Enable JavaScript to run this app.
Skip to main content
OpenTable logo
  1. Home
  2. United States
  3. Central Kentucky
  4. Lexington
  5. Frankfort
Steak - Cypress & Oak, Frankfort, KY

Cypress & Oak

4.4
4.4
69 Reviews
$31 to $50
Steakhouse

Make a reservation

2 people
7:00 PM
Booked 12 times today
  • Good for special occasions
  • Charming
  • Neighborhood gem
A high-end steakhouse with an unparalleled dining experience marries traditional elegance with modern sophistication. The restaurant exudes a classic steakhouse vibe with an open kitchen layout and an ambiance rich with dark wood and jewel tones. With 66 seats in the main dining room and bar, 32 in a private rentable dining room, and 30 on the outdoor patio, Cypress & Oak offers versatile dining options for both intimate gatherings and larger events.

Dining areas

Additional information

  • Dining style
    Casual Elegant
  • Price
    $31 to $50
  • Cuisines
    Steakhouse, American, International
  • Hours of operation
    Lunch Wed–Sun 11:00 am–3:00 pm Dinner Wed, Thu, Sun 5:00 pm–10:00 pm Fri, Sat 5:00 pm–11:00 pm
  • Phone number
    (502) 729-2711
  • Dress code
    Casual Dress

What 69 people are saying

Overall ratings and reviews

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

4.4
4.4 based on recent ratings
  • 4.5Food
  • 4.3Service
  • 4.7Ambience
  • 4.1Value

NoiseModerate

Review summary

AI-generated from verified diner reviews
Cypress & Oak in Frankfort offers a "beautiful atmosphere" with "exceptional food" and attentive service. Patrons praise the filet medallions, seafood chowder, and cocktails. While the restaurant faces some service timing issues, it holds promise as a "great classy upscale" dining spot. The decor and ambiance receive high marks, enhancing the dining experience.

69 Reviews
  1. Heather

    Unspecified

    1 review

    5.0

    1 review

    Dined 2 days ago

    1. Overall 5
    2. Food 5
    3. Service 5
    4. Ambience 5
    The food and atmosphere are amazing. Loved the entire experience. If you get desert you must have the browned butter cake! To die for!

    Is this helpful?

  2. Audrey

    Louisville

    1 review

    4.0

    1 review

    Dined 5 days ago

    1. Overall 4
    2. Food 4
    3. Service 5
    4. Ambience 4
    Dined on a slow Sunday evening, it was quiet and there was only 2 other tables when we sat down. Amy was our waitress and she was kind and attentive. I ordered the filet medallions, pretty good flavor from the grill, the sauce was delicious and the potatoes were creamy and flavorful— meat was tender and cooked perfectly. My boyfriend had the sirloin he said it was dry and a tough. We didn’t say anything about it though because I know that cut of meat tends to be that way. Good cocktail and a free birthday dessert for his 25th. I would come back, curious what the hotel next door is like!

    Is this helpful?

  3. David

    Nashville

    2 reviews

    2.0

    2 reviews

    Dined 6 days ago

    1. Overall 2
    2. Food 1
    3. Service 3
    4. Ambience 4
    First time to new steakhouse/bourbon bar in town. Ambiance was nice. Hostess took my coat. That’s the best part of this new spot. App- calamari $21. Frozen, lacking seasoning, very few. Entree- KY beef Sirloin. Over cooked. Asparagus charred. Bland. Gave me discount due to food over cooked. Drink- old fashioned was short. Bourbon selection was greatly lacking. Cost- expensive Service- bartenders were great.

    Is this helpful?

  4. Monty

    Louisville

    2 reviews

    5.0

    2 reviews

    Dined 7 days ago

    1. Overall 5
    2. Food 5
    3. Service 5
    4. Ambience 5
    Great atmosphere. Food was great! Server was perfect.

    Is this helpful?

  5. Tiffany

    Louisville

    7 reviews

    4.0

    7 reviews

    Dined 7 days ago

    1. Overall 4
    2. Food 4
    3. Service 4
    4. Ambience 5
    My husband and I had 24 hours to get away and we decided on the Delegate. The restaurant Cypress & Oak did not disappoint. We started off with a few apps and drinks. The bar made an excellent Paloma. A little sad about their bourbon selection, but the drinks were made very well. Main course consisted of steaks and potatoes (I know we are so basic). Steaks were easily 8/10 but the sides were a disappointing 6/10; very bland. The service was great and the atmosphere was nearly perfect. We can't wait to go back with friends in the spring/summer time.

    Is this helpful?

  6. Ryan

    Chicago

    3 reviews

    5.0

    3 reviews

    Dined 7 days ago

    1. Overall 5
    2. Food 5
    3. Service 5
    4. Ambience 5
    Came here on a guys trip. Were staying at the delegate next door so made a reservation here. Ordered a bunch of food family style. The Seafood Chowder, Shrimp Cocktail, and Crab Cakes were all great! Steaks (porterhouse, ribeye, filet medallions) were perfectly cooked, and recommend getting the sauces they offer, they were all very good! Probably the best old fashioned we had while on our trip! All around would recommend and go back for sure!

    Is this helpful?

  7. Jennifer

    New York City

    1 review

    5.0

    1 review

    Dined on February 16, 2025

    1. Overall 5
    2. Food 5
    3. Service 4
    4. Ambience 5
    Food was very good. We had steaks and Parmesan truffle fries. They were all delicious! Restaurant is decorated well and server was friendly and helpful.

    Is this helpful?

  8. Ernie

    Louisville

    2 reviews

    5.0

    2 reviews

    Dined on February 16, 2025

    1. Overall 5
    2. Food 5
    3. Service 5
    4. Ambience 5
    This is one of Frankfort's newest restaurant. I highly recommend it. The dining room is lovely. Service was perfect. Food was great. Can't say enough about it.

    Is this helpful?

  9. Amy

    Louisville

    4 reviews

    5.0

    4 reviews

    Dined on February 15, 2025

    1. Overall 5
    2. Food 5
    3. Service 5
    4. Ambience 5
    We enjoyed our Valentines Day dinner at Cypress and Oak! The Kentucky Fritters were amazing. Our filets were delicious. The price point for the quality is more than reasonable. Our server Amy was personable and attentive. All of the staff was friendly. We are so thrilled to have a higher end steak place to go to in Frankfort. We will be back again and again.

    Is this helpful?

  10. Tonya

    Louisville

    1 review

    4.0

    1 review

    Dined on February 15, 2025

    1. Overall 4
    2. Food 3
    3. Service 4
    4. Ambience 5
    The meal was good, but pricey. No bread or salad offered with meal and everything is A la carte.

    Is this helpful?

FAQs

Cypress & Oak is rated 4.4 stars by 69 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 12 times today
Google Map for Cypress & Oak

106 E Broadway St, Frankfort, KY 40601-2119

Dining areas

Additional information

  • Neighborhood
    Frankfort
  • Hours of operation
    Lunch Wed–Sun 11:00 am–3:00 pm Dinner Wed, Thu, Sun 5:00 pm–10:00 pm Fri, Sat 5:00 pm–11:00 pm
  • Price
    $31 to $50
  • Cuisines
    Steakhouse, American, International
  • Dining style
    Casual Elegant
  • Dress code
    Casual Dress
  • Parking details
    Street Parking
  • Additional
    Bar/Lounge
  • Phone number
    (502) 729-2711
  • Privacy Policy
  • Terms of Use
  • Cookies and Interest-Based Ads
  • Cookie Preferences
Copyright © 2024 OpenTable, Inc. 1 Montgomery St Ste 500, San Francisco CA 94104 - All rights reserved.
OpenTable is part of Booking Holdings, the world leader in online travel and related services.
Booking Logo
Priceline Logo
KAYAK Logo
Agoda Logo
OpenTable Logo