Deals on vacations and trips to Orangeville

Save when you book Orangeville package deals

Choose two or more items and save on your trip:

Orangeville flight + hotel vacation packages

Price found within the past 48 hours. Click for updated prices.
Fairmont Chicago at Millennium Park

Fairmont Chicago at Millennium Park

4.5 out of 5
Downtown Chicago
Save 100% on your flight
Price was $626, price is now $397 per person
$397
per person
Jul 8 - Jul 11
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
A full-service spa, a 24-hour gym, and a restaurant are all featured at this luxury hotel. Families will appreciate the onsite laundry facilities and in-room childcare. Relax with a drink at one of the 2 bars/lounges and get perks like free WiFi.
Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago

4 out of 5
Downtown Chicago
Save 100% on your flight
Price was $820, price is now $462 per person
$462
per person
Jul 8 - Jul 11
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
This hotel features 2 bars/lounges and a 24-hour gym. Business travelers can take advantage of the free WiFi in public areas. Enjoy a meal from the restaurant and free buffet breakfast each morning.
Level Chicago – Old Town

Level Chicago – Old Town

4 out of 5
Downtown Chicago
Save 100% on your flight
Price was $1,219, price is now $762 per person
$762
per person
Jun 25 - Jun 29
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
This aparthotel features a 24-hour gym and a seasonal outdoor pool. There's fun for all ages with a playground and an arcade/game room, and barbecue grills are available on site. Enjoy the a rooftop terrace and perks like free WiFi.
Pendry Chicago

Pendry Chicago

4.5 out of 5
Downtown Chicago
Save 100% on your flight
Price was $913, price is now $571 per person
$571
per person
Jul 8 - Jul 11
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
This hotel features a restaurant, a 24-hour gym, and a bar/lounge. Enjoy the a rooftop terrace and perks like free WiFi. Valet parking, a coffee shop, and a terrace are also offered.
Sable at Navy Pier Chicago, Curio Collection by Hilton

Sable at Navy Pier Chicago, Curio Collection by Hilton

4 out of 5
Downtown Chicago
Save 100% on your flight
Price was $1,042, price is now $654 per person
$654
per person
Jul 17 - Jul 20
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
This hotel's 2 restaurants, 2 bars/lounges, and 24-hour gym are some of the featured amenities. Traveling on business? Take advantage of the free WiFi in public areas, laundry service, and valet parking. Self parking, a coffee shop, and a terrace are also offered.

Top Orangeville hotels deals

Country Inn & Suites by Radisson, Freeport, IL

Country Inn & Suites by Radisson, Freeport, IL

2.5 out of 5
1710 South Dirck Drive Freeport IL
Free Cancellation
$117 nightly
The price is $130 total per night
$130 total
May 10 - May 11
Total with taxes and fees
This hotel features an indoor pool and a gym. Enjoy the hot tub and free perks like full breakfast and free self parking. A business center, free WiFi in public areas, and a lobby fireplace are also on offer.
Pool
Hot Tub
Super 8 by Wyndham Monroe WI

Super 8 by Wyndham Monroe WI

2 out of 5
500 6th St and Hwy 69 Monroe WI
Free Cancellation
Reserve now, pay when you stay
$80 nightly
The price is $87 total per night
$87 total
May 17 - May 18
Total with taxes and fees
This motel features an indoor pool and a gym. Traveling on business? Take advantage of the business center and free WiFi in public areas. Enjoy the hot tub and free perks like continental breakfast and free self parking.
Pool
Hot Tub
Hampton Inn Freeport

Hampton Inn Freeport

2.5 out of 5
109 S Galena Ave Freeport IL
Free Cancellation
Reserve now, pay when you stay
$106 nightly
The price is $117 total per night
$117 total
May 17 - May 18
Total with taxes and fees
This hotel features an indoor pool and a 24-hour gym. There's no skimping on freebies - guests receive free buffet breakfast, free WiFi, and free self parking. A 24-hour business center, a snack bar/deli, and a communal living room are also on offer.
Pool
Breakfast included
Country Inn & Suites by Radisson, Stockton, IL

Country Inn & Suites by Radisson, Stockton, IL

2.5 out of 5
200 Dillon Ave Stockton IL
$89 nightly
The price is $99 total per night
$99 total
May 11 - May 12
Total with taxes and fees
This hotel features an indoor pool and a gym. Traveling on business? Take advantage of the business center and free WiFi in public areas. Guests will appreciate freebies like self-serve breakfast and free self parking.
Pool
Breakfast included
Baymont by Wyndham Freeport

Baymont by Wyndham Freeport

2.5 out of 5
1060 Riverside Dr Freeport IL
Get rates
This hotel features an indoor pool and a gym. Business travelers can take advantage of the free WiFi in public areas. Guests will appreciate freebies like continental breakfast and free self parking.
Pool
Breakfast included
AmericInn by Wyndham Monroe

AmericInn by Wyndham Monroe

3 out of 5
424 4th Ave Monroe WI
Free Cancellation
Reserve now, pay when you stay
$125 nightly
The price is $137 total per night
$137 total
May 6 - May 7
Total with taxes and fees
This hotel features an indoor pool and a hot tub. Business travelers can take advantage of the free WiFi in public areas. Guests will appreciate freebies like continental breakfast and free self parking.
Pool
Hot Tub
Don't see what you're looking for?
See all available properties in Orangeville
View all properties
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.

Frequently asked questions

How much are vacation packages to Orangeville?
Vacation packages, which include hotels and flights in Orangeville, start from just $397. Make your travel dreams come true and book your dream trip with Travelocity today.
Where can I get the best vacation package deals for Orangeville?
Travelocity has everything you need to score an awesome Orangeville package deal. Select from as many as 400 airlines and 1,000,000 properties across the globe and create a travel itinerary that suits your style. With so much choice, you have inspiration galore for your next big adventure.
Why should I purchase my Orangeville vacation package with Travelocity?
You'll not only enjoy great savings, but you can also access our round-the-clock support, quality service and a Price Match Guarantee. Wander across the globe, uncover hidden treasures and forge lifelong memories — we'll take care of the important details.
Can I save money on my Orangeville car rental if I combine it with hotels and flights?
Combining your flight, hotel and car into an Orangeville vacation package is a surefire way to land the best deal. Plus, having your own car rental gives you freedom to get to all those amazing sights you can't wait to explore. Sitting 110 mi away from Orangeville, Wrigley Field is one attraction that should be on your itinerary. Turn up the tunes and make a day trip of it.
Which airport is best for Orangeville?
Dane County Regional Airport (MSN) (50 mi away from the downtown area), Rockford, IL (RFD-Greater Rockford) (35 mi away from central Orangeville) and Dubuque Regional Airport (DBQ) (55 mi away from central Orangeville) are all top options for Orangeville.

Photos of local treasures

Browse Orangeville vacation photos for more inspiration