Homestead On The Roof
Denise · 166 Google reviewsHomestead On The Roof — neighborhood bar & grill in West Town. Built for a slow, quiet evening. The bar is worth the visit on its own. [$$, patio]
What 289 diners keep saying
What 289 diners keep saying
verbatim, from Google
“Very nice atmosphere on the rooftop patio, and it was nice there’s not too much noise from Chicago Ave. all the dishes we got were great, but my favorites were the Muscles, Beer Braised Short Ribs, and the Confit Spicy Crispy Potatoes.”
“Stumbled upon this place the other day and it did not disappoint. We did the tomahawk and the African pepper sauce on it was AHHHMAZING.”
“Such a lovely spot tucked up and away, perfect for a cooler summer evening like today! Our server Adam was very kind and knowledgeable. A great taste of Portuguese cuisine!”
“Amazing!! This place was such a lovely and charming garden rooftop. It’s tucked away above Roots Pizza, giving it almost an exclusive vibe. Good for any occasion - dates, friend groups, business groups, etc. The food was amazing and yummy!! We loved every single dish and drink. Don’t overlook this place when nabbing a dinner reservation. I would put it up against many other nice “white table cloth” type restaurants, in the city.”
“As a Chicago wedding photographer, Homestead on the Roof is a venue that captivates me every time I shoot there. Nestled atop a cozy rooftop garden, it offers a unique and intimate setting for weddings. The lush greenery and rustic charm create a picturesque backdrop for photos. The staff's attention to detail ensures that every moment is captured beautifully, making it a joy to photograph weddings at Homestead on the Roof.”
“This is such a unique venue with INCREDIBLE food! It's perfect for an intimate wedding in the heart of West Town. It was clear that guests truly enjoyed their experience and that everything was very organized and well-timed. 10/10!”
“We got married at Homestead on the Roof in June and are in AWE at how perfect this venue is. Jena was our event planner, her and her crew went above and beyond to make our day so seamless and unforgettable. Jena and the events team had amazing communication, was accommodating to our requests, very organized and delivered all of our needs, and our chats were always fun and extremely informative. They really know how to host a wedding! We had 90 guests at our wedding and were worried it was going to be tight during the dinner portion, Jena really helped us with our seating chart to make sure everyone was comfortable without having to sacrifice our guest list. The food and drinks were great and we received many compliments from our friends and family. Again, we loved the staff. We had guests who spent a lot of time at the bar (go figure) but really loved chatting with the bartenders. I don’t even have words to describe the rooftop. The twinkly lights on the patio, the lush garden, the Ivy wall with planters!!! Ugh it was so dreamy! We have unreal pictures from our wedding in so many different spots around the venue. The indoor area is beautiful too. They provide a TON of little candles they lit so our dinner portion was just magical especially with our flowers. If you are looking for a small/medium-sized wedding venue that has charm, great staff, intimate vibe, great food/drinks and service… DON’T HESITATE to check out Homestead on the Roof. This place will forever hold the most special place in our hearts and we cannot wait to keep going back and reminiscing on our special day. THANK YOU Jena and everyone at Homestead!!”
“We’ve made a tradition out of going to Homestead every summer, and this summer did not disappoint! I like things spicy, so I appreciated the spice levels of the pork belly and potatoes. My favorite dish out of our order was the scallops! I’m excited to come back next year for a whole different menu.”
“Menu changes yearly. Went for the portugués menu. The ribeye, mushroom and smelt were my favorite things. Excellent sauces, potatoes had a nice kick. Branzino, octopus and brussel salad were bleh. Overall a decent place!”
“The mussels and homestead salad were fantastic. Everything else was ok.”
“The restaurant is nicely designed, I did not see an elevator so that is problematic as the restaurant is atop of Roots Handmade Pizza in West Town. If there is an elevator that I missed, there's not a ramp that gives you access to the rooftop patio, which is unfortunate. Our server recommended we share plates, so we opted for that. While they were very friendly and polite, we didn't get a detailed breakdown of dishes or recommendations until we asked them. The menu has a wide variety of vegetarian & gluten free options. Cocktails: (menu on website is from Summer 2023, not what's at the restaurant) My friend said the Mixologia ($16) was fantastic. I am living sober, upon request, the bartender was kind enough to give me an alcohol-free variation of the Mula ($14) and it was so refreshing. However, the cocktails are pricey. I wish they would consider adding more spirit free cocktails to the menu instead of only having Portuguese soft drinks. Food: I was incredibly disappointed to learn the menu had turned over for the season. The salmon that I had been dead set on trying was no longer an option. We started Pesticos with the Azores Tartine ($12): Chili Cured Egg Yolk, Herb Goat Cheese, Sourdough, Charred Scallions. I wish a thinner, softer bread had been used so that we could really observe the flavor on our tongues. I had to pick at the top in order to taste it. Then we moved onto the Entradas, ordering the Rooftop Salad ($17): Heirloom Tomatoes, Blood Oranges, Mint, Shallots, Freeze Dried Satsumas, Orange Vinaigrette. This needed salt and ground pepper. If you love tomatoes, this is for you. It was light and somewhat refreshing but just ok. Under Pratos (large plates), we ordered the Beer Braised Short Ribs ($33): Beer Braised Short Ribs, Garlic Mashed Potatoes, Caramelized Cipollini Onions, Pickled Red Onions. What's missing from the aforementioned description is the mushrooms. Color me disappointed to learn these ugly, tasteless creatures were sprinkled around the dish. The short ribs are sitting atop of the garlic mashed potatoes in a bowl. It's incredibly difficult to cut this way without making your dish look like dog food before you've taken your first bite. Additionally, there's all this wonderful juice in the bowl that we could not scoop up because the dish doesn't come with a spoon. The meat lacked any real flavor, a common theme echoed throughout each course. Now, the garlic mashed potatoes were perfection, which further irritated us that the meat was not. Very pricey dish to not be satisfied with. I definitely had a better version of this dish at other restaurants. Total Bill: My friend had 3 drinks and I had two cocktails, that pushed our total to $127.30 Overall, I'd highly recommend Homestead on the Roof for rooftop patio drinks (no skyline views). It's a nice place to start for drinks. Unfortunately, this area of West Town isn't bustling with a ton of restaurants. If you're a fan of Roots Pizza, you can always start upstairs then work your way down.”
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