A dirt path winding through a field of yellow flowers and green shrubs.

Lake Forest Vacation Packages

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to CA $4,200 when you book a flight and hotel together*
  • Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package
  • Rest easy

    Plan, book, and manage your trip all in one place

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.
  • Dec 19 - Dec 23

    Sheraton Grand Chicago Riverwalk + Flight

    Downtown Chicago
    4 nights
    4.0 star property
    8.6/10 - Excellent (1,881 reviews)
    Roundtrip • Toronto (YTO) - Chicago (ORD)
    YYZ - ORD • Nonstop ORD - YYZ • Nonstop
    CA $1,298
    CA $896
    per traveller
    found 1 day ago
    Sheraton Grand Chicago Riverwalk
  • Jan 21 - Jan 24

    Pendry Chicago + Flight

    Downtown Chicago
    3 nights
    4.5 star property
    9.2/10 - Wonderful (1,164 reviews)
    "The building and hotel are gorgeous, the staff were so kind and friendly, the carbon suite was clean and had an exceptional view, and the in room dining was delicious. Amazing experience, def will be back."
    Reviewed November 8, 2026
    Roundtrip • Toronto (YTO) - Chicago (ORD)
    YTZ - ORD • 1 stop ORD - YYZ • Nonstop
    Save 100% on your flight
    CA $1,353
    CA $941
    per traveller
    found 1 day ago
    Pendry Chicago
  • Jan 21 - Jan 24

    The Peninsula Chicago + Flight

    Downtown Chicago
    3 nights
    5.0 star property
    9.8/10 - Exceptional (1,012 reviews)
    Roundtrip • Toronto (YTO) - Chicago (ORD)
    YTZ - ORD • 1 stop ORD - YYZ • Nonstop
    Save 100% on your flight
    CA $1,899
    CA $1,337
    per traveller
    found 1 day ago
    The Peninsula Chicago
  • Dec 29 - Jan 3

    Park Hyatt Chicago + Flight

    Downtown Chicago
    5 nights
    5.0 star property
    9.6/10 - Exceptional (1,000 reviews)
    "This place was amazing and the hotel staff was extremely helpful"
    Reviewed November 10, 2026
    Roundtrip • Montreal (YUL) - Chicago (ORD)
    YUL - ORD • 1 stop ORD - YUL • Nonstop
    CA $3,257
    CA $2,340
    per traveller
    found 18 hours ago
    Park Hyatt Chicago
  • Jan 21 - Jan 24

    Sable at Navy Pier Chicago, Curio Collection by Hilton + Flight

    Downtown Chicago
    3 nights
    4.0 star property
    9.4/10 - Exceptional (2,783 reviews)
    "Everything was nice. The room was clean and a nice size but it’s the views that make it worthwhile! Waking up & seeing the beautiful sunrise over the lake was amazing!!"
    Reviewed November 11, 2026
    Roundtrip • Toronto (YTO) - Chicago (ORD)
    YTZ - ORD • 1 stop ORD - YYZ • Nonstop
    CA $1,284
    CA $938
    per traveller
    found 1 day ago
    Sable at Navy Pier Chicago, Curio Collection by Hilton

Discover the most popular places to visit in Lake Forest

Lake Forest Hotel Deals

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 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?

  1. 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.
  2. 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.
  3. 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.
  4. 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.