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Dining Room - Gatsby by Windsor Arms, Toronto, ON

Gatsby by Windsor Arms

4.5
4.5
347 Reviews
CAN$31 to CAN$50
Contemporary American

Make a booking

2 people
19:00
Booked 4 times today
Experiences are available.
  • Charming
  • Neighbourhood gem
  • Good for special occasions
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.-

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
  • Phone number
    (416) 971-9666 ext. 2
  • 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.
  • Area
    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 St<br />Museum Subway Station, Yonge University Line (Yellow) -3 min (500.0 m) via Queens Park and Bloor St W
  • Additional
    Gluten-free Options, Patio/Outdoor Dining
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Experiences

  • Chrismas Eve Dinner Buffet

    CA$55.00 - CA$145.00 per person

    24 Dec 2024 only
    We invite you to spend Christmas Eve with us at the Windsor Arms. Join us in our Courtyard Ballroom and enjoy a traditional yet elevated Christmas Eve Dinner Buffet. Adults - $145/person Children 3-10 and under $55/child Children under 3 complimentary
  • Christmas Day Brunch Buffet

    CA$65.00 - CA$165.00 per person

    25 Dec 2024 only
    We invite you to spend Christmas Day with us at the Windsor Arms. Join us in our Courtyard Ballroom and enjoy a traditional Christmas Brunch Buffet including bottomless mimosas. Adults - $165/person Children 3-10 and under $65/child Children under 3 complimentary
  • Christmas Day Prix-Fixe Dinner

    CA$175.00 per person

    25 Dec 2024 only
    We invite you to spend Christmas Day with us at the Windsor Arms. Join us in our Courtyard Ballroom and elevated 5 course prix-fixe dinner. $175/person

What 347 people are saying

Overall ratings and reviews

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

4.5
4.5 based on recent ratings
  • 4.3Food
  • 4.5Service
  • 4.6Ambience
  • 4.2Value

NoiseModerate

Diners' Choice Awards

  • Toronto / Ontario

    Great for live music

  • Toronto

    Great for live music

  • Toronto

    Lively

  • Toronto

    Contemporary American

Review summary

AI-generated from verified diner reviews
Gatsby by Windsor Arms offers a charming dining experience with "amazing food" and an "elegant ambiance." Guests appreciate the attentive staff, highlighted by standout server Leon. Live music on Fridays is a "best kept secret." While some service inconsistencies have been noted, the unique setting remains a favorite for special occasions.

347 Reviews
  1. Michael

    VIP

    Toronto

    116 reviews

    5.0

    116 reviews

    Dined 3 days ago

    1. Overall 5
    2. Food 5
    3. Service 5
    4. Ambience 5
    Excellent choice for lunch. Beautiful room, and very quiet with not many people. Service was excellent and prices, considering it was Windsor Arms Hotel was reasonable.  Good spot for a business lunch for sure or a bit of a splurge if it’s not. Had an excellent Caesar salad, ravioli, lovely desserts.

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  2. Moira

    Toronto

    20 reviews

    1.0

    20 reviews

    Dined on 2 December 2024

    1. Overall 1
    2. Food 2
    3. Service 1
    4. Ambience 3
    I have always considered the dinning room at The Windsor Arms as one of the better downtown restaurants. Unfortunately it fell flat on its face this evening. A major event was being held in the main dining rooms, and as a result, we were put in a small but elegantly appointed side room. The staff did their best to minimize the resultant noise level in our room. Unfortunately the waitress who served us was not up to the task, Her quality of service was more appropriate to a suburban roadhouse. She had to be asked twice to dim the lights (the other guests also approved) as the room was daylight bright at 7:00 pm. Further, when she served the wine, she obviously did not know how to present the bottle or have one of the guests taste it! While the restaurant may have had an issue finding sufficient qualified staff for the evening, they do have an obligation to ensure they are trained (they can offer a Coles Notes version themselves in 15 minutes). The dinner was also lukewarm when it arrived, which was delayed as the waitress did not heed our instructions to serve it when advised.The dessert Pavlova was hard and tasteless, not a goo choice! This was a vey disappointing evening, and The Window Arms will not longer be on my list for first class dining in Tronto.

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  3. VICTORIA

    Cancun

    3 reviews

    1.0

    3 reviews

    Dined on 1 December 2024

    1. Overall 1
    2. Food 2
    3. Service 1
    4. Ambience 4
    Disappointing Experience at THE GATSBY at WINDSOR ARMS HOTEL I had high expectations for THE GATSBY, given its reputation as one of Toronto’s best establishments. Unfortunately, the experience fell far short of that standard. The service was notably subpar—staff were inattentive and lacked the professionalism one would expect from a restaurant of this caliber. We waited an inordinate amount of time for even basic essentials like menus. Our server was both antagonistic and inattentive, adding unnecessary tension to the evening. Food delivery was chaotic: mains for half the table arrived alongside appetizers, while the rest of the mains were served an hour later. The wine service was equally disappointing. The bottle was not uncorked at the table, and when served, the wine had clearly turned and had to be sent back. Coffee was lukewarm, poorly brewed, and served without sugar or spoons—not for the coffee nor for the desserts. Adding to the lack of professionalism, staff spoke loudly across the restaurant, disrupting the ambiance. At one point, a staff member loudly used their phone while delivering balloon decorations, even knocking them into the chandeliers. Such behavior is far from the refined experience THE GATSBY should aim to deliver. As for the food, it failed to justify the premium price. The burger was undercooked, dry, and flavorless. These fundamental issues were compounded by a lack of attention to detail, further diminishing the overall dining experience. For a restaurant that prides itself on impeccable service and cuisine, this visit was deeply disappointing. I hope this feedback is taken seriously and leads to significant improvements.

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  4. Maria

    Toronto

    6 reviews

    5.0

    6 reviews

    Dined on 16 November 2024

    1. Overall 5
    2. Food 5
    3. Service 5
    4. Ambience 5
    The food was delicious, and the ambience elegant.

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  5. Debra

    Toronto

    2 reviews

    5.0

    2 reviews

    Dined on 15 November 2024

    1. Overall 5
    2. Food 5
    3. Service 5
    4. Ambience 5
    Friendly and welcoming! Delicious food and drink, A lovely and kind staff.

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  6. Jason

    Toronto

    1 review

    5.0

    1 review

    Dined on 11 October 2024

    1. Overall 5
    2. Food 5
    3. Service 5
    4. Ambience 5
    Our server was incredibly kind and helpful, and brought us a special assortment of desserts for my wife's birthday. Very impressed.

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  7. Alysha

    Toronto

    4 reviews

    5.0

    4 reviews

    Dined on 8 October 2024

    1. Overall 5
    2. Food 4
    3. Service 5
    4. Ambience 5
    A gem of a restaurant in a beautiful boutique hotel. The seasonal cocktail was excellent. Staff were friendly and service was great! Perfect for a date night.

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  8. Adam

    Nashville

    4 reviews

    4.0

    4 reviews

    Dined on 6 October 2024

    1. Overall 4
    2. Food 3
    3. Service 5
    4. Ambience 3
    Very nice ambiance and staff Good was great except wagu burger was served bloody and upset the guest who had that dish- was nauseated and we had to leave due to it

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  9. OpenTable Diner

    Dublin

    1 review

    5.0

    1 review

    Dined on 30 September 2024

    1. Overall 5
    2. Food 5
    3. Service 5
    4. Ambience 5
    Very charming place with very enthusiastic and attentive staff.

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  10. irina

    VIP

    Toronto

    3 reviews

    5.0

    3 reviews

    Dined on 19 August 2024

    1. Overall 5
    2. Food 5
    3. Service 5
    4. Ambience 5
    Food was amazing, great service, perfect spot for lunch

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FAQs

Gatsby by Windsor Arms is rated 4.5 stars by 347 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.

Make a booking

2 people
19:00
Booked 4 times today
Experiences are available.
Google Map for Gatsby by Windsor Arms

18 Saint Thomas St, Toronto, ON M5S 3E7

Additional information

  • Cross Street
    Bloor
  • Area
    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
    Gluten-free Options, Patio/Outdoor Dining
  • Phone number
    (416) 971-9666 ext. 2
  • Catering
    Please contact dining@windsorarmshotel.com for catering inquiries.
  • Private party facilities
    Please contact dining@windsorarmshotel.com for private dining inquiries.
Gift card

Gift card

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

Send a gift card
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