North Shore Holidays

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North Shore Flight & Hotel Packages

Price found within the past 48 hours. Click for updated prices.
Eaglewood Resort and Spa

Eaglewood Resort and Spa

S$581
per person
2 Oct - 4 Oct
found 7 hours ago
Return flight included
New York (NYC) to Chicago (ORD)
8.8/10 Excellent! (1,249 reviews)
Stayed here for the nostalgia. My dad worked for Nordic Hills when I was a kid and I spent a lot of time there in the 70’s and 80’s. It has been significantly changed but not for the better. The cool octagonal indoor pool is gone, the outdoor pool is gone. There is a new indoor pool, which is decent. The lady who runs the little bowling alley is very nice. They really need to fix the bowling alley if they’re going to charge guests to use it. $30 per hour is a little expensive for electronics that doesn’t count the pins correctly. There aren’t enough sizes to use bowling shoes and the balls and lanes are very worn. Overall we had a fun time though. They should just include it in the price if they’re room honestly. The downstairs restaurant used to be awesome. Now it’s meh. Very limited menu of seemingly microwaved food. Bring back The Viking Room and the two-sided fireplace! We were charged $10 per car to park in the parking lot. Not sure why…Glad we went but they should have kept the stuff that made the place cool and unique back in the day. People seem to like the golf course.

Reviewed on 23 Aug, 2026

Staybridge Suites Chicago O'Hare - Rosemont by IHG

Staybridge Suites Chicago O'Hare - Rosemont by IHG

S$678
per person
2 Oct - 4 Oct
found 7 hours ago
Return flight included
New York (NYC) to Chicago (ORD)
9.2/10 Wonderful! (1,192 reviews)
Chicago Marriott Oak Brook

Chicago Marriott Oak Brook

S$637
per person
2 Oct - 4 Oct
found 7 hours ago
Return flight included
New York (NYC) to Chicago (ORD)
8.4/10 Very good! (1,001 reviews)
Holiday Inn Chicago O'Hare – Rosemont by IHG

Holiday Inn Chicago O'Hare – Rosemont by IHG

S$611
per person
2 Oct - 4 Oct
found 7 hours ago
Return flight included
New York (NYC) to Chicago (ORD)
9/10 Wonderful! (3,140 reviews)
The Hotel at Midtown

The Hotel at Midtown

Bucktown
S$972
per person
2 Oct - 4 Oct
found 7 hours ago
Return flight included
New York (NYC) to Chicago (ORD)
9/10 Wonderful! (905 reviews)
Pool

Reviewed on 23 Aug, 2026

Top hotels in North Shore

DoubleTree by Hilton Libertyville - Mundelein

DoubleTree by Hilton Libertyville - Mundelein

510 E IL Route 83 Mundelein IL
Fully refundableReserve now, pay when you stay
S$155
13 Sept - 14 Sept
includes taxes & fees
8.6/10 Excellent! (1,017 reviews)
"Hotel was nice staff was nice , would've rate higher but wasn't made aware of parking lot paving and construction around the building prior to my stay , overall always have a great experience but this particular stay was hindered by the mess in the lot and noise in the morning during the day from ..."

Reviewed on 23 Aug, 2026

DoubleTree by Hilton Libertyville - Mundelein
Hilton Garden Inn Hoffman Estates

Hilton Garden Inn Hoffman Estates

2425 Barrington Road Hoffman Estates IL
Fully refundableReserve now, pay when you stay
S$155
7 Sept - 8 Sept
includes taxes & fees
8.8/10 Excellent! (1,020 reviews)
"N/A"

Reviewed on 23 Aug, 2026

Hilton Garden Inn Hoffman Estates
Best Western Plus Elgin - Chicago

Best Western Plus Elgin - Chicago

2175 Marriott Dr West Dundee IL
Fully refundableReserve now, pay when you stay
S$124
30 Aug - 31 Aug
includes taxes & fees
8.6/10 Excellent! (1,022 reviews)
"Great place, stayed for 5 nights, breakfast goes fast."

Reviewed on 24 Aug, 2026

Best Western Plus Elgin - Chicago
See all 340 properties in North Shore
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

How much does a North Shore holiday package cost?
You can grab a holiday package to this popular destination from S$581 on Expedia. But how much your holiday to North Shore costs will depend on factors like the length of stay, season and hotel choice.
What are the cheapest months to go to North Shore?
January, February and March are great times to look for cheap North Shore holiday packages. Choosing to travel in less busy periods means you can usually find lower prices on flights and hotels.
How many days is enough for North Shore?
With a well-organised travel plan, you can easily tick off the main North Shore attractions in a handful of days. But if you want to explore off the beaten track or go on day tours, think about booking your North Shore holiday for longer.
How to find the best North Shore package deals?
Begin your search for a North Shore package deal by entering your preferred travel dates and destination under our "Packages" tab. Then add a few filters, like "Property type" and "Popular locations," to fine-tune the results to your exact style. You can also sort by "Package discount" and discover offers that come with unbeatable savings. If you don't find the ideal North Shore package deal straight away, just change your dates and search again. Bear in mind that deals are only available for a limited time, so book early and get your North Shore adventure off to a flying start.
Is it cheaper to book a North Shore holiday as a package?
You can enjoy significant savings on your next North Shore escape by booking a customised holiday package. Check the "Package" heading, then enter your travel dates and destination to see the best flight and hotel prices. Bundle everything into a neat package and you can save hundreds of dollars. Consider adding a rental car and you may score a better deal.
When to book a holiday package to North Shore?
Score incredible discounts by reserving your flights ahead of time with Expedia. If spontaneity is more your thing, take advantage of our last-minute deals for an impromptu North Shore escape.
How to plan a trip to North Shore?
  1. Choose when to travel: Check your schedule and pack your bags. Your preferred season and the available activities will also help you decide when to holiday in North Shore.
  2. Figure out your budget: Ensure you have enough money to cover everything from food and transportation to activities and airfares. Your hotel will probably be the biggest expense during your trip to North Shore.
  3. Determine how many days away: Start by compiling a list of the sights and activities you'd like to get to in North Shore. Then, estimate how long you'll need at each, along with any travel time.
  4. Bundle your bookings: With your travel dates in place, you can combine your car rental, hotels, flights and more into a personalised North Shore holiday package.

* 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.