Authentic cheesesteaks. Specialty cheesesteaks. Signature roast pork and chicken cutlet sandwiches with homemade broccoli rabe and Cooper sharp american. Bread shipped in from Philly and baked in-house every hour. Killer wings, salads, and fries. Craft beer on tap. Craftier cocktails. Televisions. Sports. A Sports Bar.
Do we have your attention yet? Welcome to Olde City Cheesesteaks & Brew.
Philly native and Olde City founder Evan Stein has been serving up cheesesteaks in NYC since 2005 with his original concept Shorty’s. Evan has moved on to launch this truly unique brand. Each item on the menu is delicious. The beer selection is carefully curated with local breweries from PA and NY. The creative cocktails are unexpectedly serious and always served without pretension. Olde City has something for everyone. The Olde City team will always make you feel like it's your City, too.
#LoveOldeCity
The cheesesteaks received mixed reviews; while many praised their deliciousness and authenticity, some found them underwhelming or poorly prepared.
Service
Customer experiences with service varied significantly, with some praising friendly and attentive staff, while others reported rude or unhelpful service.
Atmosphere
The bar's atmosphere is generally well-received, especially during sports events, creating a lively and enjoyable environment for patrons.
Value
Many customers appreciated the lunch specials and overall value for money, though some felt prices were high for the quality received.
Consistency
There were reports of inconsistency in food quality and service, with some customers experiencing excellent meals and service while others faced significant issues.
OC
Olivia Celice
Nov 9, 2025
5.0
This spot has me planning when to return. The place emphasizes comfort over formality. The food stands above others. Inviting, amiable, friendly, skilled. My next meal will feature different selections.
MH
Marcel Hunter
Nov 7, 2025
5.0
Juan gives the BEST experience! He’s attentive and very knowledgeable about different drinks and will give you best drink based off your taste and mood !!
JC
Jan Cassity
Oct 31, 2025
5.0
We were exploring the Flat Iron district and stopped in for a quick lunch. They have a lunch special including a cheesesteak, fries and a beer for $20. My husband and I were able to share, the sandwich is large and delicious. Atmosphere is wonderful, plenty of TVs for watching your favorite sports. We will definitely return!
AG
Adam Goldstein
Oct 28, 2025
1.0
I hope everyone reads this before they order UberEats , Grubhub or DoorDash before ordering. The cheesesteak is so horrible that I wouldn’t eat it. The worst cheesesteak in my life, and it’s not hard to make a cheesesteak. Now it makes sense as to why they’re calling themselves Bosscat cheesesteak online. Nobody would buy this horrible food if they knew it was the Olde City place. When restaurants start to do this it’s because nobody’s ordering their food anymore. The next stop Buy 1 Get 1 Free, and then they’ll end up closing down. I really hope that happens sooner than later! It’s not like this place is serving the neighborhood good great food. It’s just an eye sore every time I walk by it.
MN
Michel Nee
Oct 21, 2025
5.0
Their reputation brings in both regulars and curious first-timers. The good ratings reflect the actual experience. The meals balance flavor needs with freshness and health considerations. People that work here are super nice. I appreciate their standards and encourage visits.
Frequently Asked Questions About Olde City Cheesesteaks & Brew
Does Olde City Cheesesteaks & Brew accept reservations?
No, Olde City Cheesesteaks & Brew does not accept reservations.
What are the happy hour times at Olde City Cheesesteaks & Brew?
Happy hours are Monday through Friday from 4:00 PM to 7:00 PM.
What are the regular operating hours of Olde City Cheesesteaks & Brew?
The restaurant is open from 11:00 AM to 1:00 AM Monday through Wednesday and Sunday, and until 2:00 AM on Thursday through Saturday.
What dining options does Olde City Cheesesteaks & Brew offer?
They offer in-store pickup, delivery, and same-day delivery services.
What are the pickup and takeout hours at Olde City Cheesesteaks & Brew?
Pickup and takeout are available daily from 11:00 AM to 11:30 PM.
Where is Olde City Cheesesteaks & Brew located?
It is located at 66 Madison Ave, New York, NY 10016.
What type of food and drink can I expect at Olde City Cheesesteaks & Brew?
They serve authentic specialty cheesesteaks, signature roast pork and chicken cutlet sandwiches, killer wings, salads, fries, craft beer on tap, and creative cocktails in a sports bar environment.
Can I find other cheesesteak places near Olde City Cheesesteaks & Brew?
Yes, Cheesesteak NYC is a nearby restaurant that also serves cheesesteaks, offering you more options in the area.
What nearby places can I visit before or after dining at Olde City Cheesesteaks & Brew?
You can visit Lily Spots NYC for more dining or explore the Astrology Boutique & Meditation Center for a unique spiritual experience nearby.
Are there coffee shops near Olde City Cheesesteaks & Brew for a post-meal coffee?
Yes, nearby coffee shops include Coppa Nomad and Birch Coffee, perfect for a coffee or smoothie after your meal.