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Search Resorts in Highwood

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Check prices for these dates

Next weekend
14 Mar - 16 Mar
In two weeks
21 Mar - 23 Mar
In one month
4 Apr - 6 Apr
In two months
2 May - 4 May

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, (3852)
"This hotel is beautiful. Staff were nice & friendly helped me check in & out at a promptly time. Many lounge area to relax at. Even have a coffee room. I would definitely recommend 10/10. I’m visiting Chicago in 3months & definitely will be staying here again !"
The price is AED 300
AED 352 total
includes taxes & fees
23 Mar - 24 Mar
River Hotel
L7 Chicago by LOTTE
Exterior

L7 Chicago by LOTTE

4.5 star property
9.6 out of 10, Exceptional, (1765)
"Great stay from check in to check out. Very nice, smaller hotel in very convenient location. Super friendly staff with a shout out to Ebony, Thomas, Jovan and Devin who always had a smile and a warm greeting each time we walked in. Rooms were spacious, well-appointed and clean. Very comfortable beds, too. First stay here but will not be the last!"
The price is AED 602
AED 707 total
includes taxes & fees
6 Mar - 7 Mar
L7 Chicago by LOTTE
Congress Plaza Hotel
Aerial view

Congress Plaza Hotel

3.5 star property
7.8 out of 10, Good, (8576)
"I"
The price is AED 438
AED 514 total
includes taxes & fees
9 Mar - 10 Mar
Congress Plaza Hotel
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, (3021)
"Excellent customer service, location!!! Rooms are comfortable and spacious. Had a minor incident but staff took care of it immediately. Highly recommended when you visit the great city of Chicago 🤩❤️"
The price is AED 376
AED 442 total
includes taxes & fees
6 Mar - 7 Mar
Hilton Garden Inn Chicago Downtown/Magnificent Mile
Hilton Chicago
Exterior

Hilton Chicago

4.0 star property
8.4 out of 10, Very Good, (1668)
"I appreciated the obvious presence of foyer and lobby staff. Busy atmosphere without chaos! "
The price is AED 643
AED 863 total
includes taxes & fees
3 Apr - 4 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, (1821)
"The hotel is very clean smells good. Staff services is excellent. The only thing I don’t like is the parking fee is very expensive. It is $62 per day. I suggest it should lower to $30 per day. "
The price is AED 335
AED 393 total
includes taxes & fees
10 Mar - 11 Mar
DoubleTree by Hilton Chicago - Magnificent Mile
citizenM Chicago Downtown
Terrace/patio

citizenM Chicago Downtown

4.0 star property
9.2 out of 10, Wonderful, (2743)
"Great location can walk anywhere."
The price is AED 360
AED 423 total
includes taxes & fees
23 Mar - 24 Mar
citizenM Chicago Downtown
Club Quarters Hotel, Central Loop, Chicago
Suite, 1 Queen Bed, Kitchenette | Premium bedding, in-room safe, desk, laptop workspace

Club Quarters Hotel, Central Loop, Chicago

4.0 star property
8.6 out of 10, Excellent, (3401)
"Staff was very nice and accommodating. Room was clean and well maintained. We have decided this will be our go to hotel when we want to spend the night in the city. We didn’t bring our dog but it is a plus that we have that option when staying here, also. "
The price is AED 299
AED 352 total
includes taxes & fees
23 Mar - 24 Mar
Club Quarters Hotel, Central Loop, Chicago
Hotel Riu Plaza Chicago
Front of property

Hotel Riu Plaza Chicago

4.0 star property
9.4 out of 10, Exceptional, (1518)
"Great experience!!!!"
The price is AED 437
AED 617 total
includes taxes & fees
11 Mar - 12 Mar
Hotel Riu Plaza Chicago
Hyatt Regency Chicago
Exterior

Hyatt Regency Chicago

4.0 star property
9.2 out of 10, Wonderful, (3207)
"Beautiful hotel"
The price is AED 580
AED 789 total
includes taxes & fees
22 Mar - 23 Mar
Hyatt Regency Chicago
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, (3668)
"Great place"
The price is AED 437
AED 513 total
includes taxes & fees
11 Mar - 12 Mar
Embassy Suites by Hilton Chicago Downtown River North
Swissotel - Chicago
Front of property - evening/night

Swissotel - Chicago

4.5 star property
8.8 out of 10, Excellent, (1948)
"Great location and easy parking option/available. Clean and quiet. Great breakfast at Palm/restaurant as well. "
The price is AED 609
AED 822 total
includes taxes & fees
9 Mar - 10 Mar
Swissotel - Chicago
Eurostars Magnificent Mile
Lobby lounge

Eurostars Magnificent Mile

4.0 star property
8.8 out of 10, Excellent, (2899)
"Nice hotel. Great location. "
The price is AED 423
AED 497 total
includes taxes & fees
2 Apr - 3 Apr
Eurostars Magnificent Mile
Palmer House a Hilton Hotel
Meeting facility

Palmer House a Hilton Hotel

4.0 star property
8.4 out of 10, Very Good, (1655)
"Always a lovely stay here."
The price is AED 606
AED 803 total
includes taxes & fees
21 Mar - 22 Mar
Palmer House a Hilton Hotel
Aloft Chicago Mag Mile
Cocktail bar

Aloft Chicago Mag Mile

3.0 star property
8.6 out of 10, Excellent, (2636)
"Love it"
The price is AED 320
AED 375 total
includes taxes & fees
9 Mar - 10 Mar
Aloft Chicago Mag Mile
Fairmont Chicago at Millennium Park
Front of property - evening/night

Fairmont Chicago at Millennium Park

4.5 star property
8.6 out of 10, Excellent, (1645)
"Excellent staff. So helpful & friendly! "
The price is AED 658
AED 880 total
includes taxes & fees
9 Mar - 10 Mar
Fairmont Chicago at Millennium Park
Warwick Allerton - Chicago
Front of property

Warwick Allerton - Chicago

4.0 star property
8.0 out of 10, Very Good, (2851)
"Very friendly and convenient for my business convention I attended. "
The price is AED 259
AED 395 total
includes taxes & fees
9 Mar - 10 Mar
Warwick Allerton - Chicago
Crowne Plaza Chicago West Loop by IHG
American cuisine

Crowne Plaza Chicago West Loop by IHG

3.5 star property
8.6 out of 10, Excellent, (1004)
"You was the best hotel and really fast service too great house keeping too I really enjoy staying there great meal too enjoy it all just only thing is need a closed in smoking area for guest to block the wind off on side on the front building that just about it other wise it was a great place to stay and enjoy the bed more got great good two night sleep Thank you so much Lenn J Tupper."
The price is AED 327
AED 384 total
includes taxes & fees
9 Mar - 10 Mar
Crowne Plaza Chicago West Loop by IHG
Club Quarters Hotel Wacker at Michigan, Chicago
Lobby sitting area

Club Quarters Hotel Wacker at Michigan, Chicago

4.0 star property
8.6 out of 10, Excellent, (1730)
"I definitely would come back."
The price is AED 300
AED 352 total
includes taxes & fees
23 Mar - 24 Mar
Club Quarters Hotel Wacker at Michigan, 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, (1495)
"Fair price for room, clean, quiet"
The price is AED 291
AED 437 total
includes taxes & fees
6 Mar - 7 Mar
Hotel Felix River North/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

Great 3 bedroom rental unit near Logan Square
Fridge, microwave, oven, stovetop

Great 3 bedroom rental unit near Logan Square

9.6 out of 10, Exceptional, (24)
"The property listing was exactly as described. Very clean and quite spacious. We arrived at 530 pm and found adequate street parking. The beds were comfortable, the kitchen was stocked with key necessities and the bathrooms provided plenty of towels and basic toiletries. Our host was responsive with any concerns too. I would definitely recommend this property!"
Great 3 bedroom rental unit near Logan Square
Charming Wrigleyville Home Close to the Cubs!
Interior

Charming Wrigleyville Home Close to the Cubs!

9.4 out of 10, Exceptional, (16)
"Great walkable location with easy access to everything. We appreciated the parking passes so much. Brian has a very nice set up eith ever3you need for a great weekend getaway. "
Charming Wrigleyville Home Close to the Cubs!
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, (44)
"Just as described and fit our needs perfectly. Super clean"
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 39 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 Trinity International University.
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.