How much does a Sheridan vacation package cost?

Offering great value package deals from $336 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.

Sheridan Vacation Packages 2026 from $336

Name: Best Western Oswego Hotel
Price range: $82 total
Rating: 8.6

The Latest Sheridan vacation packages

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

theWit Chicago, a Hilton Hotel

Downtown Chicago

Save 100% on your flight

$336

per person

Mar 20 - Mar 24

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Chicago (ORD)

9/10 Wonderful! (1,001 reviews)

Perfect location, comfortable and clean room

Reviewed on Jan 5, 2026

Hotel Riu Plaza Chicago

Downtown Chicago

Save 100% on your flight

$336

per person

Mar 20 - Mar 24

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Chicago (ORD)

9.4/10 Exceptional! (2,790 reviews)

Great breakfast, Clean room, enjoyed the stay

Reviewed on Jan 9, 2026

Level Chicago – Old Town

Downtown Chicago

Save 100% on your flight

$423

per person

Mar 20 - Mar 24

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Chicago (ORD)

9/10 Wonderful! (380 reviews)

Staff was friendly did amazing job with checking us in

Reviewed on Dec 25, 2025

Hilton Grand Vacations Club Chicago Magnificent Mile

Downtown Chicago

Save 100% on your flight

$492

per person

Mar 20 - Mar 24

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Chicago (ORD)

9.2/10 Wonderful! (317 reviews)

Had an amazing stay. Just note, you need to ask for the room cleaning service, and its not for everyday. Overall really loved the place and hope to come back!

Reviewed on Jan 10, 2026

Hilton Chicago

Downtown Chicago

Save 100% on your flight

$370

per person

Mar 20 - Mar 24

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Chicago (ORD)

8.4/10 Very Good! (2,301 reviews)

We had a large room with an amazing view!

Reviewed on Jan 11, 2026

Don't see what you're looking for?

See all available trips from Columbus to Sheridan

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Sheridan Hotel Deals

Grand Bear Resort at Starved Rock

2643 IL-178 Utica IL

Fully refundableReserve now, pay when you stay

$105 nightly

$116 total

Jan 12 - Jan 13

Total with taxes and fees

7.2/10 Good! (1,001 reviews)

Besides the toilet flush being very loud, the room was clean and up to par. We did have to wait three hours to check in, which was frustrating. When we asked for management, we were told by the front desk that there was no management in the building. It was a great stay aside from that.

Reviewed on Jan 6, 2026

Postcard Cabins Starved Rock, Outdoor Collection by Marriott Bonvoy

1879 N 2703rd Rd Ottawa IL

$149 nightly

$165 total

Jan 12 - Jan 13

Total with taxes and fees

9.6/10 Exceptional! (104 reviews)

Cozy and warm

Reviewed on Jan 1, 2026

Best Western Oswego Hotel

2055 Wiesbrook Dr Oswego IL

Fully refundableReserve now, pay when you stay

$75 nightly

$82 total

Jan 18 - Jan 19

Total with taxes and fees

8.6/10 Excellent! (811 reviews)

Had a great 2-night stay at this hotel. Jenny at the front desk was super-helpful answering questions and making sure I had everything I needed. The room was very clean and quiet. The breakfast had a wide variety of food on offer, much more than most hotels these days. My only (minor) complaint is ...

Reviewed on Dec 31, 2025

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.

Things to do near Sheridan

Experience the great outdoors in Sheridan, Illinois, where adventure awaits for families and thrill-seekers alike. Enjoy activities like camping, visiting the local water park, and exploring nearby excursions. Whether you’re planning a sightseeing trip, beach vacation, or a golf outing, Sheridan offers plenty of outdoor adventures to create lasting memories. Embrace the natural beauty and recreational opportunities that make this charming town a perfect getaway.

Shopping

In Sheridan, you can shop at local favorites like Mix's Trading Post and Crossroads Plaza, both offering a variety of gifts and souvenirs. If you're up for a drive, check out the Chicago Premium Outlets for a wider selection and great deals, located 28 miles away.

Recreation

Unwind at Silver Springs State Park, where nature trails and serene lakes promote relaxation. Enjoy a round of golf at Dayton Ridge Golf Club, surrounded by beautiful landscapes. Richard E Klatt Memorial Field offers tranquil spaces for leisurely walks and picnics, perfect for rejuvenation.

Adventure

Experience the thrill of freefall at Skydive Chicago, located 11 miles from Sheridan, offering an exhilarating air sports adventure. For family fun, Raging Waves Waterpark, 17 miles away, boasts exciting water slides and attractions. Don't miss the adrenaline rush at Grundy County Speedway, 16 miles from Sheridan, featuring exciting motor racing events.

Nightlife

Sheridan's nightlife offers a cozy, small-town charm. Enjoy a casual drink at the local pub, where friendly faces gather for conversation. For a lively evening, check out the nearby tavern featuring live music, great food, and a welcoming atmosphere perfect for unwinding after a day of adventures.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

Find the best attractions near Sheridan

Sheridan, Illinois, is an ideal destination for adventure and family vacations, featuring a range of attractions like state parks, urban parks, and significant architecture. Visitors can enjoy outdoor activities and family-friendly experiences, making it perfect for diverse travelers. Nearby points of interest include family resorts and attractions reminiscent of places like Myrtle Beach. Whether you're looking for relaxation or adventure, Sheridan has something to offer everyone.

Farnsworth House: Located 10 miles from Sheridan, the Farnsworth House is a masterpiece of modern architecture, designed by Mies van der Rohe. This glass structure harmonizes beautifully with its natural surroundings, offering a serene retreat that exemplifies minimalist design and the connection between indoor and outdoor spaces.
Washington Square Park: A 15-mile journey leads you to Washington Square Park, a vibrant urban park perfect for families. Enjoy outdoor activities, playgrounds, and picnic areas amid lush greenery, making it an ideal spot to relax and immerse yourself in city life.
The Middle East Conflicts Wall Memorial: Situated 14 miles away, this powerful memorial honors veterans and those affected by conflicts in the Middle East. Its poignant design and engraved names provide a reflective space for visitors to pay their respects and understand the sacrifices made.

Best time to go to Sheridan

The best time to visit Sheridan is dependent on what kind of holiday you are seeking. July is its hottest month on average. At this time, visitor numbers are slightly high and weather is mostly sunny with light rain. January is its coolest month on average. At this time, visitor numbers are average and weather is mostly cloudy with light rain.

Calendar Month	Temperature	Precipitation	Cloudiness	Occupancy	Pricing
January	23.5°F (-4.7°C)	Light Rain	Mostly Cloudy	Average	Slightly Low
February	26.1°F (-3.3°C)	Light Rain	Mostly Cloudy	Average	Slightly Low
March	39.2°F (4.0°C)	Light Rain	Mostly Cloudy	Slightly High	Average
April	49.5°F (9.7°C)	Light Rain	Mostly Sunny	Average	Average
May	61.3°F (16.3°C)	Light Rain	Mostly Sunny	Average	Average
June	70.3°F (21.3°C)	Light Rain	Mostly Sunny	Slightly High	Slightly High
July	73.0°F (22.8°C)	Light Rain	Mostly Sunny	Slightly High	Slightly High
August	71.6°F (22.0°C)	Light Rain	Mostly Sunny	Average	Average
September	65.8°F (18.8°C)	Light Rain	Mostly Sunny	Average	Slightly High
October	53.6°F (12.0°C)	Light Rain	Mostly Sunny	Slightly Low	Average
November	40.6°F (4.8°C)	Light Rain	Mostly Sunny	Slightly Low	Slightly Low
December	31.1°F (-0.5°C)	Light Rain	Mostly Cloudy	Slightly Low	Average

Tips to save on your trip to Sheridan

Combine your flights, hotels and car rentals on Expedia—bundling can result in significant savings.
Consider traveling during the off-peak season (typically January to February and November) for more affordable package holidays to Sheridan.
Use the Price per traveler filter on Expedia to find a package deal that suits your budget.
Check the VIP Access properties filter to discover outstanding hotels with added member perks at select properties.