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  3. Orlando / Central Florida East
  4. Ocala / Gainesville
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Whispering Oaks Winery

4.5
4.5
825 Reviews
$30 and under
Steak
Whispering Oaks Winery, with Steak Nights Friday - Saturday

Choose From a Choice of Steaks, Surf N Turf or Fresh Fish
 Choice of Soup or Salad
 Baked Potato
 Fresh Vegetables
 Baked Beans
 AND Freshly-baked Bread
All for ONLY $29.50 a Person!

Dinner is served in our tasting room or outdoors on our patio next to our open wood grill. We have live music every Friday, 6-9, Saturday 1-4 and 6-9 and Sunday 1-4. Come enjoy our Award winning wines and great food under the oak trees of Whispering Oaks Winery!

Make a reservation

2 people

7:00 PM


Booked 9 times today

Additional information

  • Dining style

    Casual Dining

  • Cuisines

    Steak, Wine Bar

  • Hours of operation

    Dinner Fri, Sat 5:00 pm–8:00 pm

  • Phone number

    (352) 748-0449

  • Payment options

    AMEX, Discover, MasterCard, Visa

  • Dress code

    Business Casual

  • Private party facilities

    We are able to host your event for a private dinner party or a large wedding or holiday party with venues that can hold up to 500 people. Please contact us for details for your wedding, holiday or birthday party or next friendly get together!

What 825 people are saying

Overall ratings and reviews

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

4.5
4.5 based on recent ratings
  • 4.3Food
  • 4.7Service
  • 4.4Ambience
  • 4.3Value

NoiseModerate

Loved For

  • Orlando / Central Florida East

    Great for outdoor dining

  • Ocala / Gainesville

    Best Value

  • Ocala / Gainesville

    Great for fine wines

  • Ocala / Gainesville

    Romantic

  • Ocala / Gainesville

    Lively

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Filters

  1. L

    Lora

    Tampa

    17 reviews

    5.0

    17 reviews

    Dined 2 days ago

    overall5food5service5ambience5
    We had a great time at Whispering Oaks Winery! The ambiance was fun, the food was delicious, our server was excellent and of course the wine was wonderful! Everyone enjoyed their dinners and the steaks were cooked to perfection. All entrees are $32 for a very nice selection that included Grilled Beef Medallions, Surf & Turf(Beef Medallions & Grilled Shrimp), 12 oz. Ribeye (My Favorite!), Grilled Chicken Breasts, Grilled Shrimp Skewers(2) and Fresh Fish Selection(it was Salmon this night). You also get your choice of Soup (Lobster Bisque!) or Salad and then the entree’s came with a Baked Potato, Mixed Vegetables and Baked Beans. Only one couple had room for dessert and chose the Blueberry Cobbler which they reported to be excellent! Other dessert options were Cheesecake or Devil’s Chocolate Cake. Beverages include your choice of different wines, Beers, Coffee, Tea or Soda. Beer &/or Wine Flights are also available. Tours of the Winery are also available free of charge. Don’t hesitate to give this place a try! We love it!
  2. SM

    SMWS

    Orlando

    50 reviews

    vip
    4.0

    50 reviews

    Dined on January 21, 2023

    overall4food3service4ambience4
    Great place for a small party or get together. About an hour from Orlando proper. Live music and grilling on the weekends. Wines are a blueberry blend. The owner is very cordial. We’ll be back and taking friends
  3. RO

    RO23

    1 review

    5.0

    1 review

    Dined on January 21, 2023

    overall5food5service5ambience5
    The food was excellent, we had the 8 flight of wines along with dinner and decided on a full glass as we sat and talked. Highly recommend!
  4. OT

    OpenTable Diner

    1 review

    5.0

    1 review

    Dined on January 20, 2023

    overall5food5service5ambience5
    Great food and service.
  5. W

    Wendy

    1 review

    2.0

    1 review

    Dined on January 14, 2023

    overall2food1service4ambience1
    Service was good! Entertainment was good. Food was not good. The steak had no flavor. The veggies were carrots and zucchini. Not good. The beans were okay. Also the lights were so bright…. No ambiance. This was a jeans and sweatshirt place with bar food. Do not dress up for “steak night”.
  6. OT

    OpenTable Diner

    Indiana

    1 review

    4.0

    1 review

    Dined on January 13, 2023

    overall4food5service4ambience5
    Very enjoyable evening with friends. Food was good and wine is good but the atmosphere was dynamic last night. Dancing and singing for hours. Our group had a great time.
  7. OT

    OpenTable Diner

    Tampa

    2 reviews

    5.0

    2 reviews

    Dined on January 13, 2023

    overall5food5service5ambience5
    We had rib eye steak and steak medallions. Both fantastic! Chef also was great in doing a low salt dinner...be sure to talk with them in advance. Music was excellent. We hit a night with a very lively crowd and danced and laughed and had a very memorable evening.
  8. WL

    WendyL

    1 review

    5.0

    1 review

    Dined on January 7, 2023

    overall5food4service5ambience5
    WOW! What a beautiful evening! I'm not keen on Florida Wines, but Whispering Oaks Winery is PHENOMENAL!!! After a tour and learning of their processes, it's no wonder they've won so many awards. Tonight we went to their Steak Night and it did not disappoint! Ok, the shrimp was a little overdone imo, but the filet was tender, juicy and melt in your mouth. Tonight's soup was lobster bisque and it was unlike any I've ever tasted or experienced. The texture was thick but it felt almost whipped - it was a pleasant yet unusual tingling of the taste buds and other senses. The dinner rolls...yum! Warm, soft and full. Not all air pockets leaving you wondering where the actual bread is hiding. The grilled veggies had a wonderful flavor, (but just me) a tad overdone. I like a crispness to veggies, hubby likes mush, so he loved them. Now let's talk about the baked potato.... Perfection! It was a beautiful tasty pocket of perfectly whipped yumminess! I can't wait to bring more friends to this hidden little gem!! PS....I don't do baked beans but hubby thought they were quite nice.
  9. RC

    RobertC

    1 review

    4.0

    1 review

    Dined on January 6, 2023

    overall4food4service4ambience4
    Not a bad place. Slightly dated and mismatched decor on the inside and there was a loud, boisterous and drunk party of 8 close to us. The service was good but the food was not worth the price that we paid. I had salmon that was on the dry side and my wife had a astral that was very good. 32$ a plate should not have baked beans in a plastic cup. Overall, it was a decent experience but over priced for the quality of food and ambiance.
  10. D

    Dawn

    1 review

    5.0

    1 review

    Dined on January 1, 2023

    overall5food5service5ambience5
    We celebrated New Years Eve at the winery. The environment was extremely friendly and casual. The food was excellent. The band was fun and rockin.
  11. OT

    OpenTable Diner

    Orlando

    12 reviews

    5.0

    12 reviews

    Dined on January 1, 2023

    overall5food5service5ambience5
    As always, excellent meal and environment, Darryl, the owner makes it a priority to visit with every guest, the food was expertly prepared and very tasty. We look forward to going back very soon.
  12. CA

    CindyA

    Orlando

    1 review

    5.0

    1 review

    Dined on December 31, 2022

    overall5food5service5ambience5
    We had dinner inside and could hear the great music. After dinner we sat outside and listened to the great band. Good was delicious and service was outstanding. We continue to go back!
  13. TW

    TobyW

    1 review

    5.0

    1 review

    Dined on December 31, 2022

    overall5food5service5ambience5
    Pleasant evening as usual, good music Attentive staff , excellent price fixed dinner, good choices , great wine
  14. OT

    OpenTable Diner

    Orlando

    1 review

    5.0

    1 review

    Dined on December 31, 2022

    overall5food5service5ambience5
    We went to Whispering Oaks Winery for New Year’s Eve. Everything was great and we had a really enjoyable evening.
  15. BB

    ButchB

    1 review

    5.0

    1 review

    Dined on December 30, 2022

    overall5food5service5ambience5
    I liked the counter surroundings the food was great the steak that I had was cooked perfect The portions were generous the 1st time I ever had blueberry wine and I liked it and took a bottle home with me I would recommend it to there anybody that wants to visit a new place To eat
  16. OT

    OpenTable Diner

    Tampa

    5 reviews

    5.0

    5 reviews

    Dined on December 24, 2022

    overall5food5service5ambience5
    Great as always
  17. NU

    NancyU

    1 review

    5.0

    1 review

    Dined on December 17, 2022

    overall5food5service5ambience5
    We just had the best time at Whispering Oaks. We made reservations for a Saturday night at 6:45pm and got seated right away. We started with a flight of sweet wines and enjoyed them all until we selected the Mildly Wild for a bottle at the table with dinner. Dinner was great with lobster bisque soup, steak and shrimp, with great sides. For $32 you really get a lot. My friend had the chicken dinner with two big pieces of chicken and my other friend loved her ribeye. They had a guy singing live music who was excellent. Such a fun girls night out before the 5k Wine run for Christmas Cheer. I highly recommend that race too. Five stars for the weekend!
  18. WR

    WendyR

    1 review

    5.0

    1 review

    Dined on December 16, 2022

    overall5food5service5ambience5
    Food was amazing! Also the live entertainment was phenomenal- fantastic singer and guitar player. Had a fantastic night out.
  19. CR

    CarolynR

    Chicago

    3 reviews

    5.0

    3 reviews

    Dined on December 10, 2022

    overall5food5service5ambience5
    Took 6 people there for their first experience. Fabulous as always.
  20. TH

    TinaH

    Fort Lauderdale

    1 review

    5.0

    1 review

    Dined on December 9, 2022

    overall5food4service5ambience5
    Great food, great service, and live music!
  21. CR

    CarolynR

    Chicago

    4 reviews

    5.0

    4 reviews

    Dined on November 19, 2022

    overall5food5service5ambience5
    We love this place. Everything is wonderful. Thankful for the outside heaters on these cooler evenings. Jenny is our favorite waitress.
  22. DH

    DelphineH

    Orlando

    2 reviews

    5.0

    2 reviews

    Dined on November 12, 2022

    overall5food5service5ambience5
    Took 2 couples with us for steak night. Majority of the table ordered the beef medallions, 2 ordered surf and turf and I had chicken. All meals were excellent. If I had one suggestion to make it would be to offer sherry with the lobster bisque. It was a fun evening. Good food, good friends, good everything. Everyone thanked me for making the reservation and all said that they would return. All meals are $32. Along with the entree you get lobster bisque or salad, baked potato and mixed veggies. Glass of wine is $7 or $8 unless you get Tango at $15. No one had dessert. No hard liquor; just beer and their blueberry wines which were fabulous.
  23. B

    Bill

    Orlando

    1 review

    3.0

    1 review

    Dined on November 11, 2022

    overall3food3service4ambience2
    Both steaks were overdone. Veggies were mostly mush other than carrots. Shrimp tasteless
  24. GT

    GonzaloT

    Jacksonville

    1 review

    2.0

    1 review

    Dined on November 11, 2022

    overall2food1service3ambience4
    Too expensive for surf n turf. 3 tiny shrimps and little piece of steak plus can beans and baked potato Outside patio is awesome but the mosquitos kill the ambiance. They just simply do not go away. Dessert was a fiasco but we asked for it unfortunately. Wine is so freaking expensive compared to their neighbor winery’s wine LAKERIDGE but one bottle is acceptable. I love this place but they have to stay either on the restaurant or winery side of the business. Not both.
  25. GC

    GregC

    1 review

    5.0

    1 review

    Dined on November 5, 2022

    overall5food5service5ambience5
    They had excellent food, drinks and the server (Jen) was fabulous. Will definitely be going back soon.
  26. RL

    RLAR

    1 review

    5.0

    1 review

    Dined on November 5, 2022

    overall5food5service5ambience5
    It is a really nice place… outdoor seating is beautiful… Maria was an excellent waitress!!!!
  27. ML

    MargeL

    New York Area

    11 reviews

    5.0

    11 reviews

    Dined on October 28, 2022

    overall5food5service5ambience5
    We went for steak night & the food was exceptional! I actually cut my steak with my fork!! The staff was amazing & the music was great too!!
  28. DT

    DavidT

    Orlando

    1 review

    3.0

    1 review

    Dined on October 21, 2022

    overall3food3service4ambience2
    Food was decent Nice setting 2 very elderly entertainers were not good. Kinda sad. Def need to upgrade that
  29. WZ

    WandaZ

    1 review

    5.0

    1 review

    Dined on October 21, 2022

    overall5food4service5ambience5
    Thanks for everything we Love this place! Relaxing
  30. JK

    JudithK

    1 review

    3.0

    1 review

    Dined on October 14, 2022

    overall3food4service5ambience2
    Unfortunately our experience was not what we were expecting. The music was so loud that we unable to speak with the friends that we were dining with. Like most people, when we dine out we plan to enjoy the company that we are with. This is not a concert nor a dance club. The food was good other than the shrimp which was cold according to my friends. Not sure if we will return unless something is done about the level of the music.
  31. SB

    SBPB

    New England

    1 review

    4.0

    1 review

    Dined on October 8, 2022

    overall4food5service5ambience4
    Fun outdoor dining great waitress good music and fantastic food.
  32. JG

    JudithG

    1 review

    5.0

    1 review

    Dined on October 8, 2022

    overall5food5service5ambience5
    We brought another couple with us who has never been to Whispering Oaks Winery. They really enjoyed themselves and so did we.!!!
  33. DT

    DianeT

    1 review

    5.0

    1 review

    Dined on October 7, 2022

    overall5food5service5ambience5
    It was a blast! We had a great time! Food Amazing, Jennifer A Bryant amazing. The staff, super amazing! Food … oh my goodness, Great ! Can’t say enough. New to Florida, and this place is a WOW! Only mistake…didn’t find you sooner ! Thanks for a great time. See you for Motown night! Sincerely Diane Thomas
  34. PG

    PamelaG

    Orlando

    1 review

    4.0

    1 review

    Dined on October 7, 2022

    overall4food3service5ambience5
    We usually love everything about Whispering Oaks but this time our steaks were not very good. They were tasteless. We’ve had the steaks before and they were perfect. It’s a little pricey so we expected excellence. It was a slower night so they might have had a different chef for the night
  35. H

    Happy

    1 review

    5.0

    1 review

    Dined on October 7, 2022

    overall5food5service5ambience5
    Excellent food and nice outdoor patio . Everyone and everything was awesome
  36. OT

    OpenTable Diner

    Orlando

    1 review

    4.0

    1 review

    Dined on October 1, 2022

    overall4food5service4ambience4
    Loved everything except for the flies. Too many flies while eating dinner.
  37. SM

    StevenM

    1 review

    4.0

    1 review

    Dined on October 1, 2022

    overall4food3service4ambience4
    No complains except that my steak was very heavy on the fat. Everything else was very good. Was there 2 days in a row both times were pleasant. I will return.
  38. KL

    KeithL

    1 review

    5.0

    1 review

    Dined on October 1, 2022

    overall5food5service5ambience5
    Several friends and I had been talking about going to Whispering Oaks for several years. We all enjoyed the atmosphere, entertainment, the tour, the food and, of course, The Wine. It was an incredible experience and definitely plan to return.
  39. OT

    OpenTable Diner

    Philadelphia

    1 review

    5.0

    1 review

    Dined on September 24, 2022

    overall5food5service5ambience4
    Great Food , Wine and Service !
  40. RC

    RuthC

    1 review

    5.0

    1 review

    Dined on September 23, 2022

    overall5food5service5ambience5
    The staff was friendly and accommodating, the food was great, and the wines were quite good!

FAQs

Whispering Oaks Winery is rated 4.5 stars by 825 OpenTable diners.

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 9 times today
Google Map for Whispering Oaks Winery

10934 County Road 475, Oxford, FL 34484-3126

Additional information

  • Neighborhood

    Ocala

  • Hours of operation

    Dinner Fri, Sat 5:00 pm–8:00 pm

  • Cuisines

    Steak, Wine Bar

  • Dining style

    Casual Dining

  • Dress code

    Business Casual

  • Parking details

    None

  • Payment options

    AMEX, Discover, MasterCard, Visa

  • Additional

    Banquet, Bar/Lounge, Beer, Entertainment, Indoor Fireplace, Patio/Outdoor Dining, Wine

  • Phone number

    (352) 748-0449

  • Private party facilities

    We are able to host your event for a private dinner party or a large wedding or holiday party with venues that can hold up to 500 people. Please contact us for details for your wedding, holiday or birthday party or next friendly get together!

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