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

Upstairs at The Gwen

4.1
4.1
269 Reviews
$31 to $50
American

Make a booking

2 people
19:00
Booked 26 times today
Experiences are available.
  • Great for creative cocktails
  • Good for special occasions
  • Fancy
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!

Order delivery or takeout

Dining areas

Additional information

  • Dining style
    Casual Dining
  • Price
    $31 to $50
  • Cuisines
    American, Cocktail Bar, Afternoon Tea
  • Hours of Operation
    Mon–Thu, Sun 07:00–23:00 Fri, Sat 07:00–01:00 Breakfast Mon–Fri 07:00–11:00 Brunch Sat, Sun 07:00–14:00 Happy Hour Mon–Thu 16:00–17:30
  • Phone number
    (872) 271-6010
  • Payment Options
    AMEX, Diners Club, Discover, Mastercard, Visa
  • Dress code
    Casual Dress
  • Executive Chef
    Matt Jergens
  • Area
    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, Takeaway, View, Weekend Brunch, Wheelchair Access, Wine

Experiences

  • Gwen's Winter Curl & Chill

    US$25.00 per person

    Prepaid

    23 Nov 2024 - 9 Mar 2025
    Celebrate the chill in style at Upstairs at The Gwen rooftop terrace! Challenge your friends to a game of curling, then cozy up with indulgent boozy hot chocolate, spiced mulled wine, and handcrafted signature cocktails. Pair these with a curated menu of seasonal delights for the ultimate cold-weather retreat. +Your $25/person admission includes access to the curling court and firepit table for 1 hour along with a featured seasonal treat. +Please ensure to dress warmly and wear comfortable shoes. Our rink is artificial, not made of ice; however, the surface still may be slippery. +Please ensure to arrive on time to maximize the most of your 1 hour experience.
    Gwen's Winter Curl & Chill photo
  • "Dripping in Pink" Tipsy Tea Party

    US$70.00 per person

    Prepaid

    4 Jan 2025 - 30 Mar 2025
    Get ready to sip, savor, and sparkle at our "All Things Pink" Tipsy Tea Party from January to March! Treat yourself to an afternoon of pure pink perfection, where tea-infused cocktails meet delectable tea tower treats, all served up to the sweet sound of live DJ beats. +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.
    "Dripping in Pink" Tipsy Tea Party photo
  • "Botanical Bliss" Tipsy Tea Party

    US$70.00 per person

    Prepaid

    1 Apr 2025 - 30 Jun 2025
    Step into a blooming wonderland at The Gwen with Botanical Bliss Tipsy Tea, available from April to June. Delight in a selection of fragrant teas, botanical-infused cocktails, and delicate seasonal bites, all designed to transport you to a lush floral escape. Sip and savor in elegance as we celebrate the beauty of spring—one petal, one pour, and one perfect moment at a time. +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.
    "Botanical Bliss" Tipsy Tea Party photo

What 269 people are saying

Overall ratings and reviews

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

4.1
4.1 based on recent ratings
  • 3.9Food
  • 4.2Service
  • 4.1Ambience
  • 3.7Value

NoiseModerate

Review summary

AI-generated from verified diner reviews
Upstairs at The Gwen offers a delightful rooftop experience with a "great vibe" and "beautiful views," perfect for enjoying creative cocktails by the fire pits. While some find the tea service underwhelming, the attentive staff and unique ambiance make it a charming spot for drinks and light bites.

269 Reviews
  1. Cole

    Chicago

    1 review

    3.0

    1 review

    Dined 1 day ago

    1. Overall 3
    2. Food 5
    3. Service 3
    4. Ambience 4
    Indoor seating is much closer. The venue’s ambiance tells you its a more casual bar atmosphere with a great quality chef if you’re looking to indulge. Overall a nice place.

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  2. Cristian

    VIP

    Chicago

    1 review

    5.0

    1 review

    Dined on 6 February 2025

    1. Overall 5
    2. Food 5
    3. Service 5
    4. Ambience 5
    We had a lovely evening here for Chicago Restaurant Week. All the food was delicious, and our server was knowledgeable and adaptable. The place is spacious but tables feel intimate, with varied seating options. A great place for conversation. The staff moved like a team and we felt welcome at all times. We're close by and surprised that we haven't been here before, but we'll definitely be back to further explore the drink menu.

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  3. Artem

    Chicago

    2 reviews

    1.0

    2 reviews

    Dined on 3 February 2025

    1. Overall 1
    2. Food 1
    3. Service 1
    4. Ambience 1
    It was a terrible experience. The manager was unprofessional. As soon as our game time ended, he asked us to leave the table immediately, without even allowing us to finish our drinks. He just stood there, staring at us, making the situation as uncomfortable as possible. Additionally, they tried to charge us for people who did not play the game. When we asked them to correct the bill, they added a tip on top of the tip I had already paid online. I cannot recommend this place.

    1 person found this helpful

  4. Jennifer

    Chicago

    1 review

    5.0

    1 review

    Dined on 19 January 2025

    1. Overall 5
    2. Food 5
    3. Service 5
    4. Ambience 5
    Great service and beautiful views while curling on the terrace

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  5. Avis

    VIP

    Chicago

    195 reviews

    2.0

    195 reviews

    Dined on 5 January 2025

    1. Overall 2
    2. Food 3
    3. Service 2
    4. Ambience 3
    Very underwhelming, especially for the price. We had a party of 5, with 4 getting the tea service. The good - the non-tea person ordered the smoked salmon plate, which was ample, high quality, and fairly priced. As for the tea package, 2 people had the standard tea menu and each received 1 (SMALL) each of an open faced smoked salmon 1/2 "sandwich", a 2"x1" square of fig and cheese pizza, and a 2 bite ham roll-up for their savory items. The fish eater got the salmon item and 2 dolmas, and the vegetarian received the dolmas and, instead of the fish, 1 grape tomato cut in quarters. Pastry-wise, there was a mini panna cotta, mini cupcake, sugar cookie, an unidentified item, and 2 macarons (which were the best of everything we ate). 2 people got the bottomless drinks and tried 5 of the offerings between them - everyone was thought to be VERY light on the stated alcohol. Sorry to say but the bottom line, the consensus was, for $120+ per person (with drinks) the tea service is overpriced by at least $40, including tax and gratuity.

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  6. rachel

    VIP

    Chicago

    10 reviews

    2.0

    10 reviews

    Dined on 5 January 2025

    1. Overall 2
    2. Food 1
    3. Service 4
    4. Ambience 2
    Service was very kind and helpful! The food was absolutely awful. I’m so sorry.

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  7. Alina

    VIP

    Las Vegas

    7 reviews

    4.0

    7 reviews

    Dined on 4 January 2025

    1. Overall 4
    2. Food 3
    3. Service 5
    4. Ambience 5
    Would recommend loose leaf tea rather than tea bags. Need more savory items. Food was average. Beautiful and great service. Expensive for what you get- recommend adding scones.

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  8. Kate

    Chicago

    144 reviews

    4.0

    144 reviews

    Dined on 29 December 2024

    1. Overall 4
    2. Food 4
    3. Service 4
    4. Ambience 4
    Delicious and creative food. We ate inside, but we will definitely try the outdoor deck with fire pits next time where we can watch the curling.

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  9. Nick

    VIP

    Chicago

    12 reviews

    2.0

    12 reviews

    Dined on 28 December 2024

    1. Overall 2
    2. Food 2
    3. Service 4
    4. Ambience 4
    Great atmosphere, but the food was mediocre and expensive

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  10. Gill

    London

    3 reviews

    4.0

    3 reviews

    Dined on 28 December 2024

    1. Overall 4
    2. Food 3
    3. Service 5
    4. Ambience 3
    Had a lovely time playing curling for the first time. The staff were lovely but the atmosphere was lacking somewhat. Only a couple of other people around. The outdoor fire pits were fab but unfortunately the speciality hot chocolate was very expensive as it was undrinkable with a n overpowering petrol type taste. The cranberry juice was great. Overall had a very enjoyable afternoon

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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 4.1 stars by 269 OpenTable diners.

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

Make a booking

2 people
19:00
Booked 26 times today
Experiences are available.

Order delivery or takeout

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
  • Area
    River North (Chicago)
  • Hours of Operation
    Mon–Thu, Sun 07:00–23:00 Fri, Sat 07:00–01:00 Breakfast Mon–Fri 07:00–11:00 Brunch Sat, Sun 07:00–14:00 Happy Hour Mon–Thu 16:00–17:30
  • 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, Takeaway, View, Weekend Brunch, Wheelchair Access, Wine
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