Lee Vacation Packages

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    Save up to CA $1,096 when you book a flight and hotel together*
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Top Lee Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Pendry Chicago

Pendry Chicago

4.5 out of 5
Downtown Chicago
Save 100% on your flight
per person
Sep 19 - Sep 21
found 1 day ago
Roundtrip non-stop flight included
Hamilton (YHM) to Chicago (ORD)
9.4/10 Exceptional! (1,006 reviews)
Accommodations were great. Clean rooms and very convenient location. Service at the bar upstairs was pretty terrible the night we were there. Very unengaged and getting a drink took over 30 minutes

Reviewed on Jul. 20, 2025

Trump International Hotel & Tower Chicago

Trump International Hotel & Tower Chicago

5 out of 5
Downtown Chicago
Save 100% on your flight
per person
Aug 30 - Sep 2
just found
Roundtrip non-stop flight included
Hamilton (YHM) to Chicago (ORD)
9.4/10 Exceptional! (1,635 reviews)
Just a great property- really a 5 star experience-great location

Reviewed on Jul. 20, 2025

Park Hyatt Chicago

Park Hyatt Chicago

5 out of 5
Downtown Chicago
Save 100% on your flight
per person
Sep 19 - Sep 21
found 21 hours ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.6/10 Exceptional! (1,000 reviews)
Superb customer service, clean hotel!

Reviewed on Jun. 13, 2025

theWit Chicago, a Hilton Hotel

theWit Chicago, a Hilton Hotel

4.5 out of 5
Downtown Chicago
per person
Aug 30 - Sep 2
just found
Roundtrip non-stop flight included
Hamilton (YHM) to Chicago (ORD)
9/10 Wonderful! (1,000 reviews)
I loved this hotel. It was absolutely beautiful!

Reviewed on Jul. 17, 2025

Palmer House a Hilton Hotel

Palmer House a Hilton Hotel

4 out of 5
Downtown Chicago
per person
Aug 30 - Sep 2
just found
Roundtrip non-stop flight included
Hamilton (YHM) to Chicago (ORD)
8.4/10 Very Good! (1,773 reviews)
excellent stay. highly recommend

Reviewed on Jul. 19, 2025

Ready to book your vacation to Lee?

 

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Lee Hotel Deals

Country Inn & Suites by Radisson, Sycamore, IL

Country Inn & Suites by Radisson, Sycamore, IL

2.5 out of 5
1450 South Peace Road, Sycamore, IL
Fully refundableReserve now, pay when you stay
The price is CA $105 per night from Jul 28 to Jul 29
CA $105
CA $117 total
Jul 28 - Jul 29
includes taxes & fees
8.6/10 Excellent! (834 reviews)
"Great place!!"

Reviewed on Jul. 15, 2025

Country Inn & Suites by Radisson, Sycamore, IL
Hampton Inn DeKalb, IL

Hampton Inn DeKalb, IL

3 out of 5
663 S. Annie Glidden Road, DeKalb, IL
Fully refundableReserve now, pay when you stay
The price is CA $174 per night from Aug 15 to Aug 16
CA $174
CA $197 total
Aug 15 - Aug 16
includes taxes & fees
9.2/10 Wonderful! (925 reviews)
Exactly what I expected
"Super clean room, great breakfast."

Reviewed on Jul. 13, 2025

Hampton Inn DeKalb, IL
Home2 Suites by Hilton Dekalb

Home2 Suites by Hilton Dekalb

3 out of 5
575 S ANNIE GLIDDEN RD, DeKalb, IL
Fully refundableReserve now, pay when you stay
The price is CA $197 per night from Jul 27 to Jul 28
CA $197
CA $224 total
Jul 27 - Jul 28
includes taxes & fees
9.2/10 Wonderful! (348 reviews)
"We always enjoy our stay at this location, the room was clean and staff were friendly. however in past years the breakfast was much better."

Reviewed on Jul. 6, 2025

Home2 Suites by Hilton Dekalb
See all 34 properties in Lee
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.

All Inclusive Vacations

All Inclusive Vacations

Beach Vacations

Beach Vacations

Family Vacations

Family Vacations

Frequently asked questions

How much does a Lee vacation package cost?
You can snap up a vacation package to this popular destination from CA $615 on Expedia. However, how much your vacation to Lee costs will depend on factors like your hotel choice, length of stay and season.
What are the cheapest months to go to Lee?
If you're hoping to book a cheap Lee vacation package, consider travelling in January, February and April. You'll usually find lower prices on accommodations and flights during these months — perfect for a budget-friendly break.
How many days is enough for Lee?
The ideal duration of your Lee vacation depends on what you'd like to do and see. Typically, a few days to a week will give you plenty of time to check out all the leading attractions and explore some hidden treasures along the way.
How to find the best Lee package deals?
Use Expedia's handy filters to find some of the best Lee package deals. When you begin your search, simply set your maximum budget and then order the results by "Price: low to high." If you want to save, plan your trip for midweek, or look for Lee package deals in the off-season. Switch up your travel dates and you may land even better discounts. As a rule of thumb, it's typically best to book your vacation package as soon as possible.
Is it cheaper to book a Lee vacation as a package?
An Expedia vacation package could score you significant savings when compared to booking flights and accommodations separately. Better still, you can personalize your Lee escape to match your exact needs. Pick your preferred flight time, select the hotel type and add a rental car. Browse our great deals to see how much you can save.
When to book a vacation package to Lee?
If you're planning an impromptu Lee trip, check out our last-minute deals that can be booked up to one week before you go. Don't want to leave things to the last minute? You can land sensational deals on your flights and hotels by booking ahead.
How to plan a trip to Lee?

  1. Choose your travel dates: The things you'd like to do in Lee and your favourite season will help you decide when to go.
  2. Budget wisely: In addition to the price of your accommodations, you should factor in other expenses too. These include food, flights and transportation. Also, set aside some extra funds for unexpected costs that could arise during your trip to Lee.
  3. Decide how long to go away for: Now that you're more familiar with Lee, you can figure out the right length of your break. Create a draft itinerary and give yourself enough time to cover everything you want to see.
  4. Bundle your flights and hotel: Awesome destination, check. Length of stay, check. Now all that's left is to find a Lee 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.