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.
Bluegreen Vacations Hotel Blake, Ascend Resort Collection

Bluegreen Vacations Hotel Blake, Ascend Resort Collection

4 out of 5
Downtown Chicago
per person
Oct 5 - Oct 11
found 11 hours ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.6/10 Exceptional! (1,004 reviews)
All staff were very friendly and helpful. Hotel was in convenient location for walking.

Reviewed on Jul. 27, 2025

Level Chicago – Old Town

Level Chicago – Old Town

4 out of 5
Downtown Chicago
per person
Oct 5 - Oct 11
found 11 hours ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9/10 Wonderful! (324 reviews)
I liked the hotel room's kitchen and it is very nice, however VERY small. The pool/amenities are also very nice. One major challenge was there was a last minute change to the location of our reservation from old town to fulton market. They did communicate the change and provided a discount, however, this occurred the day before our trip. The check-in process was also very disorganized and confusing. Information easily accessible in the reservation was not used, requiring extra check-in time. They told us a crib was available, and later found only a pack and play. I requested bedding for the pull out 4 times before someone brought them. Overall, management needs to improve their operations.

Reviewed on Jul. 21, 2025

Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago

4 out of 5
Downtown Chicago
per person
Oct 11 - Oct 15
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.4/10 Exceptional! (2,122 reviews)
Great hotel! New build-out, spacious and clean, friendly staff. Excellent breakfast area with

Reviewed on Jul. 27, 2025

Park Hyatt Chicago

Park Hyatt Chicago

5 out of 5
Downtown Chicago
per person
Oct 5 - Oct 11
found 11 hours ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.6/10 Exceptional! (1,000 reviews)
It's a beautiful and comfortable hotel.

Reviewed on Jul. 22, 2025

Hotel Felix River North/Magnificent Mile

Hotel Felix River North/Magnificent Mile

4 out of 5
Downtown Chicago
per person
Oct 11 - Oct 15
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
8.2/10 Very Good! (1,842 reviews)
Property was very close to everything. Great dining options and walkable.

Reviewed on Jul. 27, 2025

Ready to book your vacation to Equestrian Estates?

 

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Equestrian Estates Hotel Deals

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 CA $114 per night from Aug 3 to Aug 4
CA $114
CA $127 total
Aug 3 - Aug 4
includes taxes & fees
7.8/10 Good! (1,029 reviews)
"Was in central location and bed was nice and staff friendly"

Reviewed on Jul. 25, 2025

DoubleTree by Hilton Lisle Naperville
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 $122 per night from Jul 29 to Jul 30
CA $122
CA $136 total
Jul 29 - Jul 30
includes taxes & fees
8.8/10 Excellent! (2,154 reviews)
"We have stayed at this hotel many times. Can't beat the price and location (close to everything). Breakfast very good."

Reviewed on Jul. 27, 2025

SureStay Plus Hotel by Best Western Chicago Lombard
Holiday Inn Chicago SW-Countryside ConfCtr by IHG

Holiday Inn Chicago SW-Countryside ConfCtr by IHG

3.5 out of 5
6201 Joliet Rd, Countryside, IL
Fully refundable
The price is CA $152 per night from Aug 10 to Aug 11
CA $152
CA $170 total
Aug 10 - Aug 11
includes taxes & fees
7.8/10 Good! (1,030 reviews)
"Nice property. Clean and close to the city!"

Reviewed on Jul. 24, 2025

Holiday Inn Chicago SW-Countryside ConfCtr by IHG
See all 1,445 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.
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Discover the most popular places to visit in Equestrian Estates

Wrigley Field featuring central business district, a city and a sporting event

Wrigley Field

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

Wrigley Field
Navy Pier

Navy Pier

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

Navy Pier
Magnificent Mile - River North which includes signage, a city and night scenes

Michigan Avenue

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 Estates

River tour boat in Chicago

Architecture River Tour

CA $67
per adult
96% of travellers recommend
Architecture River Tour
Wendella's 90-min Chicago River Architecture Tour

Wendella's 90-min Chicago River Architecture Tour

CA $62
per adult
94% of travellers recommend
Wendella's 90-min Chicago River Architecture Tour
See Chicago's magnificent skyline at night!

Chicago By Night River & Lake Cruise

CA $62
per adult
94% of travellers recommend
Chicago By Night River & Lake Cruise
See all activities in Equestrian Estates

Frequently asked questions

How much does an Equestrian Estates vacation package cost?
Offering excellent value package deals from CA $1,195 on Expedia, you'll be pleasantly surprised at how much a vacation to Equestrian Estates costs! Expedia's packages make travel planning easier and your savings go further.
What are the cheapest months to go to Equestrian Estates?
You can usually find lower rates and better availability in January, February and November. Explore our cheap Equestrian Estates vacation packages and you could land some great off-season deals.
How many days is enough for Equestrian Estates?
With a well-organized travel plan, you can easily visit the top Equestrian Estates attractions in a handful of days. But if you prefer to venture off the beaten track or take day trips, consider booking your Equestrian Estates vacation for longer.
How to find the best Equestrian Estates package deals?
Use Expedia's filters to help you find some of the best Equestrian Estates package deals. When you start your search, just set your maximum budget and then order the results by "Price: low to high." If you're looking to save, plan your adventure for midweek, or look for Equestrian Estates package deals in the low season. Switch up your travel dates and you may score even better discounts. As a rule of thumb, it's usually best to book your vacation package well in advance.
Is it cheaper to book an Equestrian Estates vacation as a package?
An Expedia vacation package could score you significant savings when compared to booking accommodations and flights separately. Better still, you can customize your Equestrian Estates trip to match your exact style. Choose your preferred flight time, select the hotel type and add a rental car. Browse our great deals to see how much you can save.
When to book a vacation package to Equestrian Estates?
If you're considering a spur-of-the-moment Equestrian Estates vacation, check out our last-minute deals that can be booked up to one week before you go. Prefer not to wait until the last minute? You can land awesome deals on your hotels and flights by booking ahead.
How to plan a trip to Equestrian Estates?

  1. Pick the best time to travel: Your schedule, favourite season and the type of weather you like can all influence your decision on when to go to Equestrian Estates.
  2. Plan your budget wisely: In addition to the cost of your stay, you'll need to consider other expenses. These include food, transportation and flights. Also, set aside a little extra for unexpected expenses that may arise during your trip to Equestrian Estates.
  3. Decide how long to go away for: Now that you're up to speed on Equestrian Estates, you can work out the right length of your vacation. Put together a draft plan and allocate enough time to cover everything you want to see.
  4. Bundle your airfare and accommodations: After you've nailed down your trip dates and duration, book the right Equestrian Estates vacation package for you.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.