A rustic mill by a calm river, surrounded by autumn foliage and a clear blue sky.

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Check availability on Wheeling Family Hotels

This weekend
10 Jul - 12 Jul
Next weekend
17 Jul - 19 Jul

Our top choices for Wheeling family-friendly hotels

Exterior

The Westin Chicago North Shore

The Westin Chicago North Shore
4.0 star property
Wheeling
8.8 out of 10, Excellent, (1,010 reviews)
  • cleanliness
    Family fun with indoor pool, babysitting, and premium entertainment at this Chicago North Shore hotel awaits.
The price is AED 621
AED 701 total
includes taxes & fees
18 Jul - 19 Jul
The Westin Chicago North Shore
Lounge

MainStay Suites Northbrook Wheeling

MainStay Suites Northbrook Wheeling
2.5 star property
Wheeling
7.6 out of 10, Good, (1,001 reviews)
  • cleanliness
    Family-friendly comforts near Chicago attractions with premium in-room entertainment and full kitchenettes for easy meals.
The price is AED 278
AED 314 total
includes taxes & fees
21 Jul - 22 Jul
MainStay Suites Northbrook Wheeling
View from property

ENVITAE Hotel 4 Bedroom Luxury Apartments

ENVITAE Hotel 4 Bedroom Luxury Apartments
2.0 star property
Near North Side
9.6 out of 10, Exceptional, (19 reviews)
The price is AED 1,851
AED 2,945 total
includes taxes & fees
9 Jul - 10 Jul
ENVITAE Hotel 4 Bedroom Luxury Apartments
Hallway

City Suites Hotel

City Suites Hotel
3.0 star property
Lakeview
8.6 out of 10, Excellent, (1,005 reviews)
  • cleanliness
    Experience playful charm at City Suites Hotel, where families create lasting memories near Wrigley Field and with in-room gaming consoles.
The price is AED 592
AED 695 total
includes taxes & fees
13 Jul - 14 Jul
City Suites Hotel
Breakfast and dinner served

Hyatt Place Chicago/Wicker Park

Hyatt Place Chicago/Wicker Park
3.0 star property
West Town
9.4 out of 10, Exceptional, (1,008 reviews)
The price is AED 694
AED 815 total
includes taxes & fees
9 Jul - 10 Jul
Hyatt Place Chicago/Wicker Park
Terrace/patio

Hyatt House Chicago/Evanston

Hyatt House Chicago/Evanston
3.5 star property
Downtown Evanston
9.0 out of 10, Wonderful, (1,001 reviews)
  • cleanliness
    Delightful family adventures await with free breakfast, grocery service, and spacious rooms just steps from Dawes Park.
The price is AED 841
AED 963 total
includes taxes & fees
26 Jul - 27 Jul
Hyatt House Chicago/Evanston
Bar (on property)

DoubleTree by Hilton Chicago - North Shore Conference Center

DoubleTree by Hilton Chicago - North Shore Conference Center
4.0 star property
Skokie
8.8 out of 10, Excellent, (1,032 reviews)
  • cleanliness
    Family fun flourishes at this hotel with indoor and outdoor pools, where kids splash while parents unwind in premium comfort.
The price is AED 560
AED 641 total
includes taxes & fees
19 Jul - 20 Jul
DoubleTree by Hilton Chicago - North Shore Conference Center
Reception

Hampton Inn & Suites Chicago-North Shore/Skokie

Hampton Inn & Suites Chicago-North Shore/Skokie
3.0 star property
Skokie
9.2 out of 10, Wonderful, (1,061 reviews)
  • cleanliness
    Family vacation bliss near Northwestern University with beach access and kid-friendly amenities.
The price is AED 599
AED 686 total
includes taxes & fees
27 Jul - 28 Jul
Hampton Inn & Suites Chicago-North Shore/Skokie
Exterior

Residence Inn by Marriott Chicago Wilmette/Skokie

Residence Inn by Marriott Chicago Wilmette/Skokie
3.0 star property
Wilmette
9.2 out of 10, Wonderful, (692 reviews)
  • cleanliness
    Take a splash in the indoor pool and enjoy family-friendly amenities like games and sofa beds at this Chicago hotel.
The price is AED 605
AED 706 total
includes taxes & fees
19 Jul - 20 Jul
Residence Inn by Marriott Chicago Wilmette/Skokie
Breakfast, lunch and dinner served

Holiday Inn & Suites Chicago North Shore (Skokie) by IHG

Holiday Inn & Suites Chicago North Shore (Skokie) by IHG
3.0 star property
Skokie
7.6 out of 10, Good, (1,558 reviews)
  • cleanliness
    Family-friendly fun for all ages, with indoor pool, hot tub, and convenient dining—this hotel keeps kids entertained while parents relax.
The price is AED 529
AED 605 total
includes taxes & fees
12 Jul - 13 Jul
Holiday Inn & Suites Chicago North Shore (Skokie) by IHG
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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Choose what matters most at family-friendly hotels in Wheeling

Breakfast included
Pool

Top Wheeling Hotel Reviews

Hyatt Regency Deerfield

Hyatt Regency Deerfield

10/10 Excellent
"Will c9me back"
kiya 1-night trip
Posted 1 hour ago
Hyatt Regency Deerfield

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Frequently asked questions

What's Wheeling like for family-friendly vacations?
The destination of Wheeling is a great choice if you've been thinking about a vacation with your kids. The biking trails, lake views, and baseball games are just a few things that make this an attractive vacation spot for families. Take to the air and fly into Chicago, IL (PWK-Chicago Executive), which is the closest airport, or Chicago O'Hare Intl. Airport (ORD), which is located 11.3 mi (18.1 km) from the city center.
What's the best place to stay for a family vacation in Wheeling?
The Westin Chicago North Shore is a hotel with an indoor pool and a restaurant, and it's a top choice on Expedia for families.
When's the best time to book a family-friendly vacation in Wheeling?
The hottest months are usually July and August with an average temp of 70°F, while the coldest months are January and February with an average of 29°F. Average annual precipitation for Wheeling is 45 inches.
What's there to see and do with your family in Wheeling?
While you and your family are visiting Wheeling, you might want to check out some kid-friendly attractions such as Randhurst Village and Marriott Theatre. Make sure you have plenty of time to take in activities in the area like Naval Base Great Lakes and Six Flags Great America.
What's the best way for us to get around Wheeling?
To see more of the larger area, ride aboard one of the trains from Wheeling Station. Wheeling might not have many public transit options to choose from so consider renting a car to explore more.