Oakville Vacation Packages
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to CA $4,200 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPlan, book, and manage your trip all in one place
Your Oakville Vacation
With all the details organized before you head off, our Oakville vacation packages mean you can concentrate on having a good time. Whether you're based in the neighborhood of Wildewood, which is great for walking, or another area, this city offers a wealth of discoveries. Fill your trip to Oakville with tours of its big-hitting attractions. Where to first? Don't miss Cape Saint Marys Marina. A few clicks is all it takes to craft a tailored Oakville vacation on Expedia.
Top Oakville Vacation Deals
Price found within the past 48 hours. Click for updated prices.
Hyatt Regency Washington on Capitol Hill
Northwest
CA $686
per person
Nov 25 - Nov 30
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Baltimore (BWI)
8.8/10 Excellent! (1,012 reviews)
Traveling as a family. Great location near Capitol Hill. Short walk to train station (2-3 blocks). Taxis in front of hotel as well as pay as you go scooters and bikes.
Reviewed on Oct 17, 2026
InterContinental Washington D.C. - The Wharf by IHG
The Wharf
CA $1,165
per person
Dec 3 - Dec 8
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Baltimore (BWI)
9.4/10 Exceptional! (1,226 reviews)
This is a beautiful property in a great location. All the staff from the concierge, doorman, and front desk were all friendly and welcoming. We had a great stay. We come to DC often and decided based on this visit this is our new go to place.
Reviewed on Oct 15, 2026
The Potomac Hotel, Autograph Collection
Southwest
CA $3,729
per person
Nov 16 - Nov 21
found 1 day ago
Roundtrip flight included
Edmonton (YEG) to Baltimore (BWI)
9.4/10 Exceptional! (1,089 reviews)
Clean, convenient to many walkable places and easy to get a taxi or Uber if needed.
Reviewed on Oct 13, 2026
The Quincy, an Ascend Collection Hotel
Downtown Washington D.C.
CA $794
per person
Dec 7 - Dec 10
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Baltimore (BWI)
9.2/10 Wonderful! (1,137 reviews)
A great size room which was clean and comfortable. Great location for sightseeing and a good variety of restaurants within walking distance. Staff were friendly and helpful.
Reviewed on Oct 15, 2026
Ready to book your vacation to Oakville?
Oakville Hotel Deals
avid hotel California - Lexington Park by IHG
23274 Three Notch Road California MD
Fully refundable
CA $138
CA $153 total
Oct 28 - Oct 29
includes taxes & fees
La Quinta Inn & Suites by Wyndham Lexington Park - Patuxent
22769 Three Notch Rd California MD
Fully refundableReserve now, pay when you stay
CA $136
CA $151 total
Oct 25 - Oct 26
includes taxes & fees
SureStay by Best Western Prince Frederick
75 Main St Prince Frederick MD
Fully refundableReserve now, pay when you stay
CA $112
CA $124 total
Oct 21 - Oct 22
includes taxes & fees
7.4/10 Good! (319 reviews)
"The check in process was smooth and the front desk person was nice and helpful. The room was actually nice and clean. Shower pressure was perfect. The bed was really firm. I’m not a fan of extremely firm beds."
Reviewed on Oct 17, 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.
Frequently asked questions
How much does an Oakville vacation package cost?
Offering excellent value package deals from CA $686 on Expedia, you'll be thrilled with how little a vacation to Oakville costs! Our packages mean less travel planning for you and greater savings.
What are the cheapest months to go to Oakville?
You can generally find lower rates and better availability in January, February and March. Explore our cheap Oakville vacation packages and you could get some great off-season deals.
How many days is enough for Oakville?
The ideal duration of your Oakville vacation depends on what you'd like to do and see. Usually, a few days to a week will give you plenty of time to visit all the leading sights and explore some hidden gems along the way.
How to find the best Oakville package deals?
Use Expedia's filter tool to find some great Oakville package deals. When you begin your search, simply set your maximum budget and then sort the results by "Price: low to high." If you're looking to save, plan your escape for midweek, or browse for Oakville package deals in the low season. Play around with your travel dates and you may land even better discounts. As a rule of thumb, it's usually best to book your vacation package well in advance.
Is it cheaper to book an Oakville vacation as a package?
Expedia vacation packages are designed to help you keep more cash in your pocket. Bundle your flight, car rental and hotel into one great-value price and you could save hundreds of dollars. You'll generally score a better deal than booking each component separately. And you'll still enjoy the flexibility to create a customized Oakville vacation by choosing your preferred type of stay, airline and car class.
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 fantastic deals. With Expedia, you can often reserve some flights up to a year in advance. Prefer spontaneous adventures? Our last-minute deals are great for jetting off on a whim.
How to plan a trip to Oakville?
- Choose when to travel: Check your calendar and get your bags packed. Your favourite time of year and the activities on offer will also help you decide when to vacation in Oakville.
- Set a budget: Factor in costs like transportation, flights and meals when calculating how much to set aside for your trip to Oakville. Then, pick a property that works with your budget, whether that's an economical stay or a high-end retreat.
- Decide how many days away: Start by listing all the activities and sights you want to get to in Oakville. Then, estimate how long you'll need at each, along with any travel time.
- Bundle your flights and hotel: Awesome destination, check. Length of stay, check. Now all that's left is to pick an Oakville vacation package that brings all your bookings together.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
