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Dining Room - Gatsby by Windsor Arms, Toronto, ON

Gatsby by Windsor Arms

4.2 (374)
CAN$31 to CAN$50
Contemporary American
18 Saint Thomas St, Toronto, ON M5S 3E7

Make a reservation

2 people
7:00 PM
Booked 2 times today

About this restaurant

  • Charming
  • Good for special occasions
  • Good for business meals
Gatsby was created to satisfy the needs and comforts of travelers and local Torontonians alike. Windsor Arms’ restaurant features an Italian-forward menu, delighting guests with a variety of classic and contemporary Italian dishes and delectable comfort foods. Gatsby also has a premium international wine selection, which is the proud recipient of the Award of Excellence by Wine Spectator for five consecutive years.

Interior designer Jacques Dinel of Dinel Designs brought British influence to the restaurant, setting the atmosphere of luxurious comfort. Decorated with original print art from the UK and a formal dining area with original Charles Pachter paintings. Furnished with oversized Chesterfields and comfortable leather seating, The Gatsby is perfect for conducting your meetings, get-togethers, or hosting formal dining events.

Gatsby offers live music events on Thursday and Friday evenings, making it the perfect spot for date night or an evening out with friends.-

Dining areas

Additional information

  • Dining style
    Casual Elegant
  • Price
    CAN$31 to CAN$50
  • Cuisines
    Contemporary American, Comfort Food, Vegan
  • Hours of operation
    Breakfast Daily 7:00 am–10:30 am Brunch Sat, Sun 10:30 am–2:30 pm Lunch Mon–Fri 11:00 am–3:00 pm Bar Daily 11:00 am–10:00 pm Dinner Daily 5:00 pm–9:00 pm
  • Payment options
    AMEX, Mastercard, Visa
  • Dress code
    Smart Casual
  • Catering
    Please contact dining@windsorarmshotel.com for catering inquiries.
  • Private party facilities
    Please contact dining@windsorarmshotel.com for private dining inquiries.
  • Neighborhood
    Yorkville
  • Cross street
    Bloor
  • Parking details
    Valet
  • Public transit
    Bay Street Subway Station, Bloor Danforth Line (Green) - 1 min (170.0 m) via Bellair St and St Thomas StMuseum Subway Station, Yonge University Line (Yellow) -3 min (500.0 m) via Queens Park and Bloor St W
  • Additional
    Bar/Lounge, Beer, Cocktails, Corkage Fee, Counter Seating, Entertainment, Full Bar, Gluten-free Options, High Tea, Late Night, Non-Smoking, Patio/Outdoor Dining, Patio/Outdoor Dining, Private Room, Weekend Brunch, Wheelchair Access, Wine
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What 374 people are saying

Gatsby by Windsor Arms reviews from people who’ve dined at this restaurant. Based on recent rating.

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
  • 4.1Service
  • 4.5Ambience
  • 4.0Value

NoiseModerate

Review summary

AI-generated from verified diner reviews
Gatsby by Windsor Arms offers a stunning ambiance with "old world charm," making it a unique and warm experience. Guests rave about the "phenomenal live music" and "exceptional service." The menu, featuring dishes like Almond French toast and mushroom ravioli, is "well tailored & balanced," though portion sizes may vary.
374 Reviews
  1. John

    New Orleans / Louisiana6 reviews

    4.0

    Dined on May 22, 2025

    1. Overall 4
    2. Food 4
    3. Service 4
    4. Ambience 5
    The food was very good and the ambience is very cozy. They had live music on Thursday night while we were there and it was amazing. Sean Jones with a great voice

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  2. souk

    Toronto / Ontario12 reviews

    4.0

    Dined on May 10, 2025

    1. Overall 4
    2. Food 3
    3. Service 5
    4. Ambience 5
    The room is beautiful with comfortable seating and interesting decor living up to the Gatsby name. Service was fantastic and food was very good. Almond French toast was very unique and tasty. Organic eggs + bacon was very good. I had the eggs Benny with peameal and it was also good. The only complaint was portion size. The restaurant could include more toast or home fries to make it more fulfilling. I left still hungry even after finishing my kids scraps that they didn’t finish.

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  3. Erica

    Toronto / Ontario2 reviews

    5.0

    Dined on April 20, 2025

    1. Overall 5
    2. Food 5
    3. Service 5
    4. Ambience 5
    Experienced the Easter Brunch in the courtyard. It was absolutely delicious and service was wonderful. The hotel is such a dream and looking so divine. Had a wonderful experience today.

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  4. Mel VIP

    Toronto / Ontario6 reviews

    5.0

    Dined on April 5, 2025

    1. Overall 5
    2. Food 5
    3. Service 5
    4. Ambience 5
    We had an outstanding evening and great meal, with outstanding service! Highly recommend!

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  5. Charlene Marie

    Toronto / Ontario13 reviews

    5.0

    Dined on April 3, 2025

    1. Overall 5
    2. Food 5
    3. Service 5
    4. Ambience 5
    Birthday dinner and amazing show Juno award winning singer. Perfect timing & lovely night. Dining, cocktails & dance dj & live music couldn't ask for more.

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  6. Tanya

    Toronto / Ontario6 reviews

    5.0

    Dined on March 15, 2025

    1. Overall 5
    2. Food 5
    3. Service 5
    4. Ambience 5
    Fave date spot to order the mushroom ravioli & watch the live show during their jazz nights. A special spot in the city.

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  7. Laurence

    Palm Springs / Palm Desert Cities1 review

    1.0

    Dined on March 2, 2025

    1. Overall 1
    2. Food 3
    3. Service 1
    4. Ambience 4
    The place is really nice and comfortable although why a place called Gatsbys would have an Italian menu? The wait person and apparently bartender were taken a bit by surprise that a gin Martini required dry vermouth - he came to the table to make sure we didn't actually want sweet vermouth before they had to go to the storeroom to see if they actually had any dry vermouth. A long wait later they found some. Then, they had to go in search (back to the storeroom) of the key ingredient for the featured house mocktail. When ordering our food we were asked whether we wanted our carpaccio well done or medium! The food itself was good, but not special. We had to send the soggy French fries back. Overall, at the generous "fine dining" prices, there is really no reason to go there. Sadly, because it's such an iconic building and a really evocative name (but not for an Italian restaurant). It's probably a really nice meeting place for drinks after work. But not for dinner.

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  8. Hugh VIP

    Montreal / Quebec2 reviews

    4.0

    Dined on March 1, 2025

    1. Overall 4
    2. Food 4
    3. Service 4
    4. Ambience 4
    Jazz night. I will avoid next time. Served wrong salad.

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  9. Tonny

    Toronto / Ontario1 review

    1.0

    Dined on February 22, 2025

    1. Overall 1
    2. Food 1
    3. Service 3
    4. Ambience 1
    The food was not good which was very disappointing given the exorbitant price point. Both lamb rack (medium) and steak striploin (medium rare) were underdone. They were audio testing during our visit and had a lot of feedback screeching on the speakers. Does not compare to other high end restaurants, you should skip.

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  10. Marls

    Toronto / Ontario9 reviews

    2.0

    Dined on February 15, 2025

    1. Overall 2
    2. Food 3
    3. Service 1
    4. Ambience 5
    I will start by saying I don’t believe our experience will be everyone’s experience. I will add the ambiance is great, it is is a beautiful building. The food was plated nicely but for the cost did not taste high quality. We initially had fair seats, the live music wasn’t visible, the manager without prompt asked if we would like to move and placed us in what I believe were the best seats in the restaurant. It is unfortunate that from that point our service was quite poor. We had ordered drinks and had water before we moved seats, our starter and main course both came before water was given (on our request) and our drinks we also had to request again. Next to us was a table that arrived after us and received their drinks and each course far before us, it was quite easy for the waiter to see we had no water, the amount of times he was standing right in front of our table serving another couple. I understand Valentine’s Day is busy, but our dinner was late in the evening and it was more than manageable for the staff I saw present. The issue was mis management and the visible arguments the staff was having. Staff were annoyed while serving us and mentioned they were being “sabotaged” by other staff. I was there to enjoy a relaxing evening, not to be involved in politics of the staff. When our drinks finally came, my partners was very good, she enjoyed it. Mine however had no alcohol. When I complained about the service, a different manger, went to the bar shouted at our intial server before we moved seats, a black woman and not either of the two white males serving our current area. When I walked to him and corrected his mistake he lied to me “I was not shouting at her.” The experience unfortunately was quite bad. I was annoyed that staff was disrespectful to each other in earshot of customers. I was disappointed seeing a table right in front of us getting fair service while our was so poor. I was offered a free drink, declined. I will not be going back.

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FAQs

Gatsby by Windsor Arms is rated 4.2 stars by 374 OpenTable diners.

Gatsby by Windsor Arms does offer gift cards which you can purchase here.

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

  1. Home
  2. Canada
  3. Toronto / Ontario
  4. Toronto
  5. Yorkville

Make a reservation

2 people
7:00 PM
Booked 2 times today
Google Map for Gatsby by Windsor Arms

18 Saint Thomas St, Toronto, ON M5S 3E7

Dining areas

Additional information

  • Cross street
    Bloor
  • Neighborhood
    Yorkville
  • Hours of operation
    Breakfast Daily 7:00 am–10:30 am Brunch Sat, Sun 10:30 am–2:30 pm Lunch Mon–Fri 11:00 am–3:00 pm Bar Daily 11:00 am–10:00 pm Dinner Daily 5:00 pm–9:00 pm
  • Price
    CAN$31 to CAN$50
  • Cuisines
    Contemporary American, Comfort Food, Vegan
  • Dining style
    Casual Elegant
  • Dress code
    Smart Casual
  • Parking details
    Valet
  • Public transit
    Bay Street Subway Station, Bloor Danforth Line (Green) - 1 min (170.0 m) via Bellair St and St Thomas StMuseum Subway Station, Yonge University Line (Yellow) -3 min (500.0 m) via Queens Park and Bloor St W
  • Payment options
    AMEX, Mastercard, Visa
  • Additional
    Bar/Lounge, Beer, Cocktails, Corkage Fee, Counter Seating, Entertainment, Full Bar, Gluten-free Options, High Tea, Late Night, Non-Smoking, Patio/Outdoor Dining, Patio/Outdoor Dining, Private Room, Weekend Brunch, Wheelchair Access, Wine
Gift card

Gift card

Send gift cards instantly by email or print to present in person.

Send a gift card
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