Sheridan Vacations from $321
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The Latest Sheridan Vacation Packages
- The Talbott, Autograph Collection
Dec 15 - Dec 18The Talbott, Autograph Collection + Flight
Downtown Chicago3 nights4.5 star property9.4/10 - Exceptional (194 reviews)Roundtrip • Atlanta (ATL) - Chicago (ORD)ATL - ORD • Nonstop ORD - ATL • Nonstop - Sheraton Grand Chicago Riverwalk
Dec 20 - Dec 23Sheraton Grand Chicago Riverwalk + Flight
Downtown Chicago3 nights4.0 star property8.6/10 - Excellent (1,875 reviews)Roundtrip • Atlanta (ATL) - Chicago (ORD)ATL - ORD • Nonstop ORD - ATL • Nonstop$1,483$471found 1 day agoper traveler - Level Chicago Fulton Market
Dec 24 - Dec 29Level Chicago Fulton Market + Flight
Downtown Chicago5 nights4.0 star property9.2/10 - Wonderful (602 reviews)"If you are looking to stay in a condo type setting, this may be your spot. I checked in which you need to go through a process that takes 15 minutes, (do it before) and they automatically add a $25 per night fee for their gym and roof top. This was NOT published on Hotels.com or any other site. A total rip off as this is not a spa. There was no housekeeping. Checking in took 15 minutes in which there was little to no Wifi, so I had to go do this outside (crazy?). Do the check-in before..."Reviewed November 4, 2026Roundtrip • Atlanta (ATL) - Chicago (ORD)ATL - ORD • Nonstop ORD - ATL • Nonstop$856$557found 1 day agoper traveler - Level Chicago – Old Town
Jan 22 - Jan 25Level Chicago – Old Town + Flight
Downtown Chicago3 nights4.0 star property9.2/10 - Wonderful (558 reviews)Roundtrip • Atlanta (ATL) - Chicago (ORD)ATL - ORD • Nonstop ORD - ATL • Nonstop$733$498found 1 day agoper traveler - Hotel Riu Plaza Chicago
Dec 15 - Dec 18Hotel Riu Plaza Chicago + Flight
Downtown Chicago3 nights4.0 star property9.4/10 - Exceptional (5,645 reviews)"El mejor lugar para quedarte en Chicago⭐️"Reviewed November 4, 2026Roundtrip • Atlanta (ATL) - Chicago (ORD)ATL - ORD • Nonstop ORD - ATL • Nonstop
Where to stay in and around Sheridan
Ottawa
For travelers seeking a memorable trip, Ottawa is the perfect base to explore and enjoy diverse outdoor adventures. Nestled near the stunning Starved Rock State Park and surrounded by beautiful lakes and forests, this charming city offers ample opportunities for family outings and weekend getaways. With its inviting parks, like Washington Square Park, and intriguing historic sites such as the Appellate Court, Ottawa is an ideal choice. It's just about a 15-mile drive from Sheridan, making it an accessible getaway for a refreshing stay.
Norway
Experience the charm of Norway, Illinois, an excellent hub for families and weekend getaway seekers who want to immerse themselves in outdoor adventures. With attractions like the stunning Starved Rock State Park and the reflective Middle East Conflicts Wall Memorial nearby, there's plenty to explore. Norway's location within Sheridan makes it easy to access these sites as well as local sports facilities. Booking your stay in Norway is a smart choice for an unforgettable vacation experience.
Serena
If you're a nature enthusiast or adventure traveler, look no further than Serena, known for its stunning outdoor experiences. This charming city offers proximity to the breathtaking Starved Rock State Park, ideal for hiking and exploring, as well as the lively Norway Motorsports Park for some thrilling go-kart racing. Families will enjoy the relaxing atmosphere at Washington Square Park, perfect for picnics and leisurely strolls. Located about 4 miles from Sheridan, Serena is an excellent choice for your stay, blending convenience with nature's beauty.
Millington
Millington stands out as a prime spot for travelers interested in outdoor adventures and family-friendly experiences. Just a short distance from Sheridan, this charming city offers easy access to highlights like the Farnsworth House, a marvel of architecture, and the Norway Motorsports Park for adrenaline-pumping go-karting. With a blend of natural beauty and recreational venues, including the welcoming Grove Road Park, Millington is an excellent choice for a getaway. Its proximity makes it a smart hotel booking destination for those looking to explore the area.
Newark
Looking for the perfect spot? Newark is ideal for travelers seeking a blend of adventure and relaxation, featuring access to outdoor venues like the national state park, lake, and local monument. Visitors can explore the architectural significance of the Farnsworth House or enjoy the thrills at Norway Motorsports Park. Just about 5 miles from Sheridan, Newark offers a seamless getaway with a range of activities for families and weekend adventurers alike. It's a smart choice for your next hotel booking!
Sheridan Hotel Deals
Super 8 by Wyndham Ottawa Starved Rock
Super 8 by Wyndham Ottawa Starved Rock
Postcard Cabins Starved Rock, Outdoor Collection by Marriott Bonvoy
Postcard Cabins Starved Rock, Outdoor Collection by Marriott Bonvoy"Staff was nice"
Holiday Inn Express & Suites Ottawa by IHG
Holiday Inn Express & Suites Ottawa by IHG"Nice clean and well maintained property. Quickest elevators we have seen in a long time. Very good location. All good!"
The Montcler Hotel - Redberri Luxury Collection
The Montcler Hotel - Redberri Luxury Collection
Comfort Inn Ottawa Starved Rock Area
Comfort Inn Ottawa Starved Rock Area
Fairfield Inn & Suites by Marriott Ottawa Starved Rock Area
Fairfield Inn & Suites by Marriott Ottawa Starved Rock Area
Hampton Inn Ottawa (Starved Rock Area)
Hampton Inn Ottawa (Starved Rock Area)
Quality Inn Ottawa near Starved Rock State Park
Quality Inn Ottawa near Starved Rock State ParkFind out more about Sheridan
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.
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.
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.
Frequently Asked Questions
What are the top things to do in Sheridan?
Sheridan is an outdoor and nature destination known for family-friendly attractions, offering a variety of activities for your Sheridan vacation:
Browse and book things to do in Sheridan on Expedia.
How can I save money on a Sheridan vacation package?
When you bundle, you can save up to 30%*. To save money on a Sheridan package, consider traveling during the quieter months or be flexible with your dates to find more options. Bundling your flights and hotel together often unlocks savings compared to booking separately. *Members only. Savings vary.
Do you need to rent a car in Sheridan, or is public transport enough?
Exploring Sheridan is best done with a rental car, especially when booking Sheridan vacation packages with flights, as the area's outdoor attractions are spread out. The destination is an outdoor and nature area, with many points of interest located several miles from central Sheridan. For instance, Lake Shelbyville is about 6 miles away, while Shawnee National Forest is about 12 miles from the center. A car provides the flexibility to visit these natural sites and other family-friendly attractions at your own pace.
Your Sheridan vacation package can be customized around these activities, and a car makes it easier to reach them.
Can I change or cancel my Sheridan vacation package if my plans change?
Yes, you can cancel your vacation package via your itinerary page on Expedia or by contacting customer service. Remember that some packages are fully refundable, but the details vary based on each unique booking. A fully refundable package may depend on how far out from the travel dates you're canceling and what airline you are traveling with.
Do One Key members get extra savings when booking Sheridan vacation packages?
Yes, members who join our free One Key™ travel rewards program can instantly unlock additional savings and save 10% or more on over 500,000 stays worldwide with Member Prices and over 1 million car rentals.
Does Expedia offer Book Now, Pay Later Sheridan vacation packages?
Yes, with Expedia's Book Now, Pay Later option, powered by Affirm, you can spread the cost of your Sheridan vacation over 3, 6, or 12 months. With no late payment fees or hidden costs, it's easy to secure your ideal vacation package as soon as you spot it.
How do I find last-minute vacation packages to Sheridan?
To find last-minute vacation packages to Sheridan, explore the last-minute deals section for the latest package offers, including flights, departing in the coming weeks. Being flexible with your travel dates and hotel preferences can help you secure the best prices.
How does free cancellation work on Sheridan vacation packages?
Free cancellation on a Sheridan vacation package depends on the specific hotel and rate combination you book. Many bookings allow free cancellation up to a stated deadline (often a few days before travel) where eligible. Read the cancellation terms carefully when reviewing the package, and visit Expedia help center for further details.
Is it cheaper to book a Sheridan vacation as a package or separately?
Booking flights and hotels together can unlock lower overall prices. Better still, you can tailor your Sheridan getaway to match your exact preference. Pick your preferred flight time, select the hotel type and add a car rental. Explore our bundles to see how much you can save.
Why should I book my Sheridan vacation package with Expedia?
Booking your vacation package on Expedia makes it easier to get more out of your trip from the start. With a wide choice of hotels, you can compare prices, reviews and amenities all in one place, then bundle your hotel with flights which could help you save even more. Flexible booking options on selected stays also make it easier to plan with confidence.