Rockton Vacation Packages

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Your Rockton Vacation

History, cuisine, art and more … It's all waiting for you with a Rockton vacation package. And with the ability to easily customize your city break, it's guaranteed to be one that's tough to forget. When it's time to venture out and explore, be sure to put Pearl Lake and Historic Auto Museum on the itinerary for your trip to Rockton. A few quick clicks is all it takes to build the ideal Rockton vacation on Expedia.

Top Rockton Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Trump International Hotel & Tower Chicago

Trump International Hotel & Tower Chicago

5 out of 5
Downtown Chicago
per person
Sep 4 - Sep 7
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.4/10 Exceptional! (1,635 reviews)
Самый лучший отель в чикаго

Reviewed on Jul. 28, 2025

Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago

4 out of 5
Downtown Chicago
per person
Oct 5 - Oct 11
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.4/10 Exceptional! (2,122 reviews)
The hotel was nice, staff were friendly and the overall stay was excellent and convenient to walk.

Reviewed on Jul. 28, 2025

Level Chicago – Old Town

Level Chicago – Old Town

4 out of 5
Downtown Chicago
per person
Oct 5 - Oct 11
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9/10 Wonderful! (324 reviews)
I liked the hotel room's kitchen and it is very nice, however VERY small. The pool/amenities are also very nice. One major challenge was there was a last minute change to the location of our reservation from old town to fulton market. They did communicate the change and provided a discount, however, this occurred the day before our trip. The check-in process was also very disorganized and confusing. Information easily accessible in the reservation was not used, requiring extra check-in time. They told us a crib was available, and later found only a pack and play. I requested bedding for the pull out 4 times before someone brought them. Overall, management needs to improve their operations.

Reviewed on Jul. 21, 2025

Bluegreen Vacations Hotel Blake, Ascend Resort Collection

Bluegreen Vacations Hotel Blake, Ascend Resort Collection

4 out of 5
Downtown Chicago
per person
Oct 5 - Oct 11
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.6/10 Exceptional! (1,004 reviews)
All staff were very friendly and helpful. Hotel was in convenient location for walking.

Reviewed on Jul. 27, 2025

Park Hyatt Chicago

Park Hyatt Chicago

5 out of 5
Downtown Chicago
per person
Oct 5 - Oct 11
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.6/10 Exceptional! (1,000 reviews)
It's a beautiful and comfortable hotel.

Reviewed on Jul. 22, 2025

Ready to book your vacation to Rockton?

 

Choose your dates

Rockton Hotel Deals

Baymont by Wyndham Rockford

Baymont by Wyndham Rockford

3 out of 5
662 N Lyford Rd, Rockford, IL
Fully refundableReserve now, pay when you stay
The price is CA $96 per night from Aug 3 to Aug 4
CA $96
CA $109 total
Aug 3 - Aug 4
includes taxes & fees
9/10 Wonderful! (1,252 reviews)
"Nice place to stay."

Reviewed on Jul. 23, 2025

Baymont by Wyndham Rockford
Baymont by Wyndham Janesville

Baymont by Wyndham Janesville

2.5 out of 5
616 Midland Rd, Janesville, WI
Fully refundableReserve now, pay when you stay
The price is CA $108 per night from Aug 3 to Aug 4
CA $108
CA $123 total
Aug 3 - Aug 4
includes taxes & fees
7.8/10 Good! (1,007 reviews)
"Clean,friendly staff"

Reviewed on Jul. 19, 2025

Baymont by Wyndham Janesville
AmericInn by Wyndham Beloit

AmericInn by Wyndham Beloit

2 out of 5
2790 Milwaukee Rd, Beloit, WI
Fully refundableReserve now, pay when you stay
The price is CA $134 per night from Jul 29 to Jul 30
CA $134
CA $152 total
Jul 29 - Jul 30
includes taxes & fees
8.4/10 Very Good! (65 reviews)
"Nicely updated. Room was smaller than those in some hotels (no room for a chair besides desk chair) but space was very efficiently arranged and modernized. Comfortable bed."

Reviewed on Jul. 27, 2025

AmericInn by Wyndham Beloit
See all 222 properties in Rockton
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
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Family Vacations
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Frequently asked questions

How much does a Rockton vacation package cost?
You can snap up a vacation package to this top destination from CA $1,085 on Expedia. But how much your vacation to Rockton costs will depend on the length of stay, hotel choice and season.
What are the cheapest months to go to Rockton?
January, February and November are the best times to search for cheap Rockton vacation packages. Opting to travel in quieter months means you can typically find better prices on accommodations and flights.
How many days is enough for Rockton?
Usually, a handful of days is enough to go to the top sights during your Rockton vacation. However, if you prefer to have some time to unwind or take day tours, think about extending your itinerary.
How to find the best Rockton package deals?
Use Expedia's filters to find some unbeatable Rockton package deals. When you start your search, simply set your maximum budget and then sort the results by "Price: low to high." If you want to save, plan your break for midweek, or search for Rockton package deals in the low season. Switch up your travel dates and you may score 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 Rockton vacation as a package?
Expedia vacation packages are designed to give you more bang for your buck. Bundle your hotel, car rental and flight into one great-value price and you could save hundreds of dollars. You'll typically snag a better deal than booking each component individually. And you'll still have the flexibility to create a tailored Rockton vacation by choosing your favourite airline, accommodation type and car class.
When to book a vacation package to Rockton?
If you have your Rockton travel dates finalized, book early to snap up some awesome deals. With Expedia, you can generally reserve some flights up to a year in advance. Prefer spontaneous getaways? Our last-minute deals are perfect for setting off on a whim.
How to plan a trip to Rockton?

  1. Choose when to travel: Check your calendar and pack your bags. Your preferred season and the type of activities on offer will also help you decide when to vacation in Rockton.
  2. Set your budget: Factor in costs such as food, flights and transportation when working out how much to save for your trip to Rockton. Then, pick a hotel that matches your budget, whether that's a low-cost option or a lavish retreat.
  3. Determine how many days away: Start by listing all the sights and activities you want to get to in Rockton. Then, estimate how long you'll need for each, including any travel time.
  4. Bundle your bookings: With your travel dates in order, you can combine your hotels, car rental, flights and more into a personalized Rockton vacation package.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.