A marina with several boats docked, including one named 'INARA'.

Boutique Hotels & Resorts in Oakville from AU$235

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check availability on Oakville Boutique Hotels

Our top choices for Oakville boutique hotels

Premium Room, 1 King Bed

Gladstone House

Gladstone House
4.0 star property
Old Toronto
9.2 out of 10, Wonderful, (1,003 reviews)
"Loved this place. Have stayed several times and it never disappoints"
Canada
Kristoffer
The price is AU$358
includes taxes & fees
17 Aug - 18 Aug
Gladstone House
Breakfast, lunch, dinner and brunch served

Hotel Ocho

Hotel Ocho
3.5 star property
Downtown Toronto
8.4 out of 10, Very good, (1,003 reviews)
"Morning and evening staff were super friendly and helpful. Rooms are a bit on the small side but clean, practical, close to tons of restaurants, and we felt safe."
Canada
Julie
Hotel Ocho
Frette Italian sheets, premium bedding, down duvets, in-room safe

Soho Hotel Toronto

Soho Hotel Toronto
4.5 star property
Downtown Toronto
9.4 out of 10, Exceptional, (1,323 reviews)
"Everything was perfect 👌 we will definitely stay there again!"
Canada
Mindy
The price is AU$482
includes taxes & fees
17 Aug - 18 Aug
Soho Hotel Toronto
Cocktail bar

The St. Regis Toronto

The St. Regis Toronto
5.0 star property
Downtown Toronto
9.4 out of 10, Exceptional, (1,002 reviews)
"The spa staff are wonderful and everything is amazing generally at the hotel!"
Canada
Rose-Shaindel
The price is AU$882
includes taxes & fees
7 Aug - 8 Aug
The St. Regis Toronto
Lobby

Windsor Arms Hotel

Windsor Arms Hotel
5.0 star property
Downtown Toronto
9.0 out of 10, Wonderful, (656 reviews)
"Great place to stay. Perfect neighborhood! Quaint restaurants and shops"
United States
michelle
The price is AU$700
includes taxes & fees
27 July - 28 July
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.
View all properties

Top Oakville Hotel Reviews

Holiday Inn Toronto Downtown Centre by IHG

Holiday Inn Toronto Downtown Centre by IHG

8/10 Good
"Great location great property"
Liane 4-night trip
Posted less than an hour ago
Holiday Inn Toronto Downtown Centre by IHG

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 Oakville Entertainment Centrum. You might also like to explore more of the area and take in additional sights like Bronte Creek Provincial Park, Oakville Museum and Oakville Galleries 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.

Explore a world of travel with Expedia