Cambridge Holidays

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Cambridge Flight & Hotel Packages

Price found within the past 48 hours. Click for updated prices.
Grand Royal Hotel O'Hare - Chicago

Grand Royal Hotel O'Hare - Chicago

3.5 out of 5
Price was S$907, price is now S$691 per person
S$691
per person
28 Mar - 4 Apr
found 24 hours ago
Return direct flight included
Syracuse (SYR) to Chicago (ORD)
5.8/10 (215 reviews)
Friendly front desk, easy and convenient for my overnight layover in Chicago

Reviewed on 7 Nov, 2025

Hilton Chicago O'Hare Airport

Hilton Chicago O'Hare Airport

4 out of 5
O'Hare
Save 100% on your flight
Price was S$2,021, price is now S$1,404 per person
S$1,404
per person
28 Mar - 4 Apr
found 24 hours ago
Return direct flight included
Syracuse (SYR) to Chicago (ORD)
8.2/10 Very Good! (2,158 reviews)
Great stay fir early flights

Reviewed on 8 Jan, 2026

Hilton Rosemont Chicago O'Hare

Hilton Rosemont Chicago O'Hare

3.5 out of 5
Price was S$1,516, price is now S$1,165 per person
S$1,165
per person
28 Mar - 4 Apr
found 24 hours ago
Return direct flight included
Syracuse (SYR) to Chicago (ORD)
8.4/10 Very Good! (1,000 reviews)
The room and staff were extremely friendly, but I specifically requested a room with a bath so I could soak my leg after a surgery. There was absolutely no water pressure when it came to the bath and the drain wouldn't close all the way. For how much I paid I feel like I should have been able to take a bath

Reviewed on 8 Dec, 2025

DoubleTree by Hilton Chicago - Oak Brook

DoubleTree by Hilton Chicago - Oak Brook

4 out of 5
Price was S$1,245, price is now S$957 per person
S$957
per person
28 Mar - 4 Apr
found 24 hours ago
Return direct flight included
Syracuse (SYR) to Chicago (ORD)
6.8/10 (1,000 reviews)
Hotel is old and showing its age. Rooms are old too. Few amenities etc.

Reviewed on 6 Jan, 2026

Motel Edgebrook Chicago North Shore by OYO

Motel Edgebrook Chicago North Shore by OYO

2 out of 5
Forest Glen
Price was S$984, price is now S$757 per person
S$757
per person
28 Mar - 4 Apr
found 24 hours ago
Return direct flight included
Syracuse (SYR) to Chicago (ORD)
6.2/10 (365 reviews)
dated, lamp shade missing, overall dumpy place

Reviewed on 19 Dec, 2025

Top hotels in Cambridge

Cambridge Inn on Main

Cambridge Inn on Main

2 out of 5
117 W Main St Cambridge WI
Fully refundableReserve now, pay when you stay
The price is S$170 per night from 13 Jan to 14 Jan
S$170
13 Jan - 14 Jan
includes taxes & fees
9.6/10 Exceptional! (61 reviews)
Clean an comfortable and reasonable

Reviewed on 12 Dec, 2025

Cambridge Inn on Main
The Madison Concourse Hotel and Governor's Club

The Madison Concourse Hotel and Governor's Club

3.5 out of 5
1 W Dayton St Madison WI
Fully refundableReserve now, pay when you stay
9.4/10 Exceptional! (3,426 reviews)
Staff was amazing. It was very clean and had all the amenities that we needed.

Reviewed on 6 Jan, 2026

Get rates
The Madison Concourse Hotel and Governor's Club
DoubleTree by Hilton Madison East

DoubleTree by Hilton Madison East

4 out of 5
4402 E Washington Ave Madison WI
Fully refundableReserve now, pay when you stay
The price is S$157 per night from 12 Jan to 13 Jan
S$157
12 Jan - 13 Jan
includes taxes & fees
9.2/10 Wonderful! (1,004 reviews)
Friendly service at the front desk and bar/restaurant. Food was very good. Room was quiet and very clean. Great location close to MSN airport.

Reviewed on 4 Jan, 2026

DoubleTree by Hilton Madison East
See all 464 properties in Cambridge
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.

Popular places to visit

Cambridge Winery

You can enjoy a tasting or tour at Cambridge Winery during your travels to Cambridge. Stroll along the area's lakeside or simply enjoy its cafes.

Cambridge Winery

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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. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.