This restaurant added safety precaution details

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Homestead on the Roof

4.6
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649 Reviews
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$31 to $50
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Contemporary Latin
Homestead On The Roof— our cozy rooftop restaurant— is tucked away above Roots Handmade Pizza in the heart of West Town & features farm-fresh seasonal fare from Chef Ivan Valdez.

The warm & cozy interior features a seasonally rotating tasting menus, which incorporates ingredients from our own farm and local vendors into our nationally recognized cuisine.

The magic of Homestead is its 85-seat outdoor rooftop patio with full view of the L-shaped, 3,000 square foot organic rooftop garden, two massive, vertical hanging gardens, dozens of planter boxes full of fruits, veggies and herbs, and a fireplace.

Support Homestead on the Roof during COVID-19

Safety precautions

Cleaning & Sanitizing
  • Surfaces sanitized between seatings
  • Common areas deep cleaned daily
  • Digital, disposable or sanitized menu provided
  • Sanitizer or wipes provided for customers
Social Distancing
  • Limited number of seated diners
  • Distancing maintained in common areas
  • Extra space between tables
  • Sick staff prohibited in the workplace
Personal Protective Equipment
  • Waitstaff wear masks
  • Diners must wear masks unless eating or drinking
What 649 people are saying
Overall ratings and reviews
Reviews can only be made by diners who have eaten at this restaurant
4.6based on recent ratings
4.5
food
4.5
service
4.7
ambience
4.2
value
Noise · Moderate
97% of people would recommend it to a friend
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OT
OpenTable Diner
Chicago
1 review
Dined 3 days ago
Overall5food5service5ambience5

Excellent meal from start to finish! They ran out of the mussels app so we will need to come back to try it.

J
Jorge
Chicago
3 reviews
Dined 6 days ago
Overall5food5service5ambience5

Excited to be back here, was here a few years back and had an aged streak. Unfortunately, due to COVID, there’s a limited menu but it still does not disappoint. We ordered two different taco plates chicken and brisket, amazing, sauces paired with them were on point, not too spicy , not too light. We also tried the NY strip, cooked to perfection and complimented by a bed of sweet corn and caramel used onions, delicious! The pork belly app was phenomenal also posted with a not so hot green sauce. I’m glad this place is still around, the atmosphere and vibes from this place are very comfortable. Definitely will not be waiting years to go back.

SP
vipShilpaP
Chicago
4 reviews
Dined 6 days ago
Overall5food5service5ambience5

Our waitress (I forgot her name ) was great! So was the hostess .

c
cmk1250
Chicago
2 reviews
Dined 6 days ago
Overall5food4service5ambience5

Had a great dining experience at Homestead and would recommend. They do a great job with safety precautions and spaced out tables.

OT
OpenTable Diner
Chicago
2 reviews
Dined on August 5, 2020
Overall5food5service5ambience5

Excellent tacos. Pretty cool spot.

OT
OpenTable Diner
San Francisco
3 reviews
Dined on August 5, 2020
Overall5food5service5ambience5

Wonderful ambience, amazing food, great service, good drinks!

J
vipJen247
Chicago
76 reviews
Dined on July 31, 2020
Overall3food5service2ambience2

This was our first time at Homestead on the Roof - we were attracted by the summer menu and the gorgeous roof top reviews so I we were a little surprised when we were ushered to the only table available INSIDE in a not very welcoming and physically distanced, loudish bar area. Essentially the table by the bathrooms. In hindsight I should have insisted that we wait for the next available table outdoors. The food was delicious and the staff were obviously working hard but they needed to be loud in order to communicate and it colored our experience - and not in a good way. Ambiance can be so important. Also - I was disappointed to learn that the had no hard cider options left. I ordered the sangria which was just OK. I will give it another try and hope for a better experience.

Homestead on the Roof
Responded on August 4, 2020

Hi Jen, thank you for sharing your feedback with us, it is the only way we can continue to improve. While we strive to give every guest an al fresco experience, compliance with COVID guidelines can sometimes result in wait times for the deck. I am glad to hear that you did enjoy the food though and would love to welcome you back. Do not hesitate to reach out to me directly at lmangiameli@thefifty50 so I can secure an upperdeck table for you. Looking forward to hearing from you!

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KB
vipKristenBrittany
Chicago
11 reviews
Dined on July 31, 2020
Overall3food3service4ambience4

For the price, the food was just okay. I was also disappointed that we were seated on a high top in the walkway, behind the hostess stand- not on the actual rooftop. I really wanted to experience the rooftop since this was our first time here. They states our reservation was only 90 minutes but we didn’t get our food until 30 minutes before our reservation ended. The staff was friendly which is why I am giving 3 stars. We would’ve enjoyed our experience if we had a better ambiance/table.

Homestead on the Roof
Responded on August 4, 2020

Hello, thank you for sharing your feedback with us. While I'm disappointed to hear you were underwhelmed with the food and your table, I'd love to welcome so you can have a true al fresco Homestead experience! Please do not hesitate to reach out to me directly at lmangiameli@thefifty50 so I can facilitate your reservation. I hope to hear from you soon, stay healthy and be well! -Lisa Mangiameli, GM

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OT
OpenTable Diner
Chicago
1 review
Dined on July 31, 2020
Overall5food5service5ambience5

Wonderful experience. Amazing food and drinks. Exceptional service.

A
Alexander
1 review
Dined on July 31, 2020
Overall5food5service5ambience5

Ambience, service and food was phenomenal. Great spot, with rotating menus each summer. Definitely a must add to your summer food tour.

Homestead on the Roof
Responded on August 4, 2020

Hi Alexander, thank you so much for the great review! We are very proud of Chef Ivan's menu this summer and hope you'll be back soon to taste more of his dishes. Thank you for your continued support, stay healthy and be well! -Lisa Mangiameli, GM

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UD
UmaD
Chicago
1 review
Dined on July 30, 2020
Overall5food5service5ambience5

Very pretty outside restaurant, above a pizza place. Lots of wood, and nice garden to look at. A wall separates the restaurant from the street so it quiet. Tables are spread apart, so feel secure. Waiters all gloved and masked. Food was unexpectedly great. Brisket tacos, using brisket they prepare there. Some type of steak, very well and simple seasoning, perfectly cooked on top of bed of creamy corn. Desert some type of flan. Overall highly impressed, would go back again.

Homestead on the Roof
Responded on August 4, 2020

Hi Uma, thank you so much for your incredibly thoughtful review! We have worked very hard this season to provide safe and secure service for both our guests and staff, we really appreciate you pointing that out. Chef Ivan's menu has been incredible and we are so glad you enjoyed your al fresco experience with us! I hope to see you back soon, stay healthy and be well! -Lisa Mangiameli, GM

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OT
OpenTable Diner
Chicago
3 reviews
Dined on July 29, 2020
Overall5food5service5ambience5

Wonderfully tasting homemade tortillas!!

Homestead on the Roof
Responded on August 4, 2020

Thank you so much for taking the time to show your support with a positive rating. I am so glad to hear that enjoyed our house tortillas, they are made fresh everyday! We hope to welcome you back soon, stay healthy and be well! -Lisa Mangiameli, GM

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OT
OpenTable Diner
Chicago
1 review
Dined on July 26, 2020
Overall5food5service5ambience5

We selected homestead for a birthday outing. Gabriel, our server, was outstanding. He was engaging and knowledgeable. The food was delicious and we enjoyed dining outdoors in the charming venue. We will come again, for sure.

Homestead on the Roof
Responded on August 4, 2020

Thank you so much for the thoughtful review, Gabriel will be thrilled to hear that his service helped enhance your group's birthday celebration! Come back and visit us anytime to soak in the views and try out some of our other menu items. Thanks again for your support, stay healthy and be well! -Lisa Mangiameli,GM

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FF
FoodieFamily
Chicago
6 reviews
Dined on July 25, 2020
Overall5food5service4ambience5

We had 9:45pm reservations, Altho we got there early we were seated 10:40 than rushed to order & eat as restaurant closes 12 midnight. Note “outdoor” reservation is not the case until a table opens up.

That said, new menu was delicious! Will definitely be back. Service was good just rushed. Cheers to new chef & concept!

Homestead on the Roof
Responded on August 4, 2020

Hello, thank you so much for sharing your feedback with us! While I am thrilled to hear that you thoroughly enjoyed both food and service, I'm disappointed that you felt rushed. We are working very hard to ensure that COVID guidelines do not affect anyone's experience with us and we appreciate your patience and understanding as we continue to improve. Thanks again for your support, we hope to welcome you back soon, stay healthy and be well! -Lisa Mangiameli, GM

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PE
vipPE64
Chicago
40 reviews
Dined on July 25, 2020
Overall5food5service5ambience4

Great food , unique atmosphere with service above what you would expect at this price point

Homestead on the Roof
Responded on August 4, 2020

Thank you for the wonderful review and the service shoutout! I'm so glad you enjoyed your al fresco experience with us. We hope to see you back soon so you can try out more of this season's killer menu. Thanks again for your support, stay healthy and be well! -Lisa Mangiameli, GM

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KK
KarenK
1 review
Dined on July 25, 2020
Overall5food5service5ambience5

It was so beautiful and my family said they felt like they were on vacation. I had the steak and it was delicious.

Homestead on the Roof
Responded on August 2, 2020

Hi Karen, thank you so much for your kind words, I'm thrilled to hear that we were able to provide you and your family with and al fresco get away! The NY Strip does not disappoint, we hope to see you back soon to experience more of the menu, come visit anytime you need a mini vacation! -Lisa Mangiameli, GM.

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GM
GenesisM
1 review
Dined on July 25, 2020
Overall5food5service5ambience5

I loved the setting and the garden views were gorgeous. We ordered the bread plate as our appetizer and wow...it was amazing. I would definitely go back for the bread. I would love to go back and try some of the other items on the menu!

Homestead on the Roof
Responded on August 4, 2020

Hi Genesis, thank you so much for the stellar review! There is nothing compared to fresh baked bread, which is why we proudly do so everyday. The jalapeno cornbread is my new guilty pleasure! We can't wait to welcome you back to experience the rest of the menu, all of the tacos have been a hit and the creme catalana is the staff's favorite dessert! Thank you again for your support, stay healthy and be well! -Lisa Mangiameli, GM

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K
Kenl2020
1 review
Dined on July 24, 2020
Overall5food5service5ambience5

Gabriel was the best waiter ever. He knows that menu and great with knowing what pairing drinks to the dinner

Homestead on the Roof
Responded on July 27, 2020

Thank you so much for your great review, Gabriel will be thrilled to hear about the shout out! His passion for food and beverage is second to none and we are so glad you felt that in your experience. I hope to see you back soon. Stay healthy and be well! -Lisa Mangiameli, GM

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OT
OpenTable Diner
Chicago
1 review
Dined on July 24, 2020
Overall3food3service2ambience3

Made a reservation for the patio but was told when we arrived that the patio is “first come first serve” despite having a reservation. We were seated inside for almost an hour before being moved to our table outside.

Homestead on the Roof
Responded on August 4, 2020

Hello, thank you very much for sharing your feedback with us, I apologize about the confusion with your reservation. While we were previously accepting reservations for specific areas of the rooftop, due to difficulties ensuring accurate reservation times we've recently adapted our practices. Our adjustment in operations due to COVID guidelines should not have affected your experience. If you are willing, please reach out to me at lmangiameli@thefifty50 as I'd love to welcome you back!

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WC
WindyCityLiving
Chicago
1 review
Dined on July 24, 2020
Overall4food5service4ambience3

The food was very good. We were very pleased with our order of drinks, fingerling potatoes, mussels and NY Strip. Our server was great in recommending standout dishes and drinks. The downside of the evening was the time restriction and being notified that we had 10 minutes left of our reservation with plates full of food. We were told when we met our waiter that we would be notified 30 minutes prior to the end of our time so that we could prepare for it. This did not happen. That put a major damper on our dining experience as we were barely a quarter through our plates and had just ordered additional drinks. There was no time to even consider dessert as we had to stuff our faces and leave our table. Our waiter noticed our full glasses and offered a different area for us to sit and finish our drinks. This was nice gesture as we were being rushed to leave the table.

Another issue that effected the time was that I asked for a floor level seating as I'm injured, and was not aware that there were high bar stool seating offered in a cramped space (this should be communicated during the reservation). This is were I was seated initially. I was able to be accommodated and moved into the outside dining area as shown in the pictures when I made the reservation. This change of seating time was not added to my dining time which it should have. I completely understand that there needs to be a time limit due to the restrictions on restaurants during the pandemic. Considering when the food arrives at the table should be factored into the time as there may be other issues that arise during the dining experience.

I would recommend Homestead on the Roof as the food is delicious, however, I would personally not go back during the pandemic because of the time limit and having to rush to leave our table while still eating.

Homestead on the Roof
Responded on August 4, 2020

Hello, thank you very much for sharing your feedback with us. While I am so glad to hear that you thoroughly enjoyed your meal, our adjustment in operations due to COVID guidelines should not have affected your experience and I am disappointed that we fell short on communication. If you are willing, please reach out to me at lmangiameli@thefifty50 as I'd love to welcome you back and hear a bit more about your experience. Stay healthy and be well! -Lisa Mangiameli, GM

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OT
vipOpenTable Diner
Chicago
1 review
Dined on July 22, 2020
Overall5food5service5ambience5

Fantastic experience during Covid. Tables are spaced out really well. Our waiter - Gabriel- was fabulous. The food was great!

Homestead on the Roof
Responded on August 4, 2020

Hello, thank you so much for the glowing review! I'll certainly pass on your kind words to Gabriel and we really appreciate you pointing out that you're experience was not affected by COVID. Thank you again for your support, we'd love to welcome you back soon, stay healthy and be well! -Lisa Mangiameli, GM

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S
Sega0527
San Francisco
1 review
Dined on July 17, 2020
Overall5food5service5ambience5

Gabriel is a great waiter!!! Everything he told us about the food was on point. I would Definitely recommend this place to others!!

Homestead on the Roof
Responded on July 20, 2020

Thank you so much for your kind words, Gabe will be thrilled to hear your feedback! I'm so glad to hear you enjoyed your experience and your support is much appreciated. We are bringing on some fun new cocktails in the coming weeks, we hope to welcome you back soon! -Lisa Mangiameli, GM

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OT
OpenTable Diner
Chicago
1 review
Dined on July 17, 2020
Overall5food5service5ambience5

The server was very informed about the menu and recommended the red margarita which was delicious!! As well as other items on the menu!

Homestead on the Roof
Responded on August 4, 2020

Thank you so much for sharing your feedback! I'm so glad to hear you enjoyed service as well as the Red Star Margarita. We hope to see you back for another al fresco evening! Thanks again for your support, stay healthy and be well. -Lisa Mangiameli, GM

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A
vipAlex
San Francisco
8 reviews
Dined on July 16, 2020
Overall4food5service2ambience3

Had to wait forever despite having a reservation. The host staff didn't seem to give a damn. Food was great, but I would not come back or recommend it.

Homestead on the Roof
Responded on July 20, 2020

Hi Alex, thank you for letting us know about your experience. I am disappointed to hear that you didn't feel the heartfelt hospitality that is our team standard. While we are operating under strict capacity guidelines in order to keep our guests and staff as safe as possible, it should not have affected your experience. If you are willing, please reach out to me directly at lmangiameli@thefifty50 as I'd love to welcome you back! -Lisa Mangiameli, GM

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OT
OpenTable Diner
San Diego
1 review
Dined on July 16, 2020
Overall5food5service5ambience5

Great food and great location. Adhering to social distancing in a beautiful space!

Homestead on the Roof
Responded on July 20, 2020

Thank you so much for the wonderful review! I am so glad to hear you enjoyed the food and al fresco experience. Our staff have been working hard to ensure everyone's safety and compliance with COVID guidelines, we really appreciate you pointing that out. We hope to welcome you back soon, stay healthy and be well. -Lisa Mangiameli, GM

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MR
MarianaR
1 review
Dined on July 16, 2020
Overall5food5service5ambience5

Great place, friendly service and great food. Passionfruit dessert was delicious.

Homestead on the Roof
Responded on July 20, 2020

Hi Mariana, thank you so much for the wonderful review! Our menu this year has definitely been a crowd pleaser and I'm glad you enjoyed the Creme Catalana, it's the perfect bite to end your meal! Your support is much appreciated and we hope to welcome you back soon. -Lisa Mangiameli, GM

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P
vipPikachu
Chicago
6 reviews
Dined on July 12, 2020
Overall5food5service5ambience5

Amazing food and exceptional service from Frankie. A very cozy al fresco dining on the rooftop. I personally love al pastor taco and their crema catalana dessert.

Homestead on the Roof
Responded on July 16, 2020

Thank you for leaving us such a stellar review. We are thrilled that you loved your experience, and Frankie will definitely be happy to hear your kind words! Chef Ivan's new menu does not disappoint, I also highly recommend the mushroom taco as well, I am typically a carnivore and I can't stop eating them! We appreciate your support and hope to see you again soon, stay healthy and be well! -Lisa Mangiameli, GM

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OT
OpenTable Diner
1 review
Dined on July 10, 2020
Overall1food3service1ambience5

Took 30+ min to get our first drink. Decided to leave after that

Homestead on the Roof
Responded on July 13, 2020

Hello! I am disappointed to hear that your drinks took over 30 minutes, that is certainly not the level of service we pride ourselves on. I appreciate you leaving this feedback, it is the only way we can improve! I would love to welcome you back for a round of drinks if you are willing. Please reach out to me directly at lmangiameli@thefifty50. Hope to hear from you soon. Stay healthy and be well. -Lisa Mangiameli, GM

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OT
OpenTable Diner
Chicago
5 reviews
Dined on July 10, 2020
Overall5food5service5ambience5

Great food and service!

Homestead on the Roof
Responded on July 13, 2020

Thank you so much for taking the time to show your support with a positive rating, we certainly appreciate it and hope to serve you again soon! Stay healthy and be well. -Lisa Mangiameli, GM

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OT
OpenTable Diner
Chicago
1 review
Dined on July 9, 2020
Overall5food4service5ambience5

Great rooftop restaurant. Ambience was perfect for an outdoor summer dinner. Food was delicious, especially the watermelon and jicama salad! Staff were attentive and made sure people comply with COVID rules.

Homestead on the Roof
Responded on July 13, 2020

Thank you so much for the wonderful review! I am so glad to hear you enjoyed the salad, it's the perfect refreshing bite on a hot summer's day. Our staff have been working hard to ensure everyone's safety and compliance with COVID guideline, we really appreciate you pointing that out. We hope to welcome you back soon, stay healthy and be well. -Lisa Mangiameli, GM

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SS
vipSamanthaS
Chicago
1 review
Dined on July 9, 2020
Overall5food5service5ambience5

Great night out on the roof! Food was excellent and so was the service!

Homestead on the Roof
Responded on July 16, 2020

Hi Samantha, thank you so much for the wonderful review! I'm so glad to hear you enjoyed your al fresco experience with us. Your kind words are support are much appreciated and we hope to see you again soon. Stay healthy and be well! -Lisa Mangiameli, GM

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JT
JasmineT
1 review
Dined on July 9, 2020
Overall5food5service5ambience5

The server was amazing! Atmosphere was cute, food fresh! Would recommend

Homestead on the Roof
Responded on July 13, 2020

Hi Jasmine, thank you so much for taking the time to leave such a wonderful review! I am so glad to hear that you enjoyed your experience and I will pass on the kudos to your server. We are adding some fun new cocktails in the next couple weeks, come check them out! Stay healthy and be well. -Lisa Mangiameli, GM

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J
Jeannine
1 review
Dined on July 3, 2020
Overall4food3service3ambience4

Very nice setting for a roof top bar. Food is pretty decent and cocktails were very strong. The margarita was ok but not tasty.

Homestead on the Roof
Responded on July 10, 2020

Thank you Jeannine for taking the time to review your experience with us! We appreciate the honest feedback as that is the only way we can continue to improve! We are glad you enjoyed the setting and ambiance! Any other feedback feel free to reach out to me at jcameron@thefifty50! Looking forward to hearing from you and hope to see you again soon!

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BM
BenM
Chicago
1 review
Dined on July 3, 2020
Overall5food4service4ambience5

Great Friday datenight spot out for my wife and I. It was a pleasant evening in early July we enjoyed the open air deck with great spacing between tables and the food was good. Staff were all wearing masks. We arrived on time and did not have any wait. My wife had the al pastor tacos and I had the chicken mole. The drinks were a highlight and the manager with his cocktail recommendation was very helpful. It was very soft music which was perfect for us to connect after a months eating at home.

Homestead on the Roof
Responded on July 10, 2020

Thank you Ben for taking the time to rate and review your experience with us! We are so happy you felt comfortable dining with us during this time. I'm glad you enjoyed your food, cocktails, and the relaxing atmosphere we've prepared. We hope to see you again soon!

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C
vipChicagofoodie
Chicago
37 reviews
Dined on July 2, 2020
Overall5food5service5ambience5

I felt very comfortable dining there during Covid. The servers were very friendly and conscientious. I’m still dreaming about the pork belly! The brisket taco was delicious and the mushroom taco, to my surprise because I am a meatasauris, was my favorite taco! I highly recommend checking this place out. The cocktails are unbelievable as well. They were running a special menu of cocktails from the Berkshire room in addition to the regular ones.

Homestead on the Roof
Responded on July 10, 2020

Thank you for taking the time to review your experience with us! Safety for our guests and employees is the most important thing to us at this moment and we are so glad you felt comfortable dining with us during this time! Also happy that you enjoyed your tacos and cocktails! We hope to see you again soon!

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TN
vipTheNutritarian
Chicago
8 reviews
Dined on July 1, 2020
Overall5food5service5ambience5

Love it here.

Homestead on the Roof
Responded on July 2, 2020

Thank you so much for taking the time to share your experience with us! We are glad you loved your time here! We hope to see you again soon!

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OT
OpenTable Diner
Chicago
1 review
Dined on July 1, 2020
Overall5food5service5ambience5

Great spot. Highly recommend it

Homestead on the Roof
Responded on July 3, 2020

Thank you so much for taking the time to share your experience with us! We are glad you enjoyed everything! We hope to see you again soon!

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JC
vipJuliaC
Chicago
4 reviews
Dined on July 1, 2020
Overall4food4service5ambience4

Manager continually lifted her mask off of her face to talk to customers at tables. Not safe, defeats the purpose and violates the current public health recommendations. Staff also allowed some folks to walk around outdoor patio without masks and specifically requested others wore them. They need to do better, it is not currently safe to fine here.

Homestead on the Roof
Responded on July 10, 2020

Julia it is of our upmost importance to keep our guests and staff safe at this time. We have talked with this manager about lifting her mask up to better communicate with guests. We tell all guests to wear masks whenever they are not seated and no guest or employee is exempt from that. Unfortunately we can't track every guest every time they get up from there table, but we do our best to keep everyone to that standard. Please contact me at jcameron@thefifty50 I'd love to talk more about this

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s
steady001
Chicago
3 reviews
Dined on June 28, 2020
Overall5food5service5ambience5

A must try! The food was incredible and the service was very attentive.

Homestead on the Roof
Responded on July 1, 2020

Thank you so much for your review! We are happy you enjoyed your dining experience and we hope to see you again soon!

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OT
vipOpenTable Diner
Chicago
1 review
Dined on June 27, 2020
Overall5food5service4ambience5

The food is always excellent here! Have been a few times and never disappoints.

Homestead on the Roof
Responded on July 2, 2020

Thank you so much for your review! We are glad you've enjoyed all your past dining experiences! We hope to see you again soon!

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Homestead on the Roof is rated 4.6 stars by 649 OpenTable diners.

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