Equestrian Estates Holidays from £826

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Your Equestrian Estates Holiday

Save time and energy on your travel planning by booking a Equestrian Estates holiday package. One of the best neighbourhoods to stay in this vibrant city is Clarendon Hills, which is good for golfing and a lot more. Make your trip to Equestrian Estates even more enjoyable by including some sightseeing. Cog Hill Golf & Country Club, Ruffled Feathers Golf Course and Gleneagles Country Club are among the top attractions you'll want to explore. Stop daydreaming and start adventuring. Browse the many options on Expedia today and finally put your Equestrian Estates holiday plans into action!

Top Equestrian Estates Flight + Hotel Deals

Price found within the past 48 hours. Click for updated prices.
Pendry Chicago

Pendry Chicago

Downtown Chicago
£826
per person
20 Jan - 24 Jan
found 1 day ago
Return direct flight included
London (LON) to Chicago (ORD)
9.2/10 Wonderful! (1,163 reviews)
Sheraton Grand Chicago Riverwalk

Sheraton Grand Chicago Riverwalk

Downtown Chicago
£1,262
per person
19 Dec - 23 Dec
found 18 hours ago
Return flight included
London (LON) to Chicago (ORD)
8.6/10 Excellent! (1,873 reviews)
Trump International Hotel & Tower Chicago

Trump International Hotel & Tower Chicago

Downtown Chicago
£1,313
per person
26 Nov - 30 Nov
found 1 day ago
Return direct flight included
London (LON) to Chicago (ORD)
9.6/10 Exceptional! (2,057 reviews)
Thank you!

Reviewed on 25 Oct 2026

LondonHouse Chicago, Curio Collection by Hilton

LondonHouse Chicago, Curio Collection by Hilton

Downtown Chicago
£1,238
per person
5 Dec - 12 Dec
found 21 hours ago
Return direct flight included
Edinburgh (EDI) to Chicago (ORD)
9.4/10 Exceptional! (3,881 reviews)
Great hotel in a great location. Highly recommended

Reviewed on 25 Oct 2026

Viceroy Chicago

Viceroy Chicago

Downtown Chicago
£853
per person
20 Jan - 24 Jan
found 1 day ago
Return direct flight included
London (LON) to Chicago (ORD)
9.4/10 Exceptional! (1,309 reviews)
Great location and 5-Star service by friendly staff. At the front desk Harrison was amazing helping us plan our days.

Reviewed on 25 Oct 2026

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

Top hotels in Equestrian Estates

Chicago Club Inn & Suites

Chicago Club Inn & Suites

630 Pasquinelli Dr Westmont IL
Fully refundableReserve now, pay when you stay
£53
24 Nov - 25 Nov
includes taxes & fees
7.2/10 Good! (1,888 reviews)
"Well when we first walked in, there was a scent of another man's cologne. I at first noticed that where there used to be a full size mirror was just the old screws and piece of wood used to hold up the mirror. The room had mixed decor. The end tables and lamps were completely different. The board ..."

Reviewed on 26 Oct 2026

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

SureStay Plus Hotel by Best Western Chicago Lombard

222 E 22nd Street Lombard IL
Fully refundableReserve now, pay when you stay
£74
28 Oct - 29 Oct
includes taxes & fees
SureStay Plus Hotel by Best Western Chicago Lombard
The Westin Chicago Lombard

The Westin Chicago Lombard

70 Yorktown Center Lombard IL
Fully refundableReserve now, pay when you stay
£101
22 Nov - 23 Nov
includes taxes & fees
9/10 Wonderful! (1,444 reviews)
"I’m not gonna lie this property the Westin really went above n beyond i was greatful for the staff and service thank you"

Reviewed on 26 Oct 2026

The Westin Chicago Lombard
See all 1,689 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.

What to do in Equestrian Estates

360 CHICAGO Observation Deck

360 CHICAGO Observation Deck

£18
per adult
86% of travellers recommend
360 CHICAGO Observation Deck
Skydeck Chicago at Willis Tower

Skydeck Chicago at Willis Tower

£32
per adult
84% of travellers recommend
Skydeck Chicago at Willis Tower
Wendella's 90-min Chicago River Architecture Tour

Wendella's 90-min Chicago River Architecture Tour

£30
per adult
94% of travellers recommend
Wendella's 90-min Chicago River Architecture Tour
See all activities in Equestrian Estates

Frequently asked questions

Why should I book my Equestrian Estates holiday with Expedia?
Expedia has your back for all aspects of your upcoming Equestrian Estates trip. You'll always get the best deals, but when you bundle your hotel, flights and/or hire car into a holiday package, you'll get even bigger savings. Looking to truly make the most of your adventure? Add a few fun tours and activities to your customised package. We offer flexible cancellation policies on almost all bookings, so you won't need to worry if you have to change your plans. Visit our Customer Service Portal link to discover more.
When is the best time of year to holiday in Equestrian Estates?
Equestrian Estates is at its busiest in March, May and June. If you want a more relaxed getaway, go there in December, January and February. With average daytime temperatures of -4ºC, January is the coolest period in Equestrian Estates. The warmest month is July, when you can experience average temperatures of 23ºC throughout the day. Whatever the weather, you'll discover plenty of things to keep you occupied here.
How do I get a cheap holiday to Equestrian Estates?
If you love landing a bargain, bundle your bookings into an Equestrian Estates holiday. Whether you're chasing hotels, flights, activities or hire cars, you can browse and book them all in one place. You'll have loads of choice at your fingertips too. Expedia has over 400 air carriers and 321,000 hotel options around the globe to choose from. Fly with who you prefer, stay where you like and save a pretty penny — now that's the perfect escape! Learn more about how you can save money on your holiday when you combine your flight and hotel bookings with Expedia.
What should I do on my Equestrian Estates holiday?
Kick-start your holiday in Equestrian Estates by visiting Cog Hill Golf & Country Club, Ruffled Feathers Golf Course and Gleneagles Country Club. They are just some of the top attractions in this vibrant city.
Do I need a visa for my Equestrian Estates holiday?
Official government websites have all the information you need on visa requirements, application procedures and any supporting documentation. Your nationality and reason for your visit, whether it be for work or pleasure, will determine if you'll need a visa for Equestrian Estates. Be sure that your passport is up to date and has a minimum of six months validity remaining after your intended return date. Do all your travel planning ahead of time to avoid any last-minute surprises.
What should I wear on my Equestrian Estates holiday?
Though everyone's fashion style differs, it can help to have a few guidelines for what to bring on your holiday in Equestrian Estates. We recommend looking up social media before you head off so you can blend in like a local. Pack with confidence by monitoring the local weather conditions in Equestrian Estates. July brings the warmest temperatures, with daily averages of 23ºC, while January days average -4ºC, making it the coolest time of year.
What does an Expedia Equestrian Estates holiday include?
That depends entirely on you. Simply select from a range of Equestrian Estates bundles, such as a hotel, flight and hire car. You can also book a flight and a hotel, or a flight and a car hire. Once you've made your booking, add on the fun stuff like experiences and tours. Whatever your perfect Equestrian Estates trip looks like, you're sure to save! You'll always have the flexibility and freedom to plan your holiday any way you want with Expedia.
Does Expedia offer Book Now, Pay Later Equestrian Estates holidays?
Your bank balance shouldn't get in the way of escaping on holiday, so Expedia has devised a solution to help. Now that we've partnered with online lender Klarna, it's easier than ever to book your dream getaway without making a dent in your savings. Klarna offers flexible payment options during the checkout process that take the worry out of budgeting for your break. Consider one of these flexible payment options:
  • Pay monthly holidays: Klarna offers the ability to pay in multiple instalments that suit all types of budgets, so you can book that well-deserved holiday sooner.
  • No-deposit holidays: When you stumble on an incredible deal but your budget doesn't quite go that far, Klarna's no-deposit holiday plan will allow you to Book Now, Pay Later to lock in your escape.
Can I choose my airline with an Equestrian Estates Expedia holiday?
Expedia offers access to more than 400 airline partners globally, so you certainly can. Just pick the carrier that suits you and create your ideal Equestrian Estates trip.

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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Flight-inclusive packages are ATOL protected.