Oakville Vacations

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Find the Best Oakville Vacation Packages

Oakville Hotel Deals

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 320 per night from Apr 24 to Apr 25
AED 320
AED 367 total
includes taxes & fees
24 Apr - 25 Apr
8.6/10 Excellent! (1,003 reviews)
"I enjoyed my stay and the front desk personnel were very accommodating. I arrived early and they were able to get me in no issues. Then had an issue with the AC/Heating unit in the room and after realizing it would need a longer fix they moved me to a different room with no problems. My only issue ..."

Reviewed on 17 April 2025

Holiday Inn Express Southington by IHG
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 330 per night from Apr 27 to Apr 28
AED 330
AED 379 total
includes taxes & fees
27 Apr - 28 Apr
7.4/10 Good! (1,001 reviews)
"Pool was too cold"

Reviewed on 16 April 2025

Clarion Inn
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 309 per night from Apr 21 to Apr 22
AED 309
AED 355 total
includes taxes & fees
21 Apr - 22 Apr
8.4/10 Very Good! (1,009 reviews)
"Incredible staff and rooms!"

Reviewed on 20 April 2025

Courtyard by Marriott Waterbury Downtown
See all 597 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.

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.