Orangeville Vacations from $625

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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.
Hilton Toronto/Markham Suites Conference Centre & Spa

Hilton Toronto/Markham Suites Conference Centre & Spa

4 out of 5
Save 100% on your flight
Price was $905, price is now $625 per person
$625
per person
Jul 8 - Jul 13
found 1 day ago
Roundtrip flight included
Boston (BOS) to Toronto (YYZ)
8.6/10 Excellent! (1,559 reviews)
Nice property but a little expensive considering it’s up in Markham. They even started to.charge for parking.

Reviewed on May 12, 2026

Hotel Riu Plaza Toronto

Hotel Riu Plaza Toronto

4 out of 5
Downtown Toronto
Save 100% on your flight
Price was $1,642, price is now $1,001 per person
$1,001
per person
Jul 8 - Jul 13
found 1 day ago
Roundtrip flight included
Boston (BOS) to Toronto (YYZ)
9.2/10 Wonderful! (3,130 reviews)
Room was very small and tight despite it being called a “ superior” room. However it was clean. All staff were very friendly and helpful. Staff really stood out. Breakfast buffet was good with a lot of variety.

Reviewed on May 14, 2026

Etobicoke Suites

Etobicoke Suites

3 out of 5
Etobicoke
Price was $1,925, price is now $1,245 per person
$1,245
per person
Jun 22 - Jun 29
found 23 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Toronto (YYZ)
9/10 Wonderful! (29 reviews)
The space was bright and nicely arranged. Made our trip more enjoyable.

Reviewed on Feb 5, 2026

Vine Ridge Resort

Vine Ridge Resort

2.5 out of 5
Price was $1,367, price is now $902 per person
$902
per person
Jul 4 - Jul 11
found 23 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Toronto (YYZ)
8.6/10 Excellent! (93 reviews)
perfect for family get away! will surely comeback

Reviewed on Nov 12, 2025

The Laundry Rooms Gaslight Cambridge

The Laundry Rooms Gaslight Cambridge

3 out of 5
Price was $1,313, price is now $887 per person
$887
per person
Jun 22 - Jun 29
found 23 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Toronto (YYZ)
9.6/10 Exceptional! (538 reviews)
The place itself was great and the staff that repeatedly had to help us was as well. The checkin process is abit painful and the keyless entry and the app didn’t work properly at all and was super frustrating. My mom was locked out for over half an hour until someone came to let her back in. Love the area and the restaurants nearby

Reviewed on May 12, 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
Fully refundableReserve now, pay when you stay
$140 nightly
The price is $159 total per night from May 17 to May 18
$159 total
May 17 - May 18
Total with taxes and fees
8.8/10 Excellent! (940 reviews)
I was a solo traveller and found the bed to be very soft, I prefer a harder mattress. They put me on a floor with wedding guests. Well I was up until 3:00 am with them because they were partying in the hallways. When I told the staff they said “well they are just celebrating their wedding”. Well ...

Reviewed on May 4, 2026

Best Western Plus Orangeville Inn & Suites
Atlanta Motel

Atlanta Motel

2 out of 5
316 Broadway Ave Orangeville ON
7.2/10 Good! (237 reviews)
I like it.

Reviewed on Apr 4, 2026

Get rates
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 $120 total per night from May 17 to May 18
$120 total
May 17 - May 18
Total with taxes and fees
7.2/10 Good! (29 reviews)
Check in was fairly smooth, once we finally received the information. We had several issues with the location though. The walkway to the apartment had no lighting and was a bit awkward getting to the apt., especially at night. The entry didn't feel very secure since the glass doors didn't lock properly ...

Reviewed on May 8, 2026

Entire place, Ground level walkout Basement with Huge backyard
See all 294 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 $625 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.