Orangeville Vacations from $309

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

    • payments icon

    Better together

    Save up to $1,045 when you book a flight and hotel together*
    lob hotels icon

    Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package
    lob packages icon

    Rest easy

    Plan, 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.
Palmer House a Hilton Hotel

Palmer House a Hilton Hotel

4 out of 5
Downtown Chicago
Save 100% on your flight
per person
Sep 3 - Sep 6
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
8.4/10 Very Good! (1,773 reviews)
A great place to stay within walking distance of Art Institute, Pfitzger, Bean, and Monroe Harbor.

Reviewed on Jul 20, 2025

HYATT house Chicago/Schaumburg

HYATT house Chicago/Schaumburg

3.5 out of 5
Save 100% on your flight
per person
Aug 28 - Sep 2
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to Chicago (ORD)
7.8/10 Good! (1,002 reviews)
The staff was very nice and friendly!

Reviewed on Jul 16, 2025

La Banque Hotel

La Banque Hotel

4 out of 5
Save 100% on your flight
per person
Aug 28 - Sep 1
found 23 hours ago
Roundtrip flight included
Los Angeles (LAX) to Chicago (ORD)
9.4/10 Exceptional! (426 reviews)
A great property in a average community

Reviewed on Jun 8, 2025

Swissotel - Chicago

Swissotel - Chicago

4.5 out of 5
Downtown Chicago
Save 100% on your flight
per person
Sep 3 - Sep 6
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
8.8/10 Excellent! (2,374 reviews)
The room was beautiful as were thr views. It was a wonderful experience.

Reviewed on Jul 20, 2025

Waldorf Astoria Chicago

Waldorf Astoria Chicago

5 out of 5
Downtown Chicago
Save 100% on your flight
per person
Aug 29 - Sep 3
found 23 hours ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
9.4/10 Exceptional! (1,000 reviews)
Everything was great and the house drive was extremely good

Reviewed on Jul 13, 2025

Don't see what you're looking for?
See all available trips from Columbus to Orangeville
View all trips

Orangeville Hotel Deals

Super 8 by Wyndham Freeport

Super 8 by Wyndham Freeport

2 out of 5
1551 Sleezer Home Rd, Freeport, IL
Fully refundableReserve now, pay when you stay
$82 nightly
The price is $91 total per night from Jul 27 to Jul 28
$91 total
Jul 27 - Jul 28
Total includes taxes and fees
6.8/10 (329 reviews)
nicer than I expected
"I didnt go in expecting a lot, but the hotel was way nicer than I thought. Always thought "super 8" was just a cheap place, some might be, but this one was nice"

Reviewed on Jul 17, 2025

Super 8 by Wyndham Freeport
AmericInn by Wyndham Monroe

AmericInn by Wyndham Monroe

2.5 out of 5
424 4th Ave, Monroe, WI
Fully refundableReserve now, pay when you stay
$119 nightly
The price is $130 total per night from Aug 17 to Aug 18
$130 total
Aug 17 - Aug 18
Total includes taxes and fees
8.6/10 Excellent! (351 reviews)
"The room still smelled and looked new. And staff very nice."

Reviewed on Jul 18, 2025

AmericInn by Wyndham Monroe
Baymont by Wyndham Freeport

Baymont by Wyndham Freeport

2.5 out of 5
1060 Riverside Dr, Freeport, IL
Fully refundableReserve now, pay when you stay
$94 nightly
The price is $104 total per night from Aug 17 to Aug 18
$104 total
Aug 17 - Aug 18
Total includes taxes and fees
8/10 Very Good! (662 reviews)
"We had a good stay with decent breakfast choices."

Reviewed on Jul 14, 2025

Baymont by Wyndham Freeport
See all 38 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
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

All Inclusive Vacations

All Inclusive Vacations

Beach Vacations

Beach Vacations

Kid Friendly Vacations

Kid Friendly Vacations

Frequently asked questions

How much does an Orangeville vacation package cost?
You'll find cheap prices from $309 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.