Best Bets! Top Event Picks October 23 – 29

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

Hocus Pocus Live, Brisket & Brews, farm to table dinners, Halloween parties and more! Here are our picks for the top Orlando events for date night this week.


The Waterfront Chef’s Dinner
Monday, October 23, 7pm-10pm
The Waterfront


Rooftop Yoga
Tuesday, October 24, 6:30pm-7:30pm
The Balcony Orlando

Head to The Balcony Orlando this Tuesday for their monthly rooftop yoga class. Image credit: The Balcony Orlando


lee and rick’s oyster bar 67th Anniversary
Wednesday, October 25, 4pm-10pm
lee and rick’s oyster bar
FREE Admission (Menu prices vary)

Hourglass Brewing Dinner
Wednesday, October 25, 7pm-10pm
ABO Winter Park

Hocus Pocus Live
Wednesday, October 25, 8pm-12am
Southern Nights Orlando


Brisket & Brews Birthday Bash
Thursday, October 26, 5pm-8pm
4 Rivers Smokehouse (Winter Park)
FREE Admission (Menu prices vary)

History in a Glass
Thursday, October 26, 6pm-9pm
Orange County Regional History Center

History in a Glass at Orange County Regional History Center
Enjoy an evening of drinks, food, and music during History in a Glass as local craft bars compete in a cocktail competition to create a drink inspired by an event in Orlando's history. Image credit: Orange County Regional History Center

Homestead Harvest
Thursday, October 26, 6-9pm
Whisper Creek Farm at The Ritz-Carlton Orlando, Grande Lakes

Farm to Table Dinner: Autumn's Bounty
Thursday, October 26, 6-8pm
Bok Tower Gardens

Scott Joseph’s Supper Club
Thursday, October 26, 6:30pm
Tony Roma’s


Cabernet + Namaste: Puerto Rico
Friday, October 27, 5:30-9pm
Quantum Leap Winery
$21; $18 of ticket sales will go to hurricane relief in Puerto Rico and ticket includes class, two glasses of wine, and gratuity

Orlando Critical Mass Bike Ride
Friday, October 27, 5:30pm
Orlando Loch Haven Park
FREE Admission

Partake in a FREE community bike ride through the streets of Orlando with Orlando Critical Mass on Friday, October 27. Image Credit: Orlando Critical Mass

Get Your Jazz On Halloween Concert
Friday, October 27, 6:30-9:30pm
The Alfond Inn

October Movie Nights: Ghost Busters
Friday, October 27, 7pm-9pm
Wekiva Island
FREE Admission

Friday, October 27, 8pm
Bob Carr Theater
$50.50 and up

The Halloween Pub Crawl
October 27-28, 8pm-1am
Downtown Orlando (check-in at Wall St. Plaza – Orange Ave side)

Walt Disney World Swan & Dolphin Food & Wine Classic
October 27-28
WDW Swan & Dolphin


East End Sessions: Nicholas Roberts
Saturday, October 28, 2pm-5pm
East End Market
FREE Admission

Orlando Solar Bears vs. Atlanta Gladiators
Saturday, October 28, 7pm
Amway Center
$12 and up

American Ghost Adventures Greenwood Cemetery Tour
Saturday, October 28, 7:30pm
Greenwood Cemetery

Eden Bar’s 10th Anniversary Halloween Party
Saturday, October 28, 9pm
Eden Bar, Enzian
FREE Admission

Eden Bar Halloween Party
Image credit: Enzian Theater

Thornton Park District 5th Annual Halloween Block Party
Saturday, October 28, 9pm-2am
Thorntown Park District

Midnight Movies: Halloween II
Saturday, October 28, 11:59pm

Orlando Brewing Halloween
October 28-29
Orlando Brewing


Yoga in the Menello Museum Sculpture Garden
Sunday, October 29, 9am-10am
The Menello Museum of American Art

Steinway Sunday Brunch
Sunday, October 29, 10am-4pm
The Capital Grille, Orlando

Sunday Bubbles Brunch
Sunday, October 29, 10am-2pm
Il Mulino New York Trattoria

Orlando Date Night Guide’s 10th Anniversary Party
Sunday, October 29, 4-6pm
Reyes Mezcaleria


The Florida Project
October 23-26

Halloween Horror Nights
Now thru November 4 (Select Nights)
Universal Orlando
$59.99 and up

Food & Wine Weekends at Waldorf Astoria Orlando and Hilton Orlando Bonnet Creek
Fridays, Saturdays & Sundays, Now thru November 12
Check site for various venues & pricing

Epcot International Food and Wine Festival
Now thru November 13
Included with General Admission

A look ahead…

11/2: 1st Thursdays at Orlando Museum of Art

11/3: Wine Riffs Domaine Serene Wine Dinner at Hard Rock Hotel Orlando

11/4: Manatee Encounter Paddle and a Pint Kayak Tour at Merritt Island National Wildlife Refuge

11/4: Sanford365 turns 9! Prohibition Party-Speak Easy Lounge

11/4: Surf vs. Turf Chef Throwdown at Morton’s The Steakhouse

11/4: Power for Puerto Rico Benefit Bike Ride in Winter Garden

11/4: Cranksgiving Orlando 2017 at Retro City Cycles

11/8: Chef’s Night featuring Chef Trina of SE7EN BITES at Emeril Lagasse Foundation Kitchen House and Culinary Garden

11/8: Whine & Wine at Quantum Leap Winery

11/9: Tokyo Soul I A Dragonfly Dinner Event at Dragonfly Robata Grill & Sushi

11/11: Dance, Dream & Inspire at Disney’s Contemporary Resort

11/11: Wine Night at The Alfond Inn

11/11: Bull & Bear Masters 2017 Wine Pairing Dinner featuring Nickel & Nickel

11/11: La La Land in Concert at Dr. Phillips Center for the Performing Arts

11/16: Couples Olympics at Planet Obstacle


Comments are closed.