Oakville Vacations from $1,417

Book a Hotel + Flight or Car together to unlock savings

Your Oakville Vacation

Booking an Oakville vacation package is a wonderful way to get to know the ins and outs of this neighborhood. From its renowned sites to its lesser-known gems, you'll be sure to uncover something new. Wondering where to go during your trip to Oakville? Nearby attractions like Lynwood Country Club, Scheyville National Park and Pitt Town Nature Reserve are good places to begin. Don't just imagine it — make it a reality! Lock in your ideal Oakville vacation with Expedia and experience travel your way.

The Latest Oakville Vacation Packages

Price found within the past 48 hours. Click for updated prices.
Coogee Bay Hotel

Coogee Bay Hotel

3.5 out of 5
Coogee
Price was $1,633, price is now $1,417 per person
$1,417
per person
Jan 13 - Jan 18
found 1 day ago
Roundtrip non-stop flight included
Los Angeles (LAX) to Sydney (SYD)
18.4/10 Exceptional! (125 reviews)
We had a beautiful beach view with wrap around deck. Warning, restaurant below can be very noisy on weekends.

Reviewed on Nov 15, 2025

Spacious 2-bed Townhouse With Garage & Patio

Spacious 2-bed Townhouse With Garage & Patio

2.5 out of 5
Alexandria
Price was $2,320, price is now $1,690 per person
$1,690
per person
Feb 2 - Feb 7
found 1 day ago
Roundtrip flight included
New York (NYC) to Sydney (SYD)
No reviews
Stylish 2-bed Cottage in Trendy Erskineville

Stylish 2-bed Cottage in Trendy Erskineville

2.5 out of 5
Erskineville
Price was $2,137, price is now $1,591 per person
$1,591
per person
Feb 2 - Feb 7
found 1 day ago
Roundtrip flight included
New York (NYC) to Sydney (SYD)
No reviews
Pristine 2-bed Near Marrickville Village

Pristine 2-bed Near Marrickville Village

2.5 out of 5
Marrickville
Price was $2,039, price is now $1,525 per person
$1,525
per person
Feb 2 - Feb 7
found 1 day ago
Roundtrip flight included
New York (NYC) to Sydney (SYD)
No reviews
Suburban Two-bed Apartment With Parking and Patio

Suburban Two-bed Apartment With Parking and Patio

2.5 out of 5
Strathfield
Price was $3,156, price is now $2,410 per person
$2,410
per person
Dec 27 - Dec 31
found 1 hour ago
Roundtrip non-stop flight included
Los Angeles (QLA) to Sydney (SYD)
No reviews

Where to stay in Oakville

Find the best Oakville areas and neighborhoods for the activities you enjoy most. Learn more about Oakville
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Windsor

Spas, restaurants, and gardens highlight some of the noteworthy features of Windsor. Make a stop by Hawkesbury River or Wollemi National Park while you're exploring the neighborhood.

Find hotels in Windsor

Oakville Hotel Deals

Quest Macquarie Park

Quest Macquarie Park

4 out of 5
71 Epping Road Macquarie Park NSW
Fully refundableReserve now, pay when you stay
$100 nightly
The price is $110 total per night from Dec 7 to Dec 8
$110 total
Dec 7 - Dec 8
Total with taxes and fees
8.6/10 Excellent! (701 reviews)
Nice Family Stay

Reviewed on Nov 5, 2025

Quest Macquarie Park
Crowne Plaza Sydney Macquarie Park by IHG

Crowne Plaza Sydney Macquarie Park by IHG

4 out of 5
7-11 Talavera Road Macquarie Park NSW
Fully refundable
$138 nightly
The price is $138 total per night from Dec 15 to Dec 16
$138 total
Dec 15 - Dec 16
Total with taxes and fees
8.6/10 Excellent! (1,002 reviews)
Clean room and good amenities and breakfast

Reviewed on Nov 12, 2025

Crowne Plaza Sydney Macquarie Park by IHG
PARKROYAL Parramatta

PARKROYAL Parramatta

4.5 out of 5
30 Phillip Street Parramatta NSW
Fully refundableReserve now, pay when you stay
$125 nightly
The price is $138 total per night from Dec 18 to Dec 19
$138 total
Dec 18 - Dec 19
Total with taxes and fees
8.6/10 Excellent! (1,001 reviews)
Rooms was amazing fully renovated

Reviewed on Nov 8, 2025

PARKROYAL Parramatta
See all 927 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
Kid Friendly Vacations
Kid Friendly Vacations

Discover the most popular places to visit in Oakville

Circular Quay featuring general coastal views, modern architecture and a city

Circular Quay

Flanked by the Opera House and Harbour Bridge, Sydney’s transportation hub is one of the prettiest terminals in the world.

Circular Quay
Sydney Opera House showing a bay or harbor, modern architecture and a monument

Sydney Opera House

One of the world’s most famous buildings is surprisingly accessible; take in a show or just take a stroll to admire this astonishing building.

Sydney Opera House
Sydney Harbour Bridge showing night scenes, a bridge and a sunset

Sydney Harbour Bridge

Stroll from end-to-end or climb to the top; either way, Sydney’s “Coat Hanger” serves up memories to last a lifetime.

Sydney Harbour Bridge

Things to do

Sydney Hop-On Hop-Off Big Bus Tour

Big Bus Sydney Hop-On Hop-Off Sightseeing Tour by Open-Top Bus

$41
per adult
84% of travellers recommend
Big Bus Sydney Hop-On Hop-Off Sightseeing Tour by Open-Top Bus
Taronga Zoo Ticket with Hop-On Hop-Off Explorer Cruise

Taronga Zoo Ticket with Hop-On Hop-Off Sydney Harbour Explorer Cruise

$56
per adult
88% of travellers recommend
Taronga Zoo Ticket with Hop-On Hop-Off Sydney Harbour Explorer Cruise
Sydney Attractions Pass including SEA LIFE Sydney Aquarium

Sydney Attractions Pass including SEA LIFE Sydney Aquarium

$35
per adult
84% of travellers recommend
Sydney Attractions Pass including SEA LIFE Sydney Aquarium
See all activities in Sydney
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.