Equestrian Estates Vacation Packages

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Your Equestrian Estates Vacation

Save time and energy on your travel planning by booking a Equestrian Estates vacation package. One of the best neighborhoods 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 vacation plans into action!

Top Equestrian Estates Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Red Roof Inn PLUS+ Chicago - Willowbrook

Red Roof Inn PLUS+ Chicago - Willowbrook

2.5 out of 5
Price was CA $592, price is now CA $460 per person
CA $460
per person
Apr 11 - Apr 16
found 1 day ago
Roundtrip flight included
Montreal (YUL) to Chicago (ORD)
6.4/10 (1,004 reviews)
Check in was quick and simple. The room was clean and that's all i needed for a few hours until i went to the airport. The extra lock on the,door was broken. There also was a coffee pot, but no coffee in the room

Reviewed on Feb 8, 2026

Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago

4 out of 5
Downtown Chicago
Price was CA $1,267, price is now CA $866 per person
CA $866
per person
Apr 23 - Apr 26
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.4/10 Exceptional! (2,790 reviews)
Rooms were great and breakfast was delicious

Reviewed on Feb 14, 2026

Hyatt Centric Chicago Magnificent Mile

Hyatt Centric Chicago Magnificent Mile

4 out of 5
Downtown Chicago
Price was CA $1,457, price is now CA $1,063 per person
CA $1,063
per person
Apr 10 - Apr 15
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9/10 Wonderful! (1,034 reviews)
Connecting to Northwestern Hospital was the greatest thing ever

Reviewed on Feb 11, 2026

Level Chicago Fulton Market

Level Chicago Fulton Market

4 out of 5
Downtown Chicago
Price was CA $1,084, price is now CA $799 per person
CA $799
per person
Apr 23 - Apr 26
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.2/10 Wonderful! (347 reviews)
Hot tub wasn’t working(freezing cold) and no robes in my room. Need bigger roller carts and cheaper or free parking. Other than that the room, view, amenities were excellent.

Reviewed on Feb 9, 2026

Level Chicago - River North

Level Chicago - River North

4 out of 5
Downtown Chicago
Price was CA $975, price is now CA $720 per person
CA $720
per person
Apr 26 - Apr 30
found 1 day ago
Roundtrip non-stop flight included
Edmonton (YEG) to Chicago (ORD)
9/10 Wonderful! (766 reviews)
room was great and staff were always great help

Reviewed on Feb 14, 2026

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Equestrian Estates Hotel Deals

Hampton Inn Chicago-O'Hare International Airport

Hampton Inn Chicago-O'Hare International Airport

2.5 out of 5
3939 N Mannheim Rd Schiller Park IL
Fully refundableReserve now, pay when you stay
The price is CA $114 per night from Feb 22 to Feb 23
CA $114
CA $130 total
Feb 22 - Feb 23
includes taxes & fees
9.2/10 Wonderful! (2,215 reviews)
Clean room, staff was helpful. Shuttle to and from airport was good.

Reviewed on Feb 12, 2026

Hampton Inn Chicago-O'Hare International Airport
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 CA $98 per night from Feb 16 to Feb 17
CA $98
CA $109 total
Feb 16 - Feb 17
includes taxes & fees
7/10 Good! (1,430 reviews)
yes

Reviewed on Feb 13, 2026

Chicago Club Inn & Suites
Sonesta Simply Suites Chicago O'Hare Airport

Sonesta Simply Suites Chicago O'Hare Airport

2 out of 5
4021 North Mannheim Rd Schiller Park IL
Fully refundableReserve now, pay when you stay
The price is CA $103 per night from Feb 18 to Feb 19
CA $103
CA $118 total
Feb 18 - Feb 19
includes taxes & fees
8.2/10 Very Good! (2,350 reviews)
Pros: Large room, clean, good location Cons: Noisy between cars outside, people and dogs in the hall, the fan going on and off and what I believe was the refrigerator making a strange noise now and again. Overall, for the price I paid, it was a good stay.

Reviewed on Feb 12, 2026

Sonesta Simply Suites Chicago O'Hare Airport
See all 1,639 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 Vacations
All Inclusive Vacations
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Discover the most popular places to visit in Equestrian Estates

Scene of Chicago street bridge with traffic among modern buildings of Downtown Chicago at Michigan avenue in Chicago, Illinois, United States, Business and Modern Transportation concept

Michigan Avenue

4.5/5(19 reviews)

You can enjoy some retail therapy 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
Wrigley Field featuring central business district, a city and a sporting event

Wrigley Field

4.5/5(158 reviews)

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

Wrigley Field
Millennium Park featuring autumn colours, street scenes and a city

Millennium Park

4.5/5(722 reviews)

A landmark gathering place for locals and visitors who come to admire the unique art, architecture and landscape.

Millennium Park

What to do in Equestrian Estates

Wendella's 90-min Chicago River Architecture Tour

Wendella's 90-min Chicago River Architecture Tour

CA $55
per adult
94% of travellers recommend
Wendella's 90-min Chicago River Architecture Tour
Flyover in Chicago

Flyover in Chicago

CA $52
per adult
98% of travellers recommend
Flyover in Chicago
Color Factory Chicago Ticket

Color Factory Chicago Ticket

CA $46
per adult
96% of travellers recommend
Color Factory Chicago Ticket
See all activities in Equestrian Estates

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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.