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

Upstairs at The Gwen

4.2
4.2
236 Reviews
$31 to $50
American

Make a reservation

2 people
7:00 p.m.
Booked 29 times today
Experiences are available.
  • Charming
  • Great for outdoor dining
  • Great for happy hour
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)<br />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
  • Bites & Vines: Gloria Ferrer

    US$75.00 per person

    Prepaid

    Dec 6, 2024 only
    6:00 p.m.
    Prepare yourself for an extraordinary culinary journey with The Gwen's Bites & Vines series. Indulge in an exquisite Gloria Ferrer wine experience, featuring a perfectly paired tapas menu. Situated in the scenic hills of Carneros, Gloria Ferrer is renowned as California’s most celebrated sparkling winemaking team. Savor the vibrant flavors of their award-winning wines, expertly paired with a chef-crafted selection of tapas, designed to complement each sip. This experience offers a delightful fusion of fine wine and culinary artistry, transporting you to the heart of Carneros. To view the wines being presented and menu, please visit https://www.thegwenchicago.com/activities/bites-vines/ for more information.
    Bites & Vines: Gloria Ferrer photo
  • “Thank You For Being a Friend” Tipsy Tea Party

    US$70.00 per person

    Prepaid

    Nov 2, 2024 - Nov 30, 2024
    Bring your besties and celebrate your inner Golden Girl at our fabulous November tea bash! Sip on signature tea-infused cocktails inspired by Dorothy’s sophistication, Blanche’s boldness, Rose’s sweetness, and Sophia’s sass, all set to the vibrant beats of a live DJ. Delight in a luxurious tea tower featuring indulgent treats like classic New York Cheesecake, refreshing Miami Key Lime Custard Bites, and rich Southern Pecan Pie. +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.
    “Thank You For Being a Friend” Tipsy Tea Party photo

What 236 people are saying

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
  • 4.1Food
  • 4.2Service
  • 4.4Ambience
  • 3.9Value

NoiseModerate

Review summary

AI-generated from verified diner reviews
Upstairs at The Gwen offers a "beautiful rooftop location" with excellent cuisine and a lively atmosphere. Guests appreciate the attentive service, especially from standout staff members like Michael and Kayla. While there are occasional service delays, the "great vibes" and "amazing experience" make it a delightful spot for celebrations and casual gatherings alike.

236 Reviews
  1. Susan

    Los Angeles

    10 reviews

    vip
    5.0

    10 reviews

    Dined 7 days ago

    1. Overall 5
    2. Food 1
    3. Service 5
    4. Ambience 5
    Only one star in good because we didn’t actually eat here. We only had cocktails which were fantastic. Our server was also amazing!

    Is this helpful?

  2. Andrea

    New York City

    2 reviews

    vip
    5.0

    2 reviews

    Dined 7 days ago

    1. Overall 5
    2. Food 4
    3. Service 5
    4. Ambience 4
    Fun time at Tipsy Tea! Servers were wonderful and themed event was entertaining. Desserts were delicious, especially the key lime pie.

    Is this helpful?

  3. chris

    Houston

    23 reviews

    vip
    5.0

    23 reviews

    Dined on November 15, 2024

    1. Overall 5
    2. Food 5
    3. Service 4
    4. Ambience 5
    We had a group of 7 and shared several small plates along with our own main courses. Every single dish was a hit for everyone!

    Is this helpful?

  4. Samantha

    Chicago

    2 reviews

    5.0

    2 reviews

    Dined on November 8, 2024

    1. Overall 5
    2. Food 5
    3. Service 5
    4. Ambience 5
    They are very kind to put us in a table with fire pit even if we chose standard table in the reservation. The food was great! Especially the ambiance. Would’ve stayed longer but it’s getting really chilly at night 🥶

    Is this helpful?

  5. OpenTable Diner

    Chicago

    1 review

    vip
    1.0

    1 review

    Dined on November 2, 2024

    1. Overall 1
    2. Food 2
    3. Service 1
    4. Ambience 1
    My friends and I went to the Tipsy Tea event they have on weekends and it was a total ripoff. It’s 70 bucks (90 after tip/tax) per person for tea and some very average apps and dessert bites. You had to pay another 25 dollars for alcohol, which is really an annoying way to set this up given the name of the event. The staff messed up our tea order and forgot to bring the cream we requested. The room was like a high school lunchroom decorated for prom-not even real flowers on the tables. I was embarrassed I suggested this as a get together with my GFs.

    Is this helpful?

  6. Kris

    Cincinnati

    1 review

    3.0

    1 review

    Dined on October 29, 2024

    1. Overall 3
    2. Food 4
    3. Service 2
    4. Ambience 4
    Food and drinks were good. Not great, but good. We sat outside at a fire pit. It was quite cozy, but the view was basically non existent. You could see 2 skyscrapers and that was it. TVs by each pit were distracting from the otherwise tranquil environment. Service was very, very slow.

    Is this helpful?

  7. Yazmin

    Nashville

    2 reviews

    4.0

    2 reviews

    Dined on October 26, 2024

    1. Overall 4
    2. Food 5
    3. Service 4
    4. Ambience 4
    The food is good but the view not so . I liked but I didn’t know if I would go back

    Is this helpful?

  8. Larry

    Sacramento

    82 reviews

    vip
    4.0

    82 reviews

    Dined on October 22, 2024

    1. Overall 4
    2. Food 5
    3. Service 3
    4. Ambience 5
    Beautiful surroundings, excellent food and drinks. Good service

    Is this helpful?

  9. Matt

    San Diego

    63 reviews

    vip
    5.0

    63 reviews

    Dined on October 20, 2024

    1. Overall 5
    2. Food 5
    3. Service 5
    4. Ambience 5
    Really great rooftop venue with a cool aesthetic and decor and yummy food.

    Is this helpful?

  10. Tony

    Chicago

    9 reviews

    5.0

    9 reviews

    Dined on October 20, 2024

    1. Overall 5
    2. Food 5
    3. Service 5
    4. Ambience 5
    The Rock had a really good time there, and it doesn't matter where you go but here.

    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 236 OpenTable diners.

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

Make a reservation

2 people
7:00 p.m.
Booked 29 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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