Hollowayville Vacation Packages

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Top Hollowayville Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Hotel Felix River North/Magnificent Mile

Hotel Felix River North/Magnificent Mile

4 out of 5
Downtown Chicago
Price was CA $1,466, price is now CA $938 per person
CA $938
per person
Sep 17 - Sep 20
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
8.2/10 Very good! (2,809 reviews)
Great location, clean room, super quiet hotel, great staff. Definitely recommend!

Reviewed on Jul 17, 2026

Pendry Chicago

Pendry Chicago

4.5 out of 5
Downtown Chicago
Price was CA $1,814, price is now CA $1,243 per person
CA $1,243
per person
Sep 3 - Sep 6
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.2/10 Wonderful! (1,136 reviews)
Excellent location. Staff very nice. Room big and bed very comfortable. But noisy. As is all of Chicago. Trying to sell in room soap products for exorbitant prices tachy as hell. Rooftop lounge had sadly very short hours and limited open days. Seems a shame to waste such an opportunity.

Reviewed on Jul 14, 2026

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 $2,087, price is now CA $1,450 per person
CA $1,450
per person
Aug 27 - Aug 30
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.4/10 Exceptional! (2,566 reviews)

Level Chicago - River North

Level Chicago - River North

4 out of 5
Downtown Chicago
Price was CA $1,884, price is now CA $1,313 per person
CA $1,313
per person
Sep 17 - Sep 20
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.2/10 Wonderful! (1,020 reviews)

Level Chicago Fulton Market

Level Chicago Fulton Market

4 out of 5
Downtown Chicago
Price was CA $1,578, price is now CA $1,110 per person
CA $1,110
per person
Sep 24 - Sep 27
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.2/10 Wonderful! (523 reviews)
Staff was amazing—so helpful, attentive, and hands-on throughout our stay. The room was absolutely gorgeous, and the view was beautiful. Everything exceeded our expectations, and we had a wonderful experience!

Reviewed on Jul 17, 2026

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Hollowayville Hotel Deals

Grand Bear Resort at Starved Rock

Grand Bear Resort at Starved Rock

3 out of 5
2643 IL-178 Utica IL
The price is CA $226 per night from Jul 19 to Jul 20
CA $226
CA $258 total
Jul 19 - Jul 20
includes taxes & fees
7.2/10 Good! (1,007 reviews)
"I stayed for 1 night with three 8-year-old grandsons. Our waterpark passes were good from 4pm til 8pm the following night. It was a good deal and we had a safe, fun time."

Reviewed on Jul 17, 2026

Grand Bear Resort at Starved Rock
Days Inn by Wyndham Oglesby/ Starved Rock

Days Inn by Wyndham Oglesby/ Starved Rock

2 out of 5
120 N Lewis Ave Oglesby IL
Fully refundableReserve now, pay when you stay
The price is CA $125 per night from Jul 21 to Jul 22
CA $125
CA $139 total
Jul 21 - Jul 22
includes taxes & fees
8.2/10 Very good! (1,002 reviews)
"The building is a bit older, but they keep it well maintained. There was a newer tub and shower in the room. The room looked to have been recently painted. The only problem was you had to be sure to push the door shut hard to get it to shut completely. The pool is small but warm. The pool area was ..."

Reviewed on Jul 17, 2026

Days Inn by Wyndham Oglesby/ Starved Rock
La Quinta Inn & Suites by Wyndham Peru Starved Rock St Park

La Quinta Inn & Suites by Wyndham Peru Starved Rock St Park

3 out of 5
4389 Venture Dr Peru IL
Fully refundableReserve now, pay when you stay
The price is CA $153 per night from Aug 16 to Aug 17
CA $153
CA $173 total
Aug 16 - Aug 17
includes taxes & fees
La Quinta Inn & Suites by Wyndham Peru Starved Rock St Park
See all 114 properties in Hollowayville
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.
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Frequently asked questions

How much does a Hollowayville vacation package cost?
Offering great value package deals from CA $938 on Expedia, you'll be surprised at how little a vacation to Hollowayville costs! Expedia's packages make travel planning easier and save you more.
What are the cheapest months to go to Hollowayville?
If you're hoping to snag a cheap Hollowayville vacation package, consider visiting in January, February and November. You'll typically find lower rates on flights and hotels during these months — perfect for a budget-friendly getaway.
How many days is enough for Hollowayville?
Typically, a handful of days is enough to explore the top sights during your Hollowayville vacation. However, if you prefer to have some time to rest or take day tours, consider extending your trip.
How to find the best Hollowayville package deals?
Start your search for a Hollowayville package deal by entering your destination and travel dates under our "Packages" tab. Then apply some filters, like "Guest rating" and "Property type," to tailor the results to your exact needs. You can also sort by "Package discount" and discover offers that come with huge savings. If you don't find the perfect Hollowayville package deal right away, just change your dates and search again. Remember that deals are only available for a limited time, so book early and get your Hollowayville escape underway.
Is it cheaper to book a Hollowayville vacation as a package?
You can enjoy significant savings on your Hollowayville retreat by booking a personalized vacation package. Check the "Package" heading, then enter your destination and travel dates to see some great flight and hotel prices. Bundling can save travellers hundreds of dollars. Consider adding a rental car and you may score a better deal.
When to book a vacation package to Hollowayville?
If you have your Hollowayville travel dates finalized, book early to grab some terrific deals. With Expedia, you can generally reserve some flights up to a year in advance. Prefer spur-of-the-moment adventures? Our last-minute deals are ideal for impromptu escapes.
How to plan a trip to Hollowayville?

  1. Choose your travel dates: What you want to do in Hollowayville and your favourite season can help you decide when to get away.
  2. Set a budget: Factor in costs like flights, transportation and food when calculating how much to put aside for your trip to Hollowayville. Then, pick a property that suits your budget, whether that's a low-cost stay or a swankier retreat.
  3. Work out your trip length: Consider how much time you'd like to spend exploring Hollowayville. Plan your days so you can get to all the experiences and attractions you're interested in at a comfortable pace.
  4. Bundle your flights and hotel: Epic destination, check. Length of stay, check. All that's left is to choose a Hollowayville vacation package that brings all your bookings together.

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