A calm lake reflecting trees and a field of yellow flowers.

Round Lake 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 Round Lake Vacation

With plenty of highlights as well as some hidden gems, this city is best explored with a Round Lake vacation package. Check out places to stay in Wilmot Mountain Ski Resort, which is great for cafes, bars and pubs and skiing. Eager to start exploring your surroundings? Volo Auto Museum, Lake County Fairgrounds and College of Lake County are some of the top-rated places to visit during your trip to Round Lake. Expedia can help you escape your routine. Tailor your vacation to Round Lake to suit your style of travel, whatever that may be!

Top Round Lake vacation deals

Price found within the past 48 hours. Click for updated prices.
  • Dec 20 - Dec 23

    Sheraton Grand Chicago Riverwalk + Flight

    Downtown Chicago
    3 nights
    4.0 star property
    8.6/10 - Excellent (1,884 reviews)
    Roundtrip • Toronto (YTO) - Chicago (ORD)
    YTZ - ORD • Nonstop ORD - YTZ • Nonstop
    CA $1,118
    CA $819
    per traveller
    found 17 hours ago
    Sheraton Grand Chicago Riverwalk
  • Dec 19 - Dec 25

    The Emily Hotel + Flight

    Downtown Chicago
    6 nights
    4.0 star property
    9.2/10 - Wonderful (1,360 reviews)
    "Great location in the West Loop. The rooms are big and the beds are comfy. We’ve stayed there three times. The outdoor theatre shows great films and has an outdoor bar. Coffee shop is in the lobby. There’s not really a fun bar, but lots of places to have cocktails in the neighborhood. A lobby fireplace would be a nice addition in the lobby for cold Chicago nights."
    Reviewed November 13, 2026
    Roundtrip • Toronto (YTO) - Chicago (ORD)
    YYZ - ORD • Nonstop ORD - YYZ • Nonstop
    CA $1,734
    CA $1,159
    per traveller
    found 9 hours ago
    The Emily Hotel
  • Jan 29 - Feb 2

    The Peninsula Chicago + Flight

    Downtown Chicago
    4 nights
    5.0 star property
    9.8/10 - Exceptional (1,000 reviews)
    Roundtrip • Toronto (YYZ) - Chicago (ORD)
    YYZ - ORD • Nonstop ORD - YYZ • Nonstop
    CA $2,282
    CA $1,610
    per traveller
    found 1 day ago
    The Peninsula Chicago
  • Jan 24 - Jan 26

    Level Chicago - River North + Flight

    Downtown Chicago
    2 nights
    4.0 star property
    9.2/10 - Wonderful (1,169 reviews)
    Roundtrip • Montreal (YUL) - Chicago (ORD)
    YUL - ORD • 1 stop MDW - YUL • 1 stop
    CA $1,217
    CA $920
    per traveller
    found 19 hours ago
    Level Chicago - River North
  • Jan 24 - Jan 26

    Trump International Hotel & Tower Chicago + Flight

    Downtown Chicago
    2 nights
    5.0 star property
    9.6/10 - Exceptional (2,073 reviews)
    "i love it"
    Reviewed November 10, 2026
    Roundtrip • Montreal (YUL) - Chicago (ORD)
    YUL - ORD • 1 stop MDW - YUL • 1 stop
    CA $1,429
    CA $1,141
    per traveller
    found 19 hours ago
    Trump International Hotel & Tower Chicago

Discover the most popular places to visit in Round Lake

Round Lake 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 Round Lake vacation package cost?

You can snap up a vacation package to this top destination from CA $819 on Expedia. However, how much your vacation to Round Lake costs will depend on the length of stay, season and hotel choice.

What are the cheapest months to go to Round Lake?

To score cheap Round Lake vacation packages, organize your getaway outside of peak periods such as school holidays. You'll generally find lower prices and better availability for flights and hotels.

How many days is enough for Round Lake?

With about 3 days, you'll have plenty of time to enjoy popular neighbourhoods such as Round Lake Park and Wildwood during your Round Lake vacation. Remember to also add Volo Bog State Natural Area and Jet Funn to your must-do list. Up for some more adventures? Consider exploring outside of Round Lake on day trips and tours.

How to find the best Round Lake package deals?

Use Expedia's filter tool to find some fabulous Round Lake package deals. When you start your search, simply set your maximum budget and then order the results by "Price: low to high." If you're looking to save, plan your break for midweek, or search for Round Lake package deals in the low season. Play around with your travel dates and you may land even better discounts. As a rule of thumb, it's typically best to lock in your vacation package as early as possible.

Is it cheaper to book a Round Lake vacation as a package?

Expedia vacation packages are designed to help you keep more money in your pocket. Bundle your hotel, car rental and flight into one great-value price and you could save hundreds of dollars. You'll typically get a better deal than booking each component separately. And you'll still have the flexibility to create a tailored Round Lake vacation by choosing your preferred accommodation type, airline and car class.

When to book a vacation package to Round Lake?

Land fantastic discounts by reserving your flights in advance with Expedia. If being spontaneous is more your thing, grab one of our last-minute deals for a spur-of-the-moment Round Lake trip.

How to plan a trip to Round Lake?

  1. Choose when to go: Check your diary and get your bags packed. Your preferred time of year and the available activities will also help you decide when to escape to Round Lake.
  2. Set a budget: Consider costs like flights, transportation and food when calculating how much to put aside for your trip to Round Lake. Then, select a hotel that matches your budget, whether that's a low-cost option or a high-end getaway.
  3. Decide how long to go away for: Now that you're up to speed on Round Lake, you can work out the perfect length of your vacation. Pull together a draft itinerary and allocate enough time to get through everything on your must-do list.
  4. Bundle your hotel and flights: Epic destination, check. Length of stay, check. All that's left is to pick a Round Lake 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.