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.
Virgin Hotels Chicago

Virgin Hotels Chicago

4.5 out of 5
Downtown Chicago
Save 100% on your flight
per person
Sep 18 - Sep 21
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.2/10 Wonderful! (1,334 reviews)
I love Virgin air and expected a 5-star experience. Hotel checkin was not all that welcoming, but efficientl. They had no valet service and basically told us we were on our own. Thought ok I need a drink so went to the rooftop bar. An afterthought at this hotel. Cushions were dirty and faded. Barely staffed. More like a rooftop bar in costs rica than downtown Chicago. Room was nice and stylish. The highlight of the stay tbh as was the coffee shop.

Reviewed on Jul. 13, 2025

Trump International Hotel & Tower Chicago

Trump International Hotel & Tower Chicago

5 out of 5
Downtown Chicago
Save 100% on your flight
per person
Sep 18 - Sep 21
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.4/10 Exceptional! (1,635 reviews)
Amazing customer service

Reviewed on Jul. 13, 2025

Park Hyatt Chicago

Park Hyatt Chicago

5 out of 5
Downtown Chicago
Save 100% on your flight
per person
Sep 23 - Sep 26
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.6/10 Exceptional! (1,000 reviews)
Superb customer service, clean hotel!

Reviewed on Jun. 13, 2025

Pendry Chicago

Pendry Chicago

4.5 out of 5
Downtown Chicago
Save 100% on your flight
per person
Sep 18 - Sep 21
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.4/10 Exceptional! (1,006 reviews)
Nice property, very walkable. Front desk was great. Bar area nice & welcome drink nice. Concierge was not around. Got suite with 2 full baths which was awesome with teens. Great stay overall!

Reviewed on Jul. 12, 2025

Hotel Felix River North/Magnificent Mile

Hotel Felix River North/Magnificent Mile

4 out of 5
Downtown Chicago
Save 100% on your flight
per person
Sep 22 - Sep 29
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
8.2/10 Very Good! (1,842 reviews)
The property and room was nicely decorated. The beautiful aids were nice. Rooms are small no dresser to put your things in. I called and asked about a having access to a refrigerator. I was told that there was not one in the my room and that I could get one apron request for 20 dollars. When I checked in I requested a refrigerator and was told there was not one available or I could upgrade my room that included one for 17 dollars a night. I brought with me parishable food items because I was on a budget. Half of my food items went to waist and I could not store my left overs. Needless to say I was disappointed. The staff were helpful, nice and courteous.

Reviewed on Jul. 9, 2025

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Equestrian Woods 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 Jul 20 to Jul 21
CA $114
CA $126 total
Jul 20 - Jul 21
includes taxes & fees
7.8/10 Good! (1,021 reviews)
"Location, comfort of room"

Reviewed on Jul. 12, 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 $111 per night from Jul 15 to Jul 16
CA $111
CA $123 total
Jul 15 - Jul 16
includes taxes & fees
8.8/10 Excellent! (2,114 reviews)
"This is an old building, but staff is very cooperative and helpful. Overall room was very clean but since it’s an old building, it needs upgrades, if you want to stay here for a night, as you are passing through Chicago, then this is a very good place to stay. I will give it 4 star, breakfast and ..."

Reviewed on Jul. 12, 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 $147 per night from Jul 16 to Jul 17
CA $147
CA $164 total
Jul 16 - Jul 17
includes taxes & fees
7.8/10 Good! (1,022 reviews)
"So convenient for all and to my needs! So convenient for my family visit!"

Reviewed on Jul. 11, 2025

Holiday Inn Chicago SW-Countryside ConfCtr by IHG
See all 1,538 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

Family Vacations

Family Vacations

Discover the most popular places to visit in Equestrian Woods

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

Wrigley Field

4.5/5(158 reviews)

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

Wrigley Field
Navy Pier

Navy Pier

4.5/5(459 reviews)

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

4.5/5(19 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

River tour boat in Chicago

Architecture River Tour

CA $67
per adult
94% 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 $61
per adult
92% of travellers recommend
Chicago By Night River & Lake Cruise
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 $664 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.