Orangeville Vacations from $785
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to $2,000 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPlan, book, and manage your trip all in one place
The Latest Orangeville vacation packages
Price found within the past 48 hours. Click for updated prices.
The Talbott, Autograph Collection
Downtown Chicago
$785
per person
Nov 3 - Nov 10
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
9.4/10 Exceptional! (159 reviews)
The room was spacious for two. The location was easy to reach from the bus line. We were able to check in early! The only problems were that the phone would ring randomly throughout the morning. We didn't ask for any wake-up calls, and you could hear through the walls into the next room. All in all, the hotel location was a good choice for this trip.
Reviewed on Sep 2, 2026
Kimpton Gray Hotel by IHG
Downtown Chicago
$1,174
per person
Nov 3 - Nov 10
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
9.4/10 Exceptional! (1,000 reviews)
The room was very clean and spacious. Staff was very informative about what was accessible during our stay. I would definitely stay here again if I come back to visit Chicago.
Reviewed on Sep 1, 2026
Trump International Hotel & Tower Chicago
Downtown Chicago
$1,634
per person
Nov 3 - Nov 10
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
9.6/10 Exceptional! (2,003 reviews)
The Trump Hotel In Chicago is one of my family's FAVORITE hotels in the world. We stay at The Trump every single time we're in Chicago. It's the BEST.😀👍
Reviewed on Sep 2, 2026
Swissotel - Chicago
Downtown Chicago
$1,127
per person
Nov 3 - Nov 10
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
9/10 Wonderful! (3,577 reviews)
Great experience! The place was clean, convenient, and comfortable. The staff was friendly and helpful. I would definitely recommend it to other travelers.
Reviewed on Sep 3, 2026
Don't see what you're looking for?
See all available trips from Columbus to Orangeville
View all tripsOrangeville Hotel Deals
Country Inn & Suites by Radisson, Freeport, IL
1710 South Dirck Drive Freeport IL
Fully refundable
$111 nightly
$123 total
Sep 27 - Sep 28
Total with taxes and fees
City Express By Marriott Freeport
1060 Riverside Dr Freeport IL
Fully refundableReserve now, pay when you stay
$89 nightly
$99 total
Sep 10 - Sep 11
Total with taxes and fees
8/10 Very Good! (767 reviews)
"All good"
Reviewed on Sep 1, 2026
Super 8 by Wyndham Monroe WI
500 6th St and Hwy 69 Monroe WI
$77 nightly
$85 total
Oct 4 - Oct 5
Total with taxes and fees
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 | U.S dollars |
Population | 760 |
Top Sights | Lake Le Aqua Na State Park, Freeport Art Museum and Famous Fossil Winery |
More vacations you might like
Frequently asked questions
How much does an Orangeville vacation package cost?
You'll find cheap prices from $785 on Expedia for your Orangeville getaway. However, factors like the length of stay, the season and your choice of hotel will determine how much your vacation to Orangeville costs.
What are the cheapest months to go to Orangeville?
You can generally find lower prices and greater availability in December, January and February. Browse our cheap Orangeville vacation packages and you could land some excellent off-season deals.
How many days is enough for Orangeville?
With a well-organized schedule, you can easily visit the main Orangeville attractions in a few days. But if you want to discover hidden gems or go on day trips, think about booking your Orangeville vacation for longer.
How to find the best Orangeville package deals?
Landing a cheap Orangeville package deal is a breeze with Expedia. Once you've entered your travel dates and destination under our "Packages" tab, set your budget range, apply a couple of filters and browse what's available. You can fine-tune your search by "Amenities," "Property type," "Popular locations" and more. Order the results by "Price: low to high" to discover the most economical Orangeville package deals. Want a simple trick to get even more savings? Be flexible with your departure dates and consider going away on a weekday, when prices are often lower.
Is it cheaper to book an Orangeville vacation as a package?
An Expedia vacation package could score you significant savings when compared to booking stays and flights individually. Better still, you can customize your Orangeville getaway to match your exact needs. Choose your preferred flight time, select the hotel type and add a car rental. Explore our bundles to see how much you can save.
When to book a vacation package to Orangeville?
If you have your Orangeville travel dates confirmed, book early to grab some terrific deals. With Expedia, you can typically reserve some flights up to a year in advance. Prefer spur-of-the-moment getaways? Our last-minute deals are great for traveling on a whim.
Does Expedia offer Book Now, Pay Later Orangeville vacation packages?
If you're anything like us, you love traveling the world but don't love the big price tag that can come with it. That's why we've created Book Now, Pay Later vacations. With help from online lender Affirm, you can spread the total cost of your Orangeville trip across 3, 6 or 12 months. There are also no late payment fees or hidden costs, so you can secure cheap vacation packages with payment plans as soon as you spot them.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
