Grayslake Vacation Packages 2025/2026 from $315

Grayslake flight + hotel vacation packages

Price found within the past 48 hours. Click for updated prices.

Hilton Grand Vacations Club Chicago Magnificent Mile

Downtown Chicago

Save 100% on your flight

$315

per person

Jan 8 - Jan 12

found 23 hours ago

Roundtrip flight included

Boston (BOS) to Chicago (ORD)

This hotel features a restaurant, a gym, and a poolside bar. Enjoy the seasonal outdoor pool and perks like free WiFi. Self parking, a 24-hour business center, and a coffee shop are also offered.

Hotel Riu Plaza Chicago

Downtown Chicago

Save 100% on your flight

$371

per person

Dec 31 - Jan 2

found 1 day ago

Roundtrip flight included

Boston (BOS) to Chicago (ORD)

This hotel features 2 bars/lounges and a 24-hour gym. Business travelers can take advantage of the free WiFi in public areas. Enjoy a meal from the restaurant and free buffet breakfast each morning.

Art Villa

West Town

Save 100% on your flight

$431

per person

Dec 31 - Jan 2

found 1 day ago

Roundtrip flight included

Boston (BOS) to Chicago (ORD)

A full-service spa and a hot tub are featured at this luxury aparthotel. Enjoy the a rooftop terrace and perks like free self parking and a free airport shuttle. Free WiFi in public areas, a garden, and a lobby fireplace are also on offer.

Pendry Chicago

Downtown Chicago

Save 100% on your flight

$321

per person

Dec 31 - Jan 2

found 1 day ago

Roundtrip flight included

Boston (BOS) to Chicago (ORD)

This hotel features a restaurant, a 24-hour gym, and a bar/lounge. Enjoy the a rooftop terrace and perks like free WiFi. Valet parking, a coffee shop, and a terrace are also offered.

Trump International Hotel & Tower Chicago

Downtown Chicago

Save 100% on your flight

$348

per person

Jan 14 - Jan 16

found 1 day ago

Roundtrip flight included

Dallas (DFW) to Chicago (ORD)

A full-service spa, an indoor pool, and a restaurant are all featured at this luxury hotel. Families will appreciate the onsite laundry facilities, kid-friendly dining, and in-room childcare. Enjoy the gym and perks like free WiFi.

Top Grayslake hotels deals

Comfort Suites Grayslake near Libertyville North

1775 East Belvidere Road, Grayslake, IL

Free Cancellation

Reserve now, pay when you stay

$90 nightly

$100 total

Nov 23 - Nov 24

Total with taxes and fees

This hotel features an indoor pool and a gym. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Enjoy the hot tub and free perks like buffet breakfast and free self parking.

Pool

Hot Tub

Wyndham Garden Schaumburg Chicago Northwest

1725 E Algonquin Road, Schaumburg, IL

Free Cancellation

Reserve now, pay when you stay

$58 nightly

$67 total

Nov 27 - Nov 28

Total with taxes and fees

This hotel doesn't skimp on freebies - guests receive free WiFi and free self parking. Traveling on business? Take advantage of the 24-hour business center, conference space, and airport shuttle. There's a 24-hour gym on site, and a 24-hour front desk and a terrace are also provided.

Parking included

Free WiFi

Motel 6 Prospect Heights, IL

540 N Milwaukee Ave, Prospect Heights, IL

Free Cancellation

$45 nightly

$50 total

Nov 9 - Nov 10

Total with taxes and fees

This motel doesn't skimp on freebies - guests receive free WiFi and free self parking. The front desk is staffed around-the-clock and laundry facilities are on offer.

Pet friendly

Parking included

Hyatt Regency Deerfield

1750 Lake Cook Rd, Deerfield, IL

Free Cancellation

Reserve now, pay when you stay

$118 nightly

$133 total

Nov 14 - Nov 15

Total with taxes and fees

This hotel features a restaurant, an indoor pool, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Enjoy the 24-hour gym and perks like free self parking.

Pool

Parking included

Embassy Suites by Hilton Chicago North Shore Deerfield

1445 Lake Cook Rd, Deerfield, IL

Free Cancellation

Reserve now, pay when you stay

$138 nightly

$157 total

Nov 3 - Nov 4

Total with taxes and fees

This hotel features an indoor pool, a 24-hour gym, and a restaurant. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Enjoy the hot tub and free perks like cooked-to-order breakfast and free self parking.

Pool

Hot Tub

Holiday Inn Express & Suites Prospect Heights by IHG

600 N Milwaukee Ave, Prospect Heights, IL

Free Cancellation

$104 nightly

$116 total

Nov 2 - Nov 3

Total with taxes and fees

This hotel doesn't skimp on freebies - guests receive free buffet breakfast, free WiFi, and free self parking. Business travelers can take advantage of the business center. There's a 24-hour gym on site, and a 24-hour front desk and a fireplace in the lobby are also provided.

Breakfast included

Parking included

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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.

Popular places to visit

Lake County Fairgrounds

4.5/5(9 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.

College of Lake County

4.5/5(6 reviews)

Take a campus tour or just explore the area of College of Lake County, during your travels in Grayslake. While you're in the area, stroll along the lakeside.

University Center of Lake County

4/5(1 review)

Explore the campus of University Center of Lake County, during your travels in Grayslake. While you're in the area, stroll along the lakeside.

Frequently asked questions

How much are vacation packages to Grayslake?

$315 is all you'll need for an amazing break in Grayslake. Bundle your flights and hotel into a Travelocity package and watch all the savings start to pile up. With prices as good as these, traveling has never been so accessible.

How long should my Grayslake vacation be?

Many travelers like to spend around 2 nights in Grayslake. But you don't have to follow the crowd. Whether you decide to stay for a few days or a few weeks, you'll enjoy exploring everything that this destination has to offer.

Where can I get the best vacation package deals for Grayslake?

It's difficult to beat Travelocity when it comes to crafting your Grayslake package deal. There are at least 400 airlines and 1,000,000 properties around the world to choose from. Book your vacation now and get ready to cross another destination off your travel bucket list.

Why should I book my Grayslake vacation bundle via Travelocity?

We take the stress out of travel planning. Whether you're searching for an amazing new place to wander around or want to make sure you get the best price on offer, we're here to assist. Our 24/7 customer support, quality service and Price Match Guarantee mean you can confidently book with Travelocity.

Will I save money on my Grayslake car rental if I bundle it with my hotel or flight?

Certainly — bundle your car, flight and hotel into a Grayslake vacation package and you'll save a tidy sum. With so many things to do in and around Grayslake, having your own wheels will make exploring easy. Once you've settled into the driver's seat, turn up the stereo and cruise toward Wrigley Field, a famous attraction about 35 mi from Grayslake.

Which airport is best for Grayslake?

O'Hare Intl. Airport (ORD) is one of the top airports for Grayslake. It's about 25 mi south of the city center. Other options available to you are Midway Intl. Airport (MDW) (40 mi away from central Grayslake) and General Mitchell Intl. Airport (MKE) (40 mi away from central Grayslake).

What is there to do in Grayslake?

You'll notice an undeniable magic as you stroll through the streets of Grayslake. Lake County Fairgrounds and College of Lake County are just a couple of famous sights that make this city such a sought-after destination, so put them on your travel itinerary.

Where should I stay when visiting Grayslake?

If you're looking for somewhere to base yourself, take a look at the Comfort Suites Grayslake near Libertyville North. It's the top pick for many visitors.