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

Upstairs at The Gwen

4.0
4
253 Reviews
$31 to $50
American

Make a reservation

2 people
8:00 p.m.
Booked 20 times today
Experiences are available.
  • Great for creative cocktails
  • Great for outdoor dining
  • Great for scenic views
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 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
    (872) 271-6010
  • Payment Options
    AMEX, Diners Club, Discover, Mastercard, Visa
  • Dress code
    Casual Dress
  • Executive Chef
    Matt Jergens
  • Neighbourhood
    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

  • Gwen's Winter Curl & Chill

    US$25.00 per person

    Prepaid

    Nov 23, 2024 - Mar 9, 2025
    The magic of winter awaits at Upstairs at The Gwen! Celebrate the holiday season with Gwen’s Winter Curl & Chill. Enjoy a lively game of curling, then unwind with a curated menu of festive delights. Indulge in boozy hot chocolate, mulled wine, and holiday-inspired cocktails paired with seasonal treats—all crafted to keep you cozy and warm. +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
  • Martha May's Merry Tipsy Tea Party

    US$70.00 per person

    Prepaid

    Dec 7, 2024 - Dec 29, 2024
    Celebrate the season in whimsical Whoville style at The Gwen’s Grinch-themed Tipsy Tea Party this December. Sip on festive tea-infused cocktails while enjoying festive tunes from a live DJ. Indulge in a seasonal tea tower brimming with delights such as Who-Spanakopita, Mount Crumpit Pfeffernüsse, and Sweet Cindy Lou’s Panna Cotta. Embrace your inner Martha May and celebrate the holidays with playful elegance! +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.
    Martha May's Merry Tipsy Tea Party photo
  • "Dripping in Pink" Tipsy Tea Party

    US$70.00 per person

    Prepaid

    Jan 4, 2025 - Mar 30, 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

What 253 people are saying

Overall ratings and reviews

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

4.0
4 based on recent ratings
  • 4Food
  • 4.1Service
  • 4.1Ambience
  • 3.7Value

NoiseModerate

Review summary

AI-generated from verified diner reviews
Upstairs at The Gwen offers a beautiful rooftop setting with "excellent cuisine" and "outstanding customer experience." Guests enjoy the vibrant ambiance, "fantastic" staff, and cozy fire pit tables. While some reviews mention slow service, the "attentive" and accommodating team, particularly during themed events like Tipsy Tea, often make up for it.

253 Reviews
  1. Kelly

    Chicago

    1 review

    5.0

    1 review

    Dined 3 days ago

    1. Overall 5
    2. Food 5
    3. Service 5
    4. Ambience 5
    Amazing! Would do again in a heartbeat. It was beautiful

    Is this helpful?

  2. Paula

    Sacramento

    6 reviews

    5.0

    6 reviews

    Dined 3 days ago

    1. Overall 5
    2. Food 3
    3. Service 5
    4. Ambience 5
    Did the outdoor curling for an hour and we each had a cocktail. Very enjoyable experience!

    Is this helpful?

  3. Margaret

    Chicago

    6 reviews

    2.0

    6 reviews

    Dined 3 days ago

    1. Overall 2
    2. Food 2
    3. Service 2
    4. Ambience 3
    The tea was a disappointment. Food and ambience were both mediocre, especially for the price.

    Is this helpful?

  4. Sheila

    VIP

    Chicago

    4 reviews

    1.0

    4 reviews

    Dined on December 14, 2024

    1. Overall 1
    2. Food 1
    3. Service 1
    4. Ambience 1
    Honestly such a disappointment! For holiday tea we were in a random room, it was hardly decorated, the food was awful, there was a loud dj, hardly any decorations. It was such a waste of money! Next year I will pay more at a hotel that does holiday tea regularly and knows the level of service tea customers expect.

    Is this helpful?

  5. Marie

    New Orleans

    4 reviews

    3.0

    4 reviews

    Dined on December 14, 2024

    1. Overall 3
    2. Food 3
    3. Service 5
    4. Ambience 4
    Looked nice. Service was great. Drinks were good. Typical hotel bar though

    Is this helpful?

  6. Dennis

    VIP

    Chicago

    23 reviews

    5.0

    23 reviews

    Dined on December 14, 2024

    1. Overall 5
    2. Food 4
    3. Service 4
    4. Ambience 4
    It was good all the way around and very convenient as it was cold outside and we didn’t have to leave here!

    Is this helpful?

  7. Angela

    VIP

    Indiana

    4 reviews

    2.0

    4 reviews

    Dined on December 7, 2024

    1. Overall 2
    2. Food 1
    3. Service 2
    4. Ambience 4
    Curling was fun and the space is great. Service wasn’t great - had to go looking for waitress to order food and then manager came out to say food that is on the Chill and Curl menu isn’t available until 2 pm. Why is it on the menu for the activity if not really available? Tip was automatically added and included 20% of the price for Curling and not just 20% of the food and beverage.

    Is this helpful?

  8. Noura

    VIP

    Orlando

    1 review

    1.0

    1 review

    Dined on December 7, 2024

    1. Overall 1
    2. Food 4
    3. Service 1
    4. Ambience 1
    Horrendous service, it wasn’t even that busy, yet there was no hostess for a good 15 min. Then server took forever to come seat us. Just chaos..

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  9. John

    Chicago

    6 reviews

    4.0

    6 reviews

    Dined on December 4, 2024

    1. Overall 4
    2. Food 4
    3. Service 3
    4. Ambience 5
    Lovely environment, beautiful decor and layout. Service was good, a tiny bit inattentive at times. Food was excellent, but perhaps a bit overpriced. Probably worth it for the ambience and atmosphere. Beautiful views and environment. Would go back 100%

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  10. Jennifer

    Chicago

    5 reviews

    3.0

    5 reviews

    Dined on November 30, 2024

    1. Overall 3
    2. Food 2
    3. Service 3
    4. Ambience 1
    We did the Tipsy Tea and just did the standard package and added a single drink. At first we were told we had to add the unlimited drink package even though the menu clearly stated we can order a drink a la carte. It was very expensive for what you got. We have done tea all over the city and this was definitely not our favorite. Also, I felt like we were stuffed into a conference room and it was not very pretty. So many better options nearby.

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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 stars by 253 OpenTable diners.

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

Make a reservation

2 people
8:00 p.m.
Booked 20 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
  • Neighbourhood
    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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