Equestrian Estates Holidays from £1,030

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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.
Level Chicago - River North

Level Chicago - River North

4 out of 5
Downtown Chicago
Save 100% on your flight
per person
7 Sept - 12 Sept
found 2 days ago
Return flight included
London (LON) to Chicago (ORD)
9/10 Wonderful! (652 reviews)
Quick and easy check in. Parking in their private garage was breeze. Plenty of space, mostly empty, and our vehicle could stay in the garage until 2:00 PM the next day. Beautiful 1 BR condo. Full kitchen, beautiful views of the city on the balcony and from the living room, and very clean space overall. Need your key card for just about everything (pool, lounge, some of the outdoor bathrooms, elevators, etc.).

Reviewed on 27 Jul 2025

The Peninsula Chicago

The Peninsula Chicago

5 out of 5
Downtown Chicago
Save 100% on your flight
per person
7 Sept - 12 Sept
found 2 days ago
Return flight included
London (LON) to Chicago (ORD)
9.8/10 Exceptional! (1,000 reviews)
Just a fantastic check-in, very classy hotel and went overboard decorating for my 19-year-old’s birthday and giving Little goodies!

Reviewed on 26 Jul 2025

Park Hyatt Chicago

Park Hyatt Chicago

5 out of 5
Downtown Chicago
Save 100% on your flight
per person
7 Sept - 12 Sept
found 2 days ago
Return flight included
London (LON) to Chicago (ORD)
9.6/10 Exceptional! (1,000 reviews)
It's a beautiful and comfortable hotel.

Reviewed on 22 Jul 2025

Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago

4 out of 5
Downtown Chicago
Save 100% on your flight
per person
7 Sept - 12 Sept
found 2 days ago
Return flight included
London (LON) to Chicago (ORD)
9.4/10 Exceptional! (2,253 reviews)
The location of the property is very nice, the rooms are decent and clean. However, staff aren't overly service oriented. Would recommend if you are simply looking for a conveniently located hotel along/just off the magnificent mile or if you have a family that is looking to have a decent breakfast included with your stay (think all inclusive hotels in Mexico style).

Reviewed on 5 Aug 2025

The Emily Hotel

The Emily Hotel

4 out of 5
Downtown Chicago
Save 100% on your flight
per person
17 Sept - 24 Sept
found 19 hours ago
Return direct flight included
London (LON) to Chicago (ORD)
9.2/10 Wonderful! (1,149 reviews)
I’d like to give props to the housekeepers the most. Anything I used, that product was replaced. Very attentive.

Reviewed on 5 Aug 2025

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

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 £79 per night from 6 Aug to 7 Aug
£79
6 Aug - 7 Aug
includes taxes & fees
8.8/10 Excellent! (2,159 reviews)
"K"

Reviewed on 5 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 £57 per night from 4 Sept to 5 Sept
£57
4 Sept - 5 Sept
includes taxes & fees
6.8/10 (1,237 reviews)
Excellent
"Friendly staff, clean rooms, peaceful place very quiet there"

Reviewed on 3 Aug 2025

Chicago Club Inn & Suites
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 £69 per night from 17 Aug to 18 Aug
£69
17 Aug - 18 Aug
includes taxes & fees
7.8/10 Good! (1,051 reviews)
"Just be aware there is no fridge and no microwave in your room! We packed a cooler and brought our own food that way. They charge $50 a night for incidentals, and you can use the incidentals to pay for bar and food. Overall a nice hotel and quiet comfortable stay!"

Reviewed on 2 Aug 2025

DoubleTree by Hilton Lisle Naperville
See all 1,453 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
All Inclusive Holidays
Beach Holidays
Beach Holidays
Family Friendly Holidays
Family Friendly Holidays

Popular places to visit

Wrigley Field featuring a city, a sporting event and city views

Wrigley Field

Tour the iconic grounds and catch a game March through September at Chicago’s beloved baseball stadium.

Wrigley Field
Magnificent Mile - River North which includes street scenes, signage and night scenes

Michigan Avenue

You can find the perfect gifts to bring home when you visit Michigan Avenue, a popular shopping spot in Chicago. Amble around this vibrant area's riverfront and enjoy its top-notch restaurants.

Michigan Avenue
Navy Pier

Navy Pier

A ferris wheel, shopping, restaurants and more can be found in this waterfront entertainment district.

Navy Pier

What to do in Equestrian Estates

River tour boat in Chicago

Architecture River Tour

£31
per adult
96% of travellers recommend
Architecture River Tour
Couple on a sightseeing boat in Chicago

Skyline Lake Tour

£22
per adult
92% of travellers recommend
Skyline Lake Tour
Skyline Queen showcasing the Chicago Skyline!

Chicago Sightseeing River and Lake Cruise

£33
per adult
100% of travellers recommend
Chicago Sightseeing River and Lake Cruise
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.

* 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.