Leland Vacations from $257
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The Latest Leland vacation packages
Price found within the past 48 hours. Click for updated prices.
The Allegro Royal Sonesta Hotel Chicago Loop
Downtown Chicago
$309
per person
Dec 29 - Jan 1
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
9/10 Wonderful! (2,928 reviews)
Great location and overall good stay. Hotel is a little tired and could have some maintenance improvements. Elevated noise on our room as well.
Reviewed on Oct 23, 2026
Leland Hotel Deals
Grand Bear Resort at Starved Rock
2643 IL-178 Utica IL
$123 nightly
$136 total
Oct 25 - Oct 26
Total with taxes and fees
7.2/10 Good! (1,003 reviews)
"Clean room. Needs some updating. No restaurants during weekdays nor coffee available on property. Located conveniently to hiking trails. Cute downtown 2 miles away."
Reviewed on Oct 21, 2026
Best Western Sycamore Inn
1935 Dekalb Ave Sycamore IL
Fully refundableReserve now, pay when you stay
$94 nightly
$104 total
Nov 10 - Nov 11
Total with taxes and fees
Postcard Cabins Starved Rock, Outdoor Collection by Marriott Bonvoy
1879 N 2703rd Rd Ottawa IL
$199 nightly
$221 total
Nov 3 - Nov 4
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 Leland Vacation Packages
Leland Essential Information
Language | English |
|---|---|
Currency | U.S dollars |
Population | 940 |
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Frequently asked questions
How much does a Leland vacation package cost?
You can snap up a vacation package to this top destination from $257 on Expedia. However, how much your vacation to Leland costs will depend on the length of stay, season and hotel choice.
What are the cheapest months to go to Leland?
You're likely to find reduced prices and better availability in November, December and January. Explore our cheap Leland vacation packages and you could get some excellent off-season deals.
How many days is enough for Leland?
The ideal length for your Leland vacation depends on what you'd like to see. Generally, a few days to a week will give you plenty of time to tick off all the top attractions and explore some hidden spots along the way.
How to find the best Leland package deals?
Landing a cheap Leland package deal is easy with Expedia. After you've entered your trip dates and destination under our "Packages" tab, set your budget, apply a few filters and browse what's available. You can tweak your search by "Property class," "Number of bedrooms," "Traveler experience" and more. Sort the results by "Price: low to high" to discover the most affordable Leland package deals. Want a simple trick to get the biggest savings? Be flexible with your departure dates and consider traveling on a weekday, when prices are often lower.
Is it cheaper to book a Leland vacation as a package?
You can enjoy significant savings on your Leland getaway by booking a personalized vacation package. Click on the "Package" heading, then select your destination and travel dates to browse some great hotel prices and airfares. Bundle everything into a great-value package and you can save hundreds of dollars. Consider adding a rental car and you may land a better deal.
When to book a vacation package to Leland?
If you've got your Leland travel dates locked in, book as early as you can to grab some terrific deals. With Expedia, you can often reserve some flights up to a year in advance. Prefer spontaneous trips? Our last-minute deals are ideal for quick escapes.
Does Expedia offer Book Now, Pay Later Leland vacation packages?
Your Leland trip should be an escape from your busy life, not a source of money worries. So to allow you that extra flexibility, we've partnered with online lender Affirm to offer our Book Now, Pay Later vacations. Choose one of our vacation packages with payment plans and split up the cost over 3, 6 or 12 months. Plus, there are no hidden costs or late payment fees to worry about.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
