Boutique Hotels & Resorts in Oakville

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Check availability on Oakville Boutique Hotels

Best Oakville Boutique Hotels

Hotel Ocho
Relax in this communal space with a long table and comfortable seating, surrounded by exposed beams and a large window offering a view of the outside.

Hotel Ocho

3.5 star property
8.4 out of 10, Very good, (1006)
"I liked the quick and easy check in. The parking is annoying to find, but it’s do-able. I loved the bathroom and the shower was super nice."
Hotel Ocho
Gladstone House
Experience the historic charm of Gladstone House, a hotel with a prominent brick facade and ornate details.

Gladstone House

4.0 star property
9.2 out of 10, Wonderful, (1000)
"Very good, beautiful and nice Hotel. "
Gladstone House
Soho Hotel Toronto
Enjoy meals in this stylish dining area with a city view, featuring a long table and comfortable seating for all.

Soho Hotel Toronto

4.5 star property
9.4 out of 10, Exceptional, (1043)
"The staff were great and so was the location"
The price is AU$616
includes taxes & fees
10 Aug - 11 Aug
Soho Hotel Toronto
Windsor Arms Hotel
Experience grandeur in our elegant lobby, featuring ornate columns, intricate patterns, and a stunning chandelier.

Windsor Arms Hotel

5.0 star property
8.8 out of 10, Excellent, (590)
"Amazing staff, great breakfast experience too. "
The price is AU$738
includes taxes & fees
31 July - 1 Aug
Windsor Arms Hotel
The St. Regis Toronto
Relax and socialize in our stylish bar area, featuring a wide selection of beverages and comfortable seating.

The St. Regis Toronto

5.0 star property
9.4 out of 10, Exceptional, (1011)
"I’d stay here again anytime "
The price is AU$929
includes taxes & fees
28 Aug - 29 Aug
The St. Regis Toronto
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

Chelsea Hotel, Toronto

Chelsea Hotel, Toronto

10/10 Excellent
"The property is a bit old, but it seems very experienced and luxurious."
Shahin 2-night trip
Posted 16 hours ago
Chelsea Hotel, Toronto

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 iFLY Toronto Oakville. You might also like to explore more of the area and take in additional sights like Bronte Creek Provincial Park, Oakville Centre for the Performing Arts and Canadian Golf Hall Of Fame 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.