Sterling Vacations from $465

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Your Sterling Vacation

The vibrant city of Sterling is calling your name. Uncover both its hidden gems and highlights with a Sterling vacation package that's custom made for you. If seeing the sights is a priority during your trip to Sterling, be sure to head over to big-name attractions like Sauk Valley Community College and Sinnissippi Park. Your perfect Sterling vacation is a couple of clicks away. Explore accommodations, flights and more on Expedia for a trip that's tailored just for you.

The Latest Sterling vacation packages

Price found within the past 48 hours. Click for updated prices.
Hilton Garden Inn Chicago Downtown South Loop

Hilton Garden Inn Chicago Downtown South Loop

3 out of 5
Downtown Chicago
Save 100% on your flight
Price was $827, price is now $465 per person
$465
per person
Sep 24 - Sep 29
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
8.8/10 Excellent! (1,621 reviews)
Coffee maker didn’t work.

Reviewed on Aug 22, 2025

LondonHouse Chicago, Curio Collection by Hilton

LondonHouse Chicago, Curio Collection by Hilton

4.5 out of 5
Downtown Chicago
Price was $1,416, price is now $771 per person
$771
per person
Sep 24 - Sep 29
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
9.4/10 Exceptional! (3,344 reviews)
I enjoyed the total experience of staying at this facility.

Reviewed on Aug 22, 2025

The Emily Hotel

The Emily Hotel

4 out of 5
Downtown Chicago
Save 100% on your flight
Price was $1,795, price is now $1,033 per person
$1,033
per person
Oct 16 - Oct 21
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to Chicago (ORD)
9.2/10 Wonderful! (1,159 reviews)
The staff here are absolutely the most helpful and sweetest. The hotel is perfect for a boutique hotel. The night life seemed to quite popular as well and right around Fulton market! I definitely recommend. Also the coffee bags ? PERFECTION. Just had to add that

Reviewed on Aug 22, 2025

The Allegro Royal Sonesta Hotel Chicago Loop

The Allegro Royal Sonesta Hotel Chicago Loop

4 out of 5
Downtown Chicago
Save 100% on your flight
Price was $866, price is now $508 per person
$508
per person
Sep 24 - Sep 29
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
9/10 Wonderful! (1,962 reviews)
Boutique hotel in downtown Chicago. Up to date facility, clean, quiet, good location.

Reviewed on Aug 22, 2025

The Royal Sonesta Chicago River North

The Royal Sonesta Chicago River North

4.5 out of 5
Downtown Chicago
Save 100% on your flight
Price was $977, price is now $574 per person
$574
per person
Sep 24 - Sep 29
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
9.2/10 Wonderful! (2,028 reviews)
Close to walk most places. Lots of restaurants in the surrounding area. Staff very nice. Rooms clean and spacious.

Reviewed on Aug 22, 2025

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Sterling Hotel Deals

Quality Inn & Suites Dixon near I-88

Quality Inn & Suites Dixon near I-88

2.5 out of 5
136 Plaza Dr, Dixon, IL
Fully refundableReserve now, pay when you stay
$91 nightly
The price is $101 total per night from Aug 31 to Sep 1
$101 total
Aug 31 - Sep 1
Total with taxes and fees
8.2/10 Very Good! (573 reviews)
"The evening check-in staff were confused on how to handle my arrival, but they worked it out. The Breakfast was great and the staff that managed was excellent: the only hotel chain where I saw the attendant regularly checking/recording the food temp!!!! Pool looked great with a slide too, although ..."

Reviewed on Aug 11, 2025

Quality Inn & Suites Dixon near I-88
Country Inn & Suites by Radisson, Rock Falls, IL

Country Inn & Suites by Radisson, Rock Falls, IL

2.5 out of 5
2106 First Avenue, Rock Falls, IL
Fully refundable
$92 nightly
The price is $102 total per night from Aug 31 to Sep 1
$102 total
Aug 31 - Sep 1
Total with taxes and fees
7.8/10 Good! (714 reviews)
"Staff excellent, kind, responsive. Toilets filthy."

Reviewed on Aug 16, 2025

Country Inn & Suites by Radisson, Rock Falls, IL
Wedding and corporate event venue

Wedding and corporate event venue

Rock Falls
Get rates
Wedding and corporate event venue
See all 47 properties in Sterling
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 Sterling

Sterling, Illinois, offers a fantastic blend of outdoor adventures and family-friendly activities, making it an ideal vacation spot. Visitors can enjoy campgrounds and recreational areas, perfect for day tours and group trips. For those looking to explore further, sightseeing, bus, and boat tours provide unique ways to experience the local scenery and attractions. Whether you're seeking relaxation or adventure, Sterling has something for everyone.

Shopping

If you're up for a drive, visit Conover Square Mall, located 24 miles away from Sterling. This shopping center offers a mix of entertainment and family-friendly vibes, perfect for finding unique gifts and souvenirs while enjoying a lively atmosphere.

Recreation

The Historic Dixon Theatre offers a charming cultural experience, perfect for a romantic evening or family outing. Enjoy captivating performances in a historic setting. For relaxation, visit White Pines Forest State Park, where you can unwind in nature's beauty. Golf enthusiasts will love Lake Carroll Golf Course's scenic outdoor challenges.

Adventure

Westwood Tennis Center offers an exciting experience for tennis enthusiasts, located 2 miles from Sterling. Enjoy the adventure vibes as you engage in lively matches, improve your skills, or participate in local tournaments while soaking in the friendly atmosphere of this vibrant facility.

Nightlife

Sterling's nightlife is cozy and welcoming. Enjoy craft beers at The Phoenix Taproom or savor delicious cocktails at The Brandywine. For live music, check out The Loft, where local bands create a vibrant atmosphere. A laid-back evening here promises a delightful experience.

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

Find the best attractions near Sterling

Sterling, Illinois, is an ideal destination for outdoor enthusiasts and families looking for adventure. Visitors can explore a mix of historic houses, engaging history museums, and modern college campuses, all offering rich cultural experiences. Whether you're interested in history, outdoor activities, or family-friendly fun, Sterling has a variety of attractions to suit every traveler's interests.

  • Sinnissippi Park: This urban park, located 2 miles from Sterling, offers a lovely retreat with family-friendly amenities, scenic walking paths, and beautiful picnic spots. Enjoy nature trails, a serene river view, and fun playgrounds, making it perfect for outdoor gatherings and leisurely strolls.
  • Sauk Valley Community College: Situated 6 miles away, this modern college is not only a hub of education but also a vibrant community space. Visitors can enjoy art exhibits, engaging events, and a lively campus atmosphere that reflects the city's dynamic energy.
  • Ronald Reagan Boyhood Home: Located 12 miles from Sterling, this historic house offers a glimpse into the early life of the 40th President of the United States. Explore the rich culture and heritage through guided tours that showcase Reagan’s upbringing and the significance of this charming home.

Tips to save on your trip to Sterling

  • 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 Sterling.
  • 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.

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Frequently asked questions

How much does a Sterling vacation package cost?
Offering excellent value package deals from $465 on Expedia, you'll be thrilled with how little a vacation to Sterling costs! Our packages simplify travel planning and maximize your savings.
What are the cheapest months to go to Sterling?
December, January and February are great times to look for cheap Sterling vacation packages. Choosing to travel in quieter months means you can usually find lower prices on accommodations and flights.
How many days is enough for Sterling?
The ideal length of your Sterling vacation depends on what you'd like to do. Typically, a handful of days to a week will give you enough time to go to all the leading attractions and discover some hidden treasures along the way.
How to find the best Sterling package deals?
Use Expedia's filters to help you find some fabulous Sterling package deals. When you start your search, simply set your maximum budget and then order the results by "Price: low to high." If you're looking to save, plan your escape for midweek, or search for Sterling package deals in the low season. Play around with your travel dates and you may land even better discounts. As a rule of thumb, it's typically best to book your vacation package as soon as possible.
Is it cheaper to book a Sterling vacation as a package?
You can enjoy significant savings on your next Sterling break by booking a tailored vacation package. Click on the "Package" heading, then select your destination and travel dates to browse the best flight and hotel prices. Bundling can save travelers hundreds of dollars. Consider adding a rental car and you may score a better deal.
When to book a vacation package to Sterling?
Land incredible discounts by booking your flights early with Expedia. If spontaneity is more your thing, snap up one of our last-minute deals for a spur-of-the-moment Sterling escape.
Does Expedia offer Book Now, Pay Later Sterling vacation packages?
Jet off on your dream trip to Sterling with our Book Now, Pay Later vacations. There's no need to save like crazy or wait until the next payday — we've partnered with online lender Affirm to give you more financial flexibility. Our vacation packages with payment plans allow you to spread the cost over 3, 6 or 12 months. With no late payment fees or extra charges, it's a breeze to budget for your trip and snap up bargains before they disappear.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.