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.
Level Chicago - River North

Level Chicago - River North

4 out of 5
Downtown Chicago
Price was CA $1,182, price is now CA $788 per person
CA $788
per person
Sep 4 - Sep 6
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.2/10 Wonderful! (1,020 reviews)
Holes in the carpeting in living room. Door that enters unit doesn’t close without slamming it. Looks like wear and tear since we were there before.

Reviewed on Jul 14, 2026

Level Chicago – Old Town

Level Chicago – Old Town

4 out of 5
Downtown Chicago
Price was CA $2,113, price is now CA $1,436 per person
CA $1,436
per person
Aug 24 - Aug 28
found 10 hours ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9/10 Wonderful! (497 reviews)
Overall, I had a pleasant stay. The room was clean, and the staff were helpful. The property was comfortable and family-friendly. The only improvement would be better Wi-Fi and more breakfast options. I would still recommend this place.

Reviewed on Jul 14, 2026

Omni Chicago Hotel

Omni Chicago Hotel

4.5 out of 5
Downtown Chicago
Price was CA $1,871, price is now CA $1,286 per person
CA $1,286
per person
Sep 18 - Sep 22
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.2/10 Wonderful! (1,819 reviews)
Staff was fantastic and always ready to help; from the front door to the room door!

Reviewed on Jul 15, 2026

Level Chicago Fulton Market

Level Chicago Fulton Market

4 out of 5
Downtown Chicago
Price was CA $1,920, price is now CA $1,335 per person
CA $1,335
per person
Sep 2 - Sep 6
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.2/10 Wonderful! (512 reviews)
We booked a two bedroom unit, but the unit clearly wasn't intended for a 2 bedroom. It was obviously a sitting area or something with a bed squeezed in. There was no vent so it made it impossible to shut the door, but then it was open to the living space and a full wall of windows. In addition, they list housekeeping as an amenity, and advertise one day or long term stays, however, for our 4 night stay, this didn't get housekeeping services. Meaning we had to get towels and coffee each day from the front desk, had piles of trash from cooking and such, and a heap of dirty towels from the week. Staff was friendly, but not really provided agency or capacity to do anything to fix the experience. Even a request for a fan to try to cool the space was impossible for them to solve (although they certainly had one for the front desk to keep staff comfortable).

Reviewed on Jul 14, 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 $2,089, price is now CA $1,466 per person
CA $1,466
per person
Sep 18 - Sep 22
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.4/10 Exceptional! (2,566 reviews)
Very clean nice workers and amazing views

Reviewed on Jul 14, 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 $136 per night from Aug 3 to Aug 4
CA $136
CA $151 total
Aug 3 - Aug 4
includes taxes & fees
9/10 Wonderful! (2,876 reviews)
"Clean!!"

Reviewed on Jul 15, 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 $96 per night from Aug 13 to Aug 14
CA $96
CA $106 total
Aug 13 - Aug 14
includes taxes & fees
7.2/10 Good! (1,652 reviews)
"The property has a lot of potential, but is pretty run down. Our room had a hole in the wall, trim across one entire side of the room that was detached/detaching from the wall, and there was quite a bit of mold in the tub/shower. Our key cards only worked intermittently. We had to get them rekeyed ..."

Reviewed on Jul 13, 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 $156 per night from Aug 13 to Aug 14
CA $156
CA $173 total
Aug 13 - Aug 14
includes taxes & fees
8.2/10 Very good! (1,692 reviews)
"Room was clean but needed updating bad. Could hear people staying in next room too clearly. We had to ask two times for the toilet in our room to be fixed. Found it would not flush as soon as we got to our room. The maintenance men were very nice and helpful but the front desk host not so much. I ..."

Reviewed on Jul 14, 2026

Embassy Suites by Hilton Chicago Lombard Oak Brook
See all 1,654 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.
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What to do in Equestrian Woods

360 CHICAGO Observation Deck

360 CHICAGO Observation Deck

CA $31
per adult
86% of travellers recommend
360 CHICAGO Observation Deck
Chicago: Navy Pier Centennial Wheel Regular & Express Ticket

Chicago: Navy Pier Centennial Wheel Ticket

CA $35
per adult
88% of travellers recommend
Chicago: Navy Pier Centennial Wheel Ticket
Wendella's Lake and River Architecture Tour

Wendella's Lake and River Architecture Tour

CA $64
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 $788 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.

Explore a world of travel with Expedia

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