Equestrian Estates Holidays from AU$1,093

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Your Equestrian Estates Holiday

Take the hard work out of travel planning with an Equestrian Estates holiday package. A great neighbourhood to stay in this fascinating city is Clarendon Hills, which is good for golfing and much more besides. Cog Hill Golf & Country Club, Ruffled Feathers Golf Course and Gleneagles Country Club are just some of the many sights worth exploring during your trip to Equestrian Estates. Expedia will help you escape your routine. Tailor your holiday to Equestrian Estates to suit your travel style, whatever that may be!

The Latest Equestrian Estates Holiday Deals

Price found within the past 48 hours. Click for updated prices.
Hotel Felix River North/Magnificent Mile

Hotel Felix River North/Magnificent Mile

4 out of 5
Downtown Chicago
Price was AU$1,266, price is now AU$1,093 per person
AU$1,093
per person
26 Sept - 28 Sept
found 8 hours ago
Return direct flight included
Orlando (MCO) to Chicago (ORD)
8.2/10 Very Good! (2,061 reviews)
My favorite place to stay , When im in Chicago

Reviewed on 22 Aug. 2025

The Emily Hotel

The Emily Hotel

4 out of 5
Downtown Chicago
Price was AU$1,835, price is now AU$1,498 per person
AU$1,498
per person
26 Sept - 28 Sept
found 8 hours ago
Return direct flight included
Orlando (MCO) to Chicago (ORD)
9.2/10 Wonderful! (1,159 reviews)
The staff here are absolutely the most helpful and sweetest. The hotel is perfect for a boutique hotel. The night life seemed to quite popular as well and right around Fulton market! I definitely recommend. Also the coffee bags ? PERFECTION. Just had to add that

Reviewed on 22 Aug. 2025

Level Chicago – Old Town

Level Chicago – Old Town

4 out of 5
Downtown Chicago
Price was AU$1,550, price is now AU$1,351 per person
AU$1,351
per person
26 Sept - 28 Sept
found 8 hours ago
Return direct flight included
Orlando (MCO) to Chicago (ORD)
9/10 Wonderful! (335 reviews)
Great except parking

Reviewed on 19 Aug. 2025

Wind Creek Southland Casino and Hotel

Wind Creek Southland Casino and Hotel

4 out of 5
East Hazel Crest
Price was AU$1,293, price is now AU$1,157 per person
AU$1,157
per person
26 Sept - 28 Sept
found 8 hours ago
Return direct flight included
Orlando (MCO) to Chicago (MDW)
9.2/10 Wonderful! (86 reviews)
They have a Starbucks which I loved and a lot of food options to choose from at their food court. They also have a steakhouse restaurant on the top floor that has an amazing view.

Reviewed on 18 Aug. 2025

Kinzie Hotel

Kinzie Hotel

4 out of 5
Downtown Chicago
Price was AU$1,372, price is now AU$1,242 per person
AU$1,242
per person
26 Sept - 28 Sept
found 8 hours ago
Return direct flight included
Orlando (MCO) to Chicago (ORD)
9.2/10 Wonderful! (1,830 reviews)
Valet process was nice, but I don’t think the cost equates being charged 90 bucks. I was quoted 76 for valet. Confusinf

Reviewed on 21 Aug. 2025

Equestrian Estates Holiday

Equestrian Estates Essential Information

Language
English
Currency
U.S dollars
Closest Airport
O'Hare Intl. Airport (ORD)
Max Temp Winter
-1.11ºC
Max Temp Summer
27ºC
Top Sights
Cog Hill Golf & Country Club, Ruffled Feathers Golf Course and Gleneagles Country Club

Our pick of the best Equestrian Estates Hotel Deals

DoubleTree by Hilton Lisle Naperville

DoubleTree by Hilton Lisle Naperville

4 out of 5
3003 Corporate West Dr, Naperville, IL
Fully refundableReserve now, pay when you stay
The price is AU$142 per night from 31 Aug to 1 Sept
AU$142
31 Aug - 1 Sept
includes taxes & fees
7.8/10 Good! (1,093 reviews)
"This was a horrible experience. The bedding was dirty and stained.. basically used. They provided a new room which smelled so bad we had to check out . The smell made my eyes & throat hurt and my daughter was getting a headache from the smell. We checked out and left the hotel. They said they would ..."

Reviewed on 19 Aug. 2025

DoubleTree by Hilton Lisle Naperville
SureStay Plus Hotel by Best Western Chicago Lombard

SureStay Plus Hotel by Best Western Chicago Lombard

2.5 out of 5
222 E 22nd Street, Lombard, IL
Fully refundableReserve now, pay when you stay
The price is AU$122 per night from 16 Sept to 17 Sept
AU$122
16 Sept - 17 Sept
includes taxes & fees
8.8/10 Excellent! (2,191 reviews)
"Great property"

Reviewed on 22 Aug. 2025

SureStay Plus Hotel by Best Western Chicago Lombard
Chicago Club Inn & Suites

Chicago Club Inn & Suites

3 out of 5
630 Pasquinelli Dr, Westmont, IL
Fully refundableReserve now, pay when you stay
The price is AU$131 per night from 21 Sept to 22 Sept
AU$131
21 Sept - 22 Sept
includes taxes & fees
7/10 Good! (1,244 reviews)
"Was good"

Reviewed on 20 Aug. 2025

Chicago Club Inn & Suites
See all 1,460 properties in Equestrian Estates
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.
All Inclusive Holidays
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Cheap Holidays
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beach holidays
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Discover the most popular places to visit in Equestrian Estates

Navy Pier

Navy Pier

A waterfront entertainment strip with fun diversions for both young and old, with shops, restaurants and even a Ferris wheel.

Navy Pier
Millennium Park showing modern architecture, a city and street scenes

Millennium Park

One of Chicago’s main focal points, where locals and visitors flock to see the striking art, architecture and landscape on show.

Millennium Park
Grant Park

Grant Park

Chicago’s front yard is a pretty landscaped park, which is home to public art displays, museums, themed gardens and international music festivals.

Grant Park

What to do in Equestrian Estates

River tour boat in Chicago

Architecture River Tour

AU$63
per adult
96% of travellers recommend
Architecture River Tour
See Chicago's magnificent skyline at night!

Chicago By Night River & Lake Cruise

AU$69
per adult
96% of travellers recommend
Chicago By Night River & Lake Cruise
Wendella's 90-min Chicago River Architecture Tour

Wendella's 90-min Chicago River Architecture Tour

AU$62
per adult
94% of travellers recommend
Wendella's 90-min Chicago River Architecture Tour
See all activities in Equestrian Estates

Frequently asked questions

How much does an Equestrian Estates holiday package cost?
You can grab a holiday package to this popular destination from AU$1,093 on Expedia. But how much your holiday to Equestrian Estates costs will depend on the season, hotel choice and length of stay.
What are the cheapest months to go to Equestrian Estates?
If you're looking to score a cheap Equestrian Estates holiday package, consider planning a trip in January, February and November. You'll generally find better prices on hotels and flights during these quieter months — ideal for a budget-friendly break.
How many days is enough for Equestrian Estates?
Typically, a handful of days is enough to go to the top attractions during your Equestrian Estates holiday. However, if you prefer to have time to unwind or take day tours, think about extending your trip.
How to find the best Equestrian Estates package deals?
Start your search for an Equestrian Estates package deal by entering your travel dates and destination under our "Packages" tab. Then add some filters, like "Property type" and "Guest rating," to tailor the results to your exact style. You can also sort by "Package discount" and browse offers that come with huge savings. If you don't find the perfect Equestrian Estates package deal right away, simply change your dates and search again. Bear in mind that deals are only available for a limited time, so book early and get your Equestrian Estates escape off to a flying start.
Is it cheaper to book an Equestrian Estates holiday as a package?
You can enjoy significant savings on your Equestrian Estates getaway by booking a personalised holiday package. Click on the "Package" heading, then select your destination and travel dates to view the best airfares and hotel prices. Bundling can save travellers hundreds of dollars. Consider adding a rental car and you may land a better deal.
When to book a holiday package to Equestrian Estates?
If you have your Equestrian Estates travel dates locked in, book early to score some incredible deals. With Expedia, you can typically reserve some flights up to one year in advance. Prefer spontaneous getaways? Our last-minute deals are great for jetting off on a whim.
How to plan a trip to Equestrian Estates?

  1. Choose the right time to travel: Your schedule, preferred season and the type of weather you like can all influence your decision on when to go to Equestrian Estates.
  2. Figure out your budget: Ensure you have enough money to cover everything from transportation and dining out to flights and activities. Your accommodation will probably be the biggest expense during your trip to Equestrian Estates.
  3. Decide how long to go for: Now that you know more about Equestrian Estates, you can figure out the perfect length of your break. Create a draft itinerary and allocate enough time to cover everything you want to do.
  4. Combine your accommodation and airfare: Once you've nailed down your trip dates and duration, lock in the perfect Equestrian Estates holiday package for you.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.