Grayslake Holidays

Photo by Richard Remington

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Top Flight + Hotel Deals in Grayslake

Price found within the past 48 hours. Click for updated prices.
The Allegro Royal Sonesta Hotel Chicago Loop

The Allegro Royal Sonesta Hotel Chicago Loop

4 out of 5
Downtown Chicago
per person
30 Oct - 3 Nov
found 4 hours ago
Return direct flight included
Dublin (DUB) to Chicago (ORD)
8.8/10 Excellent! (1,925 reviews)
The location was good. Staff was friendly. It was clean. But it was hard to enjoy time in the room because of the TV. They had horrible cable with nothing on, and it wasn’t a smart tv so we couldn’t log into any of our streaming services or even stream from our phones to the tv. We had to go out and buy a firestick.

Reviewed on 10 Aug 2025

Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago

4 out of 5
Downtown Chicago
Save 100% on your flight
per person
30 Oct - 3 Nov
found 4 hours ago
Return direct flight included
Dublin (DUB) to Chicago (ORD)
9.4/10 Exceptional! (2,270 reviews)
Great hotel and great service! Would definitely recommend to anyone staying in the Mag mile area. The breakfast buffet was really good and convenient. The room was very comfortable and spacious.

Reviewed on 11 Aug 2025

Pendry Chicago

Pendry Chicago

4.5 out of 5
Downtown Chicago
per person
30 Oct - 3 Nov
found 4 hours ago
Return direct flight included
Dublin (DUB) to Chicago (ORD)
9.4/10 Exceptional! (1,033 reviews)
Gorgeous hotel. Hotel staff in all areas were extremely professional and helpful to include front desk, concierge, bar tenders, hostess and cleaning crew.

Reviewed on 10 Aug 2025

Staypineapple, An Iconic Hotel, The Loop

Staypineapple, An Iconic Hotel, The Loop

4 out of 5
Downtown Chicago
per person
30 Oct - 3 Nov
found 4 hours ago
Return direct flight included
Dublin (DUB) to Chicago (ORD)
9.4/10 Exceptional! (1,007 reviews)
Restaurant had good breakfast

Reviewed on 9 Aug 2025

Bluegreen Vacations Hotel Blake, Ascend Resort Collection

Bluegreen Vacations Hotel Blake, Ascend Resort Collection

4 out of 5
Downtown Chicago
per person
30 Oct - 3 Nov
found 4 hours ago
Return direct flight included
Dublin (DUB) to Chicago (ORD)
9.6/10 Exceptional! (1,005 reviews)
Comfortable bed and walkable but rooms can be noisy for outside noises

Reviewed on 10 Aug 2025

Top hotels in Grayslake

Comfort Suites Grayslake near Libertyville North

Comfort Suites Grayslake near Libertyville North

2.5 out of 5
1775 East Belvidere Road, Grayslake, IL
Fully refundableReserve now, pay when you stay
The price is €87 per night from 2 Sept to 3 Sept
€87
2 Sept - 3 Sept
includes taxes & fees
8.4/10 Very Good! (1,006 reviews)
"I will definitely recommend"

Reviewed on 7 Aug 2025

Comfort Suites Grayslake near Libertyville North
Hyatt Regency Schaumburg Chicago

Hyatt Regency Schaumburg Chicago

4 out of 5
1800 East Golf Rd, Schaumburg, IL
The price is €108 per night from 17 Aug to 18 Aug
€108
17 Aug - 18 Aug
includes taxes & fees
8.6/10 Excellent! (1,194 reviews)
"Great hotel"

Reviewed on 8 Aug 2025

Hyatt Regency Schaumburg Chicago
DoubleTree by Hilton Chicago - Arlington Heights

DoubleTree by Hilton Chicago - Arlington Heights

4 out of 5
75 W Algonquin Rd, Arlington Heights, IL
Fully refundableReserve now, pay when you stay
The price is €89 per night from 31 Aug to 1 Sept
€89
31 Aug - 1 Sept
includes taxes & fees
8/10 Very Good! (1,000 reviews)
"Hotel was well cleaned for its age, but was definitely aging. Some of the front desk staff was less than pleasant, but not everyone."

Reviewed on 6 Aug 2025

DoubleTree by Hilton Chicago - Arlington Heights
See all 941 properties in Grayslake
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.

Frequently asked questions

How much does a Grayslake holiday package cost?
You can snap up a holiday package to this popular destination from €626 on Expedia. However, how much your holiday to Grayslake costs will depend on factors like the length of stay, season and hotel choice.
What are the cheapest months to go to Grayslake?
January, February and March are great times to search for cheap Grayslake holiday packages. Travelling in quieter months means you can generally find reduced prices on hotels and flights.
How many days is enough for Grayslake?
You can see all the main sights in Grayslake in a few days, including the must-see Lake County Fairgrounds. If you're after a longer Grayslake holiday, look at what kind of activities and excursions are available in the area.
Is it worth booking a holiday package to Grayslake?
It's no wonder a Grayslake holiday is on the must-do list of many travellers. Well-known attractions like Lake County Fairgrounds are just the beginning of things to see and do here.
How to find the best Grayslake package deals?
Finding a cheap Grayslake package deal is easy with Expedia. After you've entered your travel dates and destination under our "Packages" tab, set your budget, apply a few filters and see what's available. You can fine-tune your search by "Amenities," "Property type," "Popular locations" and more. Sort the results by "Price: low to high" to view the most affordable Grayslake package deals. Want a simple trick to get the biggest savings? Be flexible with your departure dates and consider travelling on a weekday, when prices are usually lower.
Is it cheaper to book a Grayslake holiday as a package?
Expedia holiday packages are designed to give you more bang for your buck. Bundle your flight, hotel and car rental into one great-value price and you could save hundreds of dollars. You'll generally score a better deal than booking each component separately. And you'll still get the freedom to create a customised Grayslake holiday by choosing your favourite type of stay, airline and car class.
When to book a holiday package to Grayslake?
Land incredible bargains by reserving your flights ahead of time with Expedia. If spontaneity is more your thing, grab one of our last-minute deals for an impromptu Grayslake holiday.
How to plan a trip to Grayslake?

  1. Choose the perfect time to travel: Your schedule, preferred season and the type of weather you like can all influence your decision on when to travel to Grayslake.
  2. Figure out your budget: Ensure you have enough money to cover everything from transportation and food to airfares and activities. Your accommodation will probably be the largest expense during your trip to Grayslake.
  3. Decide how long to go away for: Now that you're more familiar with Grayslake, you can figure out the perfect length of your holiday. Put together a rough plan and give yourself enough time to cover everything you want to do.
  4. Combine your accommodation and airfare: After you've nailed down your dates and duration, book the ideal Grayslake holiday package for you.

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