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

Oakville Holidays

Book a Hotel + Flight or Car together to unlock savings

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  • Better together

    Save up to €900 when you book a flight and hotel together*
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    With over 300,000 hotels worldwide, it's easy to create a perfect package
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    Plan, book, and manage your trip all in one place

Top Oakville flight + hotel deals

Price found within the past 48 hours. Click for updated prices.
  • 17 Dec - 20 Dec

    Pantages Hotel Downtown Toronto + Flight

    Downtown Toronto
    3 nights
    4.0 star property
    9.2/10 - Wonderful (2,523 reviews)
    Return • New York (NYC) - Toronto (YYZ)
    EWR - YYZ • Direct YYZ - EWR • Direct
    €524
    €427
    per traveller
    found 11 hours ago
    Pantages Hotel Downtown Toronto
  • 17 Dec - 20 Dec

    Hotel Riu Plaza Toronto + Flight

    Downtown Toronto
    3 nights
    4.0 star property
    9.4/10 - Exceptional (5,297 reviews)
    "The rooms were modern, clean and spacious. The beds were very comfortable. I loved the hand soap that was provided. Wish it were for sale as I would have bought some. The buffet breakfast was lovely to have and delicious! So much varietiy of food! The only issue we had was that the room thermostat wasn’t working and it was too cool in the room."
    Reviewed November 14, 2026
    Return • New York (NYC) - Toronto (YYZ)
    EWR - YYZ • Direct YYZ - EWR • Direct
    €726
    €517
    per traveller
    found 11 hours ago
    Hotel Riu Plaza Toronto
  • 17 Dec - 20 Dec

    Cambridge Suites Toronto + Flight

    Downtown Toronto
    3 nights
    4.0 star property
    9.2/10 - Wonderful (8,762 reviews)
    Return • New York (NYC) - Toronto (YYZ)
    EWR - YYZ • Direct YYZ - EWR • Direct
    €667
    €516
    per traveller
    found 11 hours ago
    Cambridge Suites Toronto
  • 17 Dec - 20 Dec

    Bisha, a Luxury Collection Hotel Toronto + Flight

    Downtown Toronto
    3 nights
    5.0 star property
    9.6/10 - Exceptional (1,001 reviews)
    Return • New York (NYC) - Toronto (YYZ)
    EWR - YYZ • Direct YYZ - EWR • Direct
    €877
    €684
    per traveller
    found 11 hours ago
    Bisha, a Luxury Collection Hotel Toronto
  • 17 Dec - 20 Dec

    Hotel Victoria + Flight

    Downtown Toronto
    3 nights
    3.0 star property
    8.4/10 - Very good (1,590 reviews)
    "We were given a room right on a busy street where construction lasted late into the night. The room was also right next to the elevator. The bed was comfortable but the shower water pressure was lacking. Good downtown location with shopping and restaurants around every corner. While the room was very clean, there were signs of poor workmanship. Fine for a one night stay."
    Reviewed November 10, 2026
    Return • New York (NYC) - Toronto (YYZ)
    EWR - YYZ • Direct YYZ - EWR • Direct
    €581
    €456
    per traveller
    found 11 hours ago
    Hotel Victoria

Where to stay in Oakville

Find the best Oakville areas for the activities you enjoy most.

Bronte

Bronte captivates visitors with its historic harbour, lighthouse, and peaceful waterfront promenade along Lake Ontario. This charming Oakville area blends maritime heritage with tree-lined residential streets and well-preserved 19th-century structures. Visitors can stroll along wooden docks, watch sailboats, or explore the nearby provincial park. The area offers excellent walking paths that connect heritage buildings with scenic lake views. Casual lakefront dining focuses on fresh fish, while gift shops sell nautical souvenirs. Though quiet year-round, summer brings gentle activity to this lakeside retreat without overwhelming its authentic character.

Glen Abbey

Glen Abbey is a prestigious Oakville area where tree-lined streets meet championship golf courses. The renowned Glen Abbey Golf Club has hosted many PGA Tour events. Families appreciate the quiet residential atmosphere and access to scenic trails along Sixteen Mile Creek. Upscale homes with manicured lawns create a peaceful retreat from city life. Visitors can enjoy walking paths through abundant green spaces or visit the Canadian Golf Hall of Fame. The area offers a genuine glimpse into affluent Canadian suburban living.

Downtown Oakville

If you're spending some time in Downtown Oakville, Oakville Centre for the Performing Arts and Lake Ontario are top sights worth seeing.

West Oakville

West Oakville offers a peaceful retreat from Toronto's hustle with tree-lined streets and charming homes. This residential haven sits along Lake Ontario's shore, where Coronation Park and Tannery Park provide scenic walking paths. The area feels authentically suburban with well-maintained streets and mature oak trees. Visitors can explore the historic Oakville Harbour with its bobbing sailboats and marina views. The lakefront promenade creates perfect spots for jogging, cycling, or evening strolls. Nearby attractions include Bronte Heritage Park and Glen Abbey Golf Course.

Clearview

Clearview offers a peaceful escape from urban life in a family-friendly suburb of Oakville. Tree-lined streets connect spacious homes with well-maintained parks and walking trails. The relaxed atmosphere makes this area perfect for travellers seeking quiet surroundings and green spaces. Budget-conscious visitors will appreciate the affordable accommodation and casual dining options throughout the area. Though Clearview itself has few attractions, nearby entertainment includes iFLY Toronto Oakville and Oakville Entertainment Centrum. A car is recommended for exploring the wider region and reaching Lake Ontario's shores.

Discover the most popular places to visit in Oakville

What to do in Oakville

Oakville Hotel Deals

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.

Frequently Asked Questions

How much does an Oakville holiday package cost?

You can pick up a holiday package to this popular destination from €427 on Expedia. However, how much your holiday to Oakville costs will depend on your hotel choice, length of stay and season.

What are the cheapest months to go to Oakville?

You can generally find lower prices and greater availability in January, February and March. Take a look at our cheap Oakville holiday packages and you could get some excellent off-season deals.

How many days is enough for Oakville?

To get the most out of your Oakville holiday, we suggest staying for 2 days. Divide your time between discovering Canadian Golf Hall Of Fame, Cameron's Brewing Company and other well-known attractions, on top of exploring neighbourhoods like Sheridan and Clearview. If you've got some time to spare, include a day trip or tour in your Oakville holiday itinerary.

Is it worth booking a holiday package to Oakville?

Oakville has everything you need for a wonderful getaway. Get your Oakville holiday off to a flying start by checking out top attractions like Glen Abbey Golf Course.

How to find the best Oakville package deals?

Bagging a cheap Oakville package deal is easy with Expedia. Once you've entered your destination and preferred dates under our "Packages" tab, set your maximum budget, add a couple of filters and browse what's available. You can tailor your search by "Popular locations," "Property type," "Guest rating" and more. Order the results by "Price: low to high" to view the most affordable Oakville package deals. Want a simple trick to score even more savings? Have some flexibility with your departure dates and consider going away on a weekday, when prices are generally lower.

Is it cheaper to book an Oakville holiday as a package?

Expedia holiday packages are designed to give you more bang for your buck. Bundle your car rental, flight and hotel into one great-value price and enjoy significant savings. You'll usually snag a better deal than booking each component separately. And you'll still enjoy the freedom to create a personalised Oakville holiday by choosing your favourite type of stay, airline and car class.

When to book a holiday package to Oakville?

If you have your Oakville holiday dates finalized, book early to score some fantastic deals. With Expedia, you can generally reserve some flights up to a year in advance. Prefer spontaneous trips? Our last-minute deals are great for setting off on a whim.

How to plan a trip to Oakville?

  1. Choose when to go: Check your calendar and pack your bags. Your preferred time of year and the type of activities available will also help you decide when to visit Oakville.
  2. Set your budget: Consider costs like transportation, flights and meals when calculating how much to put aside for your trip to Oakville. Then, select a hotel that fits your budget, whether that's an affordable option or a lavish retreat.
  3. Determine how many days away: Start by listing all the attractions and activities you want to get to in Oakville. Then, estimate how long you'll need for each, along with any travel time.
  4. Bundle your bookings: With your travel dates in order, you can combine your hotels, car rental, flights and more into a personalised Oakville holiday package.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.