HAMLINHOUR

Winter Garden

Restaurants and bars in Downtown Winter Garden

Plant Street corridor, Plant Street Market, West Orange Trail

71 venues · 48 verified deals · Winter Garden, FL 34787

16 venues with published specials

  • Bruno's Oysters

    Other · Downtown Winter Garden · $$$

    • $2 Happy Hour Oysters

      Wed · All day · $2 per oyster

    • $2 Oyster Wednesday

      Wed · All day · $2 per oyster

    • +1 more deal

  • Harlow Grove Restaurant & Lounge

    Cocktail Bar · Downtown Winter Garden · $$$

    • Happy Hour at All Bars

      Mon–Fri · 4pm – 6pm · Pricing not published on the official site

    • Weekends at the Grove — DJ + Late Night Menu

      Fri, Sat · From 9pm · Late night menu pricing not published

    • +1 more deal

  • The Hangry Bison

    Restaurant · Downtown Winter Garden · $$$

    • Whiskey Wednesdays

      Wed · All day · Pricing not published

    • Tuesday Flight Night

      Tue · All day · Pricing not published

    • +8 more deals

  • AJ's Pizza Joint

    Pizzeria · Downtown Winter Garden · $$

    • Happy Hour (existence confirmed, terms not published)

      Mon–Fri · All day · Not published

  • The Attic Door Wine Bar & Bistro

    Wine Bar · Downtown Winter Garden · $$

    • Tuesday All-Day Happy Hour

      Tue · All day · Not confirmed

    • Sunday Bluegrass Brunch with Bottomless Mimosas

      Sun · All day · $10 bottomless mimosas (unverified)

    • +6 more deals

  • BurgerFi

    Fast Casual · Downtown Winter Garden · $$

    • Birthday Free Frozen Custard Shake + Half-Birthday $5 Off $15

      Every day · All day · Free frozen custard shake; $5 off $15 at half-birthday

    • V-Fi-P Rewards — Earn & Redeem

      Every day · All day · 1 point per $1; 50 points = 1 reward (~$6 value per $50 spent)

    • +2 more deals

  • Foxtail Coffee Co. at The Exchange

    Cafe / Coffee · Downtown Winter Garden · $$

    • Foxtail App Rewards — 50 Bonus Points at Signup

      Every day · All day · 50 free rewards points on signup

  • Pilars Martini (Pilars Loft)

    Cocktail Bar · Downtown Winter Garden · $$$

    • Sunday Jazz Jam

      Sun · 5pm – 8pm · No cover published

    • Thursday Live Music

      Thu · 7pm – 10pm · No cover published

    • +2 more deals

  • Pilars Martini & Loft

    Cocktail Bar · Downtown Winter Garden · $$$

    • Sunday Jazz Jam

      Sun · 5pm – 8pm · No cover published

    • Live Music Thursday + Open Mic Night

      Thu · 7pm – 10pm · No cover published

    • +1 more deal

  • The Whole Enchilada

    Mexican / Latin · Downtown Winter Garden · $

    • All Day Taco Tuesday

      Tue · All day · Price not extractable — promoted via image only

  • Urban on Plant Kitchen & Bar

    Restaurant · Downtown Winter Garden · $$

    • Weekend Brunch

      Sat & Sun · 10:30am – 2pm · No brunch pricing or bottomless mimosa offer published

  • Winter Garden Farmers Market

    Entertainment Venue · Downtown Winter Garden · $

    • Weekly Live Music at the Market

      Sat · 8am – 1pm · Free to attend

    • EBT/SNAP Accepted + Fresh Access Bucks

      Sat · 8am – 1pm · SNAP dollar matching on produce via Fresh Access Bucks at participating vendors

    • +2 more deals

  • Fridays on the Plaza

    Entertainment Venue · Downtown Winter Garden · $

    • Fridays on the Plaza — Free Outdoor Concert Series

      Fri · All day · Free admission

  • Harrell's Hot Dogs + Cold Cones

    Fast Casual · Downtown Winter Garden · $

    • Hot Diggity Deals / Kid's Zone

      Every day · All day · Not extractable

  • The Attic Door Wine Bar and Tea Room

    Wine Bar · Downtown Winter Garden · $$

    • Live local music on the patio

      Every day · All day · No cover documented

    • High Tea service

      Every day · All day · Pricing not documented

  • The Whole Enchilada Fresh Mexican Grill & Bar

    Mexican / Latin · Downtown Winter Garden · $$

    • Family Nights

      Mon–Thu · All day

Every other restaurant in Downtown Winter Garden

Tracked and located, but with no recurring special found at the last refresh.

Questions about Downtown Winter Garden

How many restaurants are in Downtown Winter Garden?
Hamlin Hour tracks 71 restaurants, bars and cafes in Downtown Winter Garden, Winter Garden FL 34787, carrying 48 recurring specials between them. 5 of them run a happy hour. Last checked August 8, 2026.
Which places in Downtown Winter Garden have a happy hour?
Bruno's Oysters, Harlow Grove Restaurant & Lounge, The Hangry Bison, AJ's Pizza Joint and The Attic Door Wine Bar & Bistro publish a recurring happy hour in Downtown Winter Garden, Winter Garden FL 34787. Each one's exact days and window are on its page.
What time does happy hour start in Downtown Winter Garden?
The earliest happy hour in Downtown Winter Garden opens at 3pm and the latest runs until 7pm. Most fall between those two — check the individual venue before you go, since windows differ by day.

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