Equestrian Estates Vacations from $332

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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!

The Latest Equestrian Estates Vacation Packages

Price found within the past 48 hours. Click for updated prices.
  • A modern living room with a sofa, armchairs, a coffee table, and a bookshelf.
    Jan 28 - Jan 31

    Le Méridien Essex Chicago + Flight

    Downtown Chicago
    3 nights
    4.0 star property
    9.0/10 - Wonderful (1,000 reviews)
    "I really loved this hotel. The rooms were clean and spacious. The staff was nice and helpful James was especially great. The restaurant staff was very helpful. When I visit again I'll stay here. And it was close to everything."
    Reviewed November 3, 2026
    Roundtrip • Atlanta (ATL) - Chicago (ORD)
    ATL - ORD • Nonstop ORD - ATL • Nonstop
    $475
    $332
    per traveler
    found 1 day ago
    Le Méridien Essex Chicago
  • A modern living room with a grey sofa, a round coffee table with a plant, and a TV mounted on the wall.
    Jan 23 - Jan 27

    Level Chicago Fulton Market + Flight

    Downtown Chicago
    4 nights
    4.0 star property
    9.2/10 - Wonderful (608 reviews)
    Roundtrip • Atlanta (ATL) - Chicago (ORD)
    ATL - ORD • Nonstop ORD - ATL • Nonstop
    $911
    $575
    per traveler
    found 1 day ago
    Level Chicago Fulton Market
  • The Riu Plaza Chicago Hotel facade with a grand entrance, large windows, and a modern architectural design.
    Jan 22 - Jan 25

    Hotel Riu Plaza Chicago + Flight

    Downtown Chicago
    3 nights
    4.0 star property
    9.4/10 - Exceptional (5,679 reviews)
    "Clean room, excellent location and free breakfast! Most tourist areas are under a 20 minute walk"
    Reviewed November 10, 2026
    Roundtrip • Atlanta (ATL) - Chicago (ORD)
    ATL - ORD • Nonstop ORD - ATL • Nonstop
    $726
    $487
    per traveler
    found 1 day ago
    Hotel Riu Plaza Chicago
  • A room with two chairs and a small table, a large window with a city view at night.
    Jan 22 - Jan 25

    Eurostars Magnificent Mile + Flight

    Downtown Chicago
    3 nights
    4.0 star property
    9.0/10 - Wonderful (4,005 reviews)
    Roundtrip • Atlanta (ATL) - Chicago (ORD)
    ATL - ORD • Nonstop ORD - ATL • Nonstop
    $815
    $556
    per traveler
    found 1 day ago
    Eurostars Magnificent Mile
  • A rooftop lounge with outdoor seating and a city skyline view.
    Jan 28 - Jan 31

    Pendry Chicago + Flight

    Downtown Chicago
    3 nights
    4.5 star property
    9.2/10 - Wonderful (1,164 reviews)
    "The building and hotel are gorgeous, the staff were so kind and friendly, the carbon suite was clean and had an exceptional view, and the in room dining was delicious. Amazing experience, def will be back."
    Reviewed November 8, 2026
    Roundtrip • Atlanta (ATL) - Chicago (ORD)
    ATL - ORD • Nonstop ORD - ATL • Nonstop
    $705
    $484
    per traveler
    found 1 day ago
    Pendry Chicago

Equestrian Estates Hotel Deals

A hotel room with two beds, a desk with a television, a chair, and a window with curtains.

Best Western Plus Chicagoland - Countryside

Best Western Plus Chicagoland - Countryside
3.5 star property
7.5 mi from Equestrian Estates
8.6 out of 10, Excellent, (1,576 reviews)
"Staff was friendly room and common areas were clean would return"
$102 nightly
The price is $114
Nov 20 - Nov 21
Total with taxes and fees
Best Western Plus Chicagoland - Countryside
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.
See all properties in Equestrian Estates

Frequently Asked Questions

How much does an Equestrian Estates vacation package cost?

You can grab a vacation package to this popular destination from $332 on Expedia. But how much your vacation to Equestrian Estates costs will depend on the season, hotel choice and length of stay.

What are the cheapest months to go to Equestrian Estates?

December, January and February are great times to search for cheap Equestrian Estates vacation packages. Traveling in quieter periods means you'll typically find better prices on hotels and flights.

How many days is enough for Equestrian Estates?

The ideal duration for your Equestrian Estates vacation depends on what you'd like to see and do. Usually, a few days to a week will give you enough time to hit all the leading sights and explore some hidden spots along the way.

How to find the best Equestrian Estates package deals?

Start your search for an Equestrian Estates package deal by entering your travel dates and destination under our "Packages" tab. Then add some filters, like "Property type" and "Guest rating," to tailor the results to your exact style. You can also sort by "Package discount" and browse offers that come with huge savings. If you don't find the perfect Equestrian Estates package deal right away, simply change your dates and search again. Bear in mind that deals are only available for a limited time, so book early and get your Equestrian Estates escape off to a flying start.

Is it cheaper to book an Equestrian Estates vacation as a package?

You can enjoy significant savings on your Equestrian Estates getaway by booking a personalized vacation package. Click on the "Package" heading, then select your destination and travel dates to view the best airfares and hotel prices. Bundling can save travelers hundreds of dollars. Consider adding a rental car and you may land a better deal.

When to book a vacation package to Equestrian Estates?

If you have your Equestrian Estates travel dates locked in, book early to score some incredible deals. With Expedia, you can typically reserve some flights up to one year in advance. Prefer spontaneous getaways? Our last-minute deals are great for jetting off on a whim.

Does Expedia offer Book Now, Pay Later Equestrian Estates vacation packages?

Secure your dream getaway to Equestrian Estates with help from our Book Now, Pay Later vacations. There's no need to save up or hold off until payday — we've teamed up with online lender Affirm to offer you flexibility and choice. Our vacation packages with payment plans allow you to spread the cost across 3, 6 or 12 months. With no hidden charges or late payment fees, it's a breeze to budget for your trip and snag great deals before they sell out.

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