Oakville Vacation Packages

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    Save up to CA $4,200 when you book a flight and hotel together*

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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.
Sheraton Baltimore North Hotel

Sheraton Baltimore North Hotel

3.5 out of 5
Price was CA $1,100, price is now CA $777 per person
CA $777
per person
Jan 7 - Jan 12
found 2 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Baltimore (BWI)
8.4/10 Very good! (1,002 reviews)
I have stayed here before and it was good. This time, we had an issue with the blinds/curtains. They are on a motor and we, and the maintenance staff, could not get the blinds down. Our room faced the parking garage so the lights were brightly shining through the window. That made for a sleepless night. The maintenance guy reset the power and still couldnt get it to work. This was around 1 am and we just wanted to sleep. The Sheraton could do better.

Reviewed on Oct 26, 2026

Sofitel Washington DC Lafayette Square

Sofitel Washington DC Lafayette Square

5 out of 5
Downtown Washington D.C.
Price was CA $2,074, price is now CA $1,416 per person
CA $1,416
per person
Jan 18 - Jan 23
found 1 day ago
Roundtrip flight included
Ottawa (YOW) to Baltimore (BWI)
9/10 Wonderful! (1,285 reviews)
NA

Reviewed on Oct 27, 2026

InterContinental Washington D.C. - The Wharf by IHG

InterContinental Washington D.C. - The Wharf by IHG

5 out of 5
The Wharf
Price was CA $2,126, price is now CA $1,582 per person
CA $1,582
per person
Jan 18 - Jan 23
found 1 day ago
Roundtrip flight included
Ottawa (YOW) to Baltimore (BWI)
9.4/10 Exceptional! (1,229 reviews)

Harbor free indoor parking

Harbor free indoor parking

4 out of 5
Downtown Baltimore
Price was CA $1,541, price is now CA $1,255 per person
CA $1,255
per person
Jan 18 - Jan 23
found 1 day ago
Roundtrip flight included
Ottawa (YOW) to Baltimore (BWI)
No reviews

Riggs Washington DC

Riggs Washington DC

5 out of 5
Downtown Washington D.C.
Price was CA $1,500, price is now CA $1,238 per person
CA $1,238
per person
Dec 10 - Dec 14
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Baltimore (BWI)
9.4/10 Exceptional! (1,394 reviews)

Ready to book your vacation to Oakville?

 

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Oakville Hotel Deals

La Quinta Inn & Suites by Wyndham Lexington Park - Patuxent

La Quinta Inn & Suites by Wyndham Lexington Park - Patuxent

3 out of 5
22769 Three Notch Rd California MD
Fully refundableReserve now, pay when you stay
The price is CA $129 per night from Oct 30 to Oct 31
CA $129
CA $143 total
Oct 30 - Oct 31
includes taxes & fees
La Quinta Inn & Suites by Wyndham Lexington Park - Patuxent
avid hotel California - Lexington Park by IHG

avid hotel California - Lexington Park by IHG

3 out of 5
23274 Three Notch Road California MD
The price is CA $130 per night from Nov 12 to Nov 13
CA $130
CA $145 total
Nov 12 - Nov 13
includes taxes & fees
9.4/10 Exceptional! (237 reviews)
"Place was clean and the staff was very friendly. The rooms were advertised as sound proof, but that was not the case."

Reviewed on Oct 24, 2026

avid hotel California - Lexington Park by IHG
Comfort Inn & Suites Lexington Park near Pax River

Comfort Inn & Suites Lexington Park near Pax River

2.5 out of 5
21885 Three Notch Rd Lexington Park MD
Fully refundableReserve now, pay when you stay
The price is CA $157 per night from Nov 15 to Nov 16
CA $157
CA $175 total
Nov 15 - Nov 16
includes taxes & fees
Comfort Inn & Suites Lexington Park near Pax River
See all 289 properties in Oakville
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.
All Inclusive Vacations
All Inclusive Vacations
Beach Vacations
Beach Vacations
Family Vacations
Family Vacations

Frequently asked questions

How much does an Oakville vacation package cost?
Offering excellent value package deals from CA $777 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?

  1. 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.
  2. 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.
  3. 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.
  4. 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.