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

Boutique Hotels & Resorts in Oakville from AU$282

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Check availability on Oakville Boutique Hotels

Tonight
25 Sept - 26 Sept
Tomorrow
26 Sept - 27 Sept
This weekend
25 Sept - 27 Sept
Next weekend
2 Oct - 4 Oct

Our top choices for Oakville boutique hotels

A modern bedroom with a large bed, a bedside table with a lamp, a wall-mounted mirror, and a window with a view of buildings.
A spacious lobby with a high ceiling, large windows, and a mix of modern and classic furniture.
A spacious lobby with a grand staircase, plush seating, and a fireplace.
A spacious bar area with a brick wall backdrop, wooden furniture, and a view of the kitchen through large glass doors.

1. Gladstone House

Gladstone House
Old Toronto
Canada
Harmony
AU$323
includes taxes & fees
25 Oct - 26 Oct
Gladstone House
A spacious room with a long wooden table, black metal stools, and a high ceiling with exposed beams.
A multi-story brick building with a visible sign that reads "OCHO".
A spacious lounge with wooden tables and dark sofas, large windows, and exposed ductwork on the ceiling.
A modern interior with a wooden bench, a black sofa, and a wooden table in a spacious room with a large abstract wall art piece.

2. Hotel Ocho

Hotel Ocho
Downtown Toronto
Canada
Joyce
AU$282
includes taxes & fees
25 Oct - 26 Oct
Hotel Ocho
A bar area with multiple shelves of bottles, bar stools, and seating arrangements.
A modern living room with a fireplace, comfortable seating, and a decorative wall.
A modern dining area with a chandelier, a table with chairs, and a view of a cityscape through large windows.
A modern hotel room with a large window offering a city view, a living area with a sofa, armchairs, and a coffee table, and a separate dining area with a chandelier.

3. The St. Regis Toronto

The St. Regis Toronto
Downtown Toronto
Canada
Jesse
AU$870
includes taxes & fees
8 Oct - 9 Oct
The St. Regis Toronto
A grand interior with ornate chandeliers, a large mirror, and a staircase.
A formal dining room with tables set for service, a grand chandelier, and a fireplace.
A hotel room with a dining area, a sofa, a lamp, and a fireplace.
The Windsor Arms Hotel entrance with a classic facade, large potted plants, and green awnings.

4. Windsor Arms Hotel

Windsor Arms Hotel
Downtown Toronto
United States
roberta
AU$678
includes taxes & fees
26 Oct - 27 Oct
Windsor Arms Hotel
View all properties

Top Oakville Hotel Reviews

Chelsea Hotel, Toronto

Chelsea Hotel, Toronto

10/10 Excellent
"Shower needs attention"
Walter 1-night trip
Posted less than an hour ago
Chelsea Hotel, Toronto
Sandman Signature Toronto Airport Hotel

Sandman Signature Toronto Airport Hotel

10/10 Excellent
"Always enjoy my stays at the sandman"
Andy 1-night trip
Posted 13 hours ago
Sandman Signature Toronto Airport Hotel

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 Club and Oakville Centre for the Performing Arts. You might also like to explore more of the area and take in additional sights like Oakville Entertainment Centrum, Oakville Galleries and Theatre Sheridan 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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