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Best Date Night Restaurants in Orangeville

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4 restaurants available nearby

A photo of Kelseys Original Roadhouse - Orangeville restaurant
3.7
Very Good(35)
Price: Moderate
• Unspecified • Orangeville
Booked 1 time today
Kelseys Original Roadhouse in Orangeville, ON is your destination for an awesome and delicious restaurant and sports bar experience! Enjoy our classic Four-Cheese Spinach Dip, juicy double-stacked burgers, and unforgettable chicken wings, all while catching the game on our TVs. Take advantage of daily deals on happy hour and lunch, plus get 1/2 price wings every Thursday. Can't make it in? Order your favourites for delivery or takeout and enjoy Kelseys wherever you are!
A photo of The Vista by Chef Denis restaurant
4.6
Exceptional(470)
Price: Expensive
• French / Canadian • Caledon
Booked 5 times today
Caledon’s newest contemporary fine dining restaurant features breathtaking views of the rolling hills and countryside, inviting a relaxed atmosphere for guests to wine, dine and socialize in a beautiful and serene setting. Executive Chef Denis’ carefully curated menu offers something for everyone, including vegetarian, vegan, dairy free and gluten free dishes. Our Dining room is tastefully done in beautiful jewel tones and in the summer the Patio views are surrounded by the rolling hills of Caledon.
A photo of Mono Cliffs Inn restaurant
4.7
Exceptional(134)
Price: Expensive
• Farm-to-table • Orangeville
Booked 7 times today
While atmosphere and excellent service are a great start to an evening, it's the culinary detail that completes your outing to the Cliffs. Our Chef, Jason Reiner, and his team are dedicated to the local food movement and create menus by season and availability of local products. He is proud to serve up only the freshest made from scratch items on the ever-changing chalkboard menu. He relies on local farmers and producers to provide the best local ingredients available by season.We feature local beers on draught, locally roasted coffee and support local artisans whenever possible.
A photo of Two Brothers restaurant
4.6
Exceptional(23)
Price: Moderate
• Bar / Lounge / Bottle Service • Caledon
Named for two brothers with a shared dream, Osprey Valley’s new restaurant Two Brothers celebrates shared experience between friends, family and community.

See what locals rave about

From verified diners like you
From verified diners like you
  • Kay
    Toronto / Ontario •1 review
    5.0
    Dined today
    Amazing experience. We were seated at the bar. Food was amazing. Sam and each staff member we interacted with was phenomenal. Next time I will definitely aim to sit @ a table as it will inevitably provide a different experience.
    More info
    Osteria GiuliaPrice: Very Expensive• Italian• Yorkville
    4.7
  • Meena
    Toronto / Ontario •18 reviews
    5.0
    Dined 1 day ago
    Focaccia with Maple butter and baked Brie (plant based) with crostini were excellent starters Dinner was Rigate Gigi, Mushroom Truffle Agnolotti and vegan Salmon (3 ppl) All dishes were fantastic Dessert was the Chocolate Orange cake which was delicious Will definitely be back 😀👍
    More info
    GIA TORONTOPrice: Moderate• Vegetarian / Vegan• Little Portugal / Dundas West
    4.5
  • Chikaru
    Toronto / Ontario •1 review
    5.0
    Dined 1 day ago
    Our server was very nice! We had a good time there .
    More info
    Earls Kitchen + Bar - YorkdalePrice: Expensive• American• Yorkdale
    4.4
  • Leilavip
    Toronto / Ontario •26 reviews
    5.0
    Dined 3 days ago
    Incredible food and great ambience. A fantastic gem in Yorkville. thanks for the treats - drinks and dessert :)
    More info
    Bar ReynaPrice: Moderate• Mediterranean• Yorkville
    4.5
  • Jay
    Toronto / Ontario •2 reviews
    5.0
    Dined 5 days ago
    Linny's offers the whole package. A unique and elegantly designed space with an atmosphere that takes you back to the 50's, paired with warm service and delicious food. We started with the challah service, which is baked daily and served with a delicious housemade jam that apparently changes with the seasons. After that, a few noshes; the fresh house salad tossed with bulgar and champagne vinegraite, king salmon served with crispy potato latkes, and the unexpectedly delightful kasha bows pasta, which was complimented perfectly by the addition of truffles. For our mains, we enjoyed a combination of perfectly cooked hanger steak, mushroom crepe, and the crunchiest fries on ossington. The cabbage with beemster cheese was also *chefs kiss* 👌 Our server Vanessa and the whole team was very friendly, and we can't wait to come back. PS. The babka dessert was incredible, but also try the apple cake with a scoop of their vanilla ice cream for good measure.
    More info
    Linny'sPrice: Very Expensive• Steakhouse• Ossington
    4.8
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