Photo by Tara Jabbari

Search Cottages in Highwood

  • Plan, book, stay with confidence

    • bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    Sign in
    today icon
    Change your mind
    Book hotels with free cancellation

Check prices for these dates

Next weekend
11 Apr - 13 Apr
In two weeks
18 Apr - 20 Apr
In one month
2 May - 4 May
In two months
30 May - 1 Jun

Compare 11 Cottages in Highwood with updated reviews, rates, and availability.

Hilton Chicago/Magnificent Mile Suites
Exterior

Hilton Chicago/Magnificent Mile Suites

3.5 star property
8.8 out of 10, Excellent, (2111)
"The staff were nice and assisted with our family stay needs"
The price is AED 434
AED 509 total
includes taxes & fees
21 Apr - 22 Apr
Hilton Chicago/Magnificent Mile Suites
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, (3850)
"Great location, clean, and everyone was friendly"
The price is AED 515
AED 605 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, (1022)
"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 AED 338
AED 397 total
includes taxes & fees
20 Apr - 21 Apr
Crowne Plaza Chicago West Loop by IHG
River Hotel
View from property

River Hotel

4.0 star property
8.8 out of 10, Excellent, (4023)
"I definitely recommend it "
The price is AED 362
AED 425 total
includes taxes & fees
20 Apr - 21 Apr
River Hotel
Swissotel - Chicago
Front of property - evening/night

Swissotel - Chicago

4.5 star property
8.8 out of 10, Excellent, (2041)
"I like to stay in hotel. Everything is in one place: conference, working groups, accommodation. It was little bit noisy outside in the evening time. Looks like there is constraction nearby. "
The price is AED 573
AED 780 total
includes taxes & fees
10 Apr - 11 Apr
Swissotel - Chicago
L7 Chicago by LOTTE
Exterior

L7 Chicago by LOTTE

4.5 star property
9.6 out of 10, Exceptional, (2035)
"V"
The price is AED 559
AED 656 total
includes taxes & fees
20 Apr - 21 Apr
L7 Chicago by LOTTE
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, (1624)
"Great location near the theater area. Quiet and clean. "
The price is AED 526
AED 735 total
includes taxes & fees
20 Apr - 21 Apr
The Allegro Royal Sonesta Hotel Chicago Loop
citizenM Chicago Downtown
Terrace/patio

citizenM Chicago Downtown

4.0 star property
9.2 out of 10, Wonderful, (2887)
"Stay was amazing. Went for my fiancés 34th birthday. "
The price is AED 426
AED 501 total
includes taxes & fees
7 Apr - 8 Apr
citizenM Chicago Downtown
Congress Plaza Hotel
Aerial view

Congress Plaza Hotel

3.5 star property
7.8 out of 10, Good, (8654)
"Property is a little outdated, but overall in great condition. "
The price is AED 394
AED 463 total
includes taxes & fees
7 Apr - 8 Apr
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, (3181)
"Nice for families "
The price is AED 393
AED 462 total
includes taxes & fees
20 Apr - 21 Apr
Hilton Garden Inn Chicago Downtown/Magnificent Mile
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 AED 379
AED 445 total
includes taxes & fees
13 Apr - 14 Apr
DoubleTree by Hilton Chicago - Magnificent Mile
The Royal Sonesta Chicago River North
Terrace/patio

The Royal Sonesta Chicago River North

4.5 star property
9.0 out of 10, Wonderful, (1651)
"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 AED 493
AED 696 total
includes taxes & fees
20 Apr - 21 Apr
The Royal Sonesta Chicago River North
Hotel Riu Plaza Chicago
Front of property

Hotel Riu Plaza Chicago

4.0 star property
9.4 out of 10, Exceptional, (1681)
"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 AED 459
AED 642 total
includes taxes & fees
13 Apr - 14 Apr
Hotel Riu Plaza Chicago
Freehand Chicago
Cocktail bar

Freehand Chicago

4.0 star property
8.0 out of 10, Very Good, (1711)
"Everything from arranging parking, to checking in was convenient and easy. The whole place was very clean and had a very nice atmosphere. Will definitely be staying again next time I visit that part of Chicago."
The price is AED 313
AED 433 total
includes taxes & fees
13 Apr - 14 Apr
Freehand 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, (1560)
"Check in was easy and staff was great! Room was a bit small, but clean and comfortable. Very quiet through the night, which was awesome! Easy walking distance to many great restaurants!"
The price is AED 317
AED 468 total
includes taxes & fees
13 Apr - 14 Apr
Hotel Felix River North/Magnificent Mile
Eurostars Magnificent Mile
Lobby lounge

Eurostars Magnificent Mile

4.0 star property
8.8 out of 10, Excellent, (2949)
"Great location and a nice hotel. Friendly staff. Would recommend "
The price is AED 470
AED 552 total
includes taxes & fees
7 Apr - 8 Apr
Eurostars 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 AED 387
AED 454 total
includes taxes & fees
13 Apr - 14 Apr
Hampton Inn & Suites 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, (3400)
"This is a wonderful place!! I recommend it to everyone!)"
The price is AED 382
AED 448 total
includes taxes & fees
20 Apr - 21 Apr
Club Quarters Hotel, Central Loop, Chicago
Hilton Chicago
Exterior

Hilton Chicago

4.0 star property
8.4 out of 10, Very Good, (1758)
"Had great two days stay"
The price is AED 643
AED 863 total
includes taxes & fees
20 Apr - 21 Apr
Hilton Chicago
Embassy Suites by Hilton Chicago Downtown Magnificent Mile
Exterior

Embassy Suites by Hilton Chicago Downtown Magnificent Mile

4.0 star property
8.2 out of 10, Very Good, (2651)
"Great stay always at an Embassy suites. This place was busy lots of families. Some of the kids were loud until after midnight but that isnt the hotels fault. We had requested extra towels since we were traveling with 6 people and they never came. I should have know better and picked them up at the desk at check in."
The price is AED 526
AED 617 total
includes taxes & fees
21 Apr - 22 Apr
Embassy Suites by Hilton Chicago Downtown 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.
Don't see what you're looking for?
See all available properties in Highwood
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Other property types in Highwood

2-bedroom apartment just 2 minutes drive to Wrigley Field
Exterior

2-bedroom apartment just 2 minutes drive to Wrigley Field

2.0 star property
9.6 out of 10, Exceptional, (8)
"The property is very quiet, clean, well appointed, and is in a great location. It’s only a 3 minute walk to the Brown Line which easily gets you downtown in half an hour and not worry about parking. I did notice the absence of a microwave which would have been an added convenience. Overall, it suited my needs perfectly and will consider it again if I get back to Chicago."
The price is AED 327
AED 920 total
includes taxes & fees
7 Apr - 8 Apr
2-bedroom apartment just 2 minutes drive to Wrigley Field
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 AED 235
AED 806 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)
"Clean. Quiet. Comfortable. As advertised. "
The price is AED 400
AED 716 total
includes taxes & fees
7 Apr - 8 Apr
Master qtr close to nature & easy urban facilities
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.