ShopDowntownSince 1999
Downtowns › Florida › Winter Park

Main Street America · Florida

Downtown Winter Park, FL

Shop, stay, play and dine in downtown Winter Park, one of 46 Main Street communities in Florida.

ShopMakers and one-of-a-kind goods
StayHistoric inns and small hotels
PlayGalleries, theaters, markets
DineChef-owned tables and corner cafés

About downtown Winter Park

Winter Park is home to a Main Street America program: an Affiliate downtown working to keep Winter Park's historic commercial district lively, local and one of a kind.

Park Avenue DistrictAffiliate

Designation
Affiliate Main Street America program
Coordinating program
Florida Main Street Program
Location
28.5980, -81.3509 → map
State
Florida: 46 Main Street communities

What's coming to this page

When the Park Avenue District team claims this page, it fills in with the places that make Winter Park worth the trip.

Shop

Local shops and signature goods made in Winter Park.

Stay

Inns, B&Bs and hotels within walking distance.

Play

Festivals, galleries, markets and events downtown.

Dine

Restaurants, cafés and taprooms on the square.

Nearby Main Street towns

Distances are straight-line from downtown Winter Park. See all 45 other Florida downtowns on the state page.

Program details from the Main Street America network directory. Something out of date? Let us know through the form on this page.

For downtowns & shop owners

Run downtown Winter Park? Get featured.

If you lead Park Avenue District or own a shop here, tell us about your events, shops and holiday hours. Our editors feature downtowns and merchants in the Daily Downtown Digest.

Owners and downtown teams get the Digest every morning. Featured placement for shops is a simple monthly plan.