Pearl City Vacations from $389
Book a Hotel + Flight or Car together to unlock savings
The Latest Pearl City vacation packages
Price found within the past 48 hours. Click for updated prices.
Chicago Lake Shore Hotel
Kenwood
$389
per person
Nov 26 - Dec 1
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
7/10 Good! (1,004 reviews)
My stay at the Chicago Lake Shore Hotel was good! The outside of the facility looks to be in rough shape but once you step inside the rooms they are updated and very clean!!! I would stay here again for the price. Of they could update/renovate the outside this place would be 10/10!!!
Reviewed on Sep 22, 2026
Level Chicago – Old Town
Downtown Chicago
$656
per person
Oct 23 - Oct 26
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
9.2/10 Wonderful! (520 reviews)
Amazing stay. Love the balcony view. Parking was easy and accessible. Will be back!
Reviewed on Sep 19, 2026
Pearl City Hotel Deals
The Rustic Retreat: Elegant cabin with WiFi & AC in an enchanting location!
Pearl City IL
10/10 Exceptional! (5 reviews)
"Absolutely perfect property. The host was quick with responses and easy to talk with. Checked in after first 24hrs with making sure everything was good, only thing I wish this place had was washer and dryer with staying a week at the property but honestly that’s a small concern and would recommend ..."
Reviewed on Aug 15, 2026
Savanna Inn & Suites
101 Valley View Drive Savanna IL
Fully refundableReserve now, pay when you stay
$136 nightly
$151 total
Sep 23 - Sep 24
Total with taxes and fees
9/10 Wonderful! (1,002 reviews)
"Enjoyed our stay. We were there 4 nights. They do not have stay over service but if you needed anything they had at the front desk. Only thing we didn't like was the continental breakfast only offered coffee would like to of had juice. Weekends they had a full breakfast I give an A+ sausage gravy ..."
Reviewed on Sep 22, 2026
City Express By Marriott Freeport
1060 Riverside Dr Freeport IL
Fully refundableReserve now, pay when you stay
$107 nightly
$119 total
Sep 29 - Sep 30
Total with taxes and fees
8/10 Very Good! (773 reviews)
"Breakfast could have been a little better"
Reviewed on Sep 21, 2026
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.
Find the Best Pearl City Vacation Packages
Pearl City Essential Information
Language | English |
|---|---|
Currency | U.S dollars |
Population | 810 |
Top Sights | Lake Le Aqua Na State Park, Freeport Art Museum and Silver Creek Museum |
More vacations you might like
Frequently asked questions
How much does a Pearl City vacation package cost?
You'll find cheap prices from $389 on Expedia for your Pearl City escape. However, a range of factors like the season, length of stay and your choice of hotel will influence how much your vacation to Pearl City costs.
What are the cheapest months to go to Pearl City?
August, September and December are great times to search for cheap Pearl City vacation packages. Choosing to travel in quieter periods means you can usually find reduced prices on flights and hotels.
How many days is enough for Pearl City?
The ideal length of your Pearl City vacation depends on what you'd like to do and see. Usually, a handful of days to a week will give you plenty of time to visit all the main attractions and explore some hidden spots along the way.
How to find the best Pearl City package deals?
Use Expedia's filters to help you find some tempting Pearl City package deals. When you begin your search, simply set your maximum budget and then order the results by "Price: low to high." If you want to save, plan your escape for midweek, or look for Pearl City 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 typically best to book your vacation package as soon as possible.
Is it cheaper to book a Pearl City vacation as a package?
You can enjoy significant savings on your Pearl City getaway by booking a personalized vacation package. Click on the "Package" heading, then select your destination and travel dates to see the best hotel and flight prices. Bundle everything into a neat package and you can save hundreds of dollars. Consider adding a car rental and you may score a better deal.
When to book a vacation package to Pearl City?
If you're planning an impromptu Pearl City adventure, browse our last-minute deals that can be booked up to a week before you take off. Don't want to leave things to the last minute? You can find amazing deals on your flights and hotels by booking well in advance.
Does Expedia offer Book Now, Pay Later Pearl City vacation packages?
Jet off on your dream trip to Pearl City with our Book Now, Pay Later vacations. There's no need to scrimp and save or wait for your next paycheck — we've joined forces with online lender Affirm to give you more flexibility with your finances. Our vacation packages with payment plans allow you to split the cost across 3, 6 or 12 months. With no late payment fees or extra charges, you can easily stick to your budget and snap up bargains while they last.
Explore a world of travel with Expedia
- Hotels in Freeport
- Motels in Lena
- Hotels in Lena
- 3 Star Hotels in Lena
- Hilton Hotels in Savanna
- Hotels in Lanark
- Budget in Freeport
- Hotels in Mount Carroll
- Hot Tub in Freeport
- Apartments in Freeport
- Hotels in Stockton
- 5 Star Hotels in Lanark
- Hotels in Shannon
- Cabins in Lena
- Independent Hotels in Lena
- Bedandbreakfast in Freeport
- Flights from Chicago (ORD) to Rockford (RFD)
- Frontier Airlines Atlanta to Chicago flights
- Flights to Lena
- Flights to Freeport
- Flights from Phoenix (PHX) to Rockford (RFD)
- Flights to Mount Carroll
- All Nippon Airways Beijing to Chicago flights
- Flights to Apple River
- Flights to Pearl City
- Flights to Cedarville
- Mississippi Palisades State
- Visit Fulton
- Visit Apple River
- Northern Illinois All Inclusive Vacation Packages
- Northern Illinois All Inclusive Vacation Packages
- Northern Illinois All Inclusive Vacation Packages
- Savanna Vacations
- Northern Illinois All Inclusive Vacation Packages
- Visit Lena
- Where to stay in East Moline
- Northern Illinois All Inclusive Vacation Packages
- Belvedere Mansion
- Where to stay in Northern Illinois
- Visit Elizabeth
- Rockford Vacations
- Visit Shannon
- Oregon Vacations
- Visit Galena
- Where to stay in DeKalb
- Northern Illinois All Inclusive Vacation Packages
- Sterling Vacations
- Visit Northern Illinois
- Northern Illinois All Inclusive Vacation Packages
- Where to stay in Freeport
- Galena Vacations
- Where to stay in Galena
- Northern Illinois All Inclusive Vacation Packages
- Visit Oregon
- Polo Vacations
- Grand Detour Vacations
- Visit Hanover
- Krape Park
- Lena Vacations
- Where to stay in Rochelle
- Northern Illinois All Inclusive Vacation Packages
- SplashLand Family Water Park
- Northern Illinois All Inclusive Vacation Packages
- Galena Historic District Vacations
- Northern Illinois All Inclusive Vacation Packages
- Where to stay in Dixon
- Northern Illinois All Inclusive Vacation Packages
- Visit Lanark
- Visit Rockford
- Visit Sterling
- Northern Illinois All Inclusive Vacation Packages
- Visit Freeport
- Casper Bluff Land
- Northern Illinois All Inclusive Vacation Packages
- Northern Illinois All Inclusive Vacation Packages
- White Pines Forest State Park
- Visit Scales Mound
- Visit Dixon
- Northern Illinois All Inclusive Vacation Packages
- Visit Savanna
- Hertz Rental Cars in Freeport
- Premium Car Rentals in Lena
- Enterprise Rental Cars in Freeport
- Car rentals in Stockton
- Car rentals in Pearl City
- Car rentals in Lanark
- Car rentals in Lena
- Pickup Car Rentals in Freeport
- Van Car Rentals in Greater Rockford
- Car rentals in Mount Carroll
- Car rentals in Freeport
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.