Cancel

    Open app

    Search

    The Stuffed Olive

    4.0 (39 reviews)
    Closed 3:00 pm - 2:00 am (Next day)
    Updated 3 months ago

    Order The Stuffed Olive Takeout or Delivery

    The Stuffed Olive Photos

    Business Info

    THE STUFFED OLIVE ATMOSPHERE

    What's the vibe?

    You might also consider

    More like The Stuffed Olive

    Recommended Reviews - The Stuffed Olive

    Your trust is our priority, so businesses can't pay to alter or remove their reviews. Learn more about reviews.
    Yelp app icon
    Browse more easily on the app
    Review Feed Illustration

    Reviews With Photos

    Sweet Potato Waffle fries & Hamburger sliders
    Veleria L.

    This is the absolute cutest and coziest little Restaurant. The ambience makes it perfect for date night, girls night, brunch or any sort of get together. The way the seating is set up, you even feel comfortable going to eat alone. The food was fresh and hot when he came out. The sliders with the caramelized onions was so tender and juicy. I didn't get the ghost pepper cheese because I knew it was going to be too hot for me. Also, the Thai chicken flatbread was enough for two people to share. The martinis oh my goodness the martinis!! From the picture you can tell that we were there in the daytime and we had to stop ourselves at one each. They were so good. This is a spot that we would definitely go back to. We totally enjoyed it & Staff was fantastic.

    Monkey Bread
    Kayley R.

    This was delish! We went as a part of the Madison Restaurant Week and so I got the $20 brunch which comes with one appetizer (monkey bread - divine!), one main (hangover burger) and one dessert (chia pudding). All of it was super yum! I wish that the burger had some more flavor, however. I also got a delicious bloody mary, perhaps my favorite one I've ever had! Our server was amazing! She was very attentive, helpful, and kind. The restaurant interior is also beautiful and is probably a wonderful place for a night out!

    Bar area
    Angela S.

    This place has an extensive martini list! Amazing decor, lots of different seating options and very cool lighting! Service was great. We only tried a few tapas, but portions were small. All in all, a great date night spot or place to take visitors for apps & a martini or two before dinner.

    Big Berry, German Chocolate, Girl Scout Cookie
    Lydia N.

    Visiting a friend in Madison for a short weekend trip, and she recommended we go to The Stuffed Olive. It was so good, we came by the next night too!! The martini options seem endless, and all the drinks are absolutely delicious. Both visits our server was very attentive and gave great recommendations. The interior has a lot of seating options and also bar-seating. The lighting, in my opinion, was a bit too bright for a bar, wish it was either bright all the way or darker instead of an in-between dimness. We ordered 2 drinks each and we of course had to try each other's drinks, and sincerely could not decide which was the best because every drink was so delicious and came with adorable decor!! If I had any suggestions for this place, I would say I wish The Stuffed Olive had a tasting option for the drinks, maybe like best sellers tasting menu or a themed tasting menu based on the names of the martinis. I would absolutely try that, especially because I really wished I could try every martini option in the menu! If I'm ever visiting my friend again, I definitely will be coming back to The Stuffed Olive!!!

    Fried stuffed olives
    Aimee J.

    Service was great, we were a group of five with various check options needed and our server was so accommodating. She also gave great recommendations based on individual tastes. The atmosphere is casual but sophisticated, very nicely appointed. The drinks and food were exceptional. We ordered a variety of tapas and flatbreads to share. The Thai chicken flatbread was the only item that we thought could use improvement, maybe serve with a lime slice - it could use a touch of acid. Everything else was exceptional. Highly recommended!

    Daydreaming with Flora
    Yolanda G.

    What a fun night out at this place!! Over 100 martinis to choose from. I had the cherry koolaid, and yes, it tasted like kool aid. Absolutely delicious! My husband had Daydreaming with Flora. That was tasty as well. It was crazy busy on a Saturday night. It was also the Saturday before St Patrick's day. Our server Danny was friendly and attentive , even with a busy crowd. This is a great place for groups and date nights. Can't wait to try more drinks!

    108. Aperol Spritini
    Christopher W.

    Attention ! As soon as we entered we were greeted and picked our location. Recently opened as I saw the construction process earlier this summer I have wanted to try Olive. 107 different cocktails and martinis, well 108 now. Sort of tapas/small plates but slightly larger. Red Pepper Hummus was flavorful and the veggies tasted right out of a garden. We also enjoyed the Med Flatbread but with added Italian Sausage. Seared Tuna was tender for not being Ahi but seared perfectly. Now back to 108, so I was chatting with our great server Juliette about the martinis. I asked about an Aperol Martini ? I didn't see it on the menu nor did she find it in her handheld. So we got to talking and created one. I initially thought Aperol with Vodka splash of OJ and Club Soda or a bubbly of choice would do the trick. Juliette chatted with Joe the bartender and got to work. What he created was Aperol with Makers Mark muddled lemon and strawberry with champagne. I love bourbon so it was a nice twist. What turned out is a great tasty drink that will be popping up on the menu. Of course Dan the GM liked it as well. Stuffed Olive is a great environment for a cocktail and a small bite before dinner or for us it is a great place to have a lighter dinner and enjoy the staff.

    Love potion and Chocolate Espresso
    Shelli M.

    Brenton made us the most fabulous martinis. So many choices and very reasonable. Don't walk by, stop and have a martini!

    Description said powdered sugar, not heap of cream. Told the server we have dietary needs, she just brought an extra plate. UNderbaked.
    Jessica G.

    This was our first time here, and will be our last! The food wasn't as described, monkey bread was under baked, toast was burned, service was poor and server was unattentive and not helpful!

    Martini

    Amazing! It's a cocktail bar idk why you'd take the food seriously. Extensive wonderful menu of drinks I love how unique they get and doing specials from time to time. Cute little events like drag brunch and jazz brunch!

    A man enjoying a martini.

    10/10 Jackie was the sweetest server and great recommendations. The bartender made me an amazing cosmo and my friends also enjoyed their martinis just as much as I did. We sat on the patio with 70° it was perfect. Interior is very very nice too. BOGO martinis on a Monday?! Sign me up.

    108 martinis on the menu!

    See all

    8 months ago

    Helpful 1
    Thanks 1
    Love this 1
    Oh no 0

    6 months ago

    Helpful 0
    Thanks 0
    Love this 0
    Oh no 0

    1 year ago

    Helpful 0
    Thanks 0
    Love this 2
    Oh no 0

    10 months ago

    Helpful 0
    Thanks 0
    Love this 0
    Oh no 0

    4 months ago

    Helpful 0
    Thanks 0
    Love this 0
    Oh no 0

    1 year ago

    Helpful 0
    Thanks 0
    Love this 1
    Oh no 0

    6 months ago

    Helpful 0
    Thanks 0
    Love this 0
    Oh no 0

    2 years ago

    Helpful 0
    Thanks 0
    Love this 1
    Oh no 0

    1 year ago

    Helpful 0
    Thanks 0
    Love this 1
    Oh no 0

    2 years ago

    Helpful 0
    Thanks 0
    Love this 1
    Oh no 0
    Photo of Shelli M.
    20
    31
    20

    9 months ago

    Helpful 0
    Thanks 0
    Love this 0
    Oh no 0

    2 months ago

    Helpful 1
    Thanks 0
    Love this 0
    Oh no 0

    1 year ago

    Helpful 0
    Thanks 0
    Love this 0
    Oh no 0
    Photo of Pam J.
    4
    88
    9

    7 months ago

    Helpful 0
    Thanks 0
    Love this 0
    Oh no 0

    9 months ago

    Helpful 0
    Thanks 0
    Love this 0
    Oh no 0

    9 months ago

    Helpful 0
    Thanks 0
    Love this 0
    Oh no 0

    9 months ago

    Helpful 0
    Thanks 0
    Love this 0
    Oh no 0

    1 year ago

    Helpful 0
    Thanks 0
    Love this 1
    Oh no 1
    Photo of Cliff R.
    219
    11
    26

    8 months ago

    Helpful 0
    Thanks 0
    Love this 0
    Oh no 0

    2 years ago

    Helpful 0
    Thanks 0
    Love this 1
    Oh no 0

    2 years ago

    Helpful 1
    Thanks 0
    Love this 0
    Oh no 0

    7 months ago

    Kali was great! Nice shared appetizers and great ambiance. We will be back on our next trip to Madison

    Helpful 0
    Thanks 0
    Love this 0
    Oh no 0

    8 months ago

    Helpful 0
    Thanks 0
    Love this 0
    Oh no 0

    9 months ago

    Helpful 0
    Thanks 0
    Love this 0
    Oh no 0

    1 year ago

    Helpful 0
    Thanks 0
    Love this 0
    Oh no 0

    8 months ago

    Helpful 0
    Thanks 0
    Love this 0
    Oh no 0

    10 months ago

    Helpful 0
    Thanks 0
    Love this 0
    Oh no 0

    1 year ago

    Helpful 0
    Thanks 0
    Love this 0
    Oh no 0

    11 months ago

    Helpful 0
    Thanks 0
    Love this 0
    Oh no 0

    2 years ago

    Helpful 0
    Thanks 0
    Love this 2
    Oh no 1

    2 years ago

    Helpful 0
    Thanks 0
    Love this 0
    Oh no 1

    1 year ago

    Helpful 0
    Thanks 0
    Love this 0
    Oh no 0

    9 months ago

    came in with a date and they were so friendly. the drinks were so fast and we had a good time talk to kali.

    Helpful 0
    Thanks 0
    Love this 1
    Oh no 0

    1 year ago

    Helpful 0
    Thanks 0
    Love this 0
    Oh no 0

    1 year ago

    drinks were strong asf i got drunk off of one it was spectacular i'm gonna be back every week don't fret

    Helpful 0
    Thanks 0
    Love this 0
    Oh no 0

    1 year ago

    Helpful 0
    Thanks 0
    Love this 0
    Oh no 0

    1 year ago

    Helpful 0
    Thanks 0
    Love this 0
    Oh no 0

    2 years ago

    Helpful 0
    Thanks 0
    Love this 0
    Oh no 0

    2 years ago

    Helpful 0
    Thanks 0
    Love this 0
    Oh no 0

    Ask the Community - The Stuffed Olive

    You might also consider

    Corral Room Bar

    Corral Room Bar

    4.0(2 reviews)
    0.4 miCapitol
    $$

    The Corral Room is perhaps downtown Madison's best kept secret. It's cocktail lounge beneath the…read moreTornado Room that only opens after 9pm. The menu is mostly small plates and drinks. The lighting is intimate and the decor relies heavily on dark corners and draped curtains. The place simply oozes atmosphere and looks like something straight out of a David Lynch movie. It's hard to categorize the Corral Room Bar. It straddles the line of both divy and classy. Both seedy and romantic. If you're on a date and you REALLY want to impress someone, take them to the Corral Room. P.S. I'm pretty sure this is the only place in madison where you can order escargot.

    This is no Tornado room...but, it's kitchy and if you're in absolutely no hurry and in the mood to…read morefight for a table and have a small party, what the hell. Give it a try. We ordered the French onion soup, cheese curds (not available on the upstairs menu), scallop appetizer, steak sandwich and the pineapple upside down cake (also not listed on the late night menu but on the upstairs Tornado room menu). Pros: We could get quality cheese curds that weren't normally an option here! They had many of the fav's from the upstairs menu available as a late night late night option. The dessert was amazing, as always! Con: The steak sandwich had been rumored to be a showstopper but ours was thin pieces of tough, chewy steak. Nothing close to what I'd have ever guessed possible for this usually elite steak house on even its worst day. Major disappointment.

    Photos
    Corral Room Bar - Pineapple upside down cake

    Pineapple upside down cake

    Corral Room Bar - Steak sandwich w/ au jus

    Steak sandwich w/ au jus

    Corral Room Bar - Scallops

    See all

    Scallops

    Cask & Ale

    Cask & Ale

    4.2(77 reviews)
    0.1 miCapitol
    $$

    Another first-time experience in Madison, and this spot came highly recommended if you're a true…read morewhiskey or bourbon lover, and wow it did NOT disappoint! It happened to be near the theatre we went to, so we decided to stop in and check it out. They have nearly 775 different types of whiskey to choose from, which is wild! I loved that they offer different ounce sizes so you can sample a few, and they even pair it with water so you stay hydrated while tasting (smart touch). Price ranges between ~$7.50-$20.00+. The place had a cozy, lounge-like vibe and was pretty busy, but the staff was friendly and helpful. It's first come first served for seating, just like any bar. We sampled a few whiskeys and also tried their premade espresso martini. The whiskey selection was phenomenal, the espresso martini was decent, not the best I've had (it was premade), but still enjoyable (it's made with Tito's, which isn't my favorite base, but I appreciate the fresh coffee beans they used). All in all, this place is a hidden gem. Great whiskey, friendly staff, and the perfect cozy spot to escape the rain for a while. I'll definitely be back next time to try even more from their list!

    The perfect chill spot for a couple, if you need a cozy booth with dim lighting & good cocktails…read morethis is it! We also loved that the football game was on and it wasn't too loud. It's intimate and the drinks are fire. We stuck with the classic old fashioned and felt they were strong and well crafted - thank you for a true luxardo cherry too! We ordered at the bar but chilled in a booth. So many whiskey options!!! Service is friendly & quick!

    Photos
    Cask & Ale
    Cask & Ale
    Cask & Ale

    See all

    Merchant - Chile Pimento Cheese Deviled Eggs

    Merchant

    3.8(747 reviews)
    0.5 miCapitol
    $$

    A few of us were in Madison for a jazz concert at UW. We were looking for a nice pre show dinner…read moreand heard great things about Merchant. The restaurant didn't disappoint. Our hostess and server were pleasant. The cheese curds, burgers and fries were delicious. My New York strip, however, was just OK; tough and not very flavorful. The baked on site carrot cake was really really good! Nice place with nice people and a fun vibe.

    We went here for a Girls Night and had a reservation for 07:45PM. However, service was extremely…read moreslow in which we did not get our food until an hour later. We were a little disappointed in the wait because there were some empty tables around, which showed that Merchant was not extremely slammed, but we wanted to give benefit of the doubt. Fried Cheese Curds tasted alright. We probably got the unlucky batch though, because halfway through eating them, we had dime-sized cheese curds. It certainly didn't feel like we got a full appetizer size of cheese curds because of this. I think typically the smaller cheese curds are at the end of the dish, but here it felt like we had it for 50% of the dish. The Merchant Burger was alright, but nothing to wow my senses. The black pepper aioli was delicious though, but it felt like that was what was saving the burger. Not pictured was the Floral G&T drink, which tasted delicious. Overall: giving this place 3 stars because it wasn't amazing, but it was OK. The interior is beautiful though, but food and service were below our expectations.

    Photos
    Merchant
    Merchant
    Merchant

    See all

    The Stuffed Olive - tapas - Updated May 2026

    Loading...
    Loading...
    Loading...