Equestrian Woods Vacation Packages

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Your Equestrian Woods Vacation

Organizing your next exciting break is a walk in the park with a Equestrian Woods vacation package. The neighborhood of Clarendon Hills, which is good for golfing, makes a superb base to uncover the wonders of this vibrant city. If your trip to Equestrian Woods includes some sightseeing, drop by famous attractions like Cog Hill Golf & Country Club, Ruffled Feathers Golf Course and Gleneagles Country Club. Don't put off exploring this destination any longer. Your perfect Equestrian Woods vacation is a few quick clicks away with Expedia.

Top Equestrian Woods Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Hilton Garden Inn Naperville/Warrenville

Hilton Garden Inn Naperville/Warrenville

3 out of 5
Price was CA $1,243, price is now CA $845 per person
CA $845
per person
Aug 2 - Aug 8
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
8.8/10 Excellent! (1,002 reviews)
Minor issues: The room was fairly clean. There was some dust in the bathroom, furniture and candy found on the floor under the table from the previous guests. The room was cleaned during our stay, but they did not restock our toilet paper.

Reviewed on May 5, 2026

Level Chicago Fulton Market

Level Chicago Fulton Market

4 out of 5
Downtown Chicago
Price was CA $2,609, price is now CA $1,589 per person
CA $1,589
per person
Aug 2 - Aug 7
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.2/10 Wonderful! (480 reviews)
Room was not cleaned/ towels weren't replaced for the duration of our 3 night stay which I found rather peculiar. They also only provided 1 key for our room. I had believed it was common practice to provide 2. Other than that, the room was clean when we arrived, the bedding was comfortable, and the gym was lovely.

Reviewed on May 22, 2026

Level Chicago – Old Town

Level Chicago – Old Town

4 out of 5
Downtown Chicago
Price was CA $1,753, price is now CA $1,209 per person
CA $1,209
per person
Aug 7 - Aug 10
found 10 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Chicago (ORD)
9/10 Wonderful! (478 reviews)
Staff was amazing and the apartment building was phenomenally clean!

Reviewed on May 28, 2026

Hotel Felix River North/Magnificent Mile

Hotel Felix River North/Magnificent Mile

4 out of 5
Downtown Chicago
Price was CA $1,823, price is now CA $1,286 per person
CA $1,286
per person
Jul 31 - Aug 3
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
8.2/10 Very Good! (2,711 reviews)
Breakfast wasn’t anything spectacular, alcohol and coffee bar felt lacking but nice to have. Excellent location with tons of bars, restaurants and cafes around.

Reviewed on May 27, 2026

Level Chicago - River North

Level Chicago - River North

4 out of 5
Downtown Chicago
Price was CA $2,102, price is now CA $1,491 per person
CA $1,491
per person
Jul 31 - Aug 3
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.2/10 Wonderful! (1,017 reviews)
I don’t have any complaints about the property! I will always stay here when I’m in Chicago! The room was beyond clean, the view was amazing especially at night! Parking was safe and secure at the property.

Reviewed on May 27, 2026

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Equestrian Woods Hotel Deals

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 CA $128 per night from Jun 8 to Jun 9
CA $128
CA $142 total
Jun 8 - Jun 9
includes taxes & fees
9/10 Wonderful! (2,764 reviews)
"Nice experience"

Reviewed on May 28, 2026

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 CA $101 per night from Jun 9 to Jun 10
CA $101
CA $112 total
Jun 9 - Jun 10
includes taxes & fees
7.2/10 Good! (1,569 reviews)
"I stayed there for several nights, and they never cleaned my room or checked in on me."

Reviewed on May 27, 2026

Chicago Club Inn & Suites
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 $175 per night from Jun 14 to Jun 15
CA $175
CA $195 total
Jun 14 - Jun 15
includes taxes & fees
8.2/10 Very Good! (1,589 reviews)
"Close to restaurants"

Reviewed on May 28, 2026

Embassy Suites by Hilton Chicago Lombard Oak Brook
See all 1,704 properties in Equestrian Woods
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 Woods

Wrigley Field

Wrigley Field

4.5/5(159 reviews)

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

4.5/5(3 reviews)

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
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(20 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

What to do in Equestrian Woods

360 CHICAGO Observation Deck

360 CHICAGO Observation Deck

CA $37
per adult
86% of travellers recommend
360 CHICAGO Observation Deck
Skydeck - Willis Tower Admission

Skydeck - Willis Tower Admission

CA $60
per adult
96% of travellers recommend
Skydeck - Willis Tower Admission
Flyover in Chicago

Flyover in Chicago

CA $31
per child
98% of travellers recommend
Flyover in Chicago
See all activities in Equestrian Woods

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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.