The Coolest Hotels & Motels in the GTA for Your Next Escape

So if you’re ready to swap your couch for something a little more boutique, here’s your insider guide to the coolest hotels and motels in the GTA

The Coolest Hotels & Motels in the GTA for Your Next Escape

So if you’re ready to swap your couch for something a little more boutique, here’s your insider guide to the coolest hotels and motels in the GTA

nineside logo
nineside logo

Posted:

May 22, 2025

Let’s be real: sometimes, the best kind of getaway doesn’t require a flight or even a packed bag — just a change of scenery, a fluffy robe, and a minibar you’ll pretend not to touch until midnight. Whether you’re looking for a romantic escape, a girls’ weekend, or just an excuse to sleep in silk sheets and not make your own bed, the Greater Toronto Areais stacked with unique hotels and reimagined motels that bring serious personality to your stay.

So if you’re ready to swap your couch for something a little more boutique, here’s your insider guide to the coolest hotels and motels in the GTA — from downtown Toronto hideaways to retro gems just outside the city.

1. The Drake Hotel – Queen West, Toronto

thedrake.ca

If Wes Anderson designed a hotel in Toronto, it would be The Drake. This artsy Queen West icon has been setting the vibe for over a decade, with moody lighting, rotating art exhibits, and rooms that are part gallery, part boho dream. Downstairs? A killer cocktail bar, live music space, rooftop patio, and the best late-night fries in the city. It’s a cultural experience wrapped in a boutique hotel.

2. The Broadview Hotel – Riverside, Toronto

thebroadviewhotel.ca

Once a historic adult entertainment venue (yes, really), The Broadview has been transformed into one of the city’s classiest stays. Its red-brick façade hides a rooftop with panoramic views of the Don River and skyline, and each room blends vintage glam with modern edge. Grab brunch at The Civic or sip something fancy under the glass atrium up top.

3. The June Motel – Sauble Beach & Prince Edward County

thejunemotel.com

Okay, okay — not technically in the GTA, but close enough and cute enough to make the list. With two locations just a couple hours from Toronto, The June Motel is a pastel paradise for girls’ weekends, wine country escapes, or your softest Instagram aesthetic. Think rosé on tap, neon signs, and rooms that scream “main character energy.” It books up fast, so plan ahead.

4. Gladstone House – West Queen West, Toronto

gladstonehouse.ca

Reimagined from the historic Gladstone Hotel, this refreshed West Queen West beauty keeps the artsy spirit alive with curated Canadian art in every room. It’s equal parts gallery, hotel, and design showcase, with cozy rooms that feel like a creative’s hideout. There’s also a gym, library lounge, and rotating installations to keep things fresh every time you visit.

5. 1 Hotel Toronto – King West

1hotels.com/toronto

Sustainability has never looked this chic. 1 Hotel Toronto blends earthy materials with high-end finishes, lush greenery, and a pool that looks like a magazine spread. Everything here—from the reclaimed wood to the rooftop views—feels thoughtful and relaxing. It’s a luxurious escape that also cares about the planet, which makes your stay feel extra good.

6. The Pearle Hotel & Spa – Burlington

thepearlehotel.ca

Right on the Burlington waterfront, The Pearle is the definition of lakefront luxury. Spa? Check. Farm-to-table restaurant? Check. Neutral-toned rooms with massive windows and calming vibes? Double check. It’s the perfect escape when you want that “vacation glow” without ever leaving the GTA.

7. The Anndore House – Bloor-Yorkville, Toronto

theanndorehouse.com

Tucked just off Yonge and Bloor, The Anndore House is effortlessly cool — like your creative friend who always finds the best coffee shops and thrift stores. Industrial-chic rooms come with record players and vinyl, and the downstairs restaurant, Constantine, serves Mediterranean-inspired dishes that’ll have you extending your stay just for the lamb.

8. The Roehampton Hotel – Midtown Toronto

roehamptonhotel.com

Looking for a budget-friendly option that still feels stylish and comfortable? The Roehampton gives classic hotel energy with a modern refresh. It’s not a scene-y spot like some others on this list, but if you want reliable service, a rooftop pool, and walkability to Yonge & Eglinton, this one’s a low-key win.

9. The Newmarket Inn – Newmarket

thenewmarketinn.com

Yes, I said motel. Don’t scroll past. The Newmarket Inn has had a bit of a glow-up lately and is your go-to if you're exploring the northern edge of the GTA or want a cute overnight en route to cottage country. It’s clean, surprisingly charming, and has a covered indoor pool that feels retro in the best way.

Final Thoughts from Your Hotel-Hopping Host

The GTA is full of surprises — and that includes where you sleep. From bougie boutique spots to hip motels with big personality, there’s no need to book a plane ticket to feel like you’re somewhere special.

Whether you’re after romance, relaxation, or just a night away from your own dishes, these hotels and motels prove one thing: sometimes the coolest place to escape is just down the road.

Please note that the information in this blog is for general guidance only and may not always be up to date or accurate. We recommend double-checking details directly with local cities, businesses, or official sources before making any plans.

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Let us know your thoughts

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The Coolest Hotels & Motels in the GTA for Your Next Escape

So if you’re ready to swap your couch for something a little more boutique, here’s your insider guide to the coolest hotels and motels in the GTA

The Coolest Hotels & Motels in the GTA for Your Next Escape

So if you’re ready to swap your couch for something a little more boutique, here’s your insider guide to the coolest hotels and motels in the GTA

nineside logo
nineside logo

Posted:

May 22, 2025

Let’s be real: sometimes, the best kind of getaway doesn’t require a flight or even a packed bag — just a change of scenery, a fluffy robe, and a minibar you’ll pretend not to touch until midnight. Whether you’re looking for a romantic escape, a girls’ weekend, or just an excuse to sleep in silk sheets and not make your own bed, the Greater Toronto Areais stacked with unique hotels and reimagined motels that bring serious personality to your stay.

So if you’re ready to swap your couch for something a little more boutique, here’s your insider guide to the coolest hotels and motels in the GTA — from downtown Toronto hideaways to retro gems just outside the city.

1. The Drake Hotel – Queen West, Toronto

thedrake.ca

If Wes Anderson designed a hotel in Toronto, it would be The Drake. This artsy Queen West icon has been setting the vibe for over a decade, with moody lighting, rotating art exhibits, and rooms that are part gallery, part boho dream. Downstairs? A killer cocktail bar, live music space, rooftop patio, and the best late-night fries in the city. It’s a cultural experience wrapped in a boutique hotel.

2. The Broadview Hotel – Riverside, Toronto

thebroadviewhotel.ca

Once a historic adult entertainment venue (yes, really), The Broadview has been transformed into one of the city’s classiest stays. Its red-brick façade hides a rooftop with panoramic views of the Don River and skyline, and each room blends vintage glam with modern edge. Grab brunch at The Civic or sip something fancy under the glass atrium up top.

3. The June Motel – Sauble Beach & Prince Edward County

thejunemotel.com

Okay, okay — not technically in the GTA, but close enough and cute enough to make the list. With two locations just a couple hours from Toronto, The June Motel is a pastel paradise for girls’ weekends, wine country escapes, or your softest Instagram aesthetic. Think rosé on tap, neon signs, and rooms that scream “main character energy.” It books up fast, so plan ahead.

4. Gladstone House – West Queen West, Toronto

gladstonehouse.ca

Reimagined from the historic Gladstone Hotel, this refreshed West Queen West beauty keeps the artsy spirit alive with curated Canadian art in every room. It’s equal parts gallery, hotel, and design showcase, with cozy rooms that feel like a creative’s hideout. There’s also a gym, library lounge, and rotating installations to keep things fresh every time you visit.

5. 1 Hotel Toronto – King West

1hotels.com/toronto

Sustainability has never looked this chic. 1 Hotel Toronto blends earthy materials with high-end finishes, lush greenery, and a pool that looks like a magazine spread. Everything here—from the reclaimed wood to the rooftop views—feels thoughtful and relaxing. It’s a luxurious escape that also cares about the planet, which makes your stay feel extra good.

6. The Pearle Hotel & Spa – Burlington

thepearlehotel.ca

Right on the Burlington waterfront, The Pearle is the definition of lakefront luxury. Spa? Check. Farm-to-table restaurant? Check. Neutral-toned rooms with massive windows and calming vibes? Double check. It’s the perfect escape when you want that “vacation glow” without ever leaving the GTA.

7. The Anndore House – Bloor-Yorkville, Toronto

theanndorehouse.com

Tucked just off Yonge and Bloor, The Anndore House is effortlessly cool — like your creative friend who always finds the best coffee shops and thrift stores. Industrial-chic rooms come with record players and vinyl, and the downstairs restaurant, Constantine, serves Mediterranean-inspired dishes that’ll have you extending your stay just for the lamb.

8. The Roehampton Hotel – Midtown Toronto

roehamptonhotel.com

Looking for a budget-friendly option that still feels stylish and comfortable? The Roehampton gives classic hotel energy with a modern refresh. It’s not a scene-y spot like some others on this list, but if you want reliable service, a rooftop pool, and walkability to Yonge & Eglinton, this one’s a low-key win.

9. The Newmarket Inn – Newmarket

thenewmarketinn.com

Yes, I said motel. Don’t scroll past. The Newmarket Inn has had a bit of a glow-up lately and is your go-to if you're exploring the northern edge of the GTA or want a cute overnight en route to cottage country. It’s clean, surprisingly charming, and has a covered indoor pool that feels retro in the best way.

Final Thoughts from Your Hotel-Hopping Host

The GTA is full of surprises — and that includes where you sleep. From bougie boutique spots to hip motels with big personality, there’s no need to book a plane ticket to feel like you’re somewhere special.

Whether you’re after romance, relaxation, or just a night away from your own dishes, these hotels and motels prove one thing: sometimes the coolest place to escape is just down the road.

Please note that the information in this blog is for general guidance only and may not always be up to date or accurate. We recommend double-checking details directly with local cities, businesses, or official sources before making any plans.

guy face
woman face
woman face
happy woman
guy face
woman face
woman face
happy woman

Let us know your thoughts

Drop a comment. The community wants to know.

The Coolest Hotels & Motels in the GTA for Your Next Escape

So if you’re ready to swap your couch for something a little more boutique, here’s your insider guide to the coolest hotels and motels in the GTA

nineside logo

Posted:

May 22, 2025

Let’s be real: sometimes, the best kind of getaway doesn’t require a flight or even a packed bag — just a change of scenery, a fluffy robe, and a minibar you’ll pretend not to touch until midnight. Whether you’re looking for a romantic escape, a girls’ weekend, or just an excuse to sleep in silk sheets and not make your own bed, the Greater Toronto Areais stacked with unique hotels and reimagined motels that bring serious personality to your stay.

So if you’re ready to swap your couch for something a little more boutique, here’s your insider guide to the coolest hotels and motels in the GTA — from downtown Toronto hideaways to retro gems just outside the city.

1. The Drake Hotel – Queen West, Toronto

thedrake.ca

If Wes Anderson designed a hotel in Toronto, it would be The Drake. This artsy Queen West icon has been setting the vibe for over a decade, with moody lighting, rotating art exhibits, and rooms that are part gallery, part boho dream. Downstairs? A killer cocktail bar, live music space, rooftop patio, and the best late-night fries in the city. It’s a cultural experience wrapped in a boutique hotel.

2. The Broadview Hotel – Riverside, Toronto

thebroadviewhotel.ca

Once a historic adult entertainment venue (yes, really), The Broadview has been transformed into one of the city’s classiest stays. Its red-brick façade hides a rooftop with panoramic views of the Don River and skyline, and each room blends vintage glam with modern edge. Grab brunch at The Civic or sip something fancy under the glass atrium up top.

3. The June Motel – Sauble Beach & Prince Edward County

thejunemotel.com

Okay, okay — not technically in the GTA, but close enough and cute enough to make the list. With two locations just a couple hours from Toronto, The June Motel is a pastel paradise for girls’ weekends, wine country escapes, or your softest Instagram aesthetic. Think rosé on tap, neon signs, and rooms that scream “main character energy.” It books up fast, so plan ahead.

4. Gladstone House – West Queen West, Toronto

gladstonehouse.ca

Reimagined from the historic Gladstone Hotel, this refreshed West Queen West beauty keeps the artsy spirit alive with curated Canadian art in every room. It’s equal parts gallery, hotel, and design showcase, with cozy rooms that feel like a creative’s hideout. There’s also a gym, library lounge, and rotating installations to keep things fresh every time you visit.

5. 1 Hotel Toronto – King West

1hotels.com/toronto

Sustainability has never looked this chic. 1 Hotel Toronto blends earthy materials with high-end finishes, lush greenery, and a pool that looks like a magazine spread. Everything here—from the reclaimed wood to the rooftop views—feels thoughtful and relaxing. It’s a luxurious escape that also cares about the planet, which makes your stay feel extra good.

6. The Pearle Hotel & Spa – Burlington

thepearlehotel.ca

Right on the Burlington waterfront, The Pearle is the definition of lakefront luxury. Spa? Check. Farm-to-table restaurant? Check. Neutral-toned rooms with massive windows and calming vibes? Double check. It’s the perfect escape when you want that “vacation glow” without ever leaving the GTA.

7. The Anndore House – Bloor-Yorkville, Toronto

theanndorehouse.com

Tucked just off Yonge and Bloor, The Anndore House is effortlessly cool — like your creative friend who always finds the best coffee shops and thrift stores. Industrial-chic rooms come with record players and vinyl, and the downstairs restaurant, Constantine, serves Mediterranean-inspired dishes that’ll have you extending your stay just for the lamb.

8. The Roehampton Hotel – Midtown Toronto

roehamptonhotel.com

Looking for a budget-friendly option that still feels stylish and comfortable? The Roehampton gives classic hotel energy with a modern refresh. It’s not a scene-y spot like some others on this list, but if you want reliable service, a rooftop pool, and walkability to Yonge & Eglinton, this one’s a low-key win.

9. The Newmarket Inn – Newmarket

thenewmarketinn.com

Yes, I said motel. Don’t scroll past. The Newmarket Inn has had a bit of a glow-up lately and is your go-to if you're exploring the northern edge of the GTA or want a cute overnight en route to cottage country. It’s clean, surprisingly charming, and has a covered indoor pool that feels retro in the best way.

Final Thoughts from Your Hotel-Hopping Host

The GTA is full of surprises — and that includes where you sleep. From bougie boutique spots to hip motels with big personality, there’s no need to book a plane ticket to feel like you’re somewhere special.

Whether you’re after romance, relaxation, or just a night away from your own dishes, these hotels and motels prove one thing: sometimes the coolest place to escape is just down the road.

Please note that the information in this blog is for general guidance only and may not always be up to date or accurate. We recommend double-checking details directly with local cities, businesses, or official sources before making any plans.

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woman face
woman face
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Let us know your thoughts

Drop a comment. The community wants to know.

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