Hotels in Highwood

Free cancellation options if plans change

Earn rewards on every night you stay

Save more with Member Prices

Check prices for these dates

Next weekend
In two weeks

Where to stay in Highwood?

Hampton Inn Chicago North-Loyola Station
Hampton Inn Chicago North-Loyola Station
3.0 star property
Rogers Park
9.4 out of 10, Exceptional, (1,005 reviews)
  • cleanliness
    Steps from Loyola University Chicago with rooftop terrace and fitness center.
The price is $119
$140 total
includes taxes & fees
Mar 30 - Mar 31
Hampton Inn Chicago North-Loyola Station
Heart O' Chicago
Heart O' Chicago
2.0 star property
Edgewater
7.8 out of 10, Good, (1,000 reviews)
  • cleanliness
    Affordable Chicago hotel near Lake Michigan and Wrigley Field with free parking.
The price is $117
$137 total
includes taxes & fees
Mar 24 - Mar 25
Heart O' Chicago
Graduate by Hilton Evanston
Graduate by Hilton Evanston
4.0 star property
Downtown Evanston
9.0 out of 10, Wonderful, (1,000 reviews)
  • cleanliness
    Stay minutes from Northwestern University at this chic Evanston hotel with 24-hour fitness.
The price is $130
$149 total
includes taxes & fees
Mar 29 - Mar 30
Graduate by Hilton Evanston
Hyatt House Chicago/Evanston
Hyatt House Chicago/Evanston
3.5 star property
Downtown Evanston
9.0 out of 10, Wonderful, (1,000 reviews)
  • cleanliness
    Stylish lakeside stay near Northwestern with 24-hour fitness and bar/lounge access.
The price is $163
$187 total
includes taxes & fees
Mar 29 - Mar 30
Hyatt House Chicago/Evanston
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, (1,836 reviews)
  • cleanliness
    Effortlessly explore Chicago from this central Evanston hotel with spectacular city views.
The price is $104
$119 total
includes taxes & fees
Mar 29 - Mar 30
Holiday Inn Chicago North-Evanston by IHG
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, (1,003 reviews)
  • cleanliness
    Steps from Northwestern University and convenient transit options for city access.
The price is $118
$135 total
includes taxes & fees
Mar 29 - Mar 30
Hilton Garden Inn Chicago North Shore/Evanston
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, (1,003 reviews)
  • cleanliness
    Unwind at this North Shore hotel near Adagio Teas and Chicago entertainment.
The price is $111
$127 total
includes taxes & fees
Mar 29 - Mar 30
DoubleTree by Hilton Chicago - North Shore Conference Center
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, (1,030 reviews)
  • cleanliness
    Unwind near Northwestern with free perks, comfy rooms, and fitness options.
The price is $122
$140 total
includes taxes & fees
Mar 29 - Mar 30
Hampton Inn & Suites Chicago-North Shore/Skokie
Holiday Inn Express & Suites Chicago North Shore - Niles by IHG
Holiday Inn Express & Suites Chicago North Shore - Niles by IHG
2.5 star property
Niles
8.8 out of 10, Excellent, (1,004 reviews)
  • cleanliness
    Tranquil oasis near Chicago's north side, with free breakfast and convention access.
The price is $118
$133 total
includes taxes & fees
Apr 5 - Apr 6
Holiday Inn Express & Suites Chicago North Shore - Niles by IHG
Illinois Beach Hotel
Illinois Beach Hotel
2.0 star property
Zion
8.0 out of 10, Very Good, (505 reviews)
  • cleanliness
    Lakefront getaway with direct access to beach and historic charm awaits.
The price is $103
$115 total
includes taxes & fees
Apr 21 - Apr 22
Illinois Beach Hotel
Staybridge Suites Chicago - Glenview by IHG
Staybridge Suites Chicago - Glenview by IHG
3.0 star property
Glenview
8.8 out of 10, Excellent, (1,000 reviews)
  • cleanliness
    Stay near ORD airport with indoor pool, fitness center, and complimentary shuttle.
The price is $110
$124 total
includes taxes & fees
Mar 29 - Mar 30
Staybridge Suites Chicago - Glenview by IHG
SpringHill Suites Chicago O'Hare by Marriott
SpringHill Suites Chicago O'Hare by Marriott
3.0 star property
Norwood Park
8.6 out of 10, Excellent, (1,415 reviews)
  • cleanliness
    Enjoy a free airport shuttle and just minutes from O'Hare International Airport.
The price is $96
$113 total
includes taxes & fees
Mar 29 - Mar 30
SpringHill Suites Chicago O'Hare by Marriott
Renaissance Chicago O'Hare Suites Hotel
Renaissance Chicago O'Hare Suites Hotel
4.0 star property
O'Hare
8.6 out of 10, Excellent, (1,000 reviews)
  • cleanliness
    Conveniently located near O'Hare with a 24-hour free airport shuttle service.
The price is $120
$141 total
includes taxes & fees
Apr 5 - Apr 6
Renaissance Chicago O'Hare Suites Hotel
The Inn on Sheridan
The Inn on Sheridan
3.5 star property
Zion
9.0 out of 10, Wonderful, (1,002 reviews)
  • cleanliness
    Convenient Zion location with 24-hour fitness center and on-site dining options.
The price is $86
$96 total
includes taxes & fees
Apr 5 - Apr 6
The Inn on Sheridan
Holiday Inn Chicago North Shore by IHG
Holiday Inn Chicago North Shore by IHG
3.0 star property
Skokie
7.6 out of 10, Good, (1,481 reviews)
  • cleanliness
    Just steps from Chicago's Milwaukee Avenue with a pool to relax after exploring.
The price is $107
$122 total
includes taxes & fees
Mar 26 - Mar 27
Holiday Inn Chicago North Shore by IHG
Residence Inn By Marriott Chicago Deerfield
Residence Inn By Marriott Chicago Deerfield
3.0 star property
Deerfield
9.0 out of 10, Wonderful, (501 reviews)
  • cleanliness
    Serene Deerfield retreat with seasonal pool, just minutes from Lake Michigan.
The price is $129
$146 total
includes taxes & fees
Mar 27 - Mar 28
Residence Inn By Marriott Chicago Deerfield
Comfort Suites Chicago O'Hare Airport
Comfort Suites Chicago O'Hare Airport
3.0 star property
Schiller Park
8.0 out of 10, Very Good, (2,945 reviews)
  • cleanliness
    Convenient near O'Hare with 24-hour airport shuttle and fitness center.
The price is $78
$90 total
includes taxes & fees
Apr 1 - Apr 2
Comfort Suites Chicago O'Hare Airport
Hyatt Regency O'Hare Chicago
Hyatt Regency O'Hare Chicago
4.0 star property
Rosemont
8.8 out of 10, Excellent, (2,424 reviews)
  • cleanliness
    Convenient O'Hare airport hotel with free shuttle and nearby convention center access.
The price is $127
$144 total
includes taxes & fees
Mar 23 - Mar 24
Hyatt Regency O'Hare Chicago
Holiday Inn Express & Suites Zion by IHG
Holiday Inn Express & Suites Zion by IHG
2.5 star property
Zion
8.8 out of 10, Excellent, (192 reviews)
  • cleanliness
    Modern lakeside retreat with access to Chicago and fitness amenities.
The price is $70
$78 total
includes taxes & fees
Mar 29 - Mar 30
Holiday Inn Express & Suites Zion by IHG
Hampton Inn & Suites Rosemont Chicago O'Hare
Hampton Inn & Suites Rosemont Chicago O'Hare
2.5 star property
Rosemont
9.4 out of 10, Exceptional, (1,043 reviews)
  • cleanliness
    Convenient airport hotel near convention center with free shuttle service.
The price is $122
$139 total
includes taxes & fees
Apr 5 - Apr 6
Hampton Inn & Suites Rosemont Chicago O'Hare
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.

Learn more about Highwood

Around Highwood are top attractions including Naval Base Great Lakes and Six Flags Great America.

The most delicious cookies I have ever had, I'm sure you will agree!!
Photo by Tara Jabbari
Open Photo by Tara Jabbari

Check out reviews of Highwood hotels guests love

Frequently asked questions

What accommodations do travelers like in Highwood?
Can I book refundable accommodations in Highwood?
If you want the flexibility to change your travel plans to Highwood, most properties provide refundable* bookable rates. You can see these properties by searching our site and using the "fully refundable" filter to narrow down the results.
What will the weather in Highwood be like during my vacation?
July and August are typically the warmest months in Highwood when the average temp is 69°F. January and February are the coldest months when the average temperature is 30°F. June and May are the months with the most rain.
Why should I book my Highwood accommodation with Hotels.com?
There are lots of reasons to book your Highwood trip with us: our free cancellations on selected hotels gives you flexibility, and with One Key™, our rewards program, you will be able to earn and use OneKeyCash™* on all eligible bookings such as hotels, car rentals, flights, vacation rentals and more on Hotels.com, Expedia and Vrbo.