Grayslake Vacation Packages

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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.
Renaissance Chicago Downtown Hotel

Renaissance Chicago Downtown Hotel

4 out of 5
Downtown Chicago
Price was CA $1,073, price is now CA $732 per person
CA $732
per person
Aug 21 - Aug 23
found 15 hours ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.2/10 Wonderful! (1,002 reviews)
Great stay perfect location

Reviewed on Jul 12, 2026

Hotel Felix River North/Magnificent Mile

Hotel Felix River North/Magnificent Mile

4 out of 5
Downtown Chicago
Price was CA $1,612, price is now CA $1,124 per person
CA $1,124
per person
Sep 12 - Sep 15
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
8.2/10 Very good! (2,809 reviews)
I thoroughly enjoyed my stay at Hotel Felix! While it may not technically be a five-star luxury chain, it definitely gave us five-star hotel vibes thanks to the incredible staff and the fantastic extra perks.The location is absolutely awesome. It puts you about a mile or so from all the major hotspots, including Navy Pier, the Riverwalk, and the Magnificent Mile. There are tons of excellent places to eat right nearby, and having a Divvy bike rental station right down the street made exploring the city incredibly easy.The service from the staff was top-notch from start to finish. I highly recommend this hotel for anyone looking for a stylish, perfectly located, and highly accommodating place to stay in Chicago!

Reviewed on Jul 13, 2026

Level Chicago - River North

Level Chicago - River North

4 out of 5
Downtown Chicago
Price was CA $1,443, price is now CA $1,047 per person
CA $1,047
per person
Aug 26 - Aug 29
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.2/10 Wonderful! (1,020 reviews)
Clean rooms, nice pool, location great

Reviewed on Jul 12, 2026

Level Chicago – Old Town

Level Chicago – Old Town

4 out of 5
Downtown Chicago
Price was CA $1,847, price is now CA $1,343 per person
CA $1,343
per person
Oct 6 - Oct 9
found 1 hour ago
Roundtrip non-stop flight included
Vancouver (YVR) to Chicago (ORD)
9/10 Wonderful! (497 reviews)
We traveled with four kids. There was a noticeable lack of other children around. However the property was prepared to have them around. There was an entire play room with brand new puzzles and gently used toys to play with. The pool was usually fairly empty so my kids had fun there. The basketball court was generally empty as well. We got a lot of use out of all three spaces. The staff was friendly and helpful. And the coffee shop downstairs was a frequent stop as well.

Reviewed on Jul 9, 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 $1,595, price is now CA $1,178 per person
CA $1,178
per person
Sep 12 - Sep 15
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.4/10 Exceptional! (2,566 reviews)
Booked this stay for my husband Birthday. Wanted to make sure he enjoyed himself as well as me. I spent over $800 for the corner room, check in is at 4pm and we arrived about 430ish. Got to the room and the Amenities I purchased wasn’t there which was $100(they stated it would be at 4pm) which is why I want to arrive later. I noticed that the bed sheets were ripped, small stains on the couch in front of bed and the seat in the corner by the window that creeped me out. So we left and via Hilton app I contacted the Hotel to find out why my paid Amenities wasn’t there and they sat them in there while we were gone to dinner. We got back and the chocolate covered strawberries were melted. The best part about the stay was the firework show. My husband and I enjoyed ourselves as best we could after noticing these issues it was disgusting seeing the stains and the ripped sheets especially paying what was over $1000 for one night

Reviewed on Jul 13, 2026

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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 $153 per night from Aug 5 to Aug 6
CA $153
CA $170 total
Aug 5 - Aug 6
includes taxes & fees
8.4/10 Very good! (1,013 reviews)
"The room was clean, the beds was wonderful."

Reviewed on Jul 12, 2026

Comfort Suites Grayslake near Libertyville North
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 $179 per night from Aug 7 to Aug 8
CA $179
CA $203 total
Aug 7 - Aug 8
includes taxes & fees
8.8/10 Excellent! (1,061 reviews)
"Nice property. Room layout much more open than typical hotel rooms"

Reviewed on Jul 12, 2026

Hyatt Regency Deerfield
Renaissance Chicago North Shore Hotel

Renaissance Chicago North Shore Hotel

4 out of 5
933 Skokie Blvd Northbrook IL
Fully refundableReserve now, pay when you stay
The price is CA $167 per night from Aug 9 to Aug 10
CA $167
CA $188 total
Aug 9 - Aug 10
includes taxes & fees
8.4/10 Very good! (1,008 reviews)
"Two of the lights didnt work in our room and the shower head was leaking water"

Reviewed on Jul 7, 2026

Renaissance Chicago North Shore Hotel
See all 1,004 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.
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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.
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Frequently asked questions

How much does a Grayslake vacation package cost?
You'll find cheap prices from CA $732 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.

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