Outdoor skating and craft cocktails

Grab that special someone by the hand and glide your way through the crisp winter air then enjoy some cool cocktails.

Stop 1: Pier 8 Outdoor Skating Rink sets the stage for a romantic winter date, with the Hamilton Harbour and bright lights of the city as your backdrop.

Stop 2: Bar Sazerac offers a romantic and moody vibe, where their effortlessly cool cocktails will give you all the warm and fuzzy feelings.

Downtown Guide

Enjoy the finer things

An age-old pairing that never seems to fail, beautiful works of art and great food.

Stop 1: Carnegie Gallery will set the mood from the moment you walk in the door. Located in a beautiful historic building, the collection of fine art and crafts will have you chatting away as you explore.

Stop 2: Quatrefoil Restaurant has been serving up fine dining experiences for over 10 years. The contemporary French cuisine and elegant atmosphere will set the stage for a 5-star night.

Dundas Guide

Put a Spin on a Date Night Classic

Turn a classic dinner and a movie into a date night your special someone won't forget at these unexpected spots.

Stop 1: MaiPai Tiki Bar will have your date thinking you took them on vacation as you step into this tiki bar themed restaurant, serving up the best Detroit style pizza in the city.

Stop 2: Playhouse Cinema will take you back in time as you enter the beautifully restored 1914 cinema, where you can cuddle up and enjoy a show.

East End Guide

Frozen Waterfalls and a Winter Brew

Experience the magic of winter with a frozen waterfall and the perfect place to enjoy a cold brew.

Stop 1: Smoky Hollow Falls has a great viewing deck to take your date to enjoy a frozen waterfall. Hike your way to the falls or park nearby for easy access.

Stop 2: West Avenue Cider offers private fire-pits where you can cheers to a successful date (fingers crossed) with a flight of locally crafted cider and cozy up by the fire.

Waterdown Guide

Sweet treats and tropical spaces

Sweeten the deal and enjoy some of the city's most well-known hot spots.

Stop 1: Donut Monster offers a selection of beautifully and deliciously hand-crafted donuts that will make the best first impression.

Stop 2: RBG Mediterranean Gardens at Royal Botanical Gardens will turn up the heat as you stroll through two levels of exotic plants or relax on a bench and enjoy a great conversation.

West Hamilton Guide

Cheer on the Home Team - Downtown

Spend a night on the town and get your adrenaline pumping as you cheer on Hamilton's new lacrosse team.

Stop 1: The Mule is a great spot to fuel up before the big game with cult favourite tacos, signature drinks, and a laid back hip vibe.

Stop 2: The Toronto Rock always brings the action on game day, so there will be plenty of power plays and exciting saves for you and that special someone to high-five about.

Downtown Guide

Explore a New Neigbourhood

Perfect for a walking date, have fun finding antique treasures and great local eats on Ottawa Street.

Stop 1: Antiquing on Ottawa Street you can find one-of-a-kind items that will remind you of this date for years to come. Local favourites include, Hamilton Antique Mall, Filter, and The Millionaire's Daughter.

Stop 2: Merk Snack Bar is the perfect spot to sit back and relax, with its cool atmosphere, mouthwatering menu, and signature cocktails.

East Hamilton Guide

Great Food and Live Music

Turn up the volume on date night with great conversation over a delicious meal and some live music to follow.

Stop 1: Le Tambour Tavern is a Parisian-inspired steakhouse, located in a building with musical roots, and offers the perfect combination of food, drunk, and cool vibes for a date to remember.

Stop 2: Bridgeworks is the perfect place to take that special someone with an amazing atmosphere and diverse lineup of music acts to enjoy.

Easy like Saturday Morning

Why wait to start your date? Wake up and get going with a delicious brunch and fun exploring the city.

Stop 1: Rapscallion is famous for their brunch service with unique dishes and a cool vibe that will leave a lasting impression on that someone special.

Stop 2: Hamilton Farmers’ Market has everything you need to stroll, chat, and explore the day away from delis to delicious treats, to local produce and fresh blooms.

Turn it into a Getaway

Stretch your date into a getaway and book a room at one of the many beautiful spaces in the city.

  • The Barracks Inn will have you wanting to stay more than the night, from the beauty of the century old stone building to its proximity to local amenities like hiking trails and restaurants.
  • The Laundry Rooms will keep you in the heart of the action, conveniently located in downtown Hamilton on lively Augusta Street.
  • The High Acre will have you feeling like you're miles away from the city with its beautifully designed boutique rooms and private ensuite spas.

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