Book Exclusive Pearl City Vacation Packages

Choose one or more items to build your trip:

Pearl City flight + hotel packages

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

Hilton Chicago

4 out of 5
Downtown Chicago
Price was CA $613, price is now CA $462 per person
CA $462
per person
Nov 7 - Nov 9
found 1 day ago
Roundtrip flight included
Calgary (YYC) to Chicago (ORD)
Stay at this 4-star historic hotel in Chicago. Enjoy 2 restaurants, breakfast (surcharge), and a health club. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Grant Park and Millennium Park are located nearby.
Hilton Orrington / Evanston

Hilton Orrington / Evanston

4 out of 5
Downtown Evanston
Price was CA $805, price is now CA $535 per person
CA $535
per person
Nov 15 - Nov 18
found 1 day ago
Roundtrip non-stop flight included
Calgary (YYC) to Chicago (ORD)
Book a stay at this business-friendly hotel in Evanston. Enjoy free WiFi, breakfast (surcharge), and a 24-hour fitness center. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Clark Street Beach and Halim Time & Glass Museum are located nearby.
The Langham, Chicago

The Langham, Chicago

5 out of 5
Downtown Chicago
Price was CA $2,067, price is now CA $1,386 per person
CA $1,386
per person
Oct 30 - Nov 2
found 23 hours ago
Roundtrip flight included
Calgary (YYC) to Chicago (ORD)
Stay at this 5-star luxury hotel in Chicago. Enjoy free WiFi, a full-service spa, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Chicago Riverwalk and Michigan Avenue are located nearby.
Level Chicago – Old Town

Level Chicago – Old Town

4 out of 5
Downtown Chicago
Price was CA $741, price is now CA $504 per person
CA $504
per person
Nov 7 - Nov 9
found 1 day ago
Roundtrip flight included
Calgary (YYC) to Chicago (ORD)
Stay at this 4-star family-friendly aparthotel in Chicago. Enjoy free WiFi, an outdoor pool, and a rooftop terrace. Our guests praise the helpful staff in our reviews. Popular attractions Michigan Avenue and Chicago Riverwalk are located nearby.
Victoria Resort and Bed & Breakfast

Victoria Resort and Bed & Breakfast

4 out of 5
North Side
Price was CA $2,039, price is now CA $1,545 per person
CA $1,545
per person
Nov 16 - Nov 23
found 18 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Chicago (ORD)
Stay at this 4-star B&B in South Haven. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Michigan Maritime Museum and Warner Vineyards are located nearby.

Top Pearl City hotels deals

The Rustic Retreat: Elegant cabin with WiFi & AC in an enchanting location!

The Rustic Retreat: Elegant cabin with WiFi & AC in an enchanting location!

2.5 out of 5
The price is CA $136 per night
CA $136
CA $449 total
Sep 29 - Sep 30
includes taxes & fees
Stay at this cabin in Pearl City. Enjoy a garden, patios, and an in-room coffeemaker. Popular attraction Lake Carroll Golf Course is located nearby.
Kitchen
Pet-friendly
Savanna Inn & Suites

Savanna Inn & Suites

2 out of 5
101 Valley View Drive, Savanna, IL
Free cancellation
Reserve now, pay when you stay
The price is CA $178 per night
CA $178
CA $198 total
Sep 7 - Sep 8
includes taxes & fees
Book a stay at this business-friendly hotel in Savanna. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. Popular attractions Bowen Park and Havencrest Castle are located nearby.
Pool
Breakfast included
Baymont by Wyndham Freeport

Baymont by Wyndham Freeport

2.5 out of 5
1060 Riverside Dr, Freeport, IL
Free cancellation
Reserve now, pay when you stay
The price is CA $122 per night
CA $122
CA $136 total
Sep 21 - Sep 22
includes taxes & fees
Book a stay at this business-friendly hotel in Freeport. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the property condition in our reviews. Popular attractions Winneshiek Playhouse and Lincoln-Douglas Debate Square are located nearby.
Pool
Breakfast included
Country Inn & Suites by Radisson, Freeport, IL

Country Inn & Suites by Radisson, Freeport, IL

2.5 out of 5
1710 South Dirck Drive, Freeport, IL
Free cancellation
The price is CA $154 per night
CA $154
CA $171 total
Sep 21 - Sep 22
includes taxes & fees
Stay at this hotel in Freeport. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Little Cubs Field and Krape Park Carousel are located nearby.
Pool
Hot tub
SureStay Hotel by Best Western Thomson

SureStay Hotel by Best Western Thomson

2.5 out of 5
5020 IL Rt 84, Thomson, IL
Free cancellation
Reserve now, pay when you stay
The price is CA $152 per night
CA $152
CA $169 total
Sep 11 - Sep 12
includes taxes & fees
Book a stay at this golf hotel in Thomson. Enjoy free breakfast, free parking, and a golf course. Our guests praise the helpful staff in our reviews. Popular attractions Cook Island and Thomson Causeway Recreation Area are located nearby.
Breakfast included
Pet-friendly
Super 8 by Wyndham Freeport

Super 8 by Wyndham Freeport

2 out of 5
1551 Sleezer Home Rd, Freeport, IL
Free cancellation
Reserve now, pay when you stay
The price is CA $116 per night
CA $116
CA $129 total
Sep 7 - Sep 8
includes taxes & fees
Stay at this hotel in Freeport. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Stephenson County Historical Museum and Oscar Taylor Home are located nearby.
Breakfast included
Pet-friendly
Don't see what you're looking for?
See all available properties in Pearl City
View all properties
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.

Pearl City Vacations

Accidentally stumbling across someplace new is what makes traveling so magical, But of course, it certainly never hurts to learn a few things about the destination before you rush off. We'll help you find out the essential facts about Pearl City.

This town is 11 miles (18 kilometers) from Freeport and 25 miles (40 kilometers) from Monroe.

It won't be too tricky to make new friends in this corner of Illinois. It has a population of approximately 800 locals.

Hotels in Pearl City

If you are set on staying in Pearl City, you may find it a bit of a challenge. But don't fret, Freeport is only a short drive away and has some fantastic options for you to choose from. Our suggestions are the Country Inn & Suites by Radisson, Freeport, IL, Hampton Inn Freeport, Baymont by Wyndham Freeport and Super 8 by Wyndham Freeport.

Places to visit in Pearl City

Ditch the history journals! Let the past jump to life at Silver Creek Museum. Want more options? It doesn't matter whether you're trying to beat par or simply in the mood to brush up on your swing, you're sure to have a blast at Park Hills Golf Course. And, there's still more going on in the surrounding area. The intimacy and accomplishment of live theater is hard to ignore. Secure tickets to a performance at Winneshiek Playhouse and experience the magic for yourself!

Where do you fly into for Pearl City?

Slip on your headphones and select an in-flight movie. In no time at all, you'll hit the tarmac at Greater Rockford Airport (RFD). It's approximately 40 miles (64 kilometers) from downtown Pearl City.

Frequently asked questions

How much are vacation packages to Pearl City?
CA $462 is all you need to spend for a memorable escape in Pearl City. Bundle your hotel and flights into a vacation package with Travelocity and see your savings grow. With such good prices, you'll want to start packing your suitcase now!
Where can I get the best vacation package deals for Pearl City?
Check out Travelocity. With access to 400 airlines and a whopping 1,000,000 properties around the world, finding the best Pearl City package deal couldn't be easier.
Why should I book my Pearl City vacation bundle via Travelocity?
From our 24/7 customer care to our range of fantastic destinations, we're dedicated to giving you the most unforgettable escape. All you need to do is to click and book — our Price Match Guarantee will make sure you get the best price.
Can I save money on my Pearl City car rental if I book it with a hotel or flight?
You most certainly can — bundle your car, flight and hotel into a Pearl City vacation package and you can save a ton. With so much to uncover in the Pearl City area, that rental vehicle will make exploring a joy. Once you've slid into the driver's seat, get out on the wide open road and find your way to Wrigley Field, a famous attraction roughly 177 kilometers from Pearl City.
Which airport is best for Pearl City?
Many people arrive at Rockford, IL (RFD-Greater Rockford). Once you've touched down and found your luggage, set off 64 kilometers west to reach downtown Pearl City. Dubuque Regional Airport (DBQ) is your other option, 72 kilometers from the center of the city.

Photos of local treasures

Browse Pearl City vacation photos for more inspiration