Best Italian Food in Winter Garden, FL (2026): 4 Local Picks

Looking for the best Italian food in Winter Garden? These picks run from a red-sauce family kitchen to a reservation-only steakhouse with Italian roots. Mangoni bakes wood-fired pizza downtown, Simply Capri serves house-made pasta in Horizon West, and Cariera's covers lasagna and chicken Parmesan on South Dillard Street.

4 picks · Updated October 2026

1
Mangoni Italian Market Pizza

Restaurant in Downtown Winter Garden
Part market, part pizzeria, using ingredients from local farms and Italy, with a seafood platter and focaccia tartine beyond the wood-fired pies.
- Italian
- Pizza
- Brunch
- Lunch
Call Mangoni Italian Market Pizza Website for Mangoni Italian Market Pizza (opens in a new tab)Directions to Mangoni Italian Market Pizza (opens maps)
2
Simply Capri

Restaurant in Horizon West
A Southern Italian dining room in Horizon West with house-made pastas, meat and seafood entrees, and space for group dinners.
- Italian
- Pizza
- Dinner
- Outdoor seating
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3
Cariera's Fresh Italian

Restaurant
Comfort-food Italian done the classic way, with fresh pasta, baked ziti, meatballs and a full bar. Lunch specials and delivery make it an everyday option.
- Italian
- Pizza
- Lunch
- Dinner
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4
Matthew's Steakhouse

Restaurant in Downtown Winter Garden
Not a traditional Italian restaurant, but its American classics carry an Italian influence, and the sommelier and reservation-only setup make it the special-occasion choice.
- Italian
- Steakhouse
- Lunch
- Dinner
Call Matthew's Steakhouse Website for Matthew's Steakhouse (opens in a new tab)Directions to Matthew's Steakhouse (opens maps)

Where to find Italian food in Winter Garden

Downtown Winter Garden has two very different Italian options within a short walk on and around Plant Street: Mangoni for casual pizza and patio dining, and Matthew's Steakhouse for a reserved, sommelier-guided dinner. Cariera's is a few minutes south on Dillard Street with its own parking. Out in Horizon West, Simply Capri at Flamingo Crossings serves the newer neighborhoods near the theme parks.

Book ahead at Matthew's, which only takes reservations, and call Simply Capri for larger groups. For a weeknight family dinner, Cariera's takeout and delivery are the easy route.

How to choose comes down to the occasion. Go to Mangoni for a relaxed meal outside with pizza, focaccia and gelato. Pick Simply Capri when you want a full Southern Italian dinner close to home in Horizon West. Cariera's suits families and anyone craving baked ziti or chicken Parmesan, and Matthew's is for anniversaries, business dinners and nights when wine matters. Downtown streets are busiest on Friday and Saturday evenings and during the Saturday farmers market, so leave time to park.

About this list

Every place here is a locally run business in Orange County with its own website, which we checked for hours, menus and contact details. We leave national chains off our best-of lists and favor places with a clear specialty.

This page covers 4 Italian restaurants in Winter Garden. You'll find them in Downtown Winter Garden and Horizon West.

What comes up again and again on their menus and websites: Wood-fired pizza.

About Winter Garden

Winter Garden in west Orange County is built around its historic downtown on Plant Street and the West Orange Trail. Fast growth in Horizon West has brought many new home service companies, clinics and restaurants to the area.

Frequently asked questions

What is the best Italian restaurant in Winter Garden?

It depends on the meal. Mangoni Italian Market Pizza is the downtown favorite for wood-fired pizza, Simply Capri is the Horizon West choice for house-made pasta, and Cariera's Fresh Italian serves classic red-sauce dishes like lasagna and chicken Parmesan. Matthew's Steakhouse adds Italian-influenced dishes for a dressier night out.

Is there a romantic Italian-influenced restaurant in Winter Garden?

Matthew's Steakhouse in downtown Winter Garden is reservation-only, cooks American classics with Italian influence and has a sommelier for wine pairings, which makes it the strongest pick for a date night or anniversary. It also serves lunch and tapas menus, and the space can be booked for private parties and company buyouts.

Where can I get Italian food delivered in Winter Garden?

Cariera's Fresh Italian on South Dillard Street offers takeout, delivery and catering for dishes like fettuccine Alfredo, baked ziti and pizza. Simply Capri in Horizon West also offers takeout. Cariera's also runs a lunch special, which makes it an easy midday choice for anyone working nearby in Winter Garden.