Sheridan Vacations from $312

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The Latest Sheridan vacation packages

Price found within the past 48 hours. Click for updated prices.
Pendry Chicago

Pendry Chicago

4.5 out of 5
Downtown Chicago
Save 100% on your flight
Price was $545, price is now $312 per person
$312
per person
Nov 22 - Nov 25
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
9.4/10 Exceptional! (1,085 reviews)
I loved the hotel, however I would request an inside room next time. It was extremely noisy outside.

Reviewed on Oct 11, 2025

The Westin Michigan Avenue Chicago

The Westin Michigan Avenue Chicago

4.5 out of 5
Downtown Chicago
Price was $1,473, price is now $537 per person
$537
per person
Dec 23 - Dec 28
found 4 hours ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
8.8/10 Excellent! (1,046 reviews)
One bad part -drain in tub very slow. Called to fix it but even afterwards still slow. Also room was not cleaned one day, had to call to get it done.

Reviewed on Oct 2, 2025

The French Country Inn Lake Geneva

The French Country Inn Lake Geneva

3 out of 5
Price was $812, price is now $376 per person
$376
per person
Dec 16 - Dec 22
found 8 hours ago
Roundtrip flight included
Dallas (DFW) to Chicago (ORD)
8.6/10 Excellent! (146 reviews)
Lake view was perfect. The sitting area outside of our room was great except people were smoking even though it wasn’t allowed. I tried to call the office but no one answered. Staff is friendly. The rooms were clean but are on the older side. The bed was comfortable.

Reviewed on Oct 6, 2025

Art Villa

Art Villa

5 out of 5
West Town
Save 100% on your flight
Price was $1,020, price is now $524 per person
$524
per person
Dec 31 - Jan 3
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Chicago (ORD)
10/10 Exceptional! (2 reviews)
Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago

4 out of 5
Downtown Chicago
Save 100% on your flight
Price was $590, price is now $314 per person
$314
per person
Nov 22 - Nov 25
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
9.4/10 Exceptional! (2,427 reviews)
Great hotel in a great area. Included breakfast was excellent.

Reviewed on Oct 13, 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
8.4/10 Very Good! (596 reviews)
"Room was quiet and clean. Very spacious. A good stay."

Reviewed on Oct 5, 2025

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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
$105 nightly
The price is $118 total per night from Oct 15 to Oct 16
$118 total
Oct 15 - Oct 16
Total with taxes and fees
7.2/10 Good! (953 reviews)
"Being in a room with a balcony, you don’t want to look out and see dirt. Such a beautiful area and our room faces dirt out back."

Reviewed on Oct 6, 2025

Grand Bear Resort at Starved Rock
Best Western Oswego Hotel

Best Western Oswego Hotel

2.5 out of 5
2055 Wiesbrook Dr, Oswego, IL
Fully refundableReserve now, pay when you stay
$75 nightly
The price is $82 total per night from Oct 20 to Oct 21
$82 total
Oct 20 - Oct 21
Total with taxes and fees
8.6/10 Excellent! (751 reviews)
"Everything was nice. The only complaint was a need to upgrade the tub and shower but otherwise it was a spectacular stay. It was very clean and safe. Staff was very pleasant, friendly and helpful. Close to many things where you can walk. Wonderful stay!!!"

Reviewed on Oct 11, 2025

Best Western Oswego Hotel
See all 368 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.

Sheridan Essential Information

Language
English
Currency
U.S dollars
Population
2,700
Max Temp Winter
30ºF
Max Temp Summer
80ºF

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Frequently asked questions

How much does a Sheridan vacation package cost?
Offering great value package deals from $312 on Expedia, you'll be thrilled with how little a vacation to Sheridan costs! Expedia's packages mean less travel planning for you and greater savings.
What are the cheapest months to go to Sheridan?
February, August and November are the best times to search for cheap Sheridan vacation packages. Opting to travel in quieter periods means you can usually find reduced prices on accommodations and flights.
How many days is enough for Sheridan?
The ideal length for your Sheridan vacation depends on what you'd like to see. Generally, a handful of days to a week will give you enough time to visit all the top sights and explore some hidden spots along the way.
How to find the best Sheridan package deals?
Begin your search for a Sheridan package deal by entering your destination and preferred travel dates under our "Packages" tab. Then select a few filters, like "Property type" and "Amenities," to tailor the results to your exact style. You can also sort by "Package discount" and discover offers that come with huge savings. If you don't find the perfect Sheridan package deal straight away, just switch up your dates and search again. Bear in mind that deals are only available for a limited time, so book early and get your Sheridan getaway off to a flying start.
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 usually snag a better deal than booking each component individually. And you'll still enjoy the freedom to create a tailored Sheridan vacation by choosing your preferred accommodation type, airline and car class.
When to book a vacation package to Sheridan?
If you have your Sheridan vacation dates locked in, book as early as you can to snap up some terrific deals. With Expedia, you can typically reserve some flights up to one year in advance. Prefer spontaneous adventures? Our last-minute deals are perfect for traveling on a whim.
Does Expedia offer Book Now, Pay Later Sheridan vacation packages?
Secure your dream escape to Sheridan with our Book Now, Pay Later vacations. No need to save up or wait for your next payday — we've partnered with online lender Affirm to give you more flexibility with your finances. Our vacation packages with payment plans let you split the cost across 3, 6 or 12 months. With no late payment fees or hidden charges, it's easy to stay on budget and snap up bargains while they last.

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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.