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Two Brothers, Caledon, ON

Two Brothers

4.4
4.4
33 Reviews
CAN$30 and under
Bar / Lounge / Bottle Service

Make a booking

2 people
11:30 pm
Experiences are available.
  • Good for groups
  • Great for scenic views
  • Good for special occasions
Named for two brothers with a shared dream, Osprey Valley’s new restaurant Two Brothers celebrates shared experience between friends, family and community.

Dining areas

Additional information

  • Dining style
    Casual Dining
  • Price
    CAN$30 and under
  • Cuisines
    Bar / Lounge / Bottle Service, Grill
  • Hours of Operation
    Wed–Sun 5:00 pm–9:00 pm Brunch Sun 10:00 am–1:00 pm Lunch Sat 11:00 am–4:30 pm Sun 1:00 pm–4:30 pm
  • Phone number
    (519) 927-9034
  • Payment Options
    Cash not accepted
  • Dress code
    Business Casual

Experiences

  • Brewmaster Dinner - Lost Craft Brewery

    CAD 80.00 per person

    Prepaid

    21 Mar 2025 only
    5:30 pm
    Immerse yourself in an unforgettable evening at TPC Osprey Valley Toronto, where upscale meets craft brewing excellence. Join us for a Brewmaster's Dinner in collaboration with Lost Craft Brewery, featuring a delectable four-course menu crafted by the renowned Chef Andre Walker. Each course is thoughtfully paired with a distinct brew, enhancing the flavors and elevating your dining experience. Enjoy the ambiance created by live music, setting the perfect backdrop for a night of indulgence and relaxation. At just $80 per person, this exclusive event promises a sensory delight that you won't want to miss! Come and enjoy a night of gastronomic adventure and craft beer bliss. Cheers! 🍻

What 33 people are saying

Overall ratings and reviews

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

4.4
4.4 based on recent ratings
  • 4.4Food
  • 4.5Service
  • 4.5Ambience
  • 4.1Value

NoiseModerate

Loved For

  • Toronto / Ontario

    Great for scenic views

  • Toronto / Ontario

    Bar / Lounge / Bottle Service

  • Peel Region

    Great for brunch

  • Peel Region

    Good for business meals

  • Peel Region

    Child-friendly

  • Peel Region

    Innovative

  • Peel Region

    Great for creative cocktails

  • Peel Region

    Neighbourhood gem

  • Peel Region

    Great for outdoor dining

  • Peel Region

    Lively

Review summary

AI-generated from verified diner reviews
Two Brothers Restaurant offers a "lovely ambiance" in Osprey Valley, with "excellent service" and "great food." Enjoy brunch with standout dishes like the "best eggs Benedict" and "hummus breakfast bowl." The setting features "beautiful views" of golf courses, though some note "pricey" dishes and noise levels. A "gastronomic delight!"

33 Reviews
  1. Shawn

    Toronto

    1 review

    5.0

    1 review

    Dined 2 days ago

    1. Overall 5
    2. Food 5
    3. Service 4
    4. Ambience 5
    We really enjoyed our Valentines dinner specials!

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  2. Cristina

    Toronto

    1 review

    5.0

    1 review

    Dined 2 days ago

    1. Overall 5
    2. Food 5
    3. Service 5
    4. Ambience 5
    Great service food was perfect we had the valentine dinner it was perfect

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  3. shirley

    Toronto

    1 review

    5.0

    1 review

    Dined 3 days ago

    1. Overall 5
    2. Food 5
    3. Service 5
    4. Ambience 5
    My husband and I visited for Valentine’s Day. The food was exceptional, service was excellent, prices well worth the value. Will definitely be visiting again

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  4. Lisa

    Toronto

    1 review

    4.0

    1 review

    Dined 3 days ago

    1. Overall 4
    2. Food 4
    3. Service 5
    4. Ambience 5
    We had delicious Valentine's Day cocktails and very good pub fare from the main menu. But...the piece de resistance was the caramel nut cheesecake for dessert!! Just heavenly! The dining room was warm with candlelight and firelight, and the noise level was surprisingly quiet despite a fairly busy Valentine's Day evening. We will be back!

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  5. Lori

    VIP

    Toronto

    12 reviews

    3.0

    12 reviews

    Dined on 1 February 2025

    1. Overall 3
    2. Food 3
    3. Service 4
    4. Ambience 4
    Service was good. Pizza was good but the fish and chips was terrible. The fish was unseasoned and heavily battered. The fries were soggy and the coleslaw was just shredded cabbage. I definitely give that a 1 star.
    Two BrothersResponded on 2 February 2025
    Hello Lori, I am happy you enjoyed the pizza. I am terribly sorry about the fish and chips that were not up to our standard. I will relay this message to the culinary staff as the fish and chips are one of our more popular items. I would like you to invite you back to Two Brothers sometime in the near future.

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  6. Dan

    Toronto

    4 reviews

    4.0

    4 reviews

    Dined on 26 January 2025

    1. Overall 4
    2. Food 4
    3. Service 5
    4. Ambience 4
    Excellent service, great food and portions. Only small issue was the temperature of the restaurant. Quite cold but they said the heat was being worked on. Nice hidden jem
    Two BrothersResponded on 27 January 2025
    Thank you for the 4 stars! We are happy you enjoyed our food and service. Yes we did have technician look into the temperature and it is all fixed now. I will relay your review with the team.

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  7. Dyan

    Dallas

    2 reviews

    5.0

    2 reviews

    Dined on 18 December 2024

    1. Overall 5
    2. Food 5
    3. Service 5
    4. Ambience 5
    Staff were great, food was fantastic, ambience was great and the place is beautiful!!!
    Two BrothersResponded on 21 December 2024
    Thank you so much for the kind words. Us here at Two Brothers are so happy that you enjoyed your experience. We welcome you with open arms for your next visit in the new year. Happy Holidays!

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  8. Dave

    Toronto

    1 review

    5.0

    1 review

    Dined on 15 December 2024

    1. Overall 5
    2. Food 5
    3. Service 4
    4. Ambience 5
    My wife and I had the occasion to sample the brunch at Two Brothers for the first time recently. The menu offered a selection of traditional favourites…We both chose the Farmhouse Breakfast, and enjoyed the generous helpings; I especially enjoyed the sausage. Overall, the quality was above average, including their coffee. Our server, was attentive, very friendly and returned to the table frequently, but not annoyingly so. The bonus attraction in the Osprey Valley clubhouse that houses the restaurant, is the collection of golf memorabilia and curiosities on display within. We will most definitely be back!
    Two BrothersResponded on 21 December 2024
    Thank you for coming out to brunch in Two Brothers. We are happy you and your wife enjoyed yourself while dinning. Our team really tries our best to surpass service standards on every occasion. We would love to have you back for brunch again or even dinner in the new year. Happy Holidays!

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  9. Erica

    Toronto

    6 reviews

    3.0

    6 reviews

    Dined on 14 December 2024

    1. Overall 3
    2. Food 3
    3. Service 3
    4. Ambience 4
    Two Brothers Restaurant offers a lovely ambiance with charming surroundings at Osprey Valley that make for a pleasant evening out. The decor is inviting, and the overall atmosphere sets a nice tone for the meal. However, our dining experience was a mixed bag. We opted for the chef’s prix fixe menu, but unfortunately, the execution fell short. When my husband placed his order, he was informed that two of his three selections were no longer available. This was disappointing, as we were not advised of any limitations to the offerings when we initially received the menu. While the dishes we eventually received were acceptable in quality, nothing stood out as particularly memorable or worth the premium pricing of the prix fixe menu. The service was polite and professional, with our server doing her best to accommodate us in a timely fashion. However, we observed a curious inefficiency: the waitstaff seem to be required to mix their own drinks for their tables rather than having a distinct bartender tending to this task. This practice led to noticeable delays in both drink service and the pacing of the meal overall; particularly as many of the drinks on the menu are higher-end multi-step laboured concoctions. When compared to other restaurants of a similar caliber in the broader area, the prices felt slightly high, especially given the portion sizes, which left us feeling that the value didn’t quite match the cost. While we plan to return at some point to explore the regular menu, we won’t be in a hurry to do so. Two Brothers has potential, but for now, it feels like it’s missing the mark in several key areas.
    Two BrothersResponded on 21 December 2024
    Thank you Erica for your feedback. I do apologize about not having all of the items on the holiday menu I will review what you have said to the culinary and service teams in our next meeting. I hope you enjoy your holiday and would love to see you in 2025.

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  10. Shanmarie

    Montreal

    3 reviews

    5.0

    3 reviews

    Dined on 1 December 2024

    1. Overall 5
    2. Food 5
    3. Service 5
    4. Ambience 5
    We had a lovely brunch. Chris was our server and she was so welcoming and attentive. We enjoyed the beautiful space. Our meal was delicious. The best eggs Benedict we have had in a very long time. The breakfast potatoes were yummy with a hint of heat. The cappuccino was just like Italy. We have had lunch at Two Brothers after a round of golf. We were thrilled to learn that they are open for meals Wednesday through Sunday. Such a lovely place to dine. Highly recommend Two Brothers. It's truly a gastronomic delight!

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FAQs

Two Brothers is rated 4.4 stars by 33 OpenTable diners.

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

Make a booking

2 people
11:30 pm
Experiences are available.
Google Map for Two Brothers

18821 Main St, Caledon, ON L7K 1R1

Dining areas

Additional information

  • Area
    Caledon
  • Hours of Operation
    Wed–Sun 5:00 pm–9:00 pm Brunch Sun 10:00 am–1:00 pm Lunch Sat 11:00 am–4:30 pm Sun 1:00 pm–4:30 pm
  • Price
    CAN$30 and under
  • Cuisines
    Bar / Lounge / Bottle Service, Grill
  • Dining style
    Casual Dining
  • Dress code
    Business Casual
  • Parking details
    Public Parking
  • Payment Options
    Cash not accepted
  • Additional
    Gluten-free Options, Non-Smoking, Vegan
  • Privacy policy
  • Terms of Use
  • Cookies and Interest-Based Ads
  • Cookie Preferences
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