North Shore Vacations from $783
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Your North Shore Vacation
When a city escape is calling, answer it with a North Shore vacation package. With all your travel plans in order before you go, all you have to do here is concentrate on having a blast. Every trip to North Shore needs a well-designed itinerary. Fill yours with big-name attractions like McHenry County College, Three Oaks Recreation Area and Crystal Lake Park. Browse Expedia's wide range of travel options and start planning your ideal vacation to North Shore today.
The Latest North Shore vacation packages
Price found within the past 48 hours. Click for updated prices.
The Emily Hotel
Downtown Chicago
$783
per person
Nov 1 - Nov 5
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
9.2/10 Wonderful! (1,339 reviews)
Love staying at the Emily! Everyone is always so friendly and helpful and the loft style rooms are super comfortable and spacious. The neighborhood has the best food and coffee of every type within walking distance and many clubs as well including Garcia's and Broken Hearts.
Reviewed on Aug 31, 2026
Kimpton Gray Hotel by IHG
Downtown Chicago
$1,221
per person
Nov 3 - Nov 10
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
9.4/10 Exceptional! (1,000 reviews)
The room was very clean and spacious. Staff was very informative about what was accessible during our stay. I would definitely stay here again if I come back to visit Chicago.
Reviewed on Sep 1, 2026
Trump International Hotel & Tower Chicago
Downtown Chicago
$925
per person
Nov 1 - Nov 5
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
9.6/10 Exceptional! (2,003 reviews)
Pablo was amazing and he made my 50th birthday experience amazing . Thank you for the champagne and cake surprise . Super recommended .
Reviewed on Sep 1, 2026
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DoubleTree by Hilton Libertyville - Mundelein
510 E IL Route 83 Mundelein IL
Fully refundableReserve now, pay when you stay
$110 nightly
$122 total
Sep 13 - Sep 14
Total with taxes and fees
8.6/10 Excellent! (1,017 reviews)
"This place was great! Staff were super attentive and kind and my room was very clean and comfortable. Would definitely stay here again :)"
Reviewed on Sep 1, 2026
Best Western Plus Elgin - Chicago
2175 Marriott Dr West Dundee IL
Fully refundableReserve now, pay when you stay
$93 nightly
$104 total
Sep 20 - Sep 21
Total with taxes and fees
8.6/10 Excellent! (1,011 reviews)
"I was hesitant to stay with some of the past reviews. I went ahead and made the reservation based on how long ago most of the bad reviews occurred. I was very surprised how nice the hotel was. Breakfast was good, the workout area had several options. Overall, I was very happy with the room, the staff ..."
Reviewed on Aug 31, 2026
Hilton Garden Inn Hoffman Estates
2425 Barrington Road Hoffman Estates IL
Fully refundableReserve now, pay when you stay
$108 nightly
$122 total
Sep 8 - Sep 9
Total with taxes and fees
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.
Find the Best North Shore Vacation Packages
North Shore Essential Information
Language | English |
|---|---|
Currency | U.S dollars |
Closest Airport | O'Hare Intl. Airport (ORD) |
Top Sights | Main Beach, West Beach and Three Oaks Recreation Area |
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Frequently asked questions
How much does a North Shore vacation package cost?
You can grab a vacation package to this popular destination from $783 on Expedia. But how much your vacation 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?
You can typically find lower prices and greater availability in November, December and January. Browse our cheap North Shore vacation packages and you could score some excellent off-season deals.
How many days is enough for North Shore?
With a well-planned itinerary, you can easily tick off the top North Shore sights in a handful of days. But if you want to discover hidden spots or take day trips, consider booking your North Shore vacation 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 vacation as a package?
You can enjoy significant savings on your next North Shore escape by booking a customized vacation 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 vacation 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.
Does Expedia offer Book Now, Pay Later North Shore vacation packages?
Your North Shore break is meant to be a relaxing escape from your busy life, not a source of money-related stress. So to allow you that extra flexibility, we've partnered with online lender Affirm to bring you our Book Now, Pay Later vacations. Pick one of our vacation packages with payment plans and spread the total cost over 3, 6 or 12 months. Plus, there are no late payment fees or hidden costs to worry about.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
