AM–11:59PM
Sunday | 6AM–11:59PM

📍 512 East Washington Street, Orlando, FL 32801

The most magical place just added a bit more pixie dust as the Christmas Tree Stroll has officially made it to town! Located at Disney Springs, this elaborately decorated display has pines dressed to the nines featuring your favorite Disney classics.

Sprinkled throughout the downtown area, you’ll find 17 different trees, live entertainment, holiday shopping at your favorite retailers, and (everyone’s favorite part) delicious desserts and snacks! Jingle all the way down to Disney Springs for a festive date night filled with seasonal sips, snacks, and sweet treats.

Monday | 10AM–11PM
Tuesday | 10AM–11PM
Wednesday | 10AM–11PM
Thursday | 10AM–11PM
Friday | 10AM–11:30PM
Saturday | 10AM–11:30PM
Sunday | 10AM–11PM

📍 1486 Buena Vista Dr, Lake Buena Vista, FL 32830

Ring in the holiday season and new year at Gaylord Palms Resort! The Christmas spirit is alive and well from inside out with the dozens of activities the whole family will love. Take your plus one to a spectacular show like Cirque: Spirit of Christmas, or embark on a snowy adventure when you fly down Snow Flow Mountain with Gaylord Palms ice tubing experience!

Eliminate any first date scaries when you sit rink-side to some of Orlando’s most talented athletes: the Solar Bears! Grab a beverage and a snack, take your seat, and kick back and relax for the ultimate hockey experience! Skate on over to the Amway Center for tickets this winter season–you won’t want to miss it!

7. Catch a Christmas flick or attend a holiday event!

Come dressed in your coziest, holiday best for a night out at the movies. This season, parks, theaters, and restaurants are hosting movie nights for you and your significant other all across Orlando. Here’s what’s on the agenda so far this December:

12/3 | Brew & View: The Santa Clause | Ivanhoe
12/4 | Holiday Movie at Lake Eola Park – Elf | Orlando
12/10 | Holiday Movie at Lake Eola Park – The Polar Express | Orlando
12/17 | Brew & View: The Grinch | Ivanhoe
12/17 | Movies Under the Stars: Polar Express | Avalon
12/17 | Holiday Movie at Lake Eola Park – The Santa Claus | Orlando

In the mood for a bit more live entertainment? We have you covered there, too! Pop over for a pub crawl in Mills 50 or attend a holiday classic from the crowd at the Ballet of Orlando’s showing of The Nutcracker. 

12/11 | Approximately 12 Pubs of Christmas Pub Crawl | Mills 50
12/18 | The Nutcracker by the Russian Ballet of Orlando | Orlando 

Have a holly jolly date night!

There are plenty of ways to deck the halls and get holly and jolly this holiday season! Which of these festive date night offerings are you looking forward to most? Tell us over on our Facebook page, Stuff To Do in Orlando

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