Lake Forest Vacation Packages
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Your Lake Forest Vacation
Put together a custom vacation package to Lake Forest and prepare to experience this incredible city on your own terms. Think about spending some time in the neighborhood of Riverwoods, which is good for nature and lots more. Every trip to Lake Forest needs a well-crafted itinerary. Fill yours with big-name attractions like Lake Forest College, Marriott Theatre and Trinity International University. No matter your travel plans or the size of your budget, organizing a tailored Lake Forest vacation is a piece of cake with Expedia.
Top Lake Forest Vacation Deals
Price found within the past 48 hours. Click for updated prices.
Hotel Saint Clair- Magnificent Mile
Downtown Chicago
CA $896
per person
Oct 23 - Oct 26
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
8.4/10 Very good! (2,128 reviews)
The location could not be better--close to Michigan Avenue and the Red Line L--and the property is clean, quiet, and safe. The only thing that rankled were the elevators, for which one typically has to wait years for: ended up taking the stairs often, and I was staying on the 9th floor.
Reviewed on Aug 21, 2026
Hotel Riu Plaza Chicago
Downtown Chicago
CA $1,187
per person
Oct 23 - Oct 26
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.4/10 Exceptional! (4,907 reviews)
They charge a facilities fee which is about 20 bucks a night for the amenities. I generally don't have a problem with that as it includes breakfast. BUT, I was annoyed that in the hotel gym (which isn't bad), the bikes had some problems. It's a slight nitpick, admittedly, but that's what it is. The hotel is very close to transit and the LOOP which is the main area of Chicago. Staff were amazing and helpful, the breakfast was very filling. The gym has weights that go up to 20KG, which is pretty nice and they do have those gymbro slogans on the walls which is kind of fun.
Reviewed on Aug 22, 2026
Swissotel - Chicago
Downtown Chicago
CA $1,184
per person
Oct 23 - Oct 26
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9/10 Wonderful! (3,537 reviews)
Amazing stay! Perfect location. Staff were incredibly helpful and friendly. Will definitely stay again next time I’m in Chicago!
Reviewed on Aug 22, 2026
Ready to book your vacation to Lake Forest?
Lake Forest Hotel Deals
Hilton Chicago O'Hare Airport
O'Hare International Airport Chicago IL
Fully refundableReserve now, pay when you stay
CA $348
CA $408 total
Sep 12 - Sep 13
includes taxes & fees
Hyatt Regency O'Hare Chicago
9300 Bryn Mawr Ave Rosemont IL
Fully refundableReserve now, pay when you stay
CA $233
CA $265 total
Aug 30 - Aug 31
includes taxes & fees
Crowne Plaza Chicago Ohare Hotel & Conf Ctr by IHG
5440 N River Rd Rosemont IL
Fully refundable
CA $209
CA $238 total
Aug 31 - Sep 1
includes taxes & fees
8.6/10 Excellent! (2,959 reviews)
"Clean room, friendly staff, great bar, weight room and gym area. Great location"
Reviewed on Aug 22, 2026
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.
Stay near popular Lake Forest attractions
Forest Park Beach
8.6/10 (15 reviews)
Why not spend a lazy afternoon at Forest Park Beach during your trip to Lake Forest? Stroll along the lakeside or visit the shops in this family-friendly area.
Citadel Theatre Company
8.4/10 (9 reviews)
You can make plans for a show at Citadel Theatre Company during your trip to Lake Forest. Stroll along the lakeside or attend a sporting event in this family-friendly area.
Conway Farms Golf Club
8.4/10 (8 reviews)
Enjoy a round of golf in Lake Forest at Conway Farms Golf Club. Amble within the forests or visit the shops in this family-friendly area.
Market Square
You can search for that perfect souvenir at Market Square during your trip to Lake Forest. Wander the forest and lakeside in this family-friendly area.
What to do in Lake Forest
Chicago: Navy Pier Centennial Wheel Ticket
CA $34
per adult
90% of travellers recommend
Wendella's Lake and River Architecture Tour
CA $63
per adult
94% of travellers recommend
Frequently asked questions
How much does a Lake Forest vacation package cost?
You can pick up a vacation package to this top destination from CA $896 on Expedia. However, how much your vacation to Lake Forest costs will depend on the length of stay, hotel choice and season.
What are the cheapest months to go to Lake Forest?
If you'd like to snag a cheap Lake Forest vacation package, consider planning a trip in February, March and December. You'll generally find lower prices on accommodations and flights during these quieter months — perfect for budget-conscious travellers.
How many days is enough for Lake Forest?
With about 2 days, you'll have enough time to visit popular neighbourhoods like Bannockburn and Highwood during your Lake Forest vacation. Make sure to also add Highland Park Country Club and Conway Farms Golf Club to your must-see list. In the mood for more adventures? Consider exploring outside of Lake Forest on day trips and tours.
Is it worth booking a vacation package to Lake Forest?
Well known for its cycling, nature and hiking, a Lake Forest vacation has something for everyone. Be sure to check out top sights like Forest Park Beach and Citadel Theatre Company, and consider renting a set of wheels for day trips to experience even more.
How to find the best Lake Forest package deals?
Start your search for a Lake Forest package deal by entering your destination and preferred travel dates under our "Packages" tab. Then add some filters, like "Property type" and "Amenities," to tailor the results to your exact style. You can also sort by "Package discount" and discover offers that come with huge savings. If you don't find the perfect Lake Forest package deal right 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 Lake Forest adventure underway.
Is it cheaper to book a Lake Forest vacation as a package?
An Expedia vacation package could land you considerable savings when compared to arranging flights and hotels separately. Better still, you can personalize your Lake Forest getaway to fit your exact style. Choose your preferred flight time, select the hotel type and add a car rental. Browse our great deals to see how much you can save.
When to book a vacation package to Lake Forest?
If you're planning a spur-of-the-moment Lake Forest getaway, check out our last-minute deals that can be booked up to one week before you take off. Prefer not to wait until the last minute? You can find sensational deals on your flights and hotels by booking well in advance.
How to plan a trip to Lake Forest?
- Pick the right time to travel: Your schedule, favourite season and the type of weather you like can all impact your decision on when to visit Lake Forest.
- Budget wisely: On top of the cost of your stay, you should factor in other expenses. These include flights, food and transportation. Also, put aside some extra funds for unexpected costs that may come up during your trip to Lake Forest.
- Decide how long to go away for: Now that you're up to speed on Lake Forest, you can figure out the perfect length of your break. Create a draft plan and give yourself enough time for all the things you want to do.
- Combine your hotel and flights: Epic destination, check. Length of stay, check. All that's left now is to choose a Lake Forest vacation package that brings all your bookings together.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
