December 14, 2019

Winter dates in Orlando to take that special someone

Central Florida might not be the coldest of places to spend the winter, but there's no reason the season can't be a little warmer. More than 30 romantic, scenic, festive date ideas await you and your sweetheart. A few are year-round places with seasonal special happenings, while others only pop up once a year.

Which ones will you take on together?

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Winter dates in Orlando to take that special someone
Holidays at Old Town  
Old Town, 5770 West Irlo Bronson Memorial Hwy, Kissimmee, 407-396-4888
The Kissimmee entertainment complex once again raises its iconic Christmas tree, and its brick streets will be coated in “snow” every weekend from Dec. 1-25.
Photo via Old Town/Website

Holidays at Old Town

Old Town, 5770 West Irlo Bronson Memorial Hwy, Kissimmee, 407-396-4888
The Kissimmee entertainment complex once again raises its iconic Christmas tree, and its brick streets will be coated in “snow” every weekend from Dec. 1-25.

Photo via Old Town/Website
Lake Eola Park  
512 E. Washington St.,407-246-4484
If you haven’t ridden in a swan boat yet, this is the perfect time to take your loved one on a special date in beautiful Lake Eola Park among holiday decorations that will light up the night until Jan. 5
Photo via Lake Eola Park/Facebook

Lake Eola Park

512 E. Washington St.,407-246-4484
If you haven’t ridden in a swan boat yet, this is the perfect time to take your loved one on a special date in beautiful Lake Eola Park among holiday decorations that will light up the night until Jan. 5

Photo via Lake Eola Park/Facebook
It Was a Very Good Yule: Rat Pack
54 W. Church St, 407-297-8788
Enjoy the live music, sip the hot chocolate, wear your ugliest sweater, and get comfortable as you travel back to the era of the Rat Pack at the Mad Cow Theatre on Dec.13-22 at 8 p.m.  Tickets cost $25. 
Photo via Mad Cow Theatre/Facebook

It Was a Very Good Yule: Rat Pack

54 W. Church St, 407-297-8788
Enjoy the live music, sip the hot chocolate, wear your ugliest sweater, and get comfortable as you travel back to the era of the Rat Pack at the Mad Cow Theatre on Dec.13-22 at 8 p.m. Tickets cost $25.

Photo via Mad Cow Theatre/Facebook
The Courtesy Bar's Miracle on Orange  
114 N. Orange Ave., 407-450-2041 
Go for a night on the town and order a cocktail or two at the Courtesy Bar which has transformed into a winter wonderland covered in nostalgic holiday decor and featuring special holiday cocktails for an entire month.  Open until 2 a.m. seven days a week. 
Photo via The Courtesy Bar/Facebook

The Courtesy Bar's Miracle on Orange

114 N. Orange Ave., 407-450-2041
Go for a night on the town and order a cocktail or two at the Courtesy Bar which has transformed into a winter wonderland covered in nostalgic holiday decor and featuring special holiday cocktails for an entire month. Open until 2 a.m. seven days a week.

Photo via The Courtesy Bar/Facebook
Disney Christmas Tree Trail  
Disney Springs, Walt Disney World Resort, Lake Buena Vista, 407-824-4321
Sure, you can bring kids to this Christmas Tree Trail, but kids aren't the only ones having fun. This is a very romantic date spot perfect for the holiday season. For some completely fee-free holiday fun, take a walk along Disney Springs’ annual Christmas Tree trail, which features 23 trees themed to classic films and characters from Nov. 8-Jan. 5
Photo via Walt Disney World/Website

Disney Christmas Tree Trail

Disney Springs, Walt Disney World Resort, Lake Buena Vista, 407-824-4321
Sure, you can bring kids to this Christmas Tree Trail, but kids aren't the only ones having fun. This is a very romantic date spot perfect for the holiday season. For some completely fee-free holiday fun, take a walk along Disney Springs’ annual Christmas Tree trail, which features 23 trees themed to classic films and characters from Nov. 8-Jan. 5

Photo via Walt Disney World/Website
Orlando Ballet: The Nutcracker
445 S. Magnolia Ave., 407-418-9828
Orlando Ballet presents the beloved holiday tradition, with live music provided by the Florida Symphony Youth Orchestras On Dec. 13-15 and 20-23 at  7:30 p.m. at the Dr. Phillips Center.
Photo via Orlando Ballet Company and School/Facebook

Orlando Ballet: The Nutcracker

445 S. Magnolia Ave., 407-418-9828
Orlando Ballet presents the beloved holiday tradition, with live music provided by the Florida Symphony Youth Orchestras On Dec. 13-15 and 20-23 at 7:30 p.m. at the Dr. Phillips Center.

Photo via Orlando Ballet Company and School/Facebook
Trans-Siberian Orchestra  
400 W. Church St.,  800-745-3000
Christmas songs get the over-the-top metal treatment from this perennial holiday favorite. Trans-Siberian Orchestra is coming to the Amway Center on Dec.14 for their Christmas Eve and Other Stories tour to 66 cities. There are two showings at 3 p.m. and then at 8 p.m. Tickets cost $46.50-$86.50.
Photo via Trans-Siberian Orchestra/Facebook

Trans-Siberian Orchestra

400 W. Church St., 800-745-3000
Christmas songs get the over-the-top metal treatment from this perennial holiday favorite. Trans-Siberian Orchestra is coming to the Amway Center on Dec.14 for their Christmas Eve and Other Stories tour to 66 cities. There are two showings at 3 p.m. and then at 8 p.m. Tickets cost $46.50-$86.50.

Photo via Trans-Siberian Orchestra/Facebook
Frosty’s Christmastime Lounge  
50 East Central Blvd., 321-800-6616
It’s the perfect time of the year to get a drink at this christmas theme bar and maybe try one of their boozy eggnog snow cones. Sit by the fireplace and snuggle up at Frosty’s Christmastime Lounge, open everyTuesday-Sunday 4 p.m-2 a.m., all year 'round
Photo via Frosty’s Christmastime Lounge/Facebook

Frosty’s Christmastime Lounge

50 East Central Blvd., 321-800-6616
It’s the perfect time of the year to get a drink at this christmas theme bar and maybe try one of their boozy eggnog snow cones. Sit by the fireplace and snuggle up at Frosty’s Christmastime Lounge, open everyTuesday-Sunday 4 p.m-2 a.m., all year 'round

Photo via Frosty’s Christmastime Lounge/Facebook
Winter Fest & Snow Mountain  
299 Center Lake Lane, Oviedo, PHONE
Winter carnival with rides, live music, food vendors and more at the Oviedo Amphitheatre & Cultural Center on Dec. 14 from 2-8 p.m.The holiday parade begins at 3:30 p.m. and tickets cost $6-$100.
Photo via City of Oviedo - City Administration/Facebook

Winter Fest & Snow Mountain

299 Center Lake Lane, Oviedo, PHONE
Winter carnival with rides, live music, food vendors and more at the Oviedo Amphitheatre & Cultural Center on Dec. 14 from 2-8 p.m.The holiday parade begins at 3:30 p.m. and tickets cost $6-$100.

Photo via City of Oviedo - City Administration/Facebook