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.
Fairmont Chicago at Millennium Park

Fairmont Chicago at Millennium Park

4.5 out of 5
Downtown Chicago
Price was CA $1,125, price is now CA $843 per person
CA $843
per person
May 17 - May 19
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
8.6/10 Excellent! (2,076 reviews)
Everything was perfect

Reviewed on Mar 26, 2026

Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago

4 out of 5
Downtown Chicago
Price was CA $1,613, price is now CA $1,020 per person
CA $1,020
per person
Jun 3 - Jun 6
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.4/10 Exceptional! (3,495 reviews)
Hotel is in a good central location near many of the main attractions. Room was spacious and clean. Nice bar downstairs, there is also a rooftop bar, but that is only open in after Easter in summer. Buffet breakfast is included and that makes it very good value. Hotel also has a gym/ Not too many amenities in the room though.

Reviewed on Apr 2, 2026

Sable at Navy Pier Chicago, Curio Collection by Hilton

Sable at Navy Pier Chicago, Curio Collection by Hilton

4 out of 5
Downtown Chicago
Price was CA $1,543, price is now CA $1,017 per person
CA $1,017
per person
Jun 3 - Jun 6
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.4/10 Exceptional! (2,401 reviews)
This hotel provides the basics no amenities you have to pay extra for breakfast and any amenities you would like.

Reviewed on Apr 3, 2026

Level Chicago Fulton Market

Level Chicago Fulton Market

4 out of 5
Downtown Chicago
Price was CA $1,738, price is now CA $1,244 per person
CA $1,244
per person
Jun 9 - Jun 12
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.2/10 Wonderful! (421 reviews)
Garage area very dark and unsafe

Reviewed on Mar 31, 2026

Pendry Chicago

Pendry Chicago

4.5 out of 5
Downtown Chicago
Price was CA $1,562, price is now CA $1,143 per person
CA $1,143
per person
Jun 3 - Jun 6
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.4/10 Exceptional! (1,140 reviews)
Staff really friendly and hotel was clean and close to everything around the city can’t wait to come back.

Reviewed on Mar 23, 2026

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Equestrian Estates Hotel Deals

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 $107 per night from Apr 7 to Apr 8
CA $107
CA $119 total
Apr 7 - Apr 8
includes taxes & fees
7.2/10 Good! (1,496 reviews)
Love breakfast

Reviewed on Apr 2, 2026

Chicago Club Inn & Suites
Red Roof Inn PLUS+ Chicago - Willowbrook

Red Roof Inn PLUS+ Chicago - Willowbrook

2.5 out of 5
7535 Kingery Highway Willowbrook IL
Fully refundableReserve now, pay when you stay
The price is CA $79 per night from Apr 10 to Apr 11
CA $79
CA $88 total
Apr 10 - Apr 11
includes taxes & fees
6.4/10 (1,083 reviews)
Not at all what the pictures show. The whole place is decrepit and falling apart. Another guest was walking their dog and did not clean up after it.

Reviewed on Mar 30, 2026

Red Roof Inn PLUS+ Chicago - Willowbrook
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
Fully refundableReserve now, pay when you stay
The price is CA $148 per night from Apr 5 to Apr 6
CA $148
CA $164 total
Apr 5 - Apr 6
includes taxes & fees
8.2/10 Very Good! (1,461 reviews)
Room was not cleaned well before check in, had to request new blankets due to being dirty. Walls had some kind of food smeared on it, bathroom floor still had someone else’s hair and also Barbie toys under sink on floor. Watched someone else’s kid pee in a chair next to the kitchen and when I told ...

Reviewed on Apr 2, 2026

Embassy Suites by Hilton Chicago Lombard Oak Brook
See all 1,620 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
Beach Vacations
Beach Vacations
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Family Vacations

Discover the most popular places to visit in Equestrian Estates

Wrigley Field

Wrigley Field

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

Wrigley Field
Chicago Skyline, Chicago, Illinois shows amazing architecture in panoramic format

Naval Base Great Lakes

After visiting Naval Base Great Lakes, make a plan to see the other sights and activities in North Chicago. Wander the lakeside in this family-friendly area.

Naval Base Great Lakes
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

360 CHICAGO Observation Deck

360 CHICAGO Observation Deck

CA $37
per adult
86% of travellers recommend
360 CHICAGO Observation Deck
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
Color Factory Chicago Ticket

Color Factory Chicago Ticket

CA $47
per adult
94% 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.