Oakville Vacations

Book a Hotel + Flight together to unlock savings

Photo by 💋Priscilla 💋
  • Plan, book, travel with confidence

  • payments icon
    Better together
    Save up to AED 148 when you book a flight and hotel together*
    lob hotels icon
    Find the right fit
    With over 300,000 hotels worldwide, it's easy to create a perfect package
    lob packages icon
    Rest easy
    Plan, book, and manage your trip all in one place

Find the Best Oakville Vacation Packages

Oakville Hotel Deals

Clarion Inn
Clarion Inn
3 out of 5
201 Washington Avenue, North Haven, CT
Fully refundableReserve now, pay when you stay
The price is AED 372 per night from Jun 11 to Jun 12
AED 372
AED 427 total
includes taxes & fees
11 Jun - 12 Jun
7.4/10 Good! (1,014 reviews)
"Stayed 2 days, room was decent, bed was nice"

Reviewed on 28 May 2025

Clarion Inn
Holiday Inn Express Southington by IHG
Holiday Inn Express Southington by IHG
2.5 out of 5
120 Laning St, Southington, CT
Fully refundable
The price is AED 305 per night from Jun 8 to Jun 9
AED 305
AED 351 total
includes taxes & fees
8 Jun - 9 Jun
8.6/10 Excellent! (1,000 reviews)
"Property was in a quiet location staff was great but needs some deep cleaning. Stayed in RM 306 bathroom sink cracked,wall had some brown dried pigment by toilet paper, toilet had ring around the bowl, Desk area had dried sticky liquid on it. Bathroom sink counter and floor dusty. Breakfast was ..."

Reviewed on 25 May 2025

Holiday Inn Express Southington by IHG
Courtyard by Marriott Waterbury Downtown
Courtyard by Marriott Waterbury Downtown
3 out of 5
63 Grand St, Waterbury, CT
Fully refundableReserve now, pay when you stay
The price is AED 327 per night from Jun 1 to Jun 2
AED 327
AED 376 total
includes taxes & fees
1 Jun - 2 Jun
8.4/10 Very Good! (1,001 reviews)
"My stay was restful and quiet. My A/C was a little noisy though; but my room was clean and the bed was very comfortable."

Reviewed on 28 May 2025

Courtyard by Marriott Waterbury Downtown
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?
You’ll find cheap prices on Expedia for your Oakville break. However, factors like the season, choice of hotel and length of stay will influence how much your vacation to Oakville costs.
What are the cheapest months to go to Oakville?
If you’re hoping to snag a cheap Oakville vacation package, consider traveling in January, February and March. You’re likely to find better rates on airfares and hotels during these months — ideal for budget-conscious travelers.
How to find the best Oakville package deals?
Start your search for an Oakville package deal by entering your preferred travel dates and destination under our “Packages” tab. Then apply a few filters, like “Popular locations” and “Property type,” to tailor the results to your exact style. You can also sort by “Package discount” and browse offers that come with big savings. If you don’t find the ideal Oakville package deal straight away, simply change your dates and search again. Bear in mind that deals are only available for a limited time, so book early and get your Oakville escape off to a flying start.
Is it cheaper to book an Oakville vacation as a package?
Expedia vacation packages are designed to give you more bang for your buck. Bundle your hotel, car rental and flight into one great-value price and you could save hundreds of dollars. You’ll typically score a better deal than booking each component separately. And you’ll still enjoy the freedom to create a personalized Oakville vacation by choosing your favorite airline, accommodation type and car class.
When to book a vacation package to Oakville?
If you have your Oakville travel dates locked in, book as soon as you can to grab some incredible deals. With Expedia, you can often 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 your travel dates: What you plan to do in Oakville and your favorite season can help you decide when to travel.
  2. Set your budget: Factor in expenses like transportation, flights and meals when calculating how much to save for your trip to Oakville. Then, choose a property that fits your budget, whether that’s a wallet-friendly option or a deluxe getaway.
  3. Determine how many days away: Start by compiling a list of the attractions and activities you’d like to get to in Oakville. Then, estimate how long you’ll need for each, including any travel time.
  4. Bundle your airfare and accommodations: After you’ve settled on your dates and duration, lock in the right Oakville vacation package for you.