1,127
trips planned today
4.6
out of 5
Trustscore rating
©

Oakville trip planner

Create a fully customized
day by day itinerary for free

Itinerary planner
+ Add destination
2 adults
Adults
- +
Teens
- +
Kids
- +
Close
Trip Planner Canada  /  Ontario  /  Oakville

Oakville

3.6
Hiking Trails · Movie Theaters · Skydiving
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.
Plan your holiday in Oakville and other destinations, from the rural, to the urban, and everything in between, using our Canada itinerary builder.
Source
Create a full itinerary — for free!

Plan your trip to Oakville

  • Get a personalized plan

    A complete day by day itinerary
    based on your preferences
  • Customize it

    Refine your plan. We'll find the
    best routes and schedules
  • Book it

    Choose from the best hotels
    and activities. Up to 50% off
  • Manage it

    Everything in one place.
    Everyone on the same page.

Popular things to do in Oakville

See all ›
3.3
Duration: 2h 30 min
4.3
Duration: 1h 30 min
4.1
Duration: 2h 30 min
4.7
Duration: 2 hours

Side trips from Oakville

4.7
Duration: 2 hours
4.4
Duration: 2 hours
4.8
Duration: 2 hours
4.0
Duration: 2 hours

Hidden gems in Oakville

4.7
Duration: 1h 30 min
4.3
Duration: 8 hours
4.6
Duration: 2 hours
3.9
Duration: 2 hours

Museums in Oakville

4.6
Duration: 2 hours
4.8
Duration: 1h 30 min
4.1
Duration: 2 hours
4.0
Duration: 2 hours

Golf in Oakville

2.7
Duration: 2 hours
2.6
Duration: 2 hours
1.8
Duration: 2 hours

Parks in Oakville

4.7
Duration: 2 hours

Where to stay in Oakville

Browse hotels, guesthouses, and unique homes and book your stay on the world's leading accommodation sites.
Millions of travel reviews on TripAdvisor
2 adults
Adults (12 +)
- +
Children (2-11)
- +
Infants (Under 2)
- +
Close
Live like a local, find unique places to stay
2 adults
Adults (12 +)
- +
Children (2-11)
- +
Infants (Under 2)
- +
Close

Recently planned trips to Oakville

1 day in Oakville BY A USER FROM CANADA October, culture, outdoors, romantic, museums, popular & hidden gems Preferences: October, culture, outdoors, romantic, museums Attraction style: Popular & hidden gems Pace: Medium 1 day in Oakville BY A USER FROM CANADA October, popular sights Preferences: October Attraction style: Popular sights Pace: Medium 1 day in Oakville BY A USER FROM CANADA October, popular sights Preferences: October Attraction style: Popular sights Pace: Medium 1 day in Oakville BY A USER FROM CANADA October, popular sights Preferences: October Attraction style: Popular sights Pace: Medium 1 day in Oakville BY A USER FROM CANADA October, teens, culture, relaxing, museums, shopping, popular sights Preferences: October, teens, culture, relaxing, museums, shopping Attraction style: Popular sights Pace: Medium 2 days in Oakville & Milton BY A USER FROM CANADA October, teens, kids, popular sights Preferences: October, teens, kids Attraction style: Popular sights Pace: Medium 4 days in Oakville BY A USER FROM CANADA September, popular sights Preferences: September Attraction style: Popular sights Pace: Medium 1 day in Oakville BY A USER FROM CANADA September, popular sights Preferences: September Attraction style: Popular sights Pace: Medium 1 day in Oakville BY A USER FROM CANADA September, popular sights Preferences: September Attraction style: Popular sights Pace: Medium 1 day in Oakville BY A USER FROM CANADA September, popular sights Preferences: September Attraction style: Popular sights Pace: Medium 1 day in Oakville BY A USER FROM CANADA September, kids, popular sights Preferences: September, kids Attraction style: Popular sights Pace: Medium 2 days in Oakville BY A USER FROM CANADA September, popular sights Preferences: September Attraction style: Popular sights Pace: Medium
See more plans