All Upcoming events

• Sat, 21 Feb, 2026 - 11:00 AM

  Winter Garden Music Festival

  300 W. Plant Street, Winter Garden, FL, United States, Florida 34787

  906+ Interested
• Thu, 04 Jun, 2026 - 10:00 AM

  GIW Orlando / Passes June 4–8, 2026

  SPRINGHILL SUITES & TOWNEPLACE SUITES

  USD 29
• Sat, 07 Mar, 2026 - 11:00 AM

  Horizon West Fest - 2026

  14111 Shoreside Way, Winter Garden, FL 34787-5611, United States

  1153+ Interested
• Fri, 28 Aug, 2026 - 05:30 PM

  V Encontro da Fé Reformada '26

  Mosaic Church | Winter Garden

  USD 15
• Sun, 01 Mar, 2026 - 09:00 AM

  Homegrown BARK-ET DAY!

  16016 New Independence Pkwy, Winter Garden, FL, United States, Florida 34787

  118+ Interested
• Sun, 15 Mar, 2026 - 08:00 AM

  Lucky Charm 5K & 10K at Home State Brewing Company

  Home State Brewing Co.

  271+ Interested
• Sat, 07 Feb, 2026 - 04:00 PM

  Hear ye, hear ye! Home State turns IV!

  16016 New Independence Pkwy #100, Winter Garden, FL

  86+ Interested
• Sun, 15 Feb, 2026 - 09:00 AM

  Homegrown in Horizon West Market & Children’s Entrepreneur Market

  16016 New Independence Pkwy, Winter Garden, FL

  21+ Interested
• Sat, 04 Apr, 2026 - 08:00 AM

  Dream Finders Homes Hippity Hop 5K

  Winter Garden/Windermere

  133+ Interested
• Fri, 06 Feb, 2026 - 07:00 PM

  The Chuck Wagon Gang in Winter Garden

  Temple Free Will Baptist Church
• Sat, 28 Mar, 2026 - 07:00 PM

  Evening at the Pops

  29 Garden Ave, Winter Garden, FL, United States, Florida 34787

  67+ Interested
• Sun, 10 May, 2026 - 08:00 AM

  Dream Finders Home Mother's Day 5K

  Orlando Health Horizon West Hospital

  86+ Interested
• Fri, 06 Mar, 2026 - 06:30 PM

  March Of The Muses

  Winter Garden Pavilion
• Sun, 08 Feb, 2026 - 06:00 PM

  Super Sunday Watch Party

  15501 Towne Common Boulevard, Winter Garden, FL, United States, Florida 34787

  11+ Interested
• Fri, 06 Feb, 2026 - 06:00 PM

  Sip, Snack, Shop and Socialize

  50 East Joiner Street, Winter Garden, FL

  68+ Interested
• Fri, 06 Feb, 2026 - 07:00 PM

  The Chuck Wagon Gang In Concert

  1208 E Story Rd, Winter Garden, FL, United States, Florida 34787

  37+ Interested
• Sat, 07 Mar, 2026 - 05:30 PM

  Pours at the Preserve

  Oakland Nature Preserve

  86+ Interested
• Mon, 20 Apr, 2026 - 08:00 AM

  N.O.W. Matters More Celebrity Golf

  Orange County National Golf Center and Lodge

  USD 429
• Thu, 12 Feb, 2026 - 05:00 PM

  Healthy YOU Day!

  100 Windermere Rd, Winter Garden, FL 34787

  8+ Interested
• Wed, 11 Feb, 2026 - 06:00 PM

  Amigas & Margaritas | The Whole Enchilada Winter Garden

  The Whole Enchilada Fresh Mexican Grill & Bar

  Free
• Sat, 11 Apr, 2026 - 09:00 AM

  5th Annual Cornhole Tournament

  Cornerstone Community Church

  17+ Interested
• Sat, 28 Feb, 2026 - 11:00 AM

  Valentine’s Cherry Paint Pop Up

  Home State Brewing Co.

  USD 19
• Sun, 08 Feb, 2026 - 02:00 PM

  🍫✨ Ladies Chocolate Crawl Winter Garden

  Way Chocolate & Coffee

  341+ Interested
• Sun, 08 Feb, 2026 - 09:00 AM

  Meditative Hike & Yoga at the Lake

  Oakland Nature Preserve

  9+ Interested
• Fri, 06 Feb, 2026 - 06:30 PM

  Open Gym!

  13175 West Colonial Drive, Winter Garden, FL, United States, Florida 34787

  8+ Interested
• Fri, 27 Mar, 2026 - 06:30 PM

  Parent's Night Out!

  13175 West Colonial Drive, Winter Garden, FL, United States, Florida 34787

  7+ Interested
• Sat, 07 Feb, 2026 - 07:15 AM

  FREE Saturday Camp

  15512 West Colonial Dr, Winter Garden, FL
• Sun, 08 Feb, 2026 - 05:00 PM

  UNO Winter Garden - Big Game All-U-Can-Eat Pizza & Wings Watch Party at UNO

  UNO Pizzeria & Grill

  USD 36
• Thu, 26 Feb, 2026 - 06:30 PM

  MomCo Winter Garden Meetup #9 Enjoy the Joy! (Downtown)

  125 E Plant St, Winter Garden, FL 34787-3128, United States

  11+ Interested
• Fri, 27 Mar, 2026 - 09:00 AM

  Film Making Day at the Florida Film & STEM Academy

  Florida Film & STEM Academy

  62+ Interested
• Thu, 26 Mar, 2026 - 06:00 PM

  Nature Walk + Social at the Oakland Nature Preserve

  Oakland Nature Preserve

  63+ Interested
• Fri, 13 Feb, 2026 - 06:30 PM

  Valentine's Day Parent's Night Out!

  13175 West Colonial Drive, Winter Garden, FL, United States, Florida 34787

  6+ Interested
• Sun, 08 Feb, 2026 - 10:00 AM

  Pregame For The BIG GAME | The Whole Enchilada Winter Garden

  The Whole Enchilada Fresh Mexican Grill & Bar

  Free
• Thu, 05 Mar, 2026 - 06:30 PM

  MomCo Winter Garden meetup #10 Audacious Faith (Horizon West)

  15304 Tilden Rd, Winter Garden, FL 34787-5317, United States

  4+ Interested
• Fri, 13 Feb, 2026 - 02:00 PM

  SOLFORGE: Tournament & Training

  Crossroads Swords - West Orlando HEMA

  59+ Interested
• Sat, 28 Mar, 2026 - 03:00 PM

  3rd Annual Hamlin Craft Beer Festival - Presented by Legacy Events for Education

  14111 Shoreside Way, Winter Garden, FL 34787-5611, United States

  412+ Interested
• Fri, 13 Feb, 2026 - 06:00 PM

  UNO Winter Garden- Valentine's Day Deep Dish Pizza Cooking Classes & Dinner

  UNO Pizzeria & Grill

  USD 115
• Sat, 07 Feb, 2026 - 05:00 PM

  Sock Hop

  Resurrection Catholic Church

  20+ Interested
• Fri, 13 Feb, 2026 - 11:00 AM

  Love at First Tour: Exclusive VIP Realtor Event with Dream Finders Homes

  Avalon Woods by Dream Finders Homes

  Free
• Sat, 28 Feb, 2026 - 06:00 PM

  Love at the Lake - Valentine's Gala Dinner

  Stoneybrook West Golf Club

  USD 109
• Thu, 26 Feb, 2026 - 09:00 AM

  IIOSHEM 2026 Foundations Year 1 Class 1 Enrollment

  Divine Energy Healing
• Sat, 07 Feb, 2026 - 08:30 AM

  Downtown Winter Garden Walking Tour

  101 S Boyd St, Winter Garden, FL, United States, Florida 34787

  19+ Interested
• Thu, 26 Feb, 2026 - 09:00 AM

  Foundations Year 1 ~ IIOSHEM Practitioner Training

  Divine Energy Healing
• Sat, 21 Feb, 2026 - 09:00 AM

  5th Annual Benefit Motorcycle Ride

  700 9th St, Winter Garden, FL

  64+ Interested
• Wed, 11 Mar, 2026 - 12:00 PM

  OCPN City Gathering | March 2026

  Mosaic Church

  Free