Hometown Highlights: Cask and Larder


If you follow my instagram account, then you know my family and I are frequent visitors to the Cask & Larder in Winter Park. It’s only competition in town is the Ravenous Pig (which is owned by the same couple). At first I was dead set on always going to the Pig, but I have expanded my horizons and now I find myself drawn to Cask when given the option. I love the southern charm that is found in the Cask’s dining room and the open atmosphere of the bar. The coolest part of this restaurant is that it BREWS its own beer in a tiny brewery in the back. This room can be reserved for special dinners. We were lucky enough to get to spend last Saturday night enjoying the brewery in celebration of my brother Ryan’s graduation from the University of Florida. I have been planning and planning this blog post for quite some time, trying to decide which food to show you, which dessert to share, which craft cocktail to brag about, they are all amazing, but nothing compares to dinner in the brewery.

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First, we arrived and were brought back to the room which had been decked out with Gator flags (thanks Kelly!) Needless to say we snapped several pictures before any food or drink arrived. Our dinner was a fixed menu (one whole pig cooked and prepared) but we were able to choose the sides and welcome to order anything else we wanted. We went with their amazing Mac and Cheese, Kale Salad, and Okra! We also added on some of their BBQ fries (amazing).

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Gin and Tonic

Drinking at the Cask is an art form. The bartenders are some of my favorite people there. Whenever my dad and I go solo we sit at the bar and pick the bartenders brains. We love to discover new drinks and watch the masterpiece be created. My favorite drinks at the Cask (and the Pig) all include Gin…something I never knew I enjoyed until visiting. The Cask currently has a Gin and Tonic on tap made with Jack Rudy syrup. This is what I enjoyed Saturday night…I also had a taste of the Mint Julep (It was KY Derby day!)

After drinks were served the pig was brought out…an entire pig. We snapped a few pictures and then the chefs took the pig away to prepare for us. They brought out plate after plate of pork…they also brought out the head with a sampling a brains, tongue, eyeballs and cheek. (I avoided this platter). Dinner was AMAZING! I felt like I might explode after this meal and we still hadn’t had dessert! Chocolate Cake and Coffee.

It was such a fun and perfect way to celebrate my brother’s big day. The brewery room is big enough to hold 10 people so it was a very intimate and quiet experience. Glass windows give you a chance to still observe the rest of the bar and make you feel EXTRA special for getting to eat in the special room! 🙂

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Special Occasion Menu 

So…if you find yourself in the Winter Park area I 100% recommend you go to Cask and Larder for dinner (or even brunch!) Here are my TOP picks for food/drinks/desserts (I tried to pick staples that are always on the menu) but to be completely honest I have NEVER had a meal I did not absolutely love. My advice order something recommended (And don’t pay too much attention to the ingredients) I am super picky but I have tried a crazy amount of interesting things here. Sorry if this post is super rambling, I could go on for DAYS about how much I love this place!



Brunch Drinks: Bloody Larry (dad’s fave) or Sunday Morning Coming Down (my fave)

Brunch Food: Fried Chicken and Cornbread Waffles (plus a cronut)

Dinner Drinks: Gin and Tonic on TAP or any beer

Dinner: Double Stack Pork Burger with BBQ Fries, or try the Kale Salad 

Dessert: Ice Cream Sandwich (especially when it is the brownie sea salt carmel option) or the Dark Chocolate Gelato

The Cask & Larder is open 7 days a week with Brunch on Sundays and Late Night (some great specials) Monday-Saturday.


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