Equestrian Woods Vacation Packages

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    Save up to CA $4,200 when you book a flight and hotel together*
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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.
The Talbott, Autograph Collection

The Talbott, Autograph Collection

Downtown Chicago
CA $872
per person
Nov 20 - Nov 22
found 1 day ago
Roundtrip non-stop flight included
Hamilton (YHM) to Chicago (ORD)
9.4/10 Exceptional! (179 reviews)
Close to every things, great location

Reviewed on Oct 16, 2026

Four Seasons Hotel Chicago

Four Seasons Hotel Chicago

Downtown Chicago
Save 100% on your flight
CA $1,759
per person
Dec 24 - Dec 27
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.4/10 Exceptional! (1,002 reviews)
Timber Ridge Lodge and Waterpark

Timber Ridge Lodge and Waterpark

CA $1,565
per person
Dec 20 - Dec 27
found 4 hours ago
Roundtrip flight included
Toronto (YYZ) to Chicago (ORD)
8.6/10 Excellent! (3,460 reviews)
Level Chicago Fulton Market

Level Chicago Fulton Market

Downtown Chicago
CA $1,198
per person
Nov 16 - Nov 19
found 7 hours ago
Roundtrip flight included
Toronto (YYZ) to Chicago (ORD)
9.2/10 Wonderful! (576 reviews)
Swissotel - Chicago

Swissotel - Chicago

Downtown Chicago
CA $1,029
per person
Dec 27 - Dec 31
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9/10 Wonderful! (3,523 reviews)
Everyone was so nice and accommodating. The location is great. We had a great view of the river.

Reviewed on Oct 15, 2026

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Equestrian Woods Hotel Deals

Chicago Club Inn & Suites

Chicago Club Inn & Suites

630 Pasquinelli Dr Westmont IL
Fully refundableReserve now, pay when you stay
CA $80
CA $89 total
Nov 16 - Nov 17
includes taxes & fees
7.2/10 Good! (1,878 reviews)
"The bed was a bit creaky. The vending machine around the corner was quite noisy. On the positive side, the location is excellent and the breakfast was very good."

Reviewed on Oct 15, 2026

Chicago Club Inn & Suites
SureStay Plus Hotel by Best Western Chicago Lombard

SureStay Plus Hotel by Best Western Chicago Lombard

222 E 22nd Street Lombard IL
Fully refundableReserve now, pay when you stay
CA $137
CA $152 total
Oct 26 - Oct 27
includes taxes & fees
SureStay Plus Hotel by Best Western Chicago Lombard
Sleep Inn Midway Airport Bedford Park

Sleep Inn Midway Airport Bedford Park

6650 S Cicero Ave Chicago IL
Fully refundableReserve now, pay when you stay
CA $129
CA $152 total
Nov 8 - Nov 9
includes taxes & fees
8/10 Very good! (2,164 reviews)
"Use of the shuttle was extremely helpful! Stowaway for bags prior to check in was great Room clean and comfortable. Shuttle was on time and hotel is near the midway airport- so quick!"

Reviewed on Oct 15, 2026

Sleep Inn Midway Airport Bedford Park
See all 1,726 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.

What to do in Equestrian Woods

360 CHICAGO Observation Deck

360 CHICAGO Observation Deck

CA $34
per adult
86% of travellers recommend
360 CHICAGO Observation Deck
Skydeck Chicago at Willis Tower

Skydeck Chicago at Willis Tower

CA $59
per adult
88% of travellers recommend
Skydeck Chicago at Willis Tower
Wendella's Lake and River Architecture Tour

Wendella's Lake and River Architecture Tour

CA $63
per adult
94% of travellers recommend
Wendella's Lake and River Architecture Tour
See all activities in Equestrian Woods

Frequently asked questions

How much does an Equestrian Woods vacation package cost?
You can grab a vacation package to this popular destination from CA $872 on Expedia. However, how much your vacation to Equestrian Woods costs will depend on the season, length of stay and hotel choice.
What are the cheapest months to go to Equestrian Woods?
If you're hoping to snag a cheap Equestrian Woods vacation package, consider planning a trip in January, February and November. You'll generally find lower rates on flights and accommodations during these quieter months — perfect for budget-conscious travellers.
How many days is enough for Equestrian Woods?
Typically, a handful of days is enough to visit the major sights during your Equestrian Woods vacation. But if you prefer to have time to kick back or take day trips, consider extending your itinerary.
How to find the best Equestrian Woods package deals?
Bagging a cheap Equestrian Woods package deal is a cinch with Expedia. After you've entered your trip dates and destination under our "Packages" tab, set your budget, add some filters and browse what's available. You can tailor your search by "Popular locations," "Property type," "Guest rating" and more. Order the results by "Price: low to high" to view the most wallet-friendly Equestrian Woods package deals. Want a simple trick to score the biggest savings? Have some flexibility with your departure dates and consider travelling on a weekday, when prices are often lower.
Is it cheaper to book an Equestrian Woods vacation as a package?
An Expedia vacation package could score you significant savings when compared to booking flights and hotels individually. Better still, you can tailor your Equestrian Woods getaway to fit your exact style. Pick your preferred flight time, select the hotel type and add a car rental. Explore our bundles to see how much you can save.
When to book a vacation package to Equestrian Woods?
If you're considering a spur-of-the-moment Equestrian Woods vacation, browse our last-minute deals that can be booked up to a week before you go. Don't want to leave things to the last minute? You can find terrific deals on your flights and hotels by booking well in advance.
How to plan a trip to Equestrian Woods?
  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 visit Equestrian Woods.
  2. Set your budget: Consider expenses such as transportation, flights and meals when calculating how much to set aside for your trip to Equestrian Woods. Then, pick a hotel that suits your budget, whether that's an affordable option or a more upscale getaway.
  3. Decide how long to go for: Now that you know more about Equestrian Woods, you can work out the ideal length of your break. Create a draft plan and allocate enough time for all the things you want to do.
  4. Bundle your flights and hotel: Epic destination, check. Length of stay, check. Now all that's left is to find an Equestrian Woods vacation package that brings all your bookings together.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.