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Two Brothers, Caledon, ON

Two Brothers

4.5
4.5
39 Reviews
CAN$30 and under
Bar / Lounge / Bottle Service

Make a booking

2 people
19:00
Booked 2 times today
  • 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

  • Phone number
  • Price
    CAN$30 and under
  • Cuisines
    Bar / Lounge / Bottle Service, Grill
  • Hours of Operation
    Wed–Sun 17:00–21:00 Brunch Sun 10:00–13:00 Lunch Sat 11:00–16:30 Sun 13:00–16:30
  • Dress code
    Casual Dress
  • Parking details
    Public Lot
  • Payment Options
    Cash not accepted

What 39 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
  • 4.5Food
  • 4.5Service
  • 4.6Ambience
  • 4.2Value

NoiseModerate

Loved For

  • Toronto / Ontario

    Great for outdoor dining

  • Toronto / Ontario

    Bar / Lounge / Bottle Service

  • Peel Region

    Great for brunch

  • Peel Region

    Innovative

  • Peel Region

    Good for groups

  • Peel Region

    Great for creative cocktails

  • Peel Region

    Great for outdoor dining

Review summary

AI-generated from verified diner reviews
Two Brothers offers a delightful dining experience with "excellent place for upscale casual dining" and "beautiful views" of the Osprey Valley Golf Course. Guests rave about the "attentive, friendly service" and "amazing desserts," with standout dishes like "caramel nut cheesecake" and "amazing Cobb Salad." The ambiance is warm and welcoming, perfect for both brunch and dinner.

39 Reviews
  1. Shirley

    Toronto25 reviews

    4.0

    Dined 2 days ago

    1. Overall 4
    2. Food 3
    3. Service 4
    4. Ambience 4
    This is a great place for lunch - especially after golf. But the food isn't up to standard for an evening meal in winter. Cocktail (Osprey Spritz) was lacking any nuance - very poorly balanced mix. Calamari batter was light but finished product very oily. Caesar salad had great dressing but was overpowered by way too much dressing, bacon and parmesan. Our server was great through it all - listened attentively to issues and seemed honestly intent on letting chef know. Service was prompt and cheerful by everyone.
    Two BrothersResponded today
    Hi, thank you for your review. It’s our aim to provide every guest with a memorable and enjoyable experience every time, and we’re sorry to hear your expectations were not met. We will review your feedback with our team and look to make applicable improvements going forward. Thanks and hope to see you at Two Brothers again soon.

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  2. Robert VIP

    Toronto14 reviews

    5.0

    Dined 6 days ago

    1. Overall 5
    2. Food 5
    3. Service 5
    4. Ambience 5
    It was our 1st visit and it definitely won’t be our last! The food was excellent, the smoked whiskey was a special treat and the bread pudding desert was over the top. Just a fantastic meal! Great food- great service- great dinner! Can’t wait to go back!
    Two BrothersResponded 5 days ago
    Good day Robert, thank you so much for your review! We’re glad to hear you enjoyed your experience and look forward to welcoming you back to Two Brothers restaurant and TPC Toronto at Osprey Valley soon. The smoke and leather cocktail is one of our hits! Stay tuned for a few new cocktails coming for the spring/ summer seasons.

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  3. OpenTable Diner

    Hawaii3 reviews

    5.0

    Dined on 2 March 2025

    1. Overall 5
    2. Food 5
    3. Service 5
    4. Ambience 5
    All the brunch items were phenomenal. Our party had the “Bread and Butter Pudding French Toast”, the Salmon TB Bennett and the Wild Blueberry Pancakes. Everything was simply amazing. We will definitely go back for brunch again. We have been at Two Brothers many times before but it was a first for brunch. I can highly recommend this restaurant.
    Two BrothersResponded on 2 March 2025
    Good afternoon, thank you so much for your review! We’re glad to hear you enjoyed your experience and look forward to welcoming you back to Two Brothers restaurant and TPC Toronto at Osprey Valley soon. Thank you for trying out our brunch this time around!

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  4. CorinneD

    Hawaii2 reviews

    5.0

    Dined on 28 February 2025

    1. Overall 5
    2. Food 5
    3. Service 5
    4. Ambience 5
    Very nice ambiance and friendly service. Food was tasty too. Enjoyed the Two Brothers Lager as well. Would go back when they the full dinner menu available and would like to try the Sunday Brunch as well.
    Two BrothersResponded on 2 March 2025
    Hello Corinne , thank you so much for your review! We’re glad to hear you enjoyed your experience and look forward to welcoming you back to Two Brothers restaurant and TPC Toronto at Osprey Valley soon. You defiantly should come by for Sunday Brunch! I highly recommend the scones.

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  5. Colin

    Toronto6 reviews

    5.0

    Dined on 23 February 2025

    1. Overall 5
    2. Food 5
    3. Service 5
    4. Ambience 5
    Had brunch there (second time) and loved it. Great scenery, even though it is snow. Will be back again, especially in summer. Really love the coffee..
    Two BrothersResponded on 1 March 2025
    Hi Colin, thank you so much for your review! We’re glad to hear you enjoyed your experience and look forward to welcoming you back to Two Brothers restaurant and TPC Toronto at Osprey Valley soon. We are revamping our patio for the 2025 season you should definitely come by when it opens up. Best sunset in Caledon in my opinion.

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  6. Art

    Toronto2 reviews

    4.0

    Dined on 20 February 2025

    1. Overall 4
    2. Food 4
    3. Service 5
    4. Ambience 5
    Great service and good food! The only thing I can critique is the lack of variety on the menu. A few more items would add a lot more to the dinning experience.
    Two BrothersResponded on 1 March 2025
    Hello Art, thank you so much for your review! We’re glad to hear you enjoyed your experience and look forward to welcoming you back to Two Brothers restaurant and TPC Toronto at Osprey Valley soon.

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  7. Shawn

    Toronto1 review

    5.0

    Dined on 15 February 2025

    1. Overall 5
    2. Food 5
    3. Service 4
    4. Ambience 5
    We really enjoyed our Valentines dinner specials!
    Two BrothersResponded on 1 March 2025
    Hello Shawn, thank you so much for your review! We’re glad to hear you enjoyed your experience and look forward to welcoming you back to Two Brothers restaurant and TPC Toronto at Osprey Valley soon.

    Is this helpful?

  8. Cristina

    Toronto1 review

    5.0

    Dined on 15 February 2025

    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
    Two BrothersResponded on 1 March 2025
    Hello Cristina, thank you so much for your amazing review! We’re glad to hear you enjoyed your experience and made your Valentine's day dinner great, and look forward to welcoming you back to Two Brothers restaurant and TPC Toronto at Osprey Valley soon.

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  9. shirley

    Toronto1 review

    5.0

    Dined on 14 February 2025

    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
    Two BrothersResponded on 1 March 2025
    Hi Shirley, thank you so much for your amazing review! We’re glad to hear you enjoyed your experience and look forward to welcoming you back to Two Brothers restaurant and TPC Toronto at Osprey Valley soon. Maybe even for Sunday brunch!

    Is this helpful?

  10. Lisa

    Toronto1 review

    4.0

    Dined on 14 February 2025

    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!
    Two BrothersResponded on 1 March 2025
    Hi Lisa, thank you so much for your review! We’re glad to hear you enjoyed your Valentine's Day experience with us. Our pastry chef takes pride in her cheesecake. We look forward to welcoming you back to Two Brothers restaurant and TPC Toronto at Osprey Valley soon.

    Is this helpful?

FAQs

Two Brothers is rated 4.5 stars by 39 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 2 times today
Google Map for Two Brothers

19131 Main St, Caledon, ON L7K 1R1

Dining areas

Additional information

  • Phone number
  • Price
    CAN$30 and under
  • Cuisines
    Bar / Lounge / Bottle Service, Grill
  • Hours of Operation
    Wed–Sun 17:00–21:00 Brunch Sun 10:00–13:00 Lunch Sat 11:00–16:30 Sun 13:00–16:30
  • Dress code
    Casual Dress
  • Parking details
    Public Lot
  • Payment Options
    Cash not accepted
  • Privacy Policy
  • Terms of Use
  • Impressum
  • Cookies and Interest-Based Ads
  • Cookie Preferences
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