Fleming's Steakhouse - Winter Park

4.5
1224 reviews
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$31 to $50
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Steak
Your Winter Park Fleming’s is located in Winter Park on the corner of Lee Road and Orlando Avenue. Whether you’re celebrating, dining with business clients or want a night out with friends, we have created the perfect ambiance with a menu filled with your favorites and a local chef’s table that changes with the season, or whenever we feel inspired by our ingredients. Our bar is always open and our wine manager has curated a wide selection of locally selected wines, hand-crafted cocktails and spirits. Need a more private space? Our Private Dining Director is at your service.

Welcome to Your Winter Park Fleming’s.
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What 1224 People Are Saying
Overall ratings and reviews
Reviews can only be made by diners who have eaten at this restaurant
4.5based on recent ratings
4.5
food
4.7
service
4.5
ambience
4.1
value
Noise · Moderate
84% of people would recommend it to a friend
5
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NJ
Orlando
29 reviews
Dined 3 days ago
Overall 5food 5service 5ambience 5

I took my husband for his birthday. The staff was very attentive and made sure to address my husband with regards to his birthday. We have a fabulous dinner and was also treated to 6 truffles to take home as a birthday gift.
Would highly recommend for all that wants a truly delicious
Dinner.

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BR
Louisville
6 reviews
Dined 3 days ago
Overall 5food 5service 5ambience 5

I had a client dinner at this location. The food and the service was fantastic!

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TG
Miami
13 reviews
Dined 6 days ago
Overall 5food 5service 5ambience 5

We went to Fleming’s for our anniversary and it was amazing. One place we can always go to and expect the food and the service to be excellent . Elliott served us and he did a great job! We will continue to return again and again.

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FR
1 review
Dined 6 days ago
Overall 2food 2service 2ambience 3

Very impersonal, less than welcoming, center table with waiters and other guest bumping into us. unimpressed with food preparation and portion considering the place and price. Only positive was courtesy candy & rose offering in recognition of our anniversary. If you wish to achieve world class status you have to have perfection from beginning to end. Otherwise nothing to remember.

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R
Orlando
2 reviews
Dined on March 16, 2019
Overall 5food 5service 5ambience 3

Great restaurant with great food and service. Noise level too high.

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S
Orlando
83 reviews
Dined on March 13, 2019
Overall 5food 5service 5ambience 5

Tonight we celebrated my husbands birthday. Our waiter with Erin she was fantastic, Becky the manager is always a constant and always welcoming and lovely. We had a extraordinary time tonight the food was excellent and it made for a memorable birthday Celebration. Flemings is our favorite restaurant in Orlando.

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KS
Miami
9 reviews
Dined on March 10, 2019
Overall 4food 4service 4ambience 4

Food was great, the waitress was great, and we all had a great time. Will return when I am in the area.

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B
Vancouver
7 reviews
Dined on March 10, 2019
Overall 5food 5service 5ambience 5

Birthday celebration

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JE
1 review
Dined on March 9, 2019
Overall 5food 5service 5ambience 5

This is one of our go-to faves!! Loved it. The server, Elliott, was great!

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OT
Orlando
4 reviews
Dined on March 8, 2019
Overall 5food 5service 5ambience 5

Excellent Service!

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OT
Miami
1 review
Dined on March 8, 2019
Overall 5food 5service 5ambience 5

Food and service was outstanding. Would recommend highly to anyone

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T
New York Area
24 reviews
Dined on March 8, 2019
Overall 4food 4service 4ambience 5

The Fleming’s in Winter Park has a great ambiance and the food is pretty good. But the prices are off the chart for a steakhouse whose quality is simply not in the same league as the neighboring Christner’s or Ruth Chris or the more distant Del Frisco’s, Morton’s, Capa or a host of others. To be fair, their wedge salad was as good as it gets.

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TG
Miami
13 reviews
Dined on March 7, 2019
Overall 5food 5service 5ambience 5

Food was spectacular as always and our server Erin was great too!

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OT
Orlando
3 reviews
Dined on March 7, 2019
Overall 5food 5service 5ambience 5

Amazing food & service

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RW
1 review
Dined on March 2, 2019
Overall 5food 5service 5ambience 4

We went here for one last fancy date night before our baby comes. We were treated like royalty by every staff member - truly a night to remember for me and my wife. Our server, Elliot, was phenomenal. Thank you. Thank you. Thank you. Will always recommend your restaurant going forward.

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LS
1 review
Dined on March 2, 2019
Overall 5food 5service 5ambience 5

We love coming to your restaurant. We have never been disappointed. Elliot was our waiter and he was grand, a real natural.
Thank you once again.
Lena

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OT
1 review
Dined on March 1, 2019
Overall 5food 5service 5ambience 5

Kelly Cater made our experience amazing! Best dining experience we’ve had in a long time thanks to her. The food was on point!

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OT
Orlando
1 review
Dined on March 1, 2019
Overall 5food 5service 5ambience 4

Had a great time. Food was delicious.

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SP
1 review
Dined on March 1, 2019
Overall 5food 5service 5ambience 5

I was very impressed, and had a great time.
I will go back and will recommend to family and friends.

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TG
Miami
13 reviews
Dined on February 27, 2019
Overall 5food 5service 5ambience 5

Always great service and food!

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OT
Las Vegas
1 review
Dined on February 27, 2019
Overall 5food 5service 5ambience 5

Waiter Jason was awesome. We marked it was a birthday dinner on the open table app and Fleming’s has the table decorated, took and framed a photo for us and gave us a dessert gift. They really made it a special occasion. I was pleasantly surprised!

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BB
1 review
Dined on February 27, 2019
Overall 5food 5service 5ambience 5

I went with a friend for the Hamburger/Migration Wine special and it did not disappoint. The service is always great which is why I will continue to be a regular. Becky's knowledge of wine and her great personality is a definite asset

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BM
Orlando
2 reviews
Dined on February 26, 2019
Overall 5food 5service 5ambience 5

Everyone was friendly and helpful, attentive without hovering . Steak was perfection and Joe made the entire experience soecial.

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M
Orlando
4 reviews
Dined on February 25, 2019
Overall 5food 5service 5ambience 5

We had a delicious dinner, complete with wonderful servers. A special night!

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PJ
Orlando
1 review
Dined on February 25, 2019
Overall 5food 5service 5ambience 5

Perfect location for that special celebration or anytime you feel like being pampered. The service and ambiance was superb, the food was outstanding, best steak we've ever had. Fleming's is certainly our go-to for that special night out.

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M
Orlando
5 reviews
Dined on February 23, 2019
Overall 4food 5service 3ambience 5

The place was remodeled and looks great. The food was delicious as always, but the service somehow wasn’t as good as in the past, we had to ask for the silverware, the waiter was polite but lacked “charm”, he forgot an order of salad and we had to ask many times to have our water refilled. Overall, it could have been a much better experience with the service.

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K
Orlando
32 reviews
Dined on February 23, 2019
Overall 5food 5service 5ambience 5

This was our first time at Flemings. The entire experience was wonderful. Our waitress, Erin was fabulous! She was engaged the whole meal, but not invasive. Her suggestion were great and helpful. The steak was cooked to perfection and the lobster tails were so flavorful! Thank you for an awesomely meal!

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JZ
New York Area
2 reviews
Dined on February 19, 2019
Overall 5food 5service 5ambience 5

Service was outstanding food was go

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TG
Miami
13 reviews
Dined on February 17, 2019
Overall 5food 5service 5ambience 5

The food and service were amazing as always!

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BC
1 review
Dined on February 17, 2019
Overall 2food 4service 3ambience 3

My wife's glass of wine $8.00, my glass of wine $28.00 - UNHEARD OF!

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l
Orange County
114 reviews
Dined on February 16, 2019
Overall 5food 5service 5ambience 4

The food, as usual, was excellent. Steaks cooked to perfection and the sides were perfect. The noise level in the main dining room was at a very high pitch and we requested to sit in a secondary room. Ambience definitely not as good but at least we were able to talk among us.

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OE
Orlando
1 review
Dined on February 15, 2019
Overall 5food 4service 5ambience 4

Joe gave us outstanding service for our special dinner! Food was delicious especially the beet salad and Fleming’s potatoes. Although one of our filets was slightly overcooked it was still a fabulous dinner. We will be back.

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OT
1 review
Dined on February 14, 2019
Overall 5food 5service 5ambience 5

First time! It was amazing along with the food and service! Loved it!

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S
Orlando
2 reviews
Dined on February 14, 2019
Overall 5food 5service 5ambience 5

Great experience, great food, and great resturant to dine from.

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VW
1 review
Dined on February 14, 2019
Overall 5food 5service 5ambience 5

Welcoming atmosphere, great service and the food was delicious. I had the Filet Mignon very tasty and the North Atlantic Lobster Tail, the food was amazing. I definitely will return and recommend this place.

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OT
Orlando
1 review
Dined on February 14, 2019
Overall 5food 5service 5ambience 4

Valentines birthday! We celebrate at Flemings every year. Although there is no more Farmers Daughter cocktail and the menu has slightly changed, she enjoyed her special night!

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AR
Savannah
2 reviews
Dined on February 13, 2019
Overall 5food 5service 5ambience 5

Best Valentines Dinner on 2/13/19 - loved it. Took my fiance for the first time and we really enjoyed the whole experience. The staff were so attentive and accommodating.

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s
Miami
1 review
Dined on February 12, 2019
Overall 4food 3service 5ambience 5

We dined at this Flemings for our early Valentine's dinner. We ordered the Tuesday tomahawk special, cooked medium rare. Although the steak was well seasoned it was chewy and stringy. Not the best quality. We both expected better quality from Flemings and $120. Not sure if we'll give Flemings another chance for awhile. Our server Elliot was excellent.

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OT
Orlando
1 review
Dined on February 11, 2019
Overall 5food 5service 5ambience 5

Great from start to finish and the food was amazing

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RP
Orlando
1 review
Dined on February 11, 2019
Overall 5food 5service 5ambience 5

Always have a great experience at Flemings. Service and food are consistently good. Our server, Anne, was intune to our needs, without being intrusive. She made great recommendations. Each one in our party mentioned to me later how great an evening that was. Thank you Flemings.

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