Photo by throwingsofas

Find Hotels with Connecting Rooms in Highland Park, IL

Start date: Check-in selected.
To Date
End date: Check-out

  • Upfront pricing

    Our total price for your stay includes taxes and fees

  • Treat yourself

    Save 10% or more on over 100,000 hotels worldwide with Member Prices
    Learn about One Key

  • Be picky

    Search almost a million properties worldwide

Check availability on Highland Park Hotels with Connecting Rooms

Our top choices for Highland Park hotels with connecting rooms

Indoor pool
Courtyard by Marriott Chicago Highland Park/Northbrook

Courtyard by Marriott Chicago Highland Park/Northbrook

3.0 star property
Highland Park
9.0 out of 10, Wonderful, (1002)
"Always clean and friendly"
United States
nancy
$107 nightly
The price is $119
Dec 18 - Dec 19
Total with taxes and fees
Courtyard by Marriott Chicago Highland Park/Northbrook
Cocktail bar
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, (1480)
"Loved this hotel, great location, pet friendly."
United States
Tracy
$94 nightly
The price is $110
Jan 4 - Jan 5, 2026
Total with taxes and fees
Claridge House Chicago, Tapestry Collection by Hilton
Terrace/patio
The Chicago Hotel Collection Ambassador Gold Coast

The Chicago Hotel Collection Ambassador Gold Coast

4.0 star property
Downtown Chicago
8.2 out of 10, Very Good, (1257)
"Solid stay in a great part of town"
United States
Michael
$144 nightly
The price is $169
Dec 10 - Dec 11
Total with taxes and fees
The Chicago Hotel Collection Ambassador Gold Coast
Exterior
Holiday Inn Chicago North-Evanston by IHG

Holiday Inn Chicago North-Evanston by IHG

3.0 star property
Downtown Evanston
8.6 out of 10, Excellent, (1683)
"Room was good, staff was courteous, breakfast was good."
United States
Adam Till
$74 nightly
The price is $85
Jan 5 - Jan 6, 2026
Total with taxes and fees
Holiday Inn Chicago North-Evanston by IHG
Exterior
Hilton Garden Inn Chicago North Shore/Evanston

Hilton Garden Inn Chicago North Shore/Evanston

3.5 star property
Downtown Evanston
8.8 out of 10, Excellent, (1006)
"Exceptional staff and comfortable stay. Always our choice of hotel when in Evanston. "
United States
Wendy
$84 nightly
The price is $96
Dec 23 - Dec 24
Total with taxes and fees
Hilton Garden Inn Chicago North Shore/Evanston
Minibar, desk, laptop workspace, blackout drapes
Motel 6 Elk Grove Village, IL - O'Hare

Motel 6 Elk Grove Village, IL - O'Hare

2.0 star property
Elk Grove Village
7.8 out of 10, Good, (1719)
"the staff was incredibly helpful the rooms were spotless definitely would recommend "
United States
Jennifer
$52 nightly
The price is $59
Dec 23 - Dec 24
Total with taxes and fees
Motel 6 Elk Grove Village, IL - O'Hare
Indoor pool
Crowne Plaza Chicago Ohare Hotel & Conf Ctr by IHG

Crowne Plaza Chicago Ohare Hotel & Conf Ctr by IHG

3.5 star property
Rosemont
8.6 out of 10, Excellent, (2656)
"I enjoyed my stay, friendly staff, close to shopping and variety of dining choices, nice parking "
United States
Jacqueline
$103 nightly
The price is $117
Dec 19 - Dec 20
Total with taxes and fees
Crowne Plaza Chicago Ohare Hotel & Conf Ctr by IHG
Lobby
Spark by Hilton Des Plaines Chicago O'Hare

Spark by Hilton Des Plaines Chicago O'Hare

3.0 star property
Des Plaines
8.6 out of 10, Excellent, (43)
"Clean room, nice front desk employee "
United States
Maria
$76 nightly
The price is $87
Dec 19 - Dec 20
Total with taxes and fees
Spark by Hilton Des Plaines Chicago O'Hare
Reception hall
Loews Chicago O'Hare Hotel

Loews Chicago O'Hare Hotel

4.5 star property
Rosemont
9.4 out of 10, Exceptional, (1908)
"Great room and a Capital Grille right next door "
United States
Beth
$139 nightly
The price is $158
Dec 20 - Dec 21
Total with taxes and fees
Loews Chicago O'Hare Hotel
Restaurant
Hyatt Place Chicago/Hoffman Estates

Hyatt Place Chicago/Hoffman Estates

3.0 star property
Hoffman Estates
8.4 out of 10, Very Good, (1003)
"Good stay at a nice place"
United States
Joe
$84 nightly
The price is $95
Dec 12 - Dec 13
Total with taxes and fees
Hyatt Place Chicago/Hoffman Estates
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.
View all properties

Find out more about Highland Park

Discover top Highland Park attractions

Highland Park, Illinois, offers a delightful mix of culture, nature, and family-friendly activities perfect for your next getaway. Start your adventure at the Ravinia Festival, where you can enjoy world-class music in a picturesque outdoor setting; grab a picnic and experience an evening under the stars. For a touch of history, the Historic Fort Sheridan provides scenic trails and stunning lake views, ideal for a family hike or a leisurely stroll. Nature enthusiasts will love the Chicago Botanic Garden, a lush oasis featuring themed gardens and tranquil waterways, perfect for exploring with the kids while soaking in the beauty of 385 acres of greenery. If you're looking for something unique, the Highland Park Art Center offers engaging workshops and art exhibits that can inspire creativity in both adults and children alike. After a day of exploration, the vibrant downtown area is dotted with charming restaurants and boutique shops, providing a perfect backdrop for unwinding. Consider staying at the conveniently located hotels nearby, where you can enjoy attentive service and luxurious amenities, ensuring a comfortable retreat after your daily adventures. With its blend of activities and relaxation, Highland Park is an exciting choice for families seeking quality experiences.

Find the best hotels with connecting rooms in Highland Park

For travelers seeking accommodations in Highland Park, Illinois, with connecting rooms, these top hotel options cater perfectly to your needs, providing flexibility and comfort for groups or families.

Courtyard by Marriott Chicago Highland Park/Northbrook

  • Why it's great for extra space: Ideal for travelers needing connecting rooms, the Courtyard by Marriott Chicago Highland Park/Northbrook stands out with a remarkable guest review rating of 9.0. This hotel offers spacious rooms designed for comfort, including the option for multiple rooms that are seamlessly connected, ensuring easy access for guests traveling together.
  • Other amenities: Additional features include a delightful indoor pool, perfect for relaxation and fun, along with a rooftop garden where guests can unwind. The hotel also provides a fitness center available 24 hours, free self-parking, and complimentary toiletries to enhance the stay. Guests can enjoy nearby golfing options and a snack bar for quick bites, making it a convenient and enjoyable choice for all.
  • Nearby attractions: Ravinia Park - 1.55 miles, Chicago Botanic Garden - 0.31 miles, Ravinia Pavilion - 2.33 miles

Top Highland Park Hotel Reviews

The Chicago Hotel Collection Ambassador Gold Coast

The Chicago Hotel Collection Ambassador Gold Coast

10/10 Excellent
"Solid stay in a great part of town"
Michael 2-night trip
Posted 3 days ago
The Chicago Hotel Collection Ambassador Gold Coast

Frequently asked questions

How much do hotels with connecting rooms in Highland Park cost?
Expect to pay from $59 to $169 per night for hotels with connecting rooms in Highland Park. No matter your budget, an ideal stay is a click away on Expedia. These prices were available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.
What are the best hotels with connecting rooms in Highland Park?
You can pick from multiple hotels with connecting rooms in Highland Park with a total average guest review rating of 8.5. Hampton Inn & Suites Chicago-North Shore/Skokie comes highly recommended if you've got the kids in tow or just want some extra space. This 3-star property also offers a cafe and pool sun loungers. Hampton Inn & Suites Chicago/Lincolnshire is another top option with connecting rooms. It has a 2.5-star rating and conveniences such as a swimming pool and hypo-allergenic bedding.
How many hotels with adjoining rooms are there in Highland Park?
Use up your vacation days and pick from 1 hotels with adjoining rooms in Highland Park. For an official business trip, a family vacation and everything in between, Expedia will help you find an ideal stay in a few simple clicks.
Are there any family-friendly hotels with connecting rooms in Highland Park?
Settle in at Hampton Inn & Suites Chicago-North Shore/Skokie, a 3-star option only a quick drive from downtown. Conveniences here include complimentary breakfast and a cafe. Another family-friendly hotel with connecting rooms is Hampton Inn & Suites Chicago/Lincolnshire. Complimentary breakfast and laundry facilities help make this 2.5-star escape a top pick. Highland Park boasts loads of family-friendly attractions to explore when the kids are getting restless. Kohl Children's Museum and Wagner Farm offer fun for young and old.
Are there any 5-star hotels with connecting rooms in Highland Park?
Highland Park unfortunately doesn't have any 5-star hotels with connecting rooms — but you and the fam can still stay here in style! Why not check in to Chicago Marriott Suites Deerfield? Located approximately 4 miles from the downtown area, this 4-star property offers connecting rooms, along with concierge services and a terrace. The Westin Chicago North Shore is another wonderful pick just 6 miles from the center of Highland Park. Also rated 4 stars, it comes with room service and designer toiletries, in addition to connecting rooms.
Why book your hotel with connecting rooms in Highland Park with Expedia?
Expedia makes it a breeze to find your ideal hotel with connecting rooms in Highland Park. Vacationing with the kids? Make your way to the filters to search for properties with amenities like free WiFi. If you have a budget in mind, choose how much you'd like to spend and the preferred star rating of your hotel. We'll help you find the right stay whatever your plans or style of travel.
How can I find cheap hotels with connecting rooms in Highland Park?
A good way to uncover cheap hotels with connecting rooms in Highland Park is with Expedia's useful filter tool. Narrow down your search by amenities, star rating and budget to discover unbeatable deals in just a few clicks.
What is there to do in Highland Park near my hotel with connecting rooms?
After you've unpacked your bags and settled in, venture out and explore the amazing things Highland Park has on offer. Ravinia Pavilion is a great attraction to add to your must-do list.

Explore a world of travel with Expedia