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Terrace main photos - Upstairs at The Gwen, Chicago, IL

Upstairs at The Gwen

4.2 (317)
$31 to $50
American
The Gwen Hotel, 521 N. Rush St., Chicago, IL 60611

Make a reservation

2 people
10:00 PM
Booked 59 times today
Experiences are available.

About this restaurant

  • Charming
  • Great for outdoor dining
  • Good for groups
Experience the premier terrace in River North, located on the 5th floor of The Gwen, a one MICHELIN Key hotel, nestled along the iconic Magnificent Mile! Savor creative cocktails and indulge in delicious small and large plates crafted by Executive Chef Matt Jergens, all while enjoying the warm ambiance of our firepits and the stunning backdrop of towering skyscrapers. Our candlelit indoor lounge and bar offer the perfect setting to unwind, relax, and embrace the good life!

Join us on the weekends for Chicago's liveliest, most unique tea service, Tipsy Tea! Featuring scrumptious savory and sweet bites, bottomless beverages, a DJ spinning, and a special themed menu every month, this is one pinkies-down tea service you will never forget!

Dining areas

Additional information

  • Dining style
    Casual Dining
  • Price
    $31 to $50
  • Cuisines
    American, Cocktail Bar, Afternoon Tea
  • Hours of operation
    Mon–Thu, Sun 7:00 am–11:00 pm Fri, Sat 7:00 am–1:00 am Breakfast Mon–Fri 7:00 am–11:00 am Brunch Sat, Sun 7:00 am–2:00 pm Happy Hour Mon–Thu 4:00 pm–5:30 pm
  • Phone number
  • Payment options
    AMEX, Diners Club, Discover, Mastercard, Visa
  • Dress code
    Casual Dress
  • Executive chef
    Matt Jergens
  • Private party facilities
    We’re here to help you plan your next memorable event at The Gwen, A Luxury Collection Hotel. Please contact our event specialists to learn more information: RFP@thegwenhotel.com
  • Neighborhood
    River North (Chicago)
  • Cross street
    Between Grand Avenue and Illinois Street
  • Parking details
    We do not validate parking.
  • Public transit
    CTA: Red Line Train ("Grand" Stop)Bus: 147, 148, 151, 145, 146, 3, 157, 29, 65
  • Additional
    Bar/Lounge, Beer, Cocktails, Corkage Fee, Entertainment, Full Bar, Gluten-free Options, Happy Hour, High Tea, Non-Smoking, Outdoor Firepit, Patio/Outdoor Dining, Patio/Outdoor Dining, Takeout, View, Weekend Brunch, Wheelchair Access, Wine

Experiences

  • "Tropic Like It's Hot!" Tipsy Tea Party

    $70.00 per person

    Prepaid

    Jul 1, 2025 - Sep 30, 2025
    Tropic Like It’s Hot brings a taste of the tropics to The Gwen’s iconic Tipsy Tea, served July through September. Indulge in a selection of fragrant teas, breezy tea-infused cocktails, and seasonal bites that evoke laid-back elegance and endless summer charm—all served with a stylish Gwen twist. +To reserve, please select one add-on per guest. You are welcome to upgrade packages upon arrival. +Please ensure to arrive on-time for your reservation to maximize the most out of your 2 hour experience. +We require 2 days notice in order to receive a full refund in the event you need to cancel your reservation.
    "Tropic Like It's Hot!" Tipsy Tea Party Photo

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What 317 people are saying

Upstairs at The Gwen reviews from people who’ve dined at this restaurant. Based on recent rating.

Overall ratings and reviews

Reviews can only be made by diners who have eaten at this restaurant

4.2
4.2 based on recent ratings
  • 4.0Food
  • 4.1Service
  • 4.3Ambience
  • 3.8Value

NoiseModerate

Review summary

AI-generated from verified diner reviews
Upstairs at The Gwen offers a charming rooftop experience with "great drinks and delicious food." The atmosphere is vibrant, ideal for happy hours or brunch with "excellent service." While some patrons find the prices high, the stunning views and "fun trendy" ambiance make it a memorable spot for special occasions.
317 Reviews
  1. Allison

    New York City1 review

    4.0

    Dined 2 days ago

    1. Overall 4
    2. Food 5
    3. Service 4
    4. Ambience 3
    It was a very nice space, however it was a bit disappointing that the fire pit was not working despite making the reservation requesting the fire pit table.

    Is this helpful?

  2. December

    Orlando / Central Florida East3 reviews

    2.0

    Dined 7 days ago

    1. Overall 2
    2. Food 1
    3. Service 1
    4. Ambience 2
    Did not feel very welcomed. The skyline was beautiful but that’s about all. They stopped serving food too early & we were not accommodated. They told us to sit anywhere but then proceeded to tell us that certain places would not be serviced by a waiter. Very uncomfortable unfortunately for such a beautiful venue.

    Is this helpful?

  3. Bianca

    Chicago / Illinois1 review

    1.0

    Dined on June 21, 2025

    1. Overall 1
    2. Food 1
    3. Service 2
    4. Ambience 1
    We asked to be seated outside. The hostess said there were other reservations that had those seats reserved. We said if anything changes let us know. Our reservation was at 9 PM. the hostess said there were other 9 pm and 9:15 reservations. We sat our whole reservation inside and not ONE party showed up until 10:30 pm for outside seating. The hostess definitely lied and she was horrible with us to begin with. Bad attitude.

    Is this helpful?

  4. Robert

    Chicago / Illinois3 reviews

    5.0

    Dined on June 21, 2025

    1. Overall 5
    2. Food 5
    3. Service 5
    4. Ambience 5
    Great drinks and delicious food with work colleagues. Beautiful atmosphere and great service.
    Upstairs at The GwenResponded on June 22, 2025
    Hello Robert! Thanks for the kind review! We're thrilled you had a great time and enjoyed the drinks and food we have to offer. We appreciate you and hope to welcome you back again in the future.

    Is this helpful?

  5. MARITA

    Chicago / Illinois8 reviews

    5.0

    Dined on June 19, 2025

    1. Overall 5
    2. Food 5
    3. Service 5
    4. Ambience 5
    Fun trendy rooftop spot with happy and excellent service. The drink menu was fun and food choices limited but delicous options.
    Upstairs at The GwenResponded on June 22, 2025
    Hi Marita! We really appreciate you sharing your experience. Glad to hear you enjoyed our drink and food menu! It's always great to hear such positive feedback - thank you again for joining us!

    Is this helpful?

  6. Matt

    Tampa / Central Florida West8 reviews

    5.0

    Dined on June 19, 2025

    1. Overall 5
    2. Food 5
    3. Service 4
    4. Ambience 4
    Good service, probably the best craft cocktails I had in my time in Chicago. I would recommend.
    Upstairs at The GwenResponded on June 22, 2025
    Hi Matt! We're so glad to hear you enjoyed your visit! Thanks for the great feedback and support - it means a lot to our team, hope to see you back again in the future.

    Is this helpful?

  7. Kyle

    Portland / Oregon4 reviews

    3.0

    Dined on June 14, 2025

    1. Overall 3
    2. Food 3
    3. Service 5
    4. Ambience 3
    Great proximity to main sites within the city. Smaller location with partial city views. Great place to start your evening.
    Upstairs at The GwenResponded on June 16, 2025
    Kyle, Thank you for taking the time to leave your feedback. We really appreciate your business and hope you enjoyed your time with us. Hope to see you back in the future!

    Is this helpful?

  8. Steph VIP

    Los Angeles10 reviews

    4.0

    Dined on June 9, 2025

    1. Overall 4
    2. Food 3
    3. Service 2
    4. Ambience 4
    It's always fun to be on the rooftop! We visited mid-June and were celebrating birthdays. Apparently, there was a convention going on and the place was packed. Which meant the Service was prob slower than usual. The food was fine, drinks were fine. Nothing special, nothing awful. Really, it was about enjoying the outside, Downtown - and who doesn't love that?
    Upstairs at The GwenResponded on June 16, 2025
    Hello Steph! Thank you for taking the time to share your experience dining with us. We appreciate you choosing The Gwen as your space for birthday celebrations and we are glad to hear you enjoyed our rooftop. Our goal is always to ensure all guests are being taken care of the best way possible so we apologize if service was slower than expected, but we appreciate your patience and understanding. We hope to see you back with us in the future!

    Is this helpful?

  9. Josh VIP

    Minneapolis - St. Paul17 reviews

    2.0

    Dined on June 8, 2025

    1. Overall 2
    2. Food 1
    3. Service 2
    4. Ambience 1
    Wow what a disappointment this experience was! I had high hopes but everything was lackluster or even a step below. Do not recommend.
    Upstairs at The GwenResponded on June 13, 2025
    Hi Josh, Thank you for sharing your experience, We're truly sorry it didn't meet expectations. Your feedback is important and will help us improve in the future. I have reached out privately to receive more information on your experience. Would love to hear back from you and have a chance to connect and make things right.

    Is this helpful?

  10. Breana VIP

    Dallas - Fort Worth1 review

    1.0

    Dined on June 8, 2025

    1. Overall 1
    2. Food 1
    3. Service 1
    4. Ambience 1
    The worst experience- food, service, atmosphere, noise. Should not market as high tea.
    Upstairs at The GwenResponded on June 13, 2025
    Dear Breana, Thank you for taking the time to share your feedback. We're truly to hear that your experience with us did not meet your expectations. This is never the impression we want to leave, and we understand how disappointing it can be when a visit falls short. Please know that your comments have been shared with our team so we can address and work to improve. We are committed to delivering the best possible service and food quality, and feedback like yours is invaluable to helping us grow.

    Is this helpful?

FAQs

Upstairs at The Gwen offers takeout which you can order by calling the restaurant at (872) 271-6010.

Upstairs at The Gwen is rated 4.2 stars by 317 OpenTable diners.

Yes, you can generally book this restaurant by choosing the date, time and party size on OpenTable.

  1. Home
  2. United States
  3. Chicago / Illinois
  4. Chicago
  5. River North (Chicago)

Make a reservation

2 people
10:00 PM
Booked 59 times today
Experiences are available.
Google Map for Upstairs at The Gwen

The Gwen Hotel, 521 N. Rush St., Chicago, IL 60611

Dining areas

Additional information

  • Cross street
    Between Grand Avenue and Illinois Street
  • Neighborhood
    River North (Chicago)
  • Hours of operation
    Mon–Thu, Sun 7:00 am–11:00 pm Fri, Sat 7:00 am–1:00 am Breakfast Mon–Fri 7:00 am–11:00 am Brunch Sat, Sun 7:00 am–2:00 pm Happy Hour Mon–Thu 4:00 pm–5:30 pm
  • Price
    $31 to $50
  • Cuisines
    American, Cocktail Bar, Afternoon Tea
  • Dining style
    Casual Dining
  • Dress code
    Casual Dress
  • Parking details
    We do not validate parking.
  • Public transit
    CTA: Red Line Train ("Grand" Stop)Bus: 147, 148, 151, 145, 146, 3, 157, 29, 65
  • Payment options
    AMEX, Diners Club, Discover, Mastercard, Visa
  • Executive chef
    Matt Jergens
  • Additional
    Bar/Lounge, Beer, Cocktails, Corkage Fee, Entertainment, Full Bar, Gluten-free Options, Happy Hour, High Tea, Non-Smoking, Outdoor Firepit, Patio/Outdoor Dining, Patio/Outdoor Dining, Takeout, View, Weekend Brunch, Wheelchair Access, Wine
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