Best Bets! 32 Must-Go Orlando Events This Week

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.
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Enjoy whiskey, movie night, food trucks, a block party and more this week in Orlando.

The Illusionists – Live From Broadway
Now thru October 9
Dr. Phillips Center for the Performing Arts
$30.75 and up (psst… we saw the show on opening night and it was incredible!!)

Bodega Norton Wine Dinner at Bella Tuscany in Windermere
Tuesday, October 4, 6:30-9pm
Bella Tuscany Ristorante Italiano

Orlando Philharmonic: Once Upon a Symphony
October 5-November 7 (select dates)
Bob Carr Theater

Happy Hour Tour of the Alfond Inn
Wednesday, October 5, 5:30pm
The Alfond Inn
FREE Admission

Orlando Story Club: It’s Alive!
Wednesday, October 5, 7pm
The Abbey

1st Thursdays: Going Goth!
Thursday, October 6, 6-9pm
Orlando Museum of Art

Whiskey Under Glass
Thursday, October 6, 6:30-9pm
Gaylord Palms Resort

Beer & Cheese with La Femme du Fromage
Thursday, October 6, 7-9pm
Orlando Brewing

FAVO: Smile Day
Friday, October 7, 5-9pm
Faith Arts Village Orlando

Baldwin Park First Friday Festival & Art Stroll
Friday, October 7, 5:30-9:30pm
Baldwin Park
FREE Admission

Music on Montrose Food Truck Rally
Friday, October 7, 5:30-9pm
Bacchus Vino Etcetera
FREE Admission

The Daily City Food Truck Bazaar – Kissimmee
Friday, October 7, 6-9pm
Kissimmee Civic Center
FREE Admission (Menu prices vary)

Harry’s Poolside Bar & Grill Brewmasters Series
Friday, October 7, 6:30-11pm
Rosen Centre Hotel

Get Your Jazz On
Friday, October 7, 6:30-9:30pm
The Alfond Inn

October Movie Night: Dial M for Murder
Friday, October 7, 7:30-9:30pm
Leu Gardens
FREE (for members) or $6

Church Street Block Party
Friday, October 7, 8-11pm
Hamburger Mary Orlando
FREE Admission

St. Augustine Greek Food and Wine Festival
October 7-9
Main Events Field St. Augustine aka Francis Field

Winter Park Autumn Art Festival & Beer Garden
October 8-9
Central Park, Winter Park
FREE Admission

Lake County Folk Festival
October 8-9
Ferran Park
FREE Admission

Coffee Bike Tour
Saturday, October 8, 11am-3pm
Café Frutos Selectos (Meeting Point)

Weekend Bread Workshop
Saturday, October 8, 11am-2pm
Audubon Park Exchange

Big Gay Brunch
Saturday, October 8, 11am
The Abbey

BarkToberfest at Orlando Brewing
Saturday, October 8, 3-7pm
Orlando Brewing
FREE Admission (Menu prices vary. Special events available)

Come Out With Pride Parade & Festival
Saturday, October 8, 3:30-6pm
Lake Eola Park
FREE Admission

The Taste of Pride
Saturday, October 8, 6-9pm
Lake Eola Park

Second Saturdays in Sanford
Saturday, October 8, 7pm
West End Trading Co.

Henry Rollins – Orlando
Saturday, October 8, 8-11pm
The Plaza Live


Feria de Tapa Toro
Sunday, October 9, 2pm
I-Drive 360 Courtyard


Best of DTO Photo Contest Exhibition
Now thru October 15
The Gallery at Avalon Island
FREE Admission

Epcot International Food & Wine Festival
Now thru November 14
$97 and up (Valid park admission required)

Universal Orlando Halloween Horror Nights
Now thru October 31
Universal Orlando Resort
$55.99 and up

Food & Wine Weekends
Now thru November 13
Waldorf Astoria Orlando & Hilton Orlando Bonnet Creek
FREE Admission (Menu prices vary)

A look ahead…
10/14: Orlando Conductor Crawl

10/14: Harbour Nights

10/15: Jack in the Park

10/15: Riesling Rendezvous

10/15: Gardens Bike Tour

10/21: PechaKucha Night Orlando v19

10/22: Dance, Dream & Inspire

10/23: Coppertail Brewery Beer Dinner

10/26: Second Harvest Chef’s Night

11/11: Lovely Project Foundation Benefit


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Orlando Museum of Art NYE
Gaylord Ice