Orangeville Vacations from $739

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Your Orangeville Vacation

When an adventure in the city is calling, answer it with a vacation package to Orangeville. With all your travel plans worked out before you go, all you have to do here is concentrate on having fun. A trip to Orangeville is a wonderful opportunity to take in the sights. Make sure you visit popular attractions like Hockley Valley Resort, Theatre Orangeville and Island Lake Conservation Area. Don't delay visiting this city any longer. Your dream Orangeville vacation is just a few clicks away with Expedia.

The Latest Orangeville vacation packages

Price found within the past 48 hours. Click for updated prices.
151 Dan Leckie Way

151 Dan Leckie Way

2.5 out of 5
Downtown Toronto
Price was $1,335, price is now $739 per person
$739
per person
Mar 27 - Mar 31
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Toronto (YYZ)
9.2/10 Wonderful! (278 reviews)
Everything was great, very clean, with good access and plenty of security in the area. Good underground parking and places to eat right in front of the complex.

Reviewed on Jan 15, 2026

Hotel Riu Plaza Toronto

Hotel Riu Plaza Toronto

4 out of 5
Downtown Toronto
Price was $1,281, price is now $842 per person
$842
per person
Apr 14 - Apr 18
found 1 day ago
Roundtrip flight included
Boston (BOS) to Toronto (YYZ)
9.2/10 Wonderful! (451 reviews)
The hotel staff was super friendly and attentve, the hotel was very clean, and the breakfast was excellent, the hotel is near many attractions, we walked over to the CN Tower, i highly recommend this property and will be staying here again very soon

Reviewed on Feb 10, 2026

Modern Downtown Apartments

Modern Downtown Apartments

4 out of 5
Downtown Toronto
Price was $1,812, price is now $1,220 per person
$1,220
per person
Apr 18 - Apr 25
found 18 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Toronto (YYZ)
7.6/10 Good! (351 reviews)
This is just a great building, global stays is a pleasure and is a very easy process. The security guards are awesome and very friendly and helpful. Doesn’t hurt having a view of the skydome or cn tower for your morning coffee

Reviewed on Feb 10, 2026

Downtown Toronto near CN Tower

Downtown Toronto near CN Tower

3 out of 5
Downtown Toronto
Price was $1,531, price is now $1,039 per person
$1,039
per person
Apr 18 - Apr 25
found 18 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Toronto (YYZ)
8/10 Very Good! (55 reviews)
The location of the unit was GREAT. The unit did lack storage. The company was responsive to our request. While you don't go on vacation to watch TV, but this unit had a ROCU TV. No local channels.

Reviewed on Jan 10, 2026

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Discover the most popular places to visit in Orangeville

Island Lake Conservation Area

Explore the great outdoors at Island Lake Conservation Area, a lovely green space in Orangeville. You can seek out the hiking trails while in the area.

Island Lake Conservation Area

Orangeville Hotel Deals

Best Western Plus Orangeville Inn & Suites

Best Western Plus Orangeville Inn & Suites

2.5 out of 5
7 Buena Vista Drive Orangeville ON
$142 nightly
The price is $160 total per night from Feb 11 to Feb 12
$160 total
Feb 11 - Feb 12
Total with taxes and fees
8.6/10 Excellent! (894 reviews)
Excellent stay. Clean, modern suite. Breakfast included a bonus!

Reviewed on Feb 2, 2026

Best Western Plus Orangeville Inn & Suites
Atlanta Motel

Atlanta Motel

2 out of 5
316 Broadway Ave Orangeville ON
Fully refundableReserve now, pay when you stay
$80 nightly
The price is $91 total per night from Feb 13 to Feb 14
$91 total
Feb 13 - Feb 14
Total with taxes and fees
7/10 Good! (224 reviews)
👍

Reviewed on Feb 4, 2026

Atlanta Motel
Entire place, Ground level walkout Basement with Huge backyard

Entire place, Ground level walkout Basement with Huge backyard

Orangeville ON
$107 nightly
The price is $121 total per night from Feb 13 to Feb 14
$121 total
Feb 13 - Feb 14
Total with taxes and fees
7.2/10 Good! (25 reviews)
Great location Good communication from host Room was a little cool

Reviewed on Dec 17, 2025

Entire place, Ground level walkout Basement with Huge backyard
See all 277 properties in Orangeville
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.

Find the Best Orangeville Vacation Packages

Orangeville Essential Information

Language
English
Currency
Canadian dollars
Closest Airport
Pearson Intl. Airport (YYZ)
Population
30,700
Max Temp Winter
25ºF
Max Temp Summer
75ºF
Top Sights
Theatre Orangeville, Hockley Valley Provincial Park and Mono Cliffs Provincial Park

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Frequently asked questions

How much does an Orangeville vacation package cost?
Offering excellent value package deals from $739 on Expedia, you'll be surprised at how little a vacation to Orangeville costs! Our packages make travel planning easier and save you more.
What are the cheapest months to go to Orangeville?
August, September and December are great times to search for cheap Orangeville vacation packages. Traveling in less busy months means you can usually find better prices on hotels and flights.
How many days is enough for Orangeville?
Usually, a handful of days is enough to go to the main attractions during your Orangeville vacation. But if you want to have some time to chill out or take day tours, think about extending your itinerary.
Is it worth booking a vacation package to Orangeville?
Orangeville offers everything you need for an amazing escape. Begin your Orangeville vacation on a high note by exploring major attractions like Island Lake Conservation Area.
How to find the best Orangeville package deals?
Start your search for an Orangeville package deal by entering your preferred trip dates and destination under our "Packages" tab. Then add some filters, like "Property type" and "Guest rating," to tailor the results to your exact needs. You can also sort by "Package discount" and browse offers that come with unbeatable savings. If you don't find the ideal Orangeville package deal right away, simply switch up your dates and search again. Remember that deals are only available for a limited time, so book early and get your Orangeville escape off to a flying start.
Is it cheaper to book an Orangeville vacation as a package?
You can enjoy significant savings on your Orangeville retreat by booking a tailored vacation package. Click on the "Package" heading, then enter your travel dates and destination to see the best airfares and hotel prices. Bundle everything into a great-value package and you can save hundreds of dollars. Consider adding a rental car and you may land a better deal.
When to book a vacation package to Orangeville?
If you've got your Orangeville vacation dates locked in, book as early as you can to bag some incredible deals. With Expedia, you can generally reserve some flights up to a year in advance. Prefer spur-of-the-moment trips? Our last-minute deals are perfect for jetting off on a whim.
Does Expedia offer Book Now, Pay Later Orangeville vacation packages?
If you're anything like us, you love exploring new places but don't love the big price tag that can sometimes come with it. That's why we've created Book Now, Pay Later vacations. With the help of online lender Affirm, you can break down the cost of your Orangeville vacation across 3, 6 or 12 months. There are also no hidden costs or late payment fees, so you can snap up cheap vacation packages with payment plans as soon as you see them.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.