Roselle Vacation Packages

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Your Roselle Vacation

Experience the energy and excitement of Roselle with a tailor-made Roselle vacation package. From its friendly locals to its small-town feel, you'll never have a boring moment in this city. You'll want to sightsee during your trip to Roselle. Drop by big-name attractions such as Woodfield Mall, Schaumburg Medieval Times and LEGOLAND® Discovery Center. Check out Expedia's wide range of travel options and start organizing your dream vacation to Roselle today.

Top Roselle Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Le Méridien Essex Chicago

Le Méridien Essex Chicago

4 out of 5
Downtown Chicago
Price was CA $913, price is now CA $671 per person
CA $671
per person
Jan 21 - Jan 24
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Chicago (ORD)
9/10 Wonderful! (1,005 reviews)
I really loved this hotel. The rooms were clean and spacious. The staff was nice and helpful James was especially great. The restaurant staff was very helpful. When I visit again I'll stay here. And it was close to everything.

Reviewed on Nov 3, 2026

Pendry Chicago

Pendry Chicago

4.5 out of 5
Downtown Chicago
Save 100% on your flight
Price was CA $1,352, price is now CA $941 per person
CA $941
per person
Jan 21 - Jan 24
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Chicago (ORD)
9.2/10 Wonderful! (1,161 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 on Nov 8, 2026

The Peninsula Chicago

The Peninsula Chicago

5 out of 5
Downtown Chicago
Save 100% on your flight
Price was CA $1,898, price is now CA $1,336 per person
CA $1,336
per person
Jan 21 - Jan 24
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Chicago (ORD)
9.8/10 Exceptional! (1,000 reviews)

Sheraton Grand Chicago Riverwalk

Sheraton Grand Chicago Riverwalk

4 out of 5
Downtown Chicago
Price was CA $1,068, price is now CA $756 per person
CA $756
per person
Jan 21 - Jan 24
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Chicago (ORD)
8.6/10 Excellent! (1,873 reviews)

Sable at Navy Pier Chicago, Curio Collection by Hilton

Sable at Navy Pier Chicago, Curio Collection by Hilton

4 out of 5
Downtown Chicago
Price was CA $1,284, price is now CA $938 per person
CA $938
per person
Jan 21 - Jan 24
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Chicago (ORD)
9.4/10 Exceptional! (2,739 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 on Nov 11, 2026

Ready to book your vacation to Roselle?

 

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Roselle Hotel Deals

Hilton Chicago O'Hare Airport

Hilton Chicago O'Hare Airport

4 out of 5
O'Hare International Airport Chicago IL
Fully refundableReserve now, pay when you stay
The price is CA $258 per night from Dec 12 to Dec 13
CA $258
CA $303 total
Dec 12 - Dec 13
includes taxes & fees
Hilton Chicago O'Hare Airport
Chicago Club Inn & Suites

Chicago Club Inn & Suites

3 out of 5
630 Pasquinelli Dr Westmont IL
Fully refundableReserve now, pay when you stay
The price is CA $90 per night from Dec 10 to Dec 11
CA $90
CA $100 total
Dec 10 - Dec 11
includes taxes & fees
Chicago Club Inn & Suites
Marriott Chicago O'Hare

Marriott Chicago O'Hare

3.5 out of 5
8535 West Higgins Road Chicago IL
Fully refundableReserve now, pay when you stay
The price is CA $202 per night from Nov 26 to Nov 27
CA $202
CA $237 total
Nov 26 - Nov 27
includes taxes & fees
Marriott Chicago O'Hare
See all 1,902 properties in Roselle
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

What to do in Roselle

360 CHICAGO Observation Deck

360 CHICAGO Observation Deck

CA $34
per adult
86% of travellers recommend
360 CHICAGO Observation Deck
Skydeck Chicago at Willis Tower

Skydeck Chicago at Willis Tower

CA $60
per adult
84% of travellers recommend
Skydeck Chicago at Willis Tower
Wendella's 90-min Chicago River Architecture Tour

Wendella's 90-min Chicago River Architecture Tour

CA $57
per adult
94% of travellers recommend
Wendella's 90-min Chicago River Architecture Tour
See all activities in Roselle

Frequently asked questions

How much does a Roselle vacation package cost?
You can snap up a vacation package to this top destination from CA $671 on Expedia. But how much your vacation to Roselle costs will depend on the length of stay, season and hotel choice.
What are the cheapest months to go to Roselle?
If you're looking to book a cheap Roselle vacation package, consider visiting in January, February and October. You'll generally find better prices on hotels and airfares during these months — ideal for a budget-friendly getaway.
How many days is enough for Roselle?
You can easily visit all the top attractions in Roselle within a few days, including the popular LEGOLAND® Discovery Centre. If you're after an extended Roselle vacation, check out what kind of day tours and activities are available nearby.
How to find the best Roselle package deals?
Use Expedia's filters to help you find some fabulous Roselle package deals. When you start your search, just set your maximum budget and then order the results by "Price: low to high." If you want to save, plan your adventure for midweek, or look for Roselle 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 usually best to lock in your vacation package as soon as possible.
Is it cheaper to book a Roselle vacation as a package?
Expedia vacation packages are designed to make your money go further. Bundle your flight, car rental and hotel into one great-value price and you could save hundreds of dollars. You'll usually score a better deal than booking each component individually. And you'll still get the flexibility to create a personalized Roselle vacation by choosing your preferred type of stay, airline and car class.
When to book a vacation package to Roselle?
If you have your Roselle travel dates locked in, book early to grab some outstanding deals. With Expedia, you can typically reserve some flights up to one year ahead of time. Prefer spontaneous adventures? Our last-minute deals are great for jetting off on a whim.
How to plan a trip to Roselle?

  1. Choose when to go: Check your schedule and get your bags packed. Your favourite season and the activities on offer will also help you decide when to escape to Roselle.
  2. Figure out your budget: Make sure you have enough money to pay for everything from transportation and food to flights and activities. Your accommodations will probably be the biggest expense during your trip to Roselle.
  3. Work out your trip length: Think about how long you'd like to spend discovering Roselle. Plan your itinerary so you can get to all the experiences and attractions you're interested in at a comfortable pace.
  4. Bundle your hotel and flights: Epic destination, check. Length of stay, check. Now all that's left is to choose a Roselle 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.