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Fleming's Steakhouse - Winter Park, Winter Park, FL

Fleming's Steakhouse - Winter Park

4.6
4.6
2050 Reviews
$31 to $50
Steak
Your Winter Park Fleming’s is located in Winter Park on the corner of Lee Road and Orlando Avenue. Fleming's in Winter Park is an outstanding choice to enjoy an exceptional Prime steak, glass of wine or handcrafted cocktail in Orlando. Whether you’re celebrating a special occasion, hosting a business dinner or simply wanting to enjoy a night out – we will create a safe and memorable evening in our Dining Room. With premium Prime steak options on our Dinner Menu as well as best-in-class seafood and innovative plant-based options, we have something to offer everyone you are dining with.

Make a reservation

2 people

7:00 PM


Booked 13 times today
Experiences are available.

Order delivery or takeout

Additional information

  • Dining style
    Fine Dining
  • Price
    $31 to $50
  • Cuisines
    Steak, Steakhouse, Seafood
  • Hours of operation
    Curbside Pickup Mon–Sat 12:00 pm–10:00 pm Sun 12:00 pm–9:00 pm Delivery Mon–Sat 12:30 pm–9:30 pm Sun 12:30 pm–8:30 pm Dinner Mon–Sat 4:00 pm–10:00 pm Sun 4:00 pm–9:00 pm
  • Phone number
    (407) 699-9463
  • Payment options
    AMEX, Discover, Mastercard, Visa
  • Dress code
    Business Casual
  • Private party facilities
    Looking to host a private event or business meeting in our restaurant? Our Events & Catering Menu offers a wide selection of hors d'oeuvres, starters, multi-course lunches and dinners. Our Events & Catering Associate will help you select one of our private dining rooms and coordinate all the details to ensure it’s the perfect occasion.
  • Private party contact
    Private Dining Director: (407) 699-9463
  • Neighborhood
    Winter Park
  • Cross street
    Lee Road
  • Parking details
    Complimentary valet parking
  • Additional
    Banquet, Bar/Lounge, Corkage Fee, Delivery, Full Bar, Non-Smoking, Private Room, Takeout, Wheelchair Access, Wine
Gift card

Gift card

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Experiences

  • J Vineyards & Jayson Wine Dinner

    $135.00 per person

    Mar 22, 2024 only
    We’re celebrating changemakers in the world of wine with a one-night only event. Join us for a four-course chef-curated menu paired with four pours created by two prominent female winemakers. Amuse Bouche SEARED SCALLOP ROCKEFELLER J VINEYARDS & WINERY, Cuvée 20 Brut Russian River Valley First Course LOBSTER TOSTADA JAYSON by PAHLMEYER, Chardonnay Napa Valley Second Course choice of ARUGULA & PROSCIUTTO SALAD or BABY KALE & BEET SALAD J VINEYARDS & WINERY, Pinot Noir Russian River Valley Third Course choice of PETITE FILET MIGNON & BLACK GARLIC BLUEBERRY REDUCTION or CHILEAN SEA BASS JAYSON by PAHLMEYER, Red Wine Napa Valley Fourth Course LUXARDO CHERRY DARK CHOCOLATE TART excludes tax & gratuity Dinner Start Time: 7:00pm
    J Vineyards & Jayson Wine Dinner Photo

What 2,050 people are saying

Overall ratings and reviews

Reviews can only be made by diners who have eaten at this restaurant

4.6
4.6 based on recent ratings
  • 4.6Food
  • 4.7Service
  • 4.6Ambience
  • 4.2Value

NoiseModerate

Loved For

  • Orlando / Central Florida East

    Good for business meals

  • Orlando

    Good for business meals

  • Orlando

    Good for special occasions

2,050 Reviews
  1. OpenTable Diner

    Orlando

    6 reviews

    5.0

    6 reviews

    Dined 4 days ago

    1. Overall 5
    2. Food 5
    3. Service 5
    4. Ambience 5
    Amazing service and food as always! Lava cake is the best.

    Is this helpful?

  2. IleneS

    West Palm Beach

    14 reviews

    vip
    5.0

    14 reviews

    Dined 5 days ago

    1. Overall 5
    2. Food 5
    3. Service 5
    4. Ambience 5
    Amazing meal, beautiful, ambience, extraordinary service.

    Is this helpful?

  3. OpenTable Diner

    Orlando

    1 review

    5.0

    1 review

    Dined 7 days ago

    1. Overall 5
    2. Food 5
    3. Service 5
    4. Ambience 5
    The food was excellent as well as the service. 5 stars

    Is this helpful?

  4. CristinaP

    Orlando

    9 reviews

    vip
    5.0

    9 reviews

    Dined on February 14, 2024

    1. Overall 5
    2. Food 5
    3. Service 5
    4. Ambience 5
    Even on a busy holiday, the food, service and ambiance were FANTASTIC. We were celebrating a birthday as well as Valentine's. The entire staff made our birthday guest feel really special, we look forward to our next visit.

    Is this helpful?

  5. PeterC

    San Francisco

    1 review

    5.0

    1 review

    Dined on February 14, 2024

    1. Overall 5
    2. Food 5
    3. Service 5
    4. Ambience 5
    Excellent meal and our waiter (Jason) was great. He went out of his way to ensure we had a great experience. If you go ask for him.

    Is this helpful?

  6. JOHN

    Orlando

    31 reviews

    vip
    5.0

    31 reviews

    Dined on February 14, 2024

    1. Overall 5
    2. Food 5
    3. Service 5
    4. Ambience 5
    Flemings WP is my favorite restaurant. We are always treated like royalty. Thanks to all.

    Is this helpful?

  7. OpenTable Diner

    Orlando

    2 reviews

    5.0

    2 reviews

    Dined on February 14, 2024

    1. Overall 5
    2. Food 5
    3. Service 5
    4. Ambience 5
    Great experience, every time we go they exceed expectations!

    Is this helpful?

  8. OpenTable Diner

    Orlando

    2 reviews

    5.0

    2 reviews

    Dined on February 13, 2024

    1. Overall 5
    2. Food 5
    3. Service 5
    4. Ambience 4
    Sat in the kitchen but the food and service was outstanding!

    Is this helpful?

  9. ThierryL

    Orlando

    4 reviews

    5.0

    4 reviews

    Dined on February 11, 2024

    1. Overall 5
    2. Food 5
    3. Service 4
    4. Ambience 5
    Great restaurant, great atmosphere and ambience, pricy and good food.

    Is this helpful?

  10. OpenTable Diner

    Jacksonville

    4 reviews

    5.0

    4 reviews

    Dined on February 11, 2024

    1. Overall 5
    2. Food 5
    3. Service 5
    4. Ambience 5
    We were celebrating my husband’s 50th Birthday. From our fabulous waitress Andrea to The manager Grace Mendoza, and Randy the general manager all we very kind and made us feel like king & queen. Best steak I have ever had. My family can concur. We have eaten out our share of fine steak house restaurants.

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  11. DanielP

    Denver

    18 reviews

    vip
    5.0

    18 reviews

    Dined on February 10, 2024

    1. Overall 5
    2. Food 5
    3. Service 5
    4. Ambience 5
    What a wonderful dining experience! Though we increased the number of diners we were politely accommodated by your very competent staff. Many thanks and kudos to Grace your manager, who enhanced our experience by ensuring we were comfortable and happy. Absolutely love this restaurant!

    Is this helpful?

  12. DikaiaKnight

    Orlando

    9 reviews

    5.0

    9 reviews

    Dined on February 6, 2024

    1. Overall 5
    2. Food 5
    3. Service 5
    4. Ambience 5
    Exceptional service as always from Heather and the entire staff. Steak was excellently cooked.

    Is this helpful?

  13. OpenTable Diner

    Orlando

    2 reviews

    vip
    3.0

    2 reviews

    Dined on February 3, 2024

    1. Overall 3
    2. Food 3
    3. Service 5
    4. Ambience 3
    First time, and I wouldn’t go again. Our server was friendly, great, but the food was not good!

    Is this helpful?

  14. OpenTable Diner

    Orlando

    4 reviews

    5.0

    4 reviews

    Dined on February 3, 2024

    1. Overall 5
    2. Food 5
    3. Service 5
    4. Ambience 5
    Food was wonderful. Excellent service. We love dining here for date nights or special celebrations.

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  15. OpenTable Diner

    Orlando

    19 reviews

    vip
    5.0

    19 reviews

    Dined on January 31, 2024

    1. Overall 5
    2. Food 5
    3. Service 5
    4. Ambience 5
    We are regular guests there. Food is excellent and their service is great. Everyone does their best to make our visit the best that it can be. This is my daughter's favorite restaurant and she is now 8 years old.

    Is this helpful?

  16. sprisley

    Orlando

    66 reviews

    5.0

    66 reviews

    Dined on January 30, 2024

    1. Overall 5
    2. Food 5
    3. Service 5
    4. Ambience 5
    Tomahawk Tuesday was as good as always. Great service and food.

    Is this helpful?

  17. JillG

    Orlando

    7 reviews

    5.0

    7 reviews

    Dined on January 30, 2024

    1. Overall 5
    2. Food 5
    3. Service 5
    4. Ambience 5
    Celebrated husband's birthday with Two for Twosday dinner special. Probably the best meal we've ever had at a restaurant. Caesar and wedge salads were generously sized and very fresh. 35 oz. Tomahawk steak seasoned and cooked perfectly. Brussels sprouts with bacon were divine and loaded baked potato was at least 1 pound. Chocolate lava cake with vanilla ice cream and house made whipped cream topped off a fabulous meal. Table was decorated for the birthday boy, complete with confetti and a card signed by the staff. Hubby also received a complementary box of house made truffles and two glasses of champagne. Our server, Diana, was awesome; attentive but not intrusive and quite personable. An overall outstanding dining experience.

    Is this helpful?

  18. LissetteB

    Orlando

    22 reviews

    vip
    5.0

    22 reviews

    Dined on January 30, 2024

    1. Overall 5
    2. Food 5
    3. Service 5
    4. Ambience 5
    Diane provided impeccable service and went above and beyond to make us feel special.

    Is this helpful?

  19. OpenTable Diner

    Orlando

    3 reviews

    vip
    3.0

    3 reviews

    Dined on January 19, 2024

    1. Overall 3
    2. Food 3
    3. Service 2
    4. Ambience 2
    We booked through open table for a party of 4 however our party size changed to 5. I called the restaurant on Tuesday and modified the reservation on Friday when we arrived the host told me the party size was 4. Very rude. I showed him my cell phone with the outgoing call to Fleming’s on Tuesday evening at 7:31pm Once we were seated it to an extended amount of time to get served and our server let us know that the seafood tower was unavailable. 6:15pm on a Friday and the signature dish is unavailable? In our order of calamari we found a piece of hard plastic. We showed the manager. From beginning to end it was a very disappointing experience.

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  20. ruizs

    Miami

    4 reviews

    5.0

    4 reviews

    Dined on January 18, 2024

    1. Overall 5
    2. Food 5
    3. Service 5
    4. Ambience 5
    Excellent service, outstanding food. The crabcakes are fantastic!

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  21. OpenTable Diner

    Los Angeles

    9 reviews

    5.0

    9 reviews

    Dined on January 17, 2024

    1. Overall 5
    2. Food 5
    3. Service 5
    4. Ambience 5
    Great service and food. Loved our dinner there for our kid’s birthday.

    Is this helpful?

  22. AmitK

    Washington DC

    2 reviews

    4.0

    2 reviews

    Dined on January 17, 2024

    1. Overall 4
    2. Food 4
    3. Service 5
    4. Ambience 4
    Great experience and service. Thank you again and see you in the future.

    Is this helpful?

  23. TracyG

    Orlando

    8 reviews

    5.0

    8 reviews

    Dined on January 14, 2024

    1. Overall 5
    2. Food 5
    3. Service 5
    4. Ambience 5
    Our overall service was outstanding. The food was delicious and our server, Salina was exceptional, a real pro!

    Is this helpful?

  24. GinaF

    Orlando

    9 reviews

    vip
    5.0

    9 reviews

    Dined on January 6, 2024

    1. Overall 5
    2. Food 5
    3. Service 5
    4. Ambience 5
    Always a great night out at Flemings. From valet parking to great wait staff, it is always consistent.

    Is this helpful?

  25. OpenTable Diner

    Orlando

    1 review

    5.0

    1 review

    Dined on January 5, 2024

    1. Overall 5
    2. Food 5
    3. Service 5
    4. Ambience 5
    Great service. As always, Food did not disappoint.

    Is this helpful?

  26. Keith

    Orlando

    7 reviews

    3.0

    7 reviews

    Dined on January 1, 2024

    1. Overall 3
    2. Food 4
    3. Service 3
    4. Ambience 4
    Flemings is usually one of our favorites as a go to for birthdays, holidays and celebrations. We decided it would be great for new years and made reservations early. We were disappointed that there was no real decorating or celebrations. There is more done for a birthday or anniversary or graduation than for New Year's Eve. The service was adequate but not exceptional. While our steaks were cooked perfectly, our sides came out cold. Our server took them back but by the time they were brought back to our table, we had finished our steaks. She said she told the manager but the manager never bothered to come check on us after the problem and the sides, that arrived cold and then after we finished our steaks, remained on our bill. We had 8 pm reservations and by 9:30 the dessert my wife wanted was already sold out. That was also disappointing and surprising. Overall it was a mediocre experience. We come to Flemings because we expect great service, great food, and a wonderful experience. Usually this is the case. Unfortunately on New Year's Eve, this time is was not even like a very expensive Texas Roadhouse.

    1 person found this helpful

  27. OpenTable Diner

    Orlando

    5 reviews

    5.0

    5 reviews

    Dined on January 1, 2024

    1. Overall 5
    2. Food 5
    3. Service 5
    4. Ambience 5
    Outstanding as always; even on New Year’s Eve. Never disappointed.

    Is this helpful?

  28. Milly

    Orlando

    5 reviews

    3.0

    5 reviews

    Dined on January 1, 2024

    1. Overall 3
    2. Food 4
    3. Service 4
    4. Ambience 3
    We waited a while for a table even though we had a reservation. The oysters were very small and not worth it. Server was attentive and good. I wasn’t thrilled with the atmosphere. I thought it would be more upscale for the prices they charge.

    Is this helpful?

  29. MB01

    Orlando

    22 reviews

    vip
    3.0

    22 reviews

    Dined on December 31, 2023

    1. Overall 3
    2. Food 3
    3. Service 3
    4. Ambience 3
    Usually a fan of Fleming’s. Not on a major holiday. Tables crammed in too close, staff falling over each other because there isn’t enough room for them to work. Service flow was rushed and the food was “meh”. Honestly, not worth the prices they Re charging. $22 for a Martini is ridiculous.

    1 person found this helpful

  30. JasonC

    Orlando

    1 review

    5.0

    1 review

    Dined on December 31, 2023

    1. Overall 5
    2. Food 5
    3. Service 5
    4. Ambience 4
    Great experience. Parking is limited and valet is must.

    Is this helpful?

  31. JimV

    Orlando

    2 reviews

    5.0

    2 reviews

    Dined on December 31, 2023

    1. Overall 5
    2. Food 5
    3. Service 5
    4. Ambience 5
    Excellent as always. Our server even remembered us from a year ago.

    Is this helpful?

  32. LindaP

    Orlando

    10 reviews

    5.0

    10 reviews

    Dined on December 31, 2023

    1. Overall 5
    2. Food 5
    3. Service 5
    4. Ambience 5
    This is one of our go-to spots for date nights. Food and service is excellent. Love this place.

    Is this helpful?

  33. lemafam

    Orlando

    33 reviews

    5.0

    33 reviews

    Dined on December 31, 2023

    1. Overall 5
    2. Food 5
    3. Service 5
    4. Ambience 5
    We always have a great time at Fleming’s. Unfortunately, I can’t recall our server’s name but she was soooo nice and attentive. Brooke (at the front) is always so welcoming and friendly. I love her! Garrett, the server assistant/busser, is super awesome! He’s also very attentive, quick, and friendly. Jason wasn’t our server tonight but he’s been our server many times before and he’s also incredible. The food and drinks are always great, but we really come here for the service. And the bread and butters haha….

    Is this helpful?

  34. foodfan

    Orlando

    1 review

    2.0

    1 review

    Dined on December 25, 2023

    1. Overall 2
    2. Food 1
    3. Service 5
    4. Ambience 4
    Food not cooked as ordered. Sides came out cold. Poor quality overall

    Is this helpful?

  35. OpenTable Diner

    Jacksonville

    4 reviews

    5.0

    4 reviews

    Dined on December 24, 2023

    1. Overall 5
    2. Food 5
    3. Service 5
    4. Ambience 4
    They were very busy as expected. Only complaint is lack of seating for the elderly to sit. Bar was full standing room only in small waiting area. Our reservations were at 6:30 we got there a lil before . And got seated @ 7:20. However our server, his assistant and the manager Grace made it all change once we were seated. We were pleasantly surprised and will be back for sure . May we next time not a major holiday though . It was a memorable meal.

    Is this helpful?

  36. OpenTable Diner

    Greater Boston

    7 reviews

    3.0

    7 reviews

    Dined on December 24, 2023

    1. Overall 3
    2. Food 3
    3. Service 3
    4. Ambience 3
    Went on Christmas Eve. They were backed up and we had to wait 20 minutes even with a reservation. Steak was undercooked (better than overcooked I guess). Had ordered it medium rare, but it came out more rare. They brought out our main entree before we even finished our appetizer. Had to ask multiple times for a drink for my daughter. Ordered a drink at the end with desert - scotch with one big ice cube. The ice cube had nearly melted by the time I got the drink.

    Is this helpful?

  37. OpenTable Diner

    Orlando

    1 review

    1.0

    1 review

    Dined on December 24, 2023

    1. Overall 1
    2. Food 3
    3. Service 1
    4. Ambience 1
    Reservation was at 5:45 and we didn't get seated until 6:30. Whole dinner took over 3 hours and service was so slow. Poor management people standing everywhere and very noisy and messy.

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  38. DwightS

    Orlando

    11 reviews

    5.0

    11 reviews

    Dined on December 22, 2023

    1. Overall 5
    2. Food 4
    3. Service 5
    4. Ambience 4
    KEVIN, the server provided excellent service. Very responsive.

    Is this helpful?

  39. JorgeA

    Austin

    1 review

    5.0

    1 review

    Dined on December 21, 2023

    1. Overall 5
    2. Food 5
    3. Service 5
    4. Ambience 5
    Fantastic service!!! Proactive and courteous, went above and beyond to make sure we had a great evening. Thank you!!!

    Is this helpful?

  40. AnthonyM

    Tampa

    9 reviews

    vip
    5.0

    9 reviews

    Dined on December 19, 2023

    1. Overall 5
    2. Food 5
    3. Service 5
    4. Ambience 5
    Jace did a great job once again as our server. Grace and company accommodated us on short notice and like always makes us feel like family!

    Is this helpful?

FAQs

Fleming's Steakhouse - Winter Park does offer delivery in partnership with Uber Eats. Fleming's Steakhouse - Winter Park also offers takeout which you can order by calling the restaurant at (407) 699-9463.

Fleming's Steakhouse - Winter Park is rated 4.6 stars by 2050 OpenTable diners.

Fleming's Steakhouse - Winter Park does offer gift cards which you can purchase here.

Yes, you can generally book this restaurant by choosing the date, time and party size on OpenTable.

Make a reservation

2 people

7:00 PM


Booked 13 times today
Experiences are available.

Order delivery or takeout

Google Map for Fleming's Steakhouse - Winter Park

933 N. Orlando Avenue, Winter Park, FL 32789

Additional information

  • Cross street
    Lee Road
  • Neighborhood
    Winter Park
  • Hours of operation
    Curbside Pickup Mon–Sat 12:00 pm–10:00 pm Sun 12:00 pm–9:00 pm Delivery Mon–Sat 12:30 pm–9:30 pm Sun 12:30 pm–8:30 pm Dinner Mon–Sat 4:00 pm–10:00 pm Sun 4:00 pm–9:00 pm
  • Price
    $31 to $50
  • Cuisines
    Steak, Steakhouse, Seafood
  • Dining style
    Fine Dining
  • Dress code
    Business Casual
  • Parking details
    Complimentary valet parking
  • Payment options
    AMEX, Discover, Mastercard, Visa
  • Additional
    Banquet, Bar/Lounge, Corkage Fee, Delivery, Full Bar, Non-Smoking, Private Room, Takeout, Wheelchair Access, Wine
  • Phone number
    (407) 699-9463
  • Private party facilities
    Looking to host a private event or business meeting in our restaurant? Our Events & Catering Menu offers a wide selection of hors d'oeuvres, starters, multi-course lunches and dinners. Our Events & Catering Associate will help you select one of our private dining rooms and coordinate all the details to ensure it’s the perfect occasion.
  • Private party contact
    Private Dining Director: (407) 699-9463
Gift card

Gift card

Send gift cards instantly by email or print to present in person.

Send a gift card
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