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Food & drink Events and Things to do in Maitland, FL

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Almost full
Oxtail Festival 2026
Sat, Mar 28, 12:00 PM
Orlando · Festival Park
Almost full
Oxtail Festival 2026
Sat, Mar 28, 12:00 PM
Orlando · Festival Park
Taste of Winter Park Grand Tasting
Wed, Apr 1, 6:30 PM
Winter Park · Winter Park Farmers' Market Venue
Taste of Winter Park Grand Tasting
Wed, Apr 1, 6:30 PM
Winter Park · Winter Park Farmers' Market Venue
Orlando Pickle Fest 2026
Sat, Apr 25, 12:00 PM
Orlando · Festival Park
Orlando Pickle Fest 2026
Sat, Apr 25, 12:00 PM
Orlando · Festival Park
Seoul Dalbam Night Market
Sat, Mar 28, 3:00 PM
Orlando · 7000 Winegard Rd
Seoul Dalbam Night Market
Sat, Mar 28, 3:00 PM
Orlando · 7000 Winegard Rd
OCF's She Smokes Too @ Grand Bohemian Hotel - Altira Rooftop Lounge
Fri, Apr 3, 5:00 PM
Orlando · Altira Pool + Lounge
OCF's She Smokes Too @ Grand Bohemian Hotel - Altira Rooftop Lounge
Fri, Apr 3, 5:00 PM
Orlando · Altira Pool + Lounge
Almost full
Taste of Winter Park
Wed, Apr 1, 6:30 PM
Winter Park · Winter Park Farmers' Market Venue
Almost full
Taste of Winter Park
Wed, Apr 1, 6:30 PM
Winter Park · Winter Park Farmers' Market Venue
Going fast
ORLANDO CIGAR FESTIVAL 2026 ALL EVENTS VIP ACCESS PASS
Orlando · Grand Bohemian Hotel Orlando, Autograph Collection
Going fast
ORLANDO CIGAR FESTIVAL 2026 ALL EVENTS VIP ACCESS PASS
Orlando · Grand Bohemian Hotel Orlando, Autograph Collection
Almost full
20th Annual - Taste of Lake Mary
Mon, Mar 30, 5:30 PM
Lake Mary · 1501 International Pkwy
Almost full
20th Annual - Taste of Lake Mary
Mon, Mar 30, 5:30 PM
Lake Mary · 1501 International Pkwy
Almost full
Official Oxtail Festival Brunch – $40 AYCE + Mimosas
Sun, Mar 29, 11:00 AM
orlando · True Island Grille
Almost full
Official Oxtail Festival Brunch – $40 AYCE + Mimosas
Sun, Mar 29, 11:00 AM
orlando · True Island Grille
Almost full
Orlando Cigar Festival 2026 - SIP & Smoke @ Aero Rooftop Lounge
Thu, Apr 2, 5:00 PM
Orlando · Aero Rooftop Bar & Lounge
Almost full
Orlando Cigar Festival 2026 - SIP & Smoke @ Aero Rooftop Lounge
Thu, Apr 2, 5:00 PM
Orlando · Aero Rooftop Bar & Lounge
CigaR&B - A Special Orlando Cigar Festival R&B Party Edition 10pm - 2am
Fri, Apr 3, 10:00 PM
Orlando · Debonair Supper Club
CigaR&B - A Special Orlando Cigar Festival R&B Party Edition 10pm - 2am
Fri, Apr 3, 10:00 PM
Orlando · Debonair Supper Club
Orlando M.O.M x Aroma Gastro Bar
Sat, Mar 28, 2:00 PM
Orlando · Aroma Gastro Bar
Orlando M.O.M x Aroma Gastro Bar
Sat, Mar 28, 2:00 PM
Orlando · Aroma Gastro Bar
Flavors of the Caribbean
Sat, Apr 4, 4:00 PM
Orlando · The Veranda at Thornton Park
Flavors of the Caribbean
Sat, Apr 4, 4:00 PM
Orlando · The Veranda at Thornton Park
Going fast
ABC Oviedo Premium Wine Tasting Experience
Wednesday at 5:30 PM
Oviedo · ABC Fine Wine & Spirits
Going fast
ABC Oviedo Premium Wine Tasting Experience
Wednesday at 5:30 PM
Oviedo · ABC Fine Wine & Spirits
Harbor Nights Primavera
Fri, Apr 17, 6:30 PM
Orlando · Loews Portofino Bay Hotel at Universal Orlando
Harbor Nights Primavera
Fri, Apr 17, 6:30 PM
Orlando · Loews Portofino Bay Hotel at Universal Orlando
Easter Brunch at The Alfond Inn
Sun, Apr 5, 9:00 AM
Winter Park · The Alfond Inn at Rollins College
Easter Brunch at The Alfond Inn
Sun, Apr 5, 9:00 AM
Winter Park · The Alfond Inn at Rollins College
CHUTNEYWORLD ORLANDO
Sat, Apr 4, 8:00 PM
Orlando · Majestic Event Center
CHUTNEYWORLD ORLANDO
Sat, Apr 4, 8:00 PM
Orlando · Majestic Event Center
Official Oxtail Festival After Party Powered by Basement Series
Sat, Mar 28, 9:00 PM
Orlando · McQueens Social Lounge
Official Oxtail Festival After Party Powered by Basement Series
Sat, Mar 28, 9:00 PM
Orlando · McQueens Social Lounge
ALL YOU CAN EAT SEAFOOD BOIL
Sun, Mar 29, 6:00 PM
Sanford · 433 N Palmetto Ave
ALL YOU CAN EAT SEAFOOD BOIL
Sun, Mar 29, 6:00 PM
Sanford · 433 N Palmetto Ave
Almost full
Honey Tasting and Madeline Cakes
Saturday at 1:30 PM
Orlando · Harry P. Leu Gardens
Almost full
Honey Tasting and Madeline Cakes
Saturday at 1:30 PM
Orlando · Harry P. Leu Gardens

Trends in Maitland

Explore more trends

Explore more trends

Frequently asked questions about Maitland

What are the best events to attend?

According to Eventbrite, the best events are:

Taste of Winter Park Grand Tasting

Orlando Pickle Fest 2026

Seoul Dalbam Night Market

OCF's She Smokes Too @ Grand Bohemian Hotel - Altira Rooftop Lounge

Which events are currently trending in Maitland?

The trending searches this month in Maitland are:

events happening today near me

free easter egg hunt

Which events are coming up?

Discover the best events happening soon – you don't want to miss them:

ABC Oviedo Premium Wine Tasting Experience

Honey Tasting and Madeline Cakes

Oxtail Festival 2026

Orlando M.O.M x Aroma Gastro Bar