Oakville Vacation Packages
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Your Oakville Vacation
With everything organized before you set off, our Oakville vacation packages let you simply focus on vacationing! One place to base yourself in this captivating city is Port Credit, which is great for watersports and walking. Fill up your itinerary with tours of University of Toronto Mississauga, Sheridan College and Bronte Creek Provincial Park, some of the things you shouldn't miss during a trip to Oakville. Don't delay visiting this destination any longer. The ultimate Oakville vacation is only a few clicks away with Expedia.
Top Oakville Vacation Deals
Price found within the past 48 hours. Click for updated prices.
Ready to book your vacation to Oakville?
Oakville Hotel Deals
Sandman Hotel Oakville
3451 South Service Road West Oakville ON
Fully refundableReserve now, pay when you stay
CA $138
CA $164 total
Sep 27 - Sep 28
includes taxes & fees
8.8/10 Excellent! (2,487 reviews)
"We enjoyed our stay and would recommend this hotel to anyone."
Reviewed on Sep 8, 2026
Monte Carlo Inn Oakville Suites
374 South Service Rd E Oakville ON
Fully refundableReserve now, pay when you stay
CA $97
CA $114 total
Oct 5 - Oct 6
includes taxes & fees
8/10 Very good! (2,206 reviews)
"worthy of the price."
Reviewed on Sep 8, 2026
Chelsea Hotel, Toronto
33 Gerrard St W Toronto ON
Fully refundableReserve now, pay when you stay
CA $247
CA $296 total
Oct 9 - Oct 10
includes taxes & fees
8.8/10 Excellent! (1,775 reviews)
"Room was not cleaned very well. Food under the bed, crumbs all around the room, furniture was very dusty, old cigarette buds on the balcony (Non smoking building). The ac would only run 50% of the time and would only kick in accessional and not follow thermostat. Hotel lobby and pool seemed kept ..."
Reviewed on Sep 8, 2026
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.
Stay near popular Oakville attractions
Coronation Park
8.4/10 (114 reviews)
Commune with nature and explore the great outdoors at Coronation Park during your travels in Oakville. Stroll along the lakeside in this family-friendly area, or check out its top-notch restaurants.
Glen Abbey Golf Course
7.8/10 (90 reviews)
You can spend an afternoon exploring the galleries in Glen Abbey Golf Course during your trip to Oakville. Stroll along the lakeside or attend a sporting event in this family-friendly area.
Oakville Centre for the Performing Arts
7.8/10 (84 reviews)
Take the family on an outing to Oakville Centre for the Performing Arts during your trip to Oakville. Stroll along the area's lakeside, or simply savor its top-notch restaurants.
Oakville Entertainment Centrum
8.6/10 (118 reviews)
You can browse for the perfect souvenirs at Oakville Entertainment Centrum during your trip to Oakville. Attend a sporting event or simply enjoy the top-notch restaurants while you're in the area.
Bronte Heritage Park
7.6/10 (14 reviews)
Explore the waterfront in Oakville with a trip to Bronte Heritage Park. Amble around this family-friendly area's lakeside and enjoy its top-notch restaurants.
iFLY Toronto Oakville
8.0/10 (75 reviews)
You can take time to visit iFLY Toronto Oakville during your travels to Oakville. Attend a sporting event while in this family-friendly area or simply enjoy the top-notch restaurants.
Cineplex Cinemas Winston Churchill
You can take time to visit Cineplex Cinemas Winston Churchill during your travels to Oakville. While you're here, you can savor the top-notch restaurants.
Kerr Village
8.2/10 (86 reviews)
You can do some window-shopping at Kerr Village during your stay in Oakville. Amble around this family-friendly area's lakeside and enjoy its top-notch restaurants.
What to do in Oakville
Toronto: Ripley's Aquarium of Canada Entry Ticket
CA $44
per adult
92% of travellers recommend
Toronto: Casa Loma Entry Ticket
CA $42
per adult
90% of travellers recommend
Toronto: Niagara Falls Day Tour + Boat & Behind Falls Entry
CA $74
per adult
98% of travellers recommend
Frequently asked questions
How much does an Oakville vacation package cost?
You'll find cheap prices from CA $591 on Expedia for your Oakville getaway. However, a range of factors like your choice of hotel, the season and length of stay will determine how much your vacation to Oakville costs.
What are the cheapest months to go to Oakville?
If you're looking to snag a cheap Oakville vacation package, consider visiting in January, February and March. You'll usually find lower prices on hotels and flights during these months — perfect for budget-conscious travellers.
How many days is enough for Oakville?
To get the most out of an Oakville vacation, we suggest staying for 2 days. Split your time between visiting Erindale Park, iFLY Toronto Oakville and other top attractions, on top of exploring neighbourhoods like Sheridan and Clearview. If you've got some spare time, add a tour or day trip to your Oakville vacation itinerary.
Is it worth booking a vacation package to Oakville?
Oakville is a good vacation destination with attractions like Glen Abbey Golf Course among the many things to keep you entertained. Whether you're travelling with the family or planning a trip with friends, an Oakville vacation promises a good time for everyone.
How to find the best Oakville package deals?
Bagging a cheap Oakville package deal is a cinch with Expedia. After you've entered your destination and preferred dates under our "Packages" tab, set your maximum budget, add a few filters and see 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 discover the most wallet-friendly Oakville package deals. Want a simple trick to score the biggest savings? Be flexible with your departure dates and consider travelling on a weekday, when prices are typically lower.
Is it cheaper to book an Oakville vacation as a package?
An Expedia vacation package could land you great savings when compared to arranging flights and stays separately. Better still, you can customize your Oakville trip to fit your exact needs. Choose your preferred flight time, select the hotel type and add a rental car. Explore our bundles to see how much you can save.
When to book a vacation package to Oakville?
If you have your Oakville travel dates finalized, book as soon as you can to bag some incredible deals. With Expedia, you can generally reserve some flights up to a year in advance. Prefer spur-of-the-moment adventures? Our last-minute deals are great for impromptu escapes.
How to plan a trip to Oakville?
- Choose when to go: Check your calendar and pack your bags. Your favourite time of year and the available activities will also help you decide when to escape to Oakville.
- Work out your budget: Ensure you have enough money to cover everything from meals and transportation to activities and flights. Your hotel will probably be the largest expense during your trip to Oakville.
- Decide your trip length: Consider how much time you want to spend exploring Oakville. Plan your days so you can get to all the activities and attractions you're interested in without rushing.
- Bundle your bookings: With your travel dates in place, you can combine your hotels, car rental, flights and more into a customized Oakville vacation package.
Explore a world of travel with Expedia
- J.c. Saddington Park
- Prince of Wales Park
- Toronto Zoo
- University of Toronto Mississauga
- Canada's Wonderland
- Downey's Farm Market
- Jack Darling Memorial Park
- Mississauga Civic Centre
- Humber Bay Park West
- Toronto Premium Outlets
- Playdium
- Red Rose Convention Centre
- Vaughan Mills Mall
- Bloor West Village
- Village Theatre Waterdown
- Kerr Village
- Burlington City Hall
- Royal Ontario Museum
- Iskcon Brampton
- Ontario Vacations
- Hanlan's Point Beach
- Bronte Creek Provincial Park
- Scooter's Roller Palace
- Toronto Vacations
- Marie Curtis Park
- Earl Bales Ski and Snowboard Centre
- Toronto Congress Centre
- Heartland Town Centre
- Centreville Amusement Park
- Famous People Players Dinner Theatre
- Graffiti Alley
- Sherway Gardens
- Casa Loma
- Enercare Centre
- Cf Toronto Eaton Centre
- African Lion Safari
- Cn Tower
- Clifton Hill
- Medieval Times
- Centennial Park
- Ripley's Aquarium of Canada
- Airport Corporate Vacations
- West Mall Rink
- Edward Gardens
- Royal Woodbine Golf Club
- Meadowvale Conservation Area
- The Egyptian Museum Mississauga
- Queen's Park
- Path Underground Shopping Mall
- Hockey Hall of Fame
- Meadowvale Cemetery
- Putting Edge
- Glen Abbey Golf Course
- Central Arena
- Sheridan College
- Colonel Sam Smith Park
- Rattray Marsh Conservation Area
- City View Park
- Nathan Phillips Square
- Milton Vacations
- Art Gallery of Mississauga
- Joshua Creek Heritage Art Centre
- Ifly Toronto Oakville
- Oakville Entertainment Centrum
- Pearson Convention Centre
- Woodbine Mall
- Rattlesnake Point
- Dixie Outlet Mall
- Lake Aquitaine Park
- St. Lawrence Market
- The Distillery Historic District
- Waldie Blacksmith Shop
- Mississauga Grand Banquet and Convention Centre
- Rogers Centre
- Baps Shri Swaminarayan Mandir
- Spadina Avenue Shopping District
- Fort York National Historic Site
- Toronto Entertainment District Vacations
- Lil' Monkeys
- Woodhurst Heights Park
- Glen Eden Ski and Snowboard Centre
- High Park
- Scotiabank Arena
- Hershey Sport Zone
- Metro Toronto Convention Centre
- Bradley Museum
- Erin Mills Vacations
- Kariya Park
- Park Lawn Park
- Benares Historic House
- Niagara Falls Vacations
- Paramount Fine Foods Centre
- Sheridan College Davis Campus
- Embassy Grand Convention Centre
- Lionhead Golf & Country Club
- Downtown Toronto Vacations
- Yonge-Dundas Square
- Bronte Heritage Park
- Toronto Music Garden
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
