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

Upstairs at The Gwen

4.1
4.1
249 Reviews
$31 to $50
American

Make a booking

2 people
8:00 pm
Booked 23 times today
Experiences are available.
  • Great for creative cocktails
  • Charming
  • Great for outdoor dining
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
  • 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

    USD 25.00 per person

    Prepaid

    23 Nov 2024 - 9 Mar 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

    USD 70.00 per person

    Prepaid

    7 Dec 2024 - 29 Dec 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

    USD 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

What 249 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
  • 4Food
  • 4.2Service
  • 4.2Ambience
  • 3.8Value

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.

249 Reviews
  1. Marie

    New Orleans

    4 reviews

    3.0

    4 reviews

    Dined on 14 December 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?

  2. Dennis

    VIP

    Chicago

    23 reviews

    5.0

    23 reviews

    Dined on 14 December 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!

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  3. Angela

    VIP

    Indiana

    4 reviews

    2.0

    4 reviews

    Dined on 7 December 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.

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  4. Noura

    VIP

    Orlando

    1 review

    1.0

    1 review

    Dined on 7 December 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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  5. John

    Chicago

    6 reviews

    4.0

    6 reviews

    Dined on 4 December 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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  6. Jennifer

    Chicago

    5 reviews

    3.0

    5 reviews

    Dined on 30 November 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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  7. Ben

    Chicago

    4 reviews

    4.0

    4 reviews

    Dined on 29 November 2024

    1. Overall 4
    2. Food 4
    3. Service 4
    4. Ambience 4
    Enjoyed a solid experience with great service in a wonderful hidden gem.

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  8. Marilyn

    San Diego

    5 reviews

    5.0

    5 reviews

    Dined on 29 November 2024

    1. Overall 5
    2. Food 4
    3. Service 5
    4. Ambience 4
    We had a terrific Thanksgiving at the Gwen. Our grandchildren were treated royally and we all enjoyed the food and service.

    Is this helpful?

  9. Linda

    VIP

    Las Vegas

    6 reviews

    5.0

    6 reviews

    Dined on 27 November 2024

    1. Overall 5
    2. Food 5
    3. Service 5
    4. Ambience 5
    The curling event was fun, and the staff was just delightful!

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  10. Lisa

    VIP

    Chicago

    17 reviews

    1.0

    17 reviews

    Dined on 24 November 2024

    1. Overall 1
    2. Food 1
    3. Service 1
    4. Ambience 1
    I felt disappointed overall. The decor was really really minimal. The DJ was too loud. The food was really mediocre to poor. It felt like a few frozen appetizers heated up at best, though even the “warm” apps came out cold. One single shrimp had a bit of cold bits of pastry for the savory. For the dessert, the cannoli was stale, soggy and gross. The server was new and in training but very nervous. The tea and teapots were cute but overall, for the price, it was INCREDIBLY disappointing.

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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 249 OpenTable diners.

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

Make a booking

2 people
8:00 pm
Booked 23 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 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, Takeaway, View, Weekend Brunch, Wheelchair Access, Wine
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