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Food - Grappolo Cucina Italiana, Winter Park, FL

Grappolo Cucina Italiana

4.4 (241)
$31 to $50
Italian
526 S Park Ave, Winter Park, FL 32789-4322

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A photo of Grappolo Cucina Italiana restaurant

Grappolo Cucina Italiana

4.4
$31 to $50
Italian
Winter Park

Make a reservation

2 people
7:00 PM
Booked 14 times today

About this restaurant

  • Neighborhood gem
  • Charming
  • Good for special occasions
Grappolo Cucina Italiana is a family own Italian restaurant in the heart of Winter Park, offering an elevated yet welcoming dining experience. Here, we celebrate the warmth of Italian dining, where families and friends come together to enjoy good food and great company. We’re all about authentic Italian cuisine, featuring our beloved pasta fresca made fresh daily with the finest ingredients. Each dish tells a story of la tradizione, passed down through generations with a modern twist.

At the heart of what we do is a genuine commitment to ospitalità. Our team treats every guest like family, ensuring you feel right at home from the moment you walk in. We believe that great service is key to a wonderful dining experience.

Join us for a culinary adventure that celebrates the rich flavors of Italy. Bring your loved ones, raise a glass, and let us share our passion for food and family with you. We can't wait to welcome you to our table!

Dining areas

Additional information

  • Dining style
    Casual Elegant
  • Price
    $31 to $50
  • Cuisines
    Italian
  • Hours of operation
    Mon–Thu 11:00 am–9:30 pm Fri, Sat 11:00 am–10:30 pm Sun 11:00 am–9:00 pm
  • Phone number
  • Dress code
    Business Casual

Concierge
AI Beta

Our AI assistant, Concierge, is here to answer your questions about this restaurant.

Reviews

OpenTable reviews from verified diners

Reviews from people who have dined at Grappolo Cucina Italiana.

4.4

4.4
(241)
  • 4.4Food
  • 4.4Service
  • 4.2Ambience
  • 4.1Value

Noise • Moderate

Review summary

AI-generated from verified diner reviews
Grappolo Cucina Italiana offers "authentic Italian food" with a "chic atmosphere." Diners praise the "amazing service" and "delicious food," with standout dishes like risotto and salmon. The restaurant's intimate setting on Park Avenue is perfect for a special night out. For a "magical experience," reservations are recommended.
241 Reviews
  1. Keith Gold

    Orlando31 reviews

    5.0

    Dined on October 3, 2026

    1. Overall 5
    2. Food 5
    3. Service 5
    4. Ambience 3
    Lovely first time dinner here with friends. Food was delicious and the service friendly and attentive. Chairs at tables are a bit low, especially for someone tall.

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  2. Paul

    Tampa7 reviews

    5.0

    Dined on October 2, 2026

    1. Overall 5
    2. Food 5
    3. Service 5
    4. Ambience 5
    This place is the real deal. Great Italian food. I had the risotto—dare I say it’s as good as what I make at home.

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  3. Nicole

    Orlando2 reviews

    4.0

    Dined on September 26, 2026

    1. Overall 4
    2. Food 5
    3. Service 3
    4. Ambience 5
    The food was amazing! This restaurant was very chic, I would go again.

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  4. jose

    Orlando2 reviews

    2.0

    Dined on September 26, 2026

    1. Overall 2
    2. Food 2
    3. Service 1
    4. Ambience 3
    We order Pasta were never offered cheese to to up it, the Bruschetta’s seem to be made since very early because the bread was soaked. The seating was on a awkward position because there was not space at all in between tables so we could hear the next table conversation!

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  5. Christopher Gold

    Las Vegas27 reviews

    5.0

    Dined on September 26, 2026

    1. Overall 5
    2. Food 5
    3. Service 5
    4. Ambience 5
    First time we visited for lunch and the staff was friendly when we arrive. We made a reservation and were seated promptly upon our arrival. Our appetizers and entrees came out at a reasonable time and the main courses were delicious. Definitely give them a chance.

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  6. kate Gold

    Orlando113 reviews

    3.0

    Dined on September 25, 2026

    1. Overall 3
    2. Food 3
    3. Service 5
    4. Ambience 5
    Unfortunately, we arrived expecting to have their delicious pizza and found they had discontinued that from their menu and opened a location that served the pizza. We drove to the Maitland location and it was lovely. I felt like they have a good thing going there but disappointed bc the Grappolo location doesn’t have as much to select and is a nice location for walking after dinner. Probably won’t go there again.

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  7. Steven Gold

    Washington DC109 reviews

    4.0

    Dined on September 25, 2026

    1. Overall 4
    2. Food 4
    3. Service 5
    4. Ambience 4
    Our pastas were very good, service was excellent. A solid choice on Park Ave.

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  8. Becky Gold

    San Francisco27 reviews

    5.0

    Dined on September 24, 2026

    1. Overall 5
    2. Food 5
    3. Service 5
    4. Ambience 1
    Wonderful except the noise level was awful. Food and service - great!

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  9. David Gold

    Orlando4 reviews

    5.0

    Dined on September 16, 2026

    1. Overall 5
    2. Food 5
    3. Service 5
    4. Ambience 5
    Attentiveness of service was well beyond five stars, the whole adventure was wonderful and we plan to return numerous times The attention to our needs and satisfaction by staff was beyond outstanding, especially since they had a full house. Reservations are recommended, and we can truly say it was a Magical Experience.

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  10. Cyndy

    San Francisco6 reviews

    5.0

    Dined on September 13, 2026

    1. Overall 5
    2. Food 5
    3. Service 5
    4. Ambience 5
    Delicious food, lovely ambience, and an overall great dining experience.

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Dining areas

Additional information

  • Dining style
    Casual Elegant
  • Price
    $31 to $50
  • Cuisines
    Italian
  • Hours of operation
    Mon–Thu 11:00 am–9:30 pm Fri, Sat 11:00 am–10:30 pm Sun 11:00 am–9:00 pm
  • Phone number
  • Dress code
    Business Casual

FAQs

Yes, Grappolo offers outdoor seating on sidewalk/patio tables that guests have enjoyed for al fresco meals and people-watching.

Yes, guests report the team accommodates special dietary needs and celebration requests; one diner emailed ahead and received a prompt confirmation that a vegan meal could be arranged.

The Burrata e Pera Caramellata is a recurring favorite, it appears on the menu and several guests single it out as a standout appetizer.

Grappolo feels warm and welcoming with a cozy, elegant touch, guests praise its inviting, home‑style hospitality, though several note the dining room can be quite loud at peak times and lighting has felt bright on occasion.

Business casual is the guide, aim for neat, put‑together attire that’s comfortable without being formal.

Wednesday evenings are a lovely pick, one guest called a Wednesday visit a “definite yes, ” praising the food, outdoor seating, and the hospitable owner.

Private dining isn't part of Grappolo's offering, private parties are not available, and the focus is on the open dining room and convivial Park Avenue atmosphere.

Yes, the menu clearly marks vegetarian dishes (V) across salads, risotto and several pizzas, and staff have accommodated vegan diners (a guest reported the chef preparing vegan dishes).

Some dishes come generously, guests note a generous number of clams in the Linguine ai Frutti di Mare, and the Stromboli Siciliano has been described as filling enough to take home.

Yes, Grappolo is often recommended for date night: guests praise its cozy, elegant atmosphere, attentive service, and a thoughtful wine list with an in‑house sommelier.

For a calmer visit, try an earlier weekday or an early dinner, guests note a quiet Thursday 5:30pm seating and pleasant Saturday lunches, while Saturday evenings are often very busy.

Yes, Grappolo has participated in seasonal prix-fixe programs: guests report visits during city programs like Magical Dining and Bite30, so watch for those special menus.

Grappolo offers indoor dining plus outdoor sidewalk/patio seating and a back bar area, great options whether you prefer inside or al fresco on Park Avenue.

Yes, Grappolo is family-friendly: the menu includes a BAMBINI section with kids’ dishes (like the bunny-shaped Pizza Margherita), and guests note staff happy to bring high chairs and accommodate little ones.

Yes, Grappolo pours wine, beer and cocktails; guests praise a thoughtful wine list (and an in-house sommelier) and mention cocktails and beer on visits.

How FAQ content is generated

  1. Home
  2. United States
  3. Orlando / Central Florida East
  4. Orlando
  5. Winter Park

Make a reservation

A photo of Grappolo Cucina Italiana restaurant

Grappolo Cucina Italiana

4.4
$31 to $50
Italian
Winter Park

Make a reservation

2 people
7:00 PM
Booked 14 times today
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