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Check availability on Near West Side Family-Friendly Hotels

Our top choices for Near West Side family-friendly hotels

Seasonal outdoor pool, open 8:00 AM to 10:00 PM, pool loungers
Holiday Inn & Suites Chicago - Downtown by IHG

Holiday Inn & Suites Chicago - Downtown by IHG

Holiday Inn & Suites Chicago - Downtown by IHG
3.0 star property
Downtown Chicago
8.4 out of 10, Very good, (1007)
"Amazing staff clean and secure hotel "
United States
Aniyah
The price is 2.662.057 ₫
3.441.273 ₫ total
includes taxes & fees
25 Dec - 26 Dec
Holiday Inn & Suites Chicago - Downtown by IHG
2 restaurants, breakfast, lunch, dinner served; Mediterranean cuisine
The Hoxton Chicago

The Hoxton Chicago

The Hoxton Chicago
4.0 star property
Downtown Chicago
9.0 out of 10, Wonderful, (1000)
"Awesome hotel"
United States
Eligija
The Hoxton Chicago
Villa (Nobu) | Living area | 60-inch Smart TV with digital channels, TV, Netflix
Nobu Hotel Chicago

Nobu Hotel Chicago

Nobu Hotel Chicago
5.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (757)
"Great location, amenities and staff. "
United States
Nicholas
The price is 8.401.294 ₫
9.862.280 ₫ total
includes taxes & fees
4 Jan - 5 Jan 2026
Nobu Hotel Chicago
Exterior
Hyatt House Chicago Medical/University District

Hyatt House Chicago Medical/University District

Hyatt House Chicago Medical/University District
3.5 star property
Near West Side
9.0 out of 10, Wonderful, (1238)
"Good staff and excellent room."
Mexico
Mario Alberto Cervera
The price is 2.441.976 ₫
2.866.635 ₫ total
includes taxes & fees
14 Dec - 15 Dec
Hyatt House Chicago Medical/University District
Premium Private Quadruple Room, 4 Twin Beds | Premium bedding, in-room safe, blackout curtains, iron/ironing board
Freehand Chicago

Freehand Chicago

Freehand Chicago
4.0 star property
Downtown Chicago
8.0 out of 10, Very good, (2636)
"The room was spotless and the staff where great!"
United States
Maria
The price is 1.542.645 ₫
2.275.247 ₫ total
includes taxes & fees
11 Jan - 12 Jan 2026
Freehand Chicago
Lobby
River Hotel

River Hotel

River Hotel
4.0 star property
Downtown Chicago
8.8 out of 10, Excellent, (4844)
"Great location, comfortable room, and nice staff."
United States
Claudia
The price is 1.972.476 ₫
2.315.488 ₫ total
includes taxes & fees
24 Dec - 25 Dec
River Hotel
Exterior
Claridge House Chicago, Tapestry Collection by Hilton

Claridge House Chicago, Tapestry Collection by Hilton

Claridge House Chicago, Tapestry Collection by Hilton
4.0 star property
Downtown Chicago
9.0 out of 10, Wonderful, (1477)
"I really liked this location - we will stay here again. "
United States
Lynnsey
The price is 1.816.366 ₫
2.906.190 ₫ total
includes taxes & fees
4 Jan - 5 Jan 2026
Claridge House Chicago, Tapestry Collection by Hilton
Pool
Hilton Garden Inn Chicago Downtown South Loop

Hilton Garden Inn Chicago Downtown South Loop

Hilton Garden Inn Chicago Downtown South Loop
3.0 star property
Downtown Chicago
8.8 out of 10, Excellent, (1749)
"Clean and staff was courteous. "
United States
HANNAH
The price is 1.876.618 ₫
2.202.654 ₫ total
includes taxes & fees
5 Jan - 6 Jan 2026
Hilton Garden Inn Chicago Downtown South Loop
Exterior
Embassy Suites by Hilton Chicago Downtown Magnificent Mile

Embassy Suites by Hilton Chicago Downtown Magnificent Mile

Embassy Suites by Hilton Chicago Downtown Magnificent Mile
4.0 star property
Downtown Chicago
8.4 out of 10, Very good, (2739)
"Great food clean room friendly staff"
United States
MARINA
The price is 2.151.792 ₫
3.299.942 ₫ total
includes taxes & fees
11 Jan - 12 Jan 2026
Embassy Suites by Hilton Chicago Downtown Magnificent Mile
Exterior
Warwick Allerton - Chicago

Warwick Allerton - Chicago

Warwick Allerton - Chicago
4.0 star property
Downtown Chicago
8.4 out of 10, Very good, (3004)
"Enjoyed this hotel stay. "
United States
Kimberly
The price is 1.665.762 ₫
2.728.740 ₫ total
includes taxes & fees
23 Dec - 24 Dec
Warwick Allerton - Chicago
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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Top Near West Side Hotel Reviews

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Frequently asked questions

What's Near West Side like for family-friendly holidays?
The destination of Near West Side is a great choice if you've been thinking about a holiday with your children. The interesting architecture, art scene and soaring skyscrapers are just a few things that make this an attractive place for a family holiday. Fly into Chicago Midway Airport (MDW), which is the closest airport, or Chicago O'Hare International Airport (ORD), which is located 14.3 mi (23 km) from the centre of Near West Side.
What's there to see and do with your family in Near West Side?
While you and your family are visiting Near West Side, you may want to explore some child-friendly attractions such as United Center and Credit Union 1 Arena. Make sure that you have plenty of time to take in activities in the area such as Michigan Avenue, Wrigley Field and Soldier Field.