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

Upstairs at The Gwen

4.2
4.2
237 Reviews
$31 to $50
American

Make a booking

2 people
19:00
Booked 32 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
  • 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)<br />Bus: 147, 148, 151, 145, 146, 3, 157, 29, 65
  • Additional
    Gluten-free Options, Outdoor Firepit, Patio/Outdoor Dining

Experiences

  • "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
  • Bites & Vines: Gloria Ferrer

    US$75.00 per person

    Prepaid

    6 Dec 2024 only
    18:00
    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
  • Martha May's Merry Tipsy Tea Party

    US$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

What 237 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.

237 Reviews
  1. Kaitlin

    Milwaukee

    1 review

    1.0

    1 review

    Dined 1 day ago

    1. Overall 1
    2. Food 2
    3. Service 1
    4. Ambience 2
    For what you receive during the tipsy tea, you should find another nicer option. The food and tea + atmosphere are not remotely worth the upfront cost. The food came across as frozen appetizers you could buy at Costco. Disappointing overall.

    Is this helpful?

  2. Susan

    Los Angeles

    10 reviews

    vip
    5.0

    10 reviews

    Dined on 16 November 2024

    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?

  3. Andrea

    New York City

    2 reviews

    vip
    5.0

    2 reviews

    Dined on 16 November 2024

    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?

  4. chris

    Houston

    23 reviews

    vip
    5.0

    23 reviews

    Dined on 15 November 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?

  5. Samantha

    Chicago

    1 review

    5.0

    1 review

    Dined on 8 November 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?

  6. OpenTable Diner

    Chicago

    1 review

    vip
    1.0

    1 review

    Dined on 2 November 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?

  7. Kris

    Cincinnati

    1 review

    3.0

    1 review

    Dined on 29 October 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.

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  8. Yazmin

    Nashville

    2 reviews

    4.0

    2 reviews

    Dined on 26 October 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?

  9. Larry

    Sacramento

    82 reviews

    vip
    4.0

    82 reviews

    Dined on 22 October 2024

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

    Is this helpful?

  10. Matt

    San Diego

    63 reviews

    vip
    5.0

    63 reviews

    Dined on 20 October 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?

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 237 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 32 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
    Gluten-free Options, Outdoor Firepit, Patio/Outdoor Dining
  • Privacy policy
  • Terms of Use
  • Impressum
  • Cookies and Interest-Based Ads
  • Cookie Preferences
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