Oakville trip planner
Create a fully customized
day-by-day itinerary for free
Oakville is a suburban town in southern Ontario, located in Halton Region on Lake Ontario halfway between Toronto and Hamilton, and is part of the Greater Toronto Area, one of the most densely-populated areas of Canada. The 2016 census reported a population of 193,832.In 2016, MoneySense rated Oakville as the third best place to live in Canada.HistoryIn 1793, Dundas Street was surveyed for a military road. In 1805, the Legislative Assembly of Upper Canada bought the lands between Etobicoke and Hamilton from the Mississaugas aboriginal people, except for the land at the mouths of Twelve Mile Creek (Bronte Creek), Sixteen Mile Creek, and along the Credit River. In 1807, British immigrants settled the area surrounding Dundas Street as well as on the shore of Lake Ontario.In 1820, the Crown bought the area surrounding the waterways. The area around the creeks, 960acres, ceded to the Crown by the Mississaugas, was auctioned off to William Chisholm in 1827. He left the development of the area to his son, Robert Kerr Chisholm and his brother-in-law, Merrick Thomas. Chisholm also formed shipbuilding business in Oakville Navy Street and Sixteen Mile Creek (Halton Region) and lasted until 1842, but shipbuilding in Oakville lasted into the late 20th Century.Oakville is in Ontario. Arrange all the small, but important details of your Oakville trip itinerary using our Canada road trip website.
Create a full itinerary — for free!
Plan your trip to Oakville
Get a personalized planA complete day-by-day itinerary
based on your preferences
Customize itRefine your plan. We'll find the
best routes and schedules
Book itChoose from the best hotels
and activities. Up to 50% off
Manage itEverything in one place.
Everyone on the same page.
Top Oakville tours
Shopping Trip to Toronto Premium Outlets BOOK WITH VIATOR FROM $29
Duration: 6 hours 30 minutes
Full-Day Niagara Wine Tour with Sommelier Guide from Toronto -Shared Small Group BOOK WITH VIATOR FROM $299
Duration: 8 hours
Popular things to do in Oakville
Side trips from Oakville
Hidden gems in Oakville
Museums in Oakville
See all ›
Places to visit with Oakville
Recently planned trips to Oakville
15 days in Edmonton & Oakville BY A USER FROM CANADA December, kids, popular sights Preferences: December, kids Attraction style: Popular sights Pace: Medium 1 day in Oakville BY A USER FROM CANADA August, teens, popular sights Preferences: August, teens Attraction style: Popular sights Pace: Medium 28 days in Canada BY A USER FROM UNITED STATES June, kids, popular sights Preferences: June, kids Attraction style: Popular sights Pace: Medium 29 days in Oakville BY A USER FROM CANADA March, popular sights Preferences: March Attraction style: Popular sights Pace: Medium 30 days in Oakville BY A USER FROM CANADA April, popular sights Preferences: April Attraction style: Popular sights Pace: Medium 1 day in Oakville BY A USER FROM CANADA March, kids, popular sights Preferences: March, kids Attraction style: Popular sights Pace: Medium