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Find Extended Stay Hotels in Highland Park, IL

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Top Highland Park Extended Stay Hotels | Reserve now, pay later

The Chicago Hotel Collection River North

3.0 star property
Downtown Chicago
7.2 out of 10, Good, (578)
"Awesome stay friendly staff!!!"
United States
Cornell
$113 nightly
The price is $133
Nov 27 - Nov 28
Total with taxes and fees
The Chicago Hotel Collection River North

Dorothy's

3.0 star property
Lakeview
8.4 out of 10, Very Good, (95)
"Can’t beat the price or location. Everything seemed clean and I loved the waffles. "
United States
Ashley
$60 nightly
The price is $64
Nov 26 - Nov 27
Total with taxes and fees
Dorothy's

Level Chicago – Old Town

4.0 star property
Downtown Chicago
9.0 out of 10, Wonderful, (388)
"Property was clean, centrally located with wonderful staff. Will definitely stay again."
United States
Michelle
$207 nightly
The price is $243
Nov 30 - Dec 1
Total with taxes and fees
Level Chicago – Old Town

The Inn on Sheridan

3.5 star property
Zion
9.0 out of 10, Wonderful, (1010)
"Great little hotel. Friendly staff, nice rooms, great breakfast. "
United States
Beth
$76 nightly
The price is $85
Nov 26 - Nov 27
Total with taxes and fees
The Inn on Sheridan

Sonesta Simply Suites Chicago O'Hare Airport

2.0 star property
Schiller Park
8.4 out of 10, Very Good, (2145)
"Nice clean basic rooms, staff was amazing! "
United States
Tandreia
$81 nightly
The price is $92
Nov 26 - Nov 27
Total with taxes and fees
Sonesta Simply Suites Chicago O'Hare Airport

STAY

2.0 star property
West Town
8.0 out of 10, Very Good, (174)
"So incredibly clean, comfy bed, great shower and facilities. "
United States
Braden
$73 nightly
The price is $81
Nov 27 - Nov 28
Total with taxes and fees
STAY

The Villa Toscana

2.5 star property
Lakeview
7.8 out of 10, Good, (620)
"We "
United States
Brian
$74 nightly
The price is $79
Nov 30 - Dec 1
Total with taxes and fees
The Villa Toscana

4BR Corporate Suite Central and Modern

2.0 star property
Near North Side
10.0 out of 10, Exceptional, (8)
"We loved at our stay at this property. It was one of the best stays we have had on vacation."
United States
Javeria
$1,110 nightly
The price is $1,304
Nov 30 - Dec 1
Total with taxes and fees
4BR Corporate Suite Central and Modern

Hampton Inn & Suites Chicago-North Shore/Skokie

3.0 star property
Skokie
9.2 out of 10, Wonderful, (1018)
"The staff was very welcoming and great breakfast. "
United States
Catherine
$111 nightly
The price is $127
Dec 1 - Dec 2
Total with taxes and fees
Hampton Inn & Suites Chicago-North Shore/Skokie

Chicago Avenue Inn

2.0 star property
Humboldt Park
7.0 out of 10, Good, (98)
"It was a great experience "
United States
Joseph
$105 nightly
The price is $120
Dec 1 - Dec 2
Total with taxes and fees
Chicago Avenue Inn
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.

Find out more about Highland Park

Discover top Highland Park attractions

Highland Park, Illinois, offers a delightful blend of culture, nature, and family-friendly activities that are perfect for travelers. Start your adventure at the Ravinia Festival, an iconic outdoor music venue that hosts an impressive lineup of concerts during the summer months—imagine picnicking on the lawn while enjoying world-class performances. For a taste of the great outdoors, visit the stunning Rosewood Beach, where your family can enjoy swimming, sunbathing, and scenic walks along Lake Michigan. The Chicago Botanic Garden is another must-see, featuring 385 acres of beautifully curated landscapes and seasonal blooms that provide a tranquil escape for nature lovers. Don’t miss the opportunity to explore the Highland Park Historical Society and learn about the city’s rich heritage, or take a stroll through downtown Highland Park, filled with boutique shopping, quaint cafes, and art galleries. For accommodations, consider the hotels in the vibrant downtown area, which offer modern amenities and easy access to these attractions—perfect for unwinding after a day of exploration. With attentive guest service and comfortable surroundings, you’ll find that Highland Park not only meets but exceeds your expectations for a memorable family getaway.

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Most booked related extended stays in Highland Park in 2025

Frequently asked questions

Why book an extended stay hotel in Highland Park through Expedia?
Reserve your extended stay hotel in Highland Park through Expedia and get access to the best properties at the lowest prices around. In addition to our exclusive offers and reward programs, we make finding the perfect long-term stay a piece of cake. Use our handy filter tool to search for properties based on location, family-friendly amenities, price range and more. Some long-term rentals may offer discounted weekly rates so you have money left over for the fun stuff. Often equipped with essential amenities like a dining area and refrigerator, your next extended stay in Highland Park is just a few clicks away!
What can I expect from an extended stay hotel?
Save a bundle while enjoying the comforts of home with an extended stay hotel in Highland Park. Whether you're looking for something small for yourself or a spacious apartment that'll fit your traveling companions too, these types of properties have amenities that'll make you feel at home. In addition to standard offerings like a pool and a bar, many extended stay hotels have kitchens and a place to do laundry. This means you can cook your own meals and wash your own clothes, letting you keep some extra cash in your wallet. Special weekly rates will help you make the most out of your travel budget.

Top Highland Park Hotel Reviews

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