Boutique Hotels & Resorts in Oakville from AU$221

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Check availability on Oakville Boutique Hotels

Our top choices for Oakville boutique hotels

Gladstone House

Gladstone House
4.0 star property
Old Toronto
9.2 out of 10, Wonderful, (1,000 reviews)
"Great location, great breakfast "
United States
Alexander
The price is AU$338
includes taxes & fees
31 May - 1 June
Gladstone House

Hotel Ocho

Hotel Ocho
3.5 star property
Downtown Toronto
8.4 out of 10, Very good, (1,007 reviews)
"Friendly staff and great location "
United States
Agam
The price is AU$221
includes taxes & fees
14 May - 15 May
Hotel Ocho

The St. Regis Toronto

The St. Regis Toronto
5.0 star property
Downtown Toronto
9.4 out of 10, Exceptional, (1,002 reviews)
"Overall fantastic experience. Top-notch service & hotel"
Canada
Khurram
The price is AU$674
includes taxes & fees
16 May - 17 May
The St. Regis Toronto

Soho Hotel Toronto

Soho Hotel Toronto
4.5 star property
Downtown Toronto
9.4 out of 10, Exceptional, (1,284 reviews)
"Excellent hotel, very comfortable great service and location. Will definitely stay there again. "
Canada
Darryl
The price is AU$533
includes taxes & fees
16 May - 17 May
Soho Hotel Toronto

Windsor Arms Hotel

Windsor Arms Hotel
5.0 star property
Downtown Toronto
9.0 out of 10, Wonderful, (632 reviews)
"Room was very nice. Three delicious cookies, All very well done. Great restaurant."
Canada
BLAKE GORDON REID
The price is AU$678
includes taxes & fees
15 May - 16 May
Windsor Arms Hotel
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Top Oakville Hotel Reviews

Frequently asked questions

What's there to see and do in Oakville?
The theatres and restaurants are just some of the things to enjoy while you're in the area. Activities and attractions to experience around Oakville include Square One Shopping Centre, Glen Abbey Golf Course and Bronte Creek Provincial Park. You might also like to explore more of the area and take in additional sights like Lake Ontario, Joshua Creek Heritage Art Centre and Oakville Museum while you're here.
What kind of weather should I plan for when I travel to Oakville?
Getting an idea of what to expect from the weather in Oakville is important when planning your trip. The hottest months are usually July and August, with an average temperature of 20°C, while the coldest months are February and January, with an average of -1°C. Average annual precipitation for Oakville is 929 mm.
What's the best way to get to my boutique hotel in Oakville?
You have a few options for getting to Oakville. The nearest major airport is Toronto, ON (YYZ-Pearson Intl.), which is located 15.3 mi (24.6 km) from the heart of the city. To explore the surrounding area, hop aboard a train at Oakville Station or Bronte Station.

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