
Boulder Hill Vacation Packages
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Top Boulder Hill Vacation Deals
Price found within the past 48 hours. Click for updated prices.


Virgin Hotels Chicago
Downtown Chicago
Save 100% on your flight
per person
Sep 4 - Sep 9
found 1 day ago
Roundtrip non-stop flight included
Hamilton (YHM) to Chicago (ORD)
9.2/10 Wonderful! (1,334 reviews)
I loved the location of the property, and the overall concept of something fun and funky, but I had a "higher end" room, and it was right near the elevator, so I got a lot of noise on that side, plus the El from the other side. The rug wasn't super clean (although the bedding and the rest of the room were a delight). The most annoying thing was the TV. Anything I turned it to, 10 minutes later to the minute, it went back to the Virgin channel #1, here are all our hotels in the world. I really hated having to stay on top of a show, when usually I want the tv on as background while I'm getting ready, etc. Also, this hotel's amenities were oversold, i.e., good luck getting on the rooftop, especially if you just wanted a quiet sip of a drink. I loved the cafe and the staff, though, everyone was very pleasant.
Reviewed on Jul. 15, 2025

Trump International Hotel & Tower Chicago
Downtown Chicago
Save 100% on your flight
per person
Sep 4 - Sep 9
found 1 day ago
Roundtrip non-stop flight included
Hamilton (YHM) to Chicago (ORD)
9.4/10 Exceptional! (1,635 reviews)
Excellent stay - outstanding Director of Rooms and valet staff made my daughters wedding an amazing experience - just outstanding !!
Reviewed on Jul. 16, 2025


Pendry Chicago
Downtown Chicago
Save 100% on your flight
per person
Sep 23 - Sep 26
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.4/10 Exceptional! (1,006 reviews)
This hotel is designed well and has a great little bar downstairs along with a nice restaurant/cafe adjacent to the property. The front desk girls are mostly helpful specifically Muriel who made my stay extremely comfortable and gave me tons of recs on eats, etc. I was so thankful to have her around!
I had AC issues with a crazy rattling noise in my first room and was upgraded to another nicer room my last night there. Neither of the beds were very comfortable - I think adding a pillow top would be helpful! The rooms are cute though!
Reviewed on Jul. 14, 2025
Boulder Hill Hotel Deals

DoubleTree by Hilton Lisle Naperville
3003 Corporate West Dr, Naperville, IL
Fully refundableReserve now, pay when you stay
The price is CA $114 per night from Jul 27 to Jul 28
CA $114
CA $127 total
Jul 27 - Jul 28
includes taxes & fees
7.8/10 Good! (1,021 reviews)
"Location, comfort of room"
Reviewed on Jul. 12, 2025

SureStay Plus Hotel by Best Western Chicago Lombard
222 E 22nd Street, Lombard, IL
Fully refundableReserve now, pay when you stay
The price is CA $154 per night from Aug 5 to Aug 6
CA $154
CA $171 total
Aug 5 - Aug 6
includes taxes & fees
8.8/10 Excellent! (2,114 reviews)
Chicago Trip in June
"This was a decent stay in a comfortable room in an area that I felt safe in. The breakfast was decent every morning and it was never too crowded or missing any food items. The only complaint I have is the lighting in the room itself. Everything was on sensor lights so anytime I made a move or to ..."
Reviewed on Jul. 15, 2025

Motel 6 Naperville, IL
1585 Naperville Wheaton Road, Naperville, IL
Fully refundableReserve now, pay when you stay
The price is CA $78 per night from Aug 11 to Aug 12
CA $78
CA $87 total
Aug 11 - Aug 12
includes taxes & fees
7.8/10 Good! (1,020 reviews)
"Got a good deal on this room. I was weary based on the looks outside but was pleasantly surprised inside. None of the rooms have microwaves or refrigerators but that didn’t bother me. Safe was friendly and check in was quick. There was a ring type security camera outside the front door for safety. ..."
Reviewed on Jul. 14, 2025
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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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.