Photo by Tara Jabbari

Search Resorts in Highwood

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Check prices for these dates

Next weekend
11 Rab. II - 13 Rab. II
In two weeks
18 Rab. II - 20 Rab. II
In one month
2 Jum. I - 4 Jum. I
In two months
30 Jum. I - 1 Jum. II

Compare 2 Resorts in Highwood with updated reviews, rates, and availability.

River Hotel
View from property

River Hotel

4.0 star property
8.8 out of 10, Excellent, (4019)
"I definitely recommend it "
The price is SAR 435
SAR 511 total
includes taxes & fees
20 Apr - 21 Apr
River Hotel
Embassy Suites by Hilton Chicago Downtown River North
Lobby

Embassy Suites by Hilton Chicago Downtown River North

4.0 star property
8.4 out of 10, Very Good, (3849)
"Great location, clean, and everyone was friendly"
The price is SAR 526
SAR 618 total
includes taxes & fees
20 Apr - 21 Apr
Embassy Suites by Hilton Chicago Downtown River North
Crowne Plaza Chicago West Loop by IHG
American cuisine

Crowne Plaza Chicago West Loop by IHG

3.5 star property
8.8 out of 10, Excellent, (1020)
"The property is awesome! The only issue is I have severe allergies and I can tell that there was an animal in the room prior to me. "
The price is SAR 345
SAR 405 total
includes taxes & fees
20 Apr - 21 Apr
Crowne Plaza Chicago West Loop by IHG
Hilton Chicago/Magnificent Mile Suites
Exterior

Hilton Chicago/Magnificent Mile Suites

3.5 star property
8.8 out of 10, Excellent, (2107)
"The staff were nice and assisted with our family stay needs"
The price is SAR 443
SAR 521 total
includes taxes & fees
21 Apr - 22 Apr
Hilton Chicago/Magnificent Mile Suites
L7 Chicago by LOTTE
Exterior

L7 Chicago by LOTTE

4.5 star property
9.6 out of 10, Exceptional, (2035)
"V"
The price is SAR 556
SAR 652 total
includes taxes & fees
6 Apr - 7 Apr
L7 Chicago by LOTTE
Swissotel - Chicago
Front of property - evening/night

Swissotel - Chicago

4.5 star property
8.8 out of 10, Excellent, (2039)
"Lovely view and clean room. Room was next to the elevator so a bit noisy…luck of the draw, I suppose. However the bedding felt of lower quality than the last time I stayed there. And he rooms felt a little dated compared to other hotels of this quality. Overall, a nice stay in a good hotel."
The price is SAR 646
SAR 868 total
includes taxes & fees
15 Apr - 16 Apr
Swissotel - Chicago
citizenM Chicago Downtown
Terrace/patio

citizenM Chicago Downtown

4.0 star property
9.2 out of 10, Wonderful, (2884)
"Stay was amazing. Went for my fiancés 34th birthday. "
The price is SAR 436
SAR 511 total
includes taxes & fees
7 Apr - 8 Apr
citizenM Chicago Downtown
The Allegro Royal Sonesta Hotel Chicago Loop
Exterior

The Allegro Royal Sonesta Hotel Chicago Loop

4.0 star property
8.8 out of 10, Excellent, (1622)
"Great location near the theater area. Quiet and clean. "
The price is SAR 503
SAR 711 total
includes taxes & fees
13 Apr - 14 Apr
The Allegro Royal Sonesta Hotel Chicago Loop
Hilton Garden Inn Chicago Downtown/Magnificent Mile
Exterior

Hilton Garden Inn Chicago Downtown/Magnificent Mile

3.0 star property
8.4 out of 10, Very Good, (3178)
"Nice for families "
The price is SAR 402
SAR 472 total
includes taxes & fees
20 Apr - 21 Apr
Hilton Garden Inn Chicago Downtown/Magnificent Mile
Congress Plaza Hotel
Aerial view

Congress Plaza Hotel

3.5 star property
7.8 out of 10, Good, (8651)
"Property is a little outdated, but overall in great condition. "
The price is SAR 469
SAR 551 total
includes taxes & fees
6 Apr - 7 Apr
Congress Plaza Hotel
The Royal Sonesta Chicago River North
Terrace/patio

The Royal Sonesta Chicago River North

4.5 star property
9.0 out of 10, Wonderful, (1649)
"The staff went above and beyond to make me feel safe being in Chicago alone for the night. The staff did a great job explaining where to self park and what app to use for the best deal. The elevators were fast and breakfast at the restaurant was really good."
The price is SAR 503
SAR 711 total
includes taxes & fees
20 Apr - 21 Apr
The Royal Sonesta Chicago River North
Hilton Chicago
Exterior

Hilton Chicago

4.0 star property
8.4 out of 10, Very Good, (1756)
"Had great two days stay"
The price is SAR 657
SAR 882 total
includes taxes & fees
13 Apr - 14 Apr
Hilton Chicago
DoubleTree by Hilton Chicago - Magnificent Mile
Lobby

DoubleTree by Hilton Chicago - Magnificent Mile

4.0 star property
8.8 out of 10, Excellent, (1840)
"Me & my grandkids enjoyed the room. They loved the view especially in the daylight! We came for the pool but it was closed. Staff was very accommodating & friendly."
The price is SAR 387
SAR 455 total
includes taxes & fees
13 Apr - 14 Apr
DoubleTree by Hilton Chicago - Magnificent Mile
Hampton Inn & Suites Chicago Downtown
Lobby

Hampton Inn & Suites Chicago Downtown

3.0 star property
9.2 out of 10, Wonderful, (1172)
"Quite, comfortable room and beds. Good hot breakfast. Unfortunately waiting for elevators was long and out of three elevators only two were in service. Fitness room should have more exercise equipment. "
The price is SAR 396
SAR 464 total
includes taxes & fees
20 Apr - 21 Apr
Hampton Inn & Suites Chicago Downtown
Hotel Riu Plaza Chicago
Front of property

Hotel Riu Plaza Chicago

4.0 star property
9.4 out of 10, Exceptional, (1678)
"Location is perfect, staff friendly and accommodating, breakfast is delicious. It’s not luxury, but neither is the price. It’s a terrific hotel for a budget conscious visit to Chi Town. We would stay again!!"
The price is SAR 469
SAR 656 total
includes taxes & fees
8 Apr - 9 Apr
Hotel Riu Plaza Chicago
Hotel Felix River North/Magnificent Mile
Lobby sitting area

Hotel Felix River North/Magnificent Mile

4.0 star property
8.0 out of 10, Very Good, (1559)
"Excellent value for the money. Friendly and attentive staff. Well appointed rooms. Will definitely return the next time I’m in Chicago "
The price is SAR 324
SAR 478 total
includes taxes & fees
13 Apr - 14 Apr
Hotel Felix River North/Magnificent Mile
The Royal Sonesta Chicago Downtown
Exterior

The Royal Sonesta Chicago Downtown

4.0 star property
9.2 out of 10, Wonderful, (2546)
"Fabulous all around"
The price is SAR 638
SAR 869 total
includes taxes & fees
21 Apr - 22 Apr
The Royal Sonesta Chicago Downtown
Eurostars Magnificent Mile
Lobby lounge

Eurostars Magnificent Mile

4.0 star property
8.8 out of 10, Excellent, (2946)
"Great location and a nice hotel. Friendly staff. Would recommend "
The price is SAR 480
SAR 564 total
includes taxes & fees
6 Apr - 7 Apr
Eurostars Magnificent Mile
Freehand Chicago
Cocktail bar

Freehand Chicago

4.0 star property
8.0 out of 10, Very Good, (1709)
"Staff is friendly and extremely helpful, if you're traveling on business the wifi here is literally the best in town bar none. However if you get a cheap room expect a tiny as heck room. Also ventilation is not great so open the window after you shower or your room is gonna smell bad "
The price is SAR 320
SAR 442 total
includes taxes & fees
14 Apr - 15 Apr
Freehand Chicago
The Chicago Hotel Collection - Magnificent Mile
Restaurant

The Chicago Hotel Collection - Magnificent Mile

4.0 star property
7.4 out of 10, Good, (1013)
"Very quite, inexpensive, clean hotel! "
The price is SAR 157
SAR 438 total
includes taxes & fees
7 Apr - 8 Apr
The Chicago Hotel Collection - Magnificent Mile
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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Other property types in Highwood

Bright Garden Studio
1 bedroom, desk, iron/ironing board, travel crib

Bright Garden Studio

9.0 out of 10, Wonderful, (20)
"clean & nice. "
The price is SAR 240
SAR 824 total
includes taxes & fees
7 Apr - 8 Apr
Bright Garden Studio
Master qtr close to nature & easy urban facilities
Exterior detail

Master qtr close to nature & easy urban facilities

9.8 out of 10, Exceptional, (50)
"As advertised. Excellent in every respect. "
The price is SAR 409
SAR 732 total
includes taxes & fees
7 Apr - 8 Apr
Master qtr close to nature & easy urban facilities
Chic, Cozy home, by Blue Line Train Stop + Free parking
Interior

Chic, Cozy home, by Blue Line Train Stop + Free parking

9.4 out of 10, Exceptional, (46)
"This property is very clean and very cozy. The location is great, except at night, I was able to hear the train and highway traffic. My husband wasn't bothered at all. We still liked it and suited our needs. The amenities were excellent. There's plenty of parking. "
Chic, Cozy home, by Blue Line Train Stop + Free parking
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.

Frequently asked questions

What can I expect from a resort vacation in Highwood?
You deserve some time off, and a resort is just the place to pamper yourself with the amenities and services you need for a relaxing trip to Highwood. One of the 49 comfortable resorts in the surrounding area could be just what you’re looking for, whether you’re hoping for a luxurious suite, blissful spa treatments, or nightly entertainment options.
What's a top resort in Highwood?
Our top-rated resorts near Highwood: Great Wolf Lodge Illinois - Family-friendly resort. 13.9 mi (22.4 km) from Highwood. Features 5 restaurants, 6 indoor pools, and 2 bars. Lincolnshire Marriott Resort - Golf resort. 5.8 mi (9.4 km) from Highwood. Has 2 restaurants, 2 bars, and a golf course.
What can I do in Highwood?
Six Flags Great America offers fun for the whole family, while Naval Base Great Lakes is one of the most popular places to visit nearby. Other attractions in the area include Lake Forest College and Ravinia Pavilion.
What's the weather like in Highwood?
The hottest months are usually July and August with an average temp of 69°F, while the coldest months are January and February with an average of 30°F. Average annual precipitation for Highwood is 47 inches.
What's the best way to get to and around Highwood?
Fly into Chicago, IL (PWK-Chicago Executive), which is located 7.6 mi (12.3 km) away from the city center. Otherwise, look for flights into Chicago O’Hare Intl. Airport (ORD), which is 16.6 mi (26.6 km) away. To explore the surrounding area, ride one of the trains from Highwood Station or Highland Park Fort Sheridan Station.