Weekend guide
48 hours in Winter Park, Florida
A two-day route built from 4 independent listings on this hub — not a paid ranking.
Saturday afternoon
Settle in outdoors
Start on the patio while the light is still good.
MicrobreweryDeadly Sins Brewing
Winter Park, Florida
PatioFoodKidsSaturday night
Stay out for the room
Live music nights make this the later stop.
MicrobreweryThe Bear and Peacock
Winter Park, Florida
DogsPatioKidsSunday midday
Eat with the pour
Food trucks or a kitchen make this the reset meal.
BrewpubThe Ravenous Pig / Cask & Larder
Winter Park, Florida
FoodMusicSunday evening
One more round
Close the weekend at a highly rated independent taproom.
BrewpubHickory Tavern
Winter Park, Florida
Planning FAQs for Winter Park
How should I spend 48 hours in Winter Park taprooms?
Start at Deadly Sins Brewing, then The Bear and Peacock, The Ravenous Pig / Cask & Larder, Hickory Tavern. The route uses 4 independent listings in Winter Park, Florida.
What is the best dog-friendly taproom in Winter Park?
The Bear and Peacock is a top dog-friendly taproom in Winter Park. Look for the dog-friendly filter on this hub.
Which breweries in Winter Park have outdoor patios?
Deadly Sins Brewing, The Bear and Peacock list outdoor patio seating. Patio listings on Taprooms Near Me also cover fire-pit and heater nights.
Where are food trucks parked near Winter Park taprooms?
Deadly Sins Brewing, The Ravenous Pig / Cask & Larder list food trucks in Winter Park. Open those brewery pages for the current rotation.