Sheridan Vacation Packages

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Top Sheridan Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Staybridge Suites Chicago O'Hare - Rosemont by IHG

Staybridge Suites Chicago O'Hare - Rosemont by IHG

3 out of 5
O'Hare
Price was CA $773, price is now CA $522 per person
CA $522
per person
Nov 7 - Nov 11
found 1 day ago
Roundtrip flight included
Montreal (YUL) to Chicago (ORD)
8.8/10 Excellent! (1,012 reviews)
It was a very nice place. I don’t agree with the parking fees and then the added on three dollar Eco fee when nursing to be parking right beside it that was the cities and didn’t seem like very of secure parking. It wasn’t fenced in or anything just I don’t understand the fee for the parking Other night. It was a stay

Reviewed on Aug. 24, 2025

Level Chicago - River North

Level Chicago - River North

4 out of 5
Downtown Chicago
Price was CA $1,315, price is now CA $788 per person
CA $788
per person
Sep 25 - Sep 28
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Chicago (ORD)
9/10 Wonderful! (666 reviews)
The hotel never got cool, hot everywhere, even the community areas. We had to use the TV in the communal area as ours didn't work. We called on day one and the girl laughed and never sent anyone to fix it. Our key cards didn't work multiple times during the stay. The party that happened at the pool on Sunday night of our stay was awful. I couldn't imagine what my kids saw even those this hotel said no parties.

Reviewed on Aug. 25, 2025

Staypineapple, An Iconic Hotel, The Loop

Staypineapple, An Iconic Hotel, The Loop

4 out of 5
Downtown Chicago
Price was CA $1,699, price is now CA $1,070 per person
CA $1,070
per person
Oct 6 - Oct 10
found 14 hours ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.4/10 Exceptional! (1,014 reviews)
We loved the experience! We shall come back again😊

Reviewed on Aug. 24, 2025

The Langham, Chicago

The Langham, Chicago

5 out of 5
Downtown Chicago
Price was CA $2,983, price is now CA $1,933 per person
CA $1,933
per person
Oct 6 - Oct 10
found 14 hours ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.8/10 Exceptional! (1,003 reviews)
Phenomenal service. Exactly how a 5* hotel should be run. Everything was perfect.

Reviewed on Aug. 12, 2025

Hilton Chicago/Oak Lawn

Hilton Chicago/Oak Lawn

3.5 out of 5
Price was CA $878, price is now CA $580 per person
CA $580
per person
Nov 13 - Nov 17
found 1 day ago
Roundtrip flight included
Montreal (YUL) to Chicago (ORD)
8.2/10 Very Good! (1,006 reviews)
I arrived at the hotel to check in and I was told their system was down so they were unable to give me a room. I waited almost an hour and as I was walking out I was told the system was back up but they didn’t have the room I reserved, they only had a room with 2 queen size beds. It was late and I just wanted to get some rest so I took the room. The woman at the front desk did extend my check out time from 12pm to 2pm so I appreciated that.

Reviewed on Aug. 26, 2025

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Sheridan Hotel Deals

Holiday Inn Club Vacations Fox River Resort at Sheridan by IHG

Holiday Inn Club Vacations Fox River Resort at Sheridan by IHG

3.5 out of 5
2558 N 3653 Road, Sheridan, IL
Fully refundable
The price is CA $112 per night from Aug 28 to Aug 29
CA $112
CA $144 total
Aug 28 - Aug 29
includes taxes & fees
8.2/10 Very Good! (577 reviews)
"I enjoyed the hot tub"

Reviewed on Aug. 22, 2025

Holiday Inn Club Vacations Fox River Resort at Sheridan by IHG
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 $135 per night from Sep 2 to Sep 3
CA $135
CA $160 total
Sep 2 - Sep 3
includes taxes & fees
7.2/10 Good! (904 reviews)
"Location"

Reviewed on Aug. 7, 2025

Grand Bear Resort at Starved Rock
Super 8 by Wyndham Peru Starved Rock State Park

Super 8 by Wyndham Peru Starved Rock State Park

2 out of 5
1851 May Rd, La Salle, IL
Fully refundableReserve now, pay when you stay
The price is CA $87 per night from Sep 2 to Sep 3
CA $87
CA $98 total
Sep 2 - Sep 3
includes taxes & fees
6.8/10 (820 reviews)
Not my favorite but was treated well
"We got there only to find our room was booked for the 2nd floor but there was no elevator. The attendant at the desk was kind and changed us to a first floor handicap room. It was generally clean and ok for the night. The breakfast was lack-luster but sufficient. There definitely need to wipe down ..."

Reviewed on Aug. 22, 2025

Super 8 by Wyndham Peru Starved Rock State Park
See all 367 properties in Sheridan
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 Sheridan vacation package cost?
You'll find cheap prices from CA $522 on Expedia for your Sheridan getaway. However, factors like the length of stay, hotel choice and season will influence how much your vacation to Sheridan costs.
What are the cheapest months to go to Sheridan?
You can typically find lower prices and greater availability in November, December and January. Take a look at our cheap Sheridan vacation packages and you could get some excellent off-season deals.
How many days is enough for Sheridan?
With a well-organized travel plan, you can easily hit the most popular Sheridan sights in a few days. But if you'd like to discover hidden spots or take day trips, consider booking your Sheridan vacation for longer.
How to find the best Sheridan package deals?
Use Expedia's handy filters to find some great Sheridan package deals. When you begin your search, just 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 search for Sheridan package deals in the off-season. Switch up your travel dates and you may score 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 Sheridan vacation as a package?
Expedia vacation packages are designed to give you more bang for your buck. Bundle your flight, car rental and hotel into one great-value price and enjoy significant savings. You'll generally score a better deal than booking each component individually. And you'll still enjoy the freedom to create a customized Sheridan vacation by choosing your favourite type of stay, airline and car class.
How to plan a trip to Sheridan?

  1. Pick your dates: What you'd like to do in Sheridan and your favourite season can help you decide when to go.
  2. Set your budget: Factor in expenses such as flights, food and transportation when working out how much to set aside for your trip to Sheridan. Then, pick a hotel that matches your budget, whether that's a wallet-friendly stay or a deluxe retreat.
  3. Decide how long to go away for: Now that you're more familiar with Sheridan, you can figure out the ideal length of your break. Pull together a rough plan and give yourself enough time to cover everything you want to do.
  4. Bundle your bookings: With your travel dates in order, you can combine your hotels, flights, car rental and more into a personalized Sheridan vacation package.

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