As the most populous province in the country, Ontario offers a diverse array of experiences. From the streets of Toronto to the calm atmosphere of Niagara on the Lake, there is no shortage of travel. When you’re planning a getaway, choosing the right hotel to stay in can make or break your vacation. So, whether it’s a cozy retreat or a night in the big city, isure has you covered with our guide to the best hotels in Ontario for the perfect night out.

1. The Hazelton Hotel, Toronto

One of the newest luxury boutiques to emerge in Toronto’s big city is the Hazelton Hotel, arguably the most luxurious. Located in the heart of Yorkville, the 5-star Hazelton Hotel is surrounded by some of the city’s most elegant shopping and dining experiences. With interiors designed by the ubiquitous Canadian design firm Yabu Pushelberg, the Hazelton’s interior is unapologetically high-end, perfect for a night or two in the city.

The hotel features multiple suites, averaging six hundred feet in size and equipped with the latest high-end gadgets. From iPod docking stations to heated bathroom floors and mirror-mounted televisions, the Hazelton is an excellent way to visit Toronto in sleek style.

2. The Gladstone House, Toronto

If you know anything about Toronto, you know that the Queen Street West Neighbourhood is the place to be. Over the last decade, the street has been expanding its array of delicious food, boutique stores, and, as you might expect, incredible hotels. With this comes the Gladstone House, a staple in Toronto’s Queen Street West neighbourhood. Previously known as the Gladstone Hotel, the building is the oldest hotel building in the city still operating as such. Steps from incredible food and a short walk to the bustling Trinity Bellwoods Park, the Gladstone’s red brick Victorian look is one every Torontonian recognizes.

Each room is adorned with gorgeous local art and equipped with locally sourced amenities, including glass showers and blackout curtains. The hotel also boasts a delicious restaurant on its main floor.

3. The Ace Hotel, Toronto

Set in Toronto’s Garment District, The Ace Hotel is another new addition to Toronto’s long lineup of boutique hotel experiences. This is the first hotel in Ontario, and Canada overall, from the Ace Hotel Family, a chain of hotels notorious in hip cities such as Los Angeles and New York City.

Though a new build, the Ace Hotel is filled with vintage inspiration. The massive, curvaceous building exudes a retro-futuristic vibe, featuring a mix of concrete and wood. The lobby is full of young entrepreneurs, either sipping fancy cocktails or enjoying an afternoon coffee at the bar and cafe in the lobby.

Each room is meticulously designed and boasts everything you need in a hotel. This includes 55-inch smart TVs, blackout curtains, and, of course, a minibar, in case you prefer not to head to the lobby.

4. seven&nine, Stratford

A hidden gem in the lovely Stratford, Ontario, seven&nine is worth the trip to Stratford alone. Set a short walk from Stratford’s Avon Theatre, an anchor of the notorious annual Shakespeare festival, a night at seven&nine is undoubtedly going to be one to remember. The building was initially built as a private house by architects Shim/Sutcliffe, the same mastermind behind Toronto’s Ace Hotel. The breathtaking space is inspired by raw-concrete modernism, and each room is decorated with modernist classic furnishings and contemporary artwork that complement one another.

When you stay at seven&nine, you are also steps away from everything Stratford has to offer, including culinary options such as Bijou restaurant and the original Balzac’s Coffee. 

5. The Drake Hotel, Toronto

Making a list of the best Ontario hotels cannot be done without mentioning The Drake Hotel. Since 2004, The Drake Hotel has been a staple in Toronto’s Queen West Neighbourhood, known for its stylish architecture and for being a hub for everything art and music in Toronto. However, since its inception, the hotel has transformed a sleek, modern look, designed by contemporary architects.

Arguably the first boutique hotel in the city, The Drake Hotel boasts 19 stylish, art-filled bedrooms. Additionally, it features a delicious restaurant and bar, as well as a rooftop patio. Although a few steps from some of the city’s best entertainment, the basement also hosts a venue for live music and entertainment, perfect for those not looking to travel too far.

6. The June Motel, Picton

Nestled a couple of hours outside of Toronto, in Prince Edward County, is the June Motel. Located in the heart of wine country, the June Motel stands outside of the town of Picton with a stunning view over a protected bay. This low-rise Motel, which also has locations in Beaver Valley and Sauble Beach, boasts 16 stylish and photogenic rooms, featuring pink doors and a bohemian aesthetic.

The property features a lobby bar that serves local drinks and snacks, as well as a patio for nightly campfires and s’mores. Known for its food and wine scene, Picton boasts a plethora of breweries, wineries, and gourmet food offerings that are constantly opening up. On top of this, it’s a short drive away from Sandbanks Provincial Park.

7. Windsor Arms Hotel, Toronto

Hidden behind the 1927 neo-Gothic façade of the Windsor Arms is a beautifully modern hotel, characterized by minimalist style and an emphasis on old-world service. Over the years, the hotel has been a go-to choice for movie stars and others seeking a royal getaway.

The hotel boasts multiple tea rooms, offering a serene and elegant setting perfect for intimate gatherings or afternoon tea with loved ones. Looking for a dining experience you won’t forget? The Gatsby Restaurant, situated within the hotel, is an homage to 1920s royalty. Located in the heart of Toronto’s Yorkville, you are a mere walk from everything elegant!

8. Harbour House, Niagara-on-the-Lake

Located in the quaint city of Niagara-on-the-Lake is the Harbour House Hotel. With its nautical design, it’s steps from the Niagara River and all of the wineries the city has to offer.

Start your morning with a delicious breakfast in the hotel’s elegant Conservatory. In the afternoon, return for a social hour featuring locally sourced wines and cheeses. From this Ontario hotel’s light-filled lobby to its calming atmosphere, Niagara’s Harbour House is the perfect weekend escape if you’re looking to leave behind considerable city stress or the worries of day-to-day life!

9. Drake Devonshire, Wellington

With the Drake Hotel in Toronto being a longtime fan favourite, it’s no wonder its cousin is as well. Two hours to the east in Wellington, Prince Edward County, is the Drake Devonshire. Set on the shores of Lake Ontario, it isn’t short of personality. What was once a 19th-century foundry has been completely transformed into a 21st-century farmhouse hotel.

This farmhouse has everything its Toronto cousin has and more! Including a new sauna, lakeside chaise lounges, pickleball courts, and an inspiring art walk. If you’re looking for the aesthetic and vibe of the classic Drake Hotel without the big city feel, this is the place. Lounge by the lake or explore the plethora of nearby distilleries, breweries, and galleries Wellington has to offer. We couldn’t miss this one on our list of top hotels in Ontario!

10. 1 Hotel, Toronto

From the same people who brought you high-luxury offerings in New York and Miami is the 1 Hotel Toronto. Located in the upscale neighbourhood of King West Village, 1 Hotel is as green as ever. Known for their cutting-edge sustainability measures, they don’t cut corners when it comes to their Toronto location. The ultra-stylish interior features multiple restaurants, bars, and the renowned Harriet’s Rooftop Bar. Harriet’s is home to various farm-to-table dishes, and is a must-stop when visiting 1 Hotel in Ontario.

Whether it’s a night of wine and cheese in the countryside or an elegant evening downtown, we hope there’s something on this page for you! No matter the season, a getaway in a nice hotel is something anyone can enjoy. Before you hit the road, please make sure you’re up to date on your car insurance. In the market for a new provider? Don’t hesitate to reach out to us at isure! Contact us or request a quote today!

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