Date Night in Winter Park

Prato

Stylish Italian eatery offering modern takes on classic dishes in rustic-chic surrounds.

Boston's Fish House

Counter-serve outfit dispenses New England-style seafood favorites in a nautical-themed setting.

Ruth's Chris Steak House

Outpost of upmarket steakhouse chain known for sizzling, butter-topped beef in an elegant setting

Fleming’s Prime Steakhouse & Wine Bar

High-end steakhouse chain with aged prime beef & classics such as lobster tails.

The Charles Hosmer Morse Museum of American Art

Historic, family-friendly museum featuring extensive Tiffany collection & special exhibits.

Regal Winter Park Village

Theater complex with multiple screens featuring new release films, plush seating & concession stand.

Aloma Cinema Grill

Theater where filmgoers watch movies while servers bring casual eats, beer & wine to their tables.

Central Park

An 11-acre park with fountains & a rose garden, plus seasonal events & festivals. No dogs allowed.

Aloma Bowl

Family-friendly bowling alley with 32 lanes, a bar, lounge & grill, plus arcade games & pool tables.

Sixty Vines Winter Park

Casual New American kitchen & wine bar offering bites & wines on tap in spacious, modern surrounds.

Lake Baldwin Dog Park

Umi Japanese Restaurant

Upmarket sushi bar & Japanese eatery with charcoal-grilled meats, creative rolls & fusion entrees.

Pannullo's Italian Restaurant

Familiar Italian plates turned out in a warm location with Tuscan decor & sidewalk seating.

Lake Baldwin Park

23-acre dog-friendly lakeside park offering a beach, pavilions, picnic areas & a boat ramp.

Reel Fish Coastal Kitchen and Bar

Modern restaurant with a fish camp theme specializing in seafood from both Florida coasts.

Outback Steakhouse

Boisterous Australian-themed chain serving steaks, seafood & other hearty steakhouse fare.

Mead Botanical Garden

Vast, tranquil green space boasting an array of flowering gardens, wildlife habitats & pavilions.

Kraft Azalea Garden

5.2-acre secluded lakefront public grounds featuring the Exedra Monument & massive cypress trees.

Miller's Ale House

Casual sports-pub chain with basics from bar snacks to steaks & a large selection of tap beers.

The Glass Knife

This counter-service dessert shop sells sweets, savories and coffees in a bright feminine space.