Date Night Best Bets: 22 Things to Do in Orlando This Weekend (October 16-18)

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.
Tweet about this on Twitter
Share on Facebook
Pin on Pinterest
Share on LinkedIn

Celebrate that fall has officially arrived!  Enjoy outdoor concerts, festivals, plays and many “spooktacular” Halloween events with your date this weekend!

One Man Star Wars Trilogy
October 13- 18taste-of-thornton-park-26
Alexis & Jim Pugh Theater, Dr. Phillips Center
$35 and up

Taste of Thornton Park
Thursday, October 15, 6:30-9:30pm
Thornton Park

Harbor Nights ‘La Dolce Vita’
Friday, October 16, 6:30pm
Loews Portofino Bay Resort

Orlando City vs New York City FC
Friday, October 16, 7pm
Orlando Citrus Bowl

Celebrate Beer
October 16-17
Exhibition Building at Osceola Heritage Park

John Cleese and Eric Idle
October 16-17
Walt Disney Theater at Dr. Phillips Center

John Cleese and Eric Idle show at Dr. Phillips Center
John Cleese and Eric Idle show at Dr. Phillips Center

Serenity Dance Show
October 16-18
ME Theatre

Orlando Bike Tours: American Art in Orlando
Saturday, October 17, 9:30am
Loch Haven Park

Saturday, October 17, 10am-4pm
Festival Park
Free admission

Thin Man Watts Jazz Fest
Saturday, October 17, 1pm
Downtown DeLand

Creative City Project 2015
Saturday, October 17, 6-11pm
Downtown Orlando Information Center
FREE to $85


College Park JazzFest 2015
Saturday, October 17, 6-11pm
Albert Park

Orlando Solar Bears vs. Greenville Swamp Rabbits
Saturday, October 17, 7pm
Amway Arena

UCF Symphony Orchestra Concert
Saturday, October 17, 7pm
Osceola County School for the Arts Auditorium

Swingin’ with the Big Band
Saturday, October 17, 7pm
Bob Carr Theater
$20 and up

9th Annual Wine and Food Pairing Charity Event
Saturday, October 17, 7pm
Lime Tree Club House

Bob Dylan Tribute
Saturday, October 17, 9pm
The Smiling Bison
Free cover

October 17-18
Winter Springs Town Center
Free admission

2015 Latin Food & Wine Festival
Sunday, October 18, 12-8pm
Dr. Phillips Center for the Performing Arts, Seneff Arts Plaza
Free admission


Epcot International Food & Wine Festival
Now thru October 25
$97 and up

La Cage aux Folles
Now thru October 25 (Select Dates)
Garden Theatre

Phantasmagoria VI: The Darkness Returns
October 9-26 (select dates)
Mandell Theater, Lowndes Shakespeare Center

Don’t forget to enjoy Halloween in Orlando with our 25 favorite events for Couples!

A look ahead to next weekend…

10/23: Sam Adams Beer Dinner

10/24: The Orlando Brew Mile



Comments are closed.