Book Exclusive Equestrian Estates Vacation Packages

Choose one or more items to build your trip:

Equestrian Estates flight + hotel packages

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 CA $973, price is now CA $775 per person
CA $775
per person
Dec 5 - Dec 8
found 8 hours ago
Roundtrip non-stop flight included
Ottawa (YOW) to Chicago (ORD)
Book a stay at this boutique hotel in Chicago. Enjoy breakfast (surcharge), a 24-hour health club, and valet parking (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Michigan Avenue and Chicago Riverwalk are located nearby.
Trump International Hotel & Tower Chicago

Trump International Hotel & Tower Chicago

5 out of 5
Downtown Chicago
Save 100% on your flight
Price was CA $2,144, price is now CA $1,505 per person
CA $1,505
per person
Nov 27 - Nov 30
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Chicago (ORD)
Book a stay at this luxury hotel in Chicago. Enjoy free WiFi, a full-service spa, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Chicago Riverwalk and Michigan Avenue are located nearby.
The Talbott, Autograph Collection

The Talbott, Autograph Collection

4.5 out of 5
Downtown Chicago
Price was CA $1,246, price is now CA $935 per person
CA $935
per person
Dec 5 - Dec 8
found 8 hours ago
Roundtrip non-stop flight included
Ottawa (YOW) to Chicago (ORD)
Book a stay at this luxury hotel in Chicago. Enjoy free WiFi, breakfast (surcharge), and a 24-hour fitness center. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Michigan Avenue and Chicago Riverwalk are located nearby.
Victoria Resort and Bed & Breakfast

Victoria Resort and Bed & Breakfast

4 out of 5
North Side
Price was CA $2,334, price is now CA $1,785 per person
CA $1,785
per person
Dec 12 - Dec 19
found 5 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Chicago (ORD)
Stay at this B&B in South Haven. Enjoy free WiFi, free parking, and an outdoor pool. Popular attractions Michigan Maritime Museum and Stanley Johnson Park are located nearby.
Kinzie Hotel

Kinzie Hotel

4 out of 5
Downtown Chicago
Price was CA $1,264, price is now CA $1,004 per person
CA $1,004
per person
Dec 5 - Dec 8
found 8 hours ago
Roundtrip non-stop flight included
Ottawa (YOW) to Chicago (ORD)
Book a stay at this spa hotel in Chicago. Enjoy a full-service spa, room service, and a fitness center. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Chicago Riverwalk and Michigan Avenue are located nearby.

Top Equestrian Estates hotels deals

Chicago Club Inn & Suites

Chicago Club Inn & Suites

3 out of 5
630 Pasquinelli Dr Westmont IL
Free cancellation
Reserve now, pay when you stay
The price is CA $80 per night
CA $80
CA $88 total
Nov 18 - Nov 19
includes taxes & fees
Book a stay at this business-friendly hotel in Westmont. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the clean rooms in our reviews. Popular attractions Oakbrook Center Mall and Ty Warner Park are located nearby.
Pool
Breakfast included
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
Free cancellation
Reserve now, pay when you stay
The price is CA $137 per night
CA $137
CA $152 total
Oct 26 - Oct 27
includes taxes & fees
Book a stay at this business-friendly hotel in Lombard. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Oakbrook Center Mall and Yorktown Shopping Center are located nearby.
Breakfast included
Parking included
Sleep Inn Midway Airport Bedford Park

Sleep Inn Midway Airport Bedford Park

2.5 out of 5
6650 S Cicero Ave Chicago IL
Free cancellation
Reserve now, pay when you stay
The price is CA $129 per night
CA $129
CA $151 total
Nov 9 - Nov 10
includes taxes & fees
Book a stay at this business-friendly hotel in Chicago. Enjoy free breakfast, free WiFi, and a free airport shuttle. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Wintrust Sports Complex and SeatGeek Stadium are located nearby.
Breakfast included
Free airport shuttle
Holiday Inn Chicago – Midway Airport S by IHG

Holiday Inn Chicago – Midway Airport S by IHG

2.5 out of 5
7353 S Cicero Avenue Chicago IL
Free cancellation
The price is CA $191 per night
CA $191
CA $238 total
Nov 1 - Nov 2
includes taxes & fees
Book a stay at this business-friendly hotel in Chicago. Enjoy free WiFi, breakfast (surcharge), and a free airport shuttle. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Wintrust Sports Complex and SeatGeek Stadium are located nearby.
Free airport shuttle
Free WiFi
Embassy Suites by Hilton Chicago Lombard Oak Brook

Embassy Suites by Hilton Chicago Lombard Oak Brook

3.5 out of 5
707 E Butterfield Road Lombard IL
Free cancellation
Reserve now, pay when you stay
The price is CA $159 per night
CA $159
CA $176 total
Nov 1 - Nov 2
includes taxes & fees
Book a stay at this business-friendly hotel in Lombard. Enjoy free breakfast, free WiFi, and room service. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Oakbrook Center Mall and Yorktown Shopping Center are located nearby.
Pool
Breakfast included
Sybaris Pool Suites

Sybaris Pool Suites

2.5 out of 5
600 Ogden Ave Downers Grove IL
The price is CA $210 per night
CA $210
CA $290 total
Oct 20 - Oct 21
includes taxes & fees
Stay at this hotel in Downers Grove. Enjoy free WiFi, free parking, and a 24-hour front desk. Popular attractions Oakbrook Center Mall and Ty Warner Park are located nearby.
Parking included
Free WiFi
Don't see what you're looking for?
See all available properties in Equestrian Estates
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.

Equestrian Estates Vacations

It's a great idea to know a little about your destination before you take off on your trip. Put a mark near Equestrian Estates on your map now and get set for your next great adventure!

A neighborhood in the fine city of Chicago, Equestrian Estates is 20 miles (32 kilometers) to the southwest of the downtown action.

Ready to meet some of the locals? 2,700,000 people call Chicago home.

Hotels in Equestrian Estates

After a long day exploring Equestrian Estates, you'll need a comfy bed to get some shut-eye. While it isn't easy to find a place to stay in the middle of this neighborhood, it is possible to spend your nights at one of the 10 available properties in the surrounding area.

Get a cozy night's sleep at the Springhill Suites by Marriott Chicago/Burr Ridge (15 W 90 North Frontage Rd) or the Homewood Suites by Hilton Orland Park (16245 South La Grange Road). Both make a fantastic base to explore this neighborhood.

Places to visit in Equestrian Estates

If you'd like to cut some strokes off your scorecard, then head over to Cog Hill Golf & Country Club. Grab some clubs, work on your swing and relax with the friendly locals in the clubhouse. Need some more nearby options? If you're eager to bump some strokes off your scorecard, then head over to Ruffled Feathers Golf Course. Grab some clubs, hone your swing and unwind with the locals in the clubhouse. And that's not all. Put on your finest khakis and break out your best driver. If you'd like to spend a day on the fairways, book in a tee time at Gleneagles Country Club.

Where do you fly into for Equestrian Estates?

Grab your luggage and passport and get set for an exciting adventure. When you touch down at Midway International Airport (MDW), you'll be just 12 miles (19 kilometers) to the northeast of Equestrian Estates.

Frequently asked questions

How much are vacation packages to Equestrian Estates?
With vacation packages on offer for only CA $775, there's no need to max out the credit card to visit Equestrian Estates. Travelocity can help. Combine hotels, flights and experiences into a package and receive some impressive discounts. The more you book, the greater the savings.
Where can I get the best vacation package deals for Equestrian Estates?
Landing an unbeatable package deal to Equestrian Estates is a cinch with Travelocity. With 400 airlines and 1,000,000 properties all over the world, you'll have loads of choice when selecting your flights and hotels.
Why should I book my Equestrian Estates vacation bundle with Travelocity?
Whether you're in search of the ultimate unplugged vacation or after the fun and excitement that only a big city can provide, booking everything with Travelocity saves you time, hassle and money. No need to scour through hundreds of different websites to find the best deal — our Price Match Guarantee ensures you'll always score the lowest possible price, and our team of customer service experts are available round-the-clock.
Can I save on my Equestrian Estates car rental if I combine it with my hotel or flight?
You sure can — combine your car, flight and hotel into an Equestrian Estates vacation package and you'll save loads. With so much to discover in and around Equestrian Estates, having your own set of wheels will come in handy. Once you've settled into the driver's seat, crank up the music and make your way to Six Flags Great America, a renowned attraction around 80 kilometers from Equestrian Estates.
Which airport is best for Equestrian Estates?
O'Hare Intl. Airport (ORD) is one of the biggest airports in Equestrian Estates. It's roughly 32 kilometers north of the downtown area. Your other choices are Midway Intl. Airport (MDW) (19 kilometers away from central Equestrian Estates) and Lewis University Airport (LOT) (16 kilometers away from central Equestrian Estates).

Photos of local treasures

Browse Equestrian Estates vacation photos for more inspiration

Explore More Ways to Travel with Travelocity