11 Ontario Date Places You Need To Go To This Summer

And they are all totally Instagrammable.

The Pint, Toronto

The Pint Public House in Toronto has a unique experience this summer called the “Summer Shack.” It’s a walk-through take-out experience on the patio that you can either pre-order, or grab & go. All the food is prepared fresh on the grill and there are weekly vendors and local businesses you can show some support for! Some of these vendors include home-made ice cream, flower arrangements, and baked goods! Yum!

The Highlight: $10 Pizzas and $20 Burger + Beer

Instagram: @thepinttoronto

Location: 277 Front St. West, Toronto

Smokey Hollows, Hamilton

These falls have a few different names – but they are all the same beautiful ribbon waterfall! Smokey Hollow falls, Grindstone, Waterdown or Great Falls. Given the popularity of these falls, it’s best to go during off-peak times like early morning or weekdays and you can avoid parking on roadways if parking lots are full. There is a viewing platform beside the waterfall, and two hiking trail options – one that is 3.5KM and 1.1KM. The Waterdown Village Farmer’s Market is nearby and open on Saturday mornings from May to October.

If you’re looking to grab a bite nearby when you’re done visiting the falls, there are plenty of close by options to complete your adventure!

Copper Kettle Cafe for mouth-watering Apple Fritters

Harrington Lane Farms to pick up meat, cheese and baked goods

Lord Byron Steak and Seafood House for traditional fine dining

Smokey Hollows Waterfall Official Site

Location: 80 Mill St. S, Waterdown, ON

Vicki Barron Lakeside Trail, Orangeville

Vicki Barron Lakeside Trail is like a private little island with its lengthy 7.9KM of trail to explore! It’s accessible year round, and also dog-friendly as long as they are kept on a leash! There are beautiful wooden pathways throughout the lake and forest areas. Also, there are multiple seating areas around to spend some time enjoying the scenery!

Locals suggest that a good place to park is the nearby Winners/Party City lot and to bring water with you!

Location: 673067 Hurontario St.

Lakeside Pizzeria and Gelateria, Jackson’s Point

The cuteness scale of this place – 100/10!!! Leo and Silvia own this adorable pizzeria and gelateria in Jackson’s Point by the water, overlooking Lake Simcoe. They specialize in real gourmet Italian Pizza, Veal and Chicken, and home made pasta! *stomach growl*

They have over 50 Gelato flavours including: Crème caramel, Dulce de Lecce, Cioccolato, Frutti di Bosco, Pistacchio, Tiramisù, and Panna Cotta.

Hours of Operation: Wednesday to Sunday 11:00-7:00 (Serving Gelato until late)

Location: 928 Lake Dr. E, Jackson’s Point

Contact: 905-596-0430 or here

Ramada by Wyndham Resort, Jackson’s Point

Minutes from Sibbald Point Privinical Park, Ramada is the perfect getaway! There is a heated indoor pool, spa, a bar, and it is pet-friendly! There are water sports and a fire pit also on site. It’s minutes away from Leo and Silvia’s Lakeside Pizzeria, and you can enjoy an adorable picnic by the water.

I hear there is also award-winning fish & chips!

Location: 49 Lorne St., Jackson’s Point

Booking and Availability here.

Instagram: @ramadajacksonspointresort

Mono Cliff’s, Orangeville

Available year round, Mono Cliff’s are located in the picturesque with numerous hiking trails throughout the park! You can walk through a canyon on the spillway trail and you will spend the day surrounded in a diversity of cedars and ferns. There is horseback riding available here, but due to COVID-19 restrictions, it is currently unavailable. Be sure to bring with you what you need: water, snacks, hand sanitizer, bug spray and face coverings!

Location: 795122 3rd Line E, Orangeville

Mono Cliff’s Official Site

S’cream Icecream, Toronto

If you happen to be around or go to Yorkville, you need to check out this ice cream shop! S’cream Icecream + Coffee is an ice cream shop where all of the ice cream is made on-site and all of the ingredients used are 100% Canadian! They have an extensive flavour menu with up to 26 custom creations, and offer espresso beverages, baked good, and Belgian Waffles! Do you really need more convincing?

Instagram: @screamyorkville

Hours: Thursday to Sunday 11:00am-10:00pm Friday & Saturday 10:00am-12:00am

Location: 126 Cumberland St. Toronto

Devil’s Punchbowl, Hamilton

This conservation area contains two separate falls, Upper and Lower Punch Bowl falls. The Devil’s Punchbowl is one of the most amazing sights, as it was created at the end of the last ice age by huge melt-water rivers that plunged over the escarpment, carving the punchbowl as the result. The main lookout over the escarpment is actually only 150m from the parking lot. But there is an 11.5KM trail with different views as well. There is a charge of $8 per vehicle to park at this location and you need to purchase a ticket before proceeding to the exit gate. The conservation area is open sunrise to sunset, year-round!

Location: Ridge Rd., Stoney Creek

Devil’s Punchbowl Official Site

Village Square, Burlington

This adorable shopping mall has more than 30 unique businesses surrounding it, ranging from Culinary Delights, Personal Treats, Professional Services to Specialty Shops. Even if you just want to visit to experience the scenery and take a few pics – totally worth it!

The Village Square Official Site

Location: 418 Pearl St., Burlington

The June Motel, Sauble Beach


*Chandler Bing voice* Could it BE more aesthetically pleasing?

There are a few packages available here, and I’m going to make it easy for you:

The Romance Package which includes a bottle of bubbly, chocolates, and a romance package created with Sunday’s Company, which includes Lover’s Oil and Lover’s Exlixir ;)

The DIY Picnic Package which means you get your own takeout, and they’ll provide everything you need for a magical picnic in their Bohemian Forest. This includes a picnic bag for you to keep, a bottle of Rose, 2 beautiful place settings, citronella candle, and take out suggestions.

The Self-Care Package which includes a bottle of Rose, chocolates, a package from Cardea Auset, complete with a facial oil, facial mist, and a charcoal mask.

The Work Vacay Package which includes in-room workspace, a bottle of wine, and a $50 food and beverage credit so you can enjoy the after-work time on your balcony or their patio!

Their stays are a minimum of 2 nights for most packages, although one night stays are available as well – with the price ranging from $275-$410 (depending on stay package and room type)

Pfisterer Family Farm, Arthur

Glamping may just be your much-needed Ontario getaway! This off-grid-solar-powered farm escape is near Toronto and surrounded with cute animals! I’m sold! The campsites short-term rentals should be allowed as we enter Step one of Re-Opening around June 14. Pfister Farm in Wellington County has gigantic glamping tents that consist of 220 feet on a raised deck surrounded with hiking trails and fishing spots.

The experience can be booked for $150 a night on Airbnb and you can even purchase products from the farm like free range eggs! Your experience includes a complete tour, some goats, a donkey, barn cats, chickens and cattle!

Instagram: @pfistererfarm

Airbnb Booking Link

Location: 8462 Line 6, Arthur

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