Grayslake 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 Grayslake Vacation

Our vacation packages to Grayslake provide endless opportunities to indulge in new sights, sounds and sensations. And with all the finer details taken care of, you can kick back and enjoy your city getaway without a care in the world. If sightseeing is on the agenda during your trip to Grayslake, visit leading attractions like Six Flags Great America, Gurnee Mills and Lake County Fairgrounds. Don't put off your visit to this city any longer. Your dream Grayslake vacation is a few clicks away with Expedia.

Top Grayslake Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Le Méridien Essex Chicago

Le Méridien Essex Chicago

4 out of 5
Downtown Chicago
Price was CA $913, price is now CA $671 per person
CA $671
per person
Jan 21 - Jan 24
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Chicago (ORD)
9/10 Wonderful! (1,005 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 on Nov 3, 2026

Pendry Chicago

Pendry Chicago

4.5 out of 5
Downtown Chicago
Save 100% on your flight
Price was CA $1,352, price is now CA $941 per person
CA $941
per person
Jan 21 - Jan 24
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Chicago (ORD)
9.2/10 Wonderful! (1,161 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 on Nov 8, 2026

The Peninsula Chicago

The Peninsula Chicago

5 out of 5
Downtown Chicago
Save 100% on your flight
Price was CA $1,898, price is now CA $1,336 per person
CA $1,336
per person
Jan 21 - Jan 24
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Chicago (ORD)
9.8/10 Exceptional! (1,000 reviews)

Sheraton Grand Chicago Riverwalk

Sheraton Grand Chicago Riverwalk

4 out of 5
Downtown Chicago
Price was CA $1,106, price is now CA $794 per person
CA $794
per person
Jan 21 - Jan 24
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Chicago (ORD)
8.6/10 Excellent! (1,873 reviews)

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 $1,284, price is now CA $938 per person
CA $938
per person
Jan 21 - Jan 24
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Chicago (ORD)
9.4/10 Exceptional! (2,739 reviews)

Ready to book your vacation to Grayslake?

 

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Grayslake Hotel Deals

Comfort Suites Grayslake near Libertyville North

Comfort Suites Grayslake near Libertyville North

2.5 out of 5
1775 East Belvidere Road Grayslake IL
Fully refundable
The price is CA $133 per night from Nov 15 to Nov 16
CA $133
CA $147 total
Nov 15 - Nov 16
includes taxes & fees
8.4/10 Very good! (1,025 reviews)
"My fiancé and I love it. Worth going"

Reviewed on Nov 10, 2026

Comfort Suites Grayslake near Libertyville North
Comfort Inn & Suites Arlington Heights - Schaumburg

Comfort Inn & Suites Arlington Heights - Schaumburg

3 out of 5
2112 S Arlington Heights Rd Arlington Heights IL
Fully refundable
The price is CA $126 per night from Nov 19 to Nov 20
CA $126
CA $141 total
Nov 19 - Nov 20
includes taxes & fees
Comfort Inn & Suites Arlington Heights - Schaumburg
Hyatt Regency Deerfield

Hyatt Regency Deerfield

4 out of 5
1750 Lake Cook Rd Deerfield IL
Fully refundableReserve now, pay when you stay
The price is CA $135 per night from Nov 23 to Nov 24
CA $135
CA $153 total
Nov 23 - Nov 24
includes taxes & fees
Hyatt Regency Deerfield
See all 1,041 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.
All Inclusive Vacations
All Inclusive Vacations
Beach Vacations
Beach Vacations
Family Vacations
Family Vacations

Stay near popular Grayslake attractions

Lake County Fairgrounds

8.2/10 (36 reviews)
Take the family on an outing to Lake County Fairgrounds during your trip to Grayslake. While you're in the area, stroll along the lakeside.
See properties

Frequently asked questions

How much does a Grayslake vacation package cost?
You'll find cheap prices from CA $671 on Expedia for your Grayslake getaway. However, factors like your choice of hotel, the season and length of stay will influence how much your vacation to Grayslake costs.
What are the cheapest months to go to Grayslake?
You can generally find lower rates and better availability in January, February and March. Explore our cheap Grayslake vacation packages and you could score some great off-season deals.
How many days is enough for Grayslake?
Allow at least 2 days for your Grayslake vacation if you want to discover everything that makes this destination special. Wander around popular areas, including Round Lake Park and Wildwood. Then check out top sights such as MainStreet Libertyville and Lake County Fairgrounds. With a well-planned itinerary, you can keep busy with room for some relaxation too. Want to venture outside of Grayslake? Consider fitting in an excursion or two.
Is it worth booking a vacation package to Grayslake?
It's no wonder a Grayslake vacation is on the must-do list of many travellers. Well-known attractions like Lake County Fairgrounds are just the start of things to see and do here.
How to find the best Grayslake package deals?
Bagging a cheap Grayslake package deal is easy with Expedia. After you've entered your destination and preferred dates under our "Packages" tab, set your budget, add a few filters and see what's available. You can fine-tune your search by "Amenities," "Property type," "Popular locations" and more. Order the results by "Price: low to high" to view the most pocket-friendly Grayslake package deals. Want a simple trick to score even more savings? Have some flexibility with your departure dates and consider travelling on a weekday, when prices are typically lower.
Is it cheaper to book a Grayslake vacation as a package?
You can enjoy significant savings on your next Grayslake break by booking a personalized vacation package. Check the "Package" heading, then select your destination and travel dates to see the best hotel prices and airfares. Bundle everything into a great-value package and you can save hundreds of dollars. Consider adding a car rental and you may land a better deal.
When to book a vacation package to Grayslake?
If you have your Grayslake vacation dates locked in, book as soon as you can to bag some unbeatable deals. With Expedia, you can generally reserve some flights up to one year ahead of time. Prefer spur-of-the-moment adventures? Our last-minute deals are perfect for quick escapes.
How to plan a trip to Grayslake?

  1. Choose the best time to travel: Your schedule, favourite 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 pay for everything from dining out and transportation to airfares and activities. Your accommodations will probably be the largest expense during your trip to Grayslake.
  3. Decide your trip length: Think about how long you'd like to spend discovering Grayslake. Plan your days so you can get to all the activities and attractions you're interested in without rushing.
  4. Combine your airfare and accommodations: Once you've settled on your travel dates and duration, book the right Grayslake vacation package for you.

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