Book Exclusive Stephenson County Vacation Packages

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Stephenson County flight + hotel packages

Price found within the past 48 hours. Click for updated prices.
THE MIDLAND HOTEL, Chicago, a Tribute Portfolio Hotel

THE MIDLAND HOTEL, Chicago, a Tribute Portfolio Hotel

4 out of 5
Downtown Chicago
Price was CA $1,516, price is now CA $1,000 per person
CA $1,000
per person
Dec 20 - Dec 27
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Chicago (ORD)
Book a stay at this business-friendly hotel in Chicago. Enjoy breakfast (surcharge), a 24-hour fitness center, and a 24-hour front desk. Our guests praise the helpful staff in our reviews. Popular attractions Millennium Park and Chicago Riverwalk are located nearby.
The Talbott, Autograph Collection

The Talbott, Autograph Collection

4.5 out of 5
Downtown Chicago
Price was CA $1,706, price is now CA $1,158 per person
CA $1,158
per person
Dec 20 - Dec 27
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Chicago (ORD)
Book a stay at this luxury hotel in Chicago. 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 Michigan Avenue and Chicago Riverwalk are located nearby.
Swissotel - Chicago

Swissotel - Chicago

4.5 out of 5
Downtown Chicago
Price was CA $1,771, price is now CA $1,237 per person
CA $1,237
per person
Dec 20 - Dec 27
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Chicago (ORD)
Book a stay at this luxury hotel in Chicago. Enjoy 2 bars/lounges, breakfast (surcharge), and 24-hour room service. Our guests praise the restaurant and the helpful staff in our reviews. Popular attractions Chicago Riverwalk and Millennium Park are located nearby.
Kimpton Gray Hotel by IHG

Kimpton Gray Hotel by IHG

4.5 out of 5
Downtown Chicago
Price was CA $1,912, price is now CA $1,381 per person
CA $1,381
per person
Dec 20 - Dec 27
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Chicago (ORD)
Book a stay at this luxury hotel in Chicago. Enjoy breakfast (surcharge), a 24-hour fitness center, and WiFi (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Millennium Park and Chicago Riverwalk are located nearby.
Sable at Navy Pier Chicago, Curio Collection by Hilton

Sable at Navy Pier Chicago, Curio Collection by Hilton

4 out of 5
Downtown Chicago
Price was CA $1,690, price is now CA $1,270 per person
CA $1,270
per person
Dec 20 - Dec 27
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Chicago (ORD)
Book a stay at this business-friendly hotel in Chicago. Enjoy free WiFi, 2 restaurants, and 2 bars/lounges. Our guests praise the restaurant and the helpful staff in our reviews. Popular attractions Navy Pier and Michigan Avenue are located nearby.

Top Stephenson County hotels deals

City Express By Marriott Freeport

City Express By Marriott Freeport

3 out of 5
1060 Riverside Dr Freeport IL
Free cancellation
Reserve now, pay when you stay
The price is CA $139 per night
CA $139
CA $154 total
Oct 25 - Oct 26
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 in our reviews. Popular attractions Winneshiek Playhouse and Lincoln-Douglas Debate Square are located nearby.
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 $149 per night
CA $149
CA $165 total
Nov 8 - Nov 9
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.
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 $133 per night
CA $133
CA $148 total
Oct 19 - Oct 20
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.
Hampton Inn Freeport

Hampton Inn Freeport

2.5 out of 5
109 S Galena Ave Freeport IL
Free cancellation
Reserve now, pay when you stay
The price is CA $144 per night
CA $144
CA $160 total
Oct 25 - Oct 26
includes taxes & fees
Book a stay at this business-friendly hotel in Freeport. Enjoy free breakfast, free parking, and a 24-hour fitness center. Popular attractions Winneshiek Playhouse and Lincoln-Douglas Debate Square are located nearby.
Riverview Inn & Suites, an Ascend Collection Hotel

Riverview Inn & Suites, an Ascend Collection Hotel

3 out of 5
700 W Riverside Blvd Rockford IL
Free cancellation
The price is CA $131 per night
CA $131
CA $149 total
Nov 1 - Nov 2
includes taxes & fees
Book a stay at this business-friendly hotel in Rockford. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Boylan Tennis Center and Anderson Japanese Gardens are located nearby.
Embassy Suites by Hilton Rockford Riverfront

Embassy Suites by Hilton Rockford Riverfront

3.5 out of 5
416 S Main Street Rockford IL
Free cancellation
Reserve now, pay when you stay
The price is CA $235 per night
CA $235
CA $267 total
Nov 16 - Nov 17
includes taxes & fees
Book a stay at this business-friendly hotel in Rockford. Enjoy free breakfast, 2 restaurants, and 2 bars/lounges. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions BMO Center and Tinker Swiss Cottage & Gardens are located nearby.
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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.

Stay near popular Stephenson County attractions

Krape Park

9.6/10 (45 reviews)
Explore the great outdoors at Krape Park, a lovely green space in Freeport. Discover the area's sunrises and countryside.
See properties

Photos of local treasures

Browse Stephenson County vacation photos for more inspiration

A wet road flanked by tall trees and a large tree stump.
A modern bar with a black and white mural, metal chairs, and a concrete floor.
A rural landscape with barns, leafless trees, and a full moon in the sky.
A park with a paved walkway, a bench, and a body of water.
A bridge with a concrete railing, surrounded by trees with autumn leaves, and a clear blue sky.

Frequently asked questions

How much are vacation packages to Stephenson County?
You might be surprised — you can recharge your batteries in Stephenson County for as low as CA $1,000. At Travelocity, we save you time and money with our awesome vacation packages. With hotels, flights and tours all ready to go, what's holding you back?
Where can I get the best vacation package deals for Stephenson County?
You'll find terrific Stephenson County package deals with Travelocity. Choose from as many as 400 airlines and 1,000,000 worldwide properties and turn those vacation daydreams into reality.
Why should I book my Stephenson County vacation package with Travelocity?
From exciting destinations to memorable experiences, we have everything you need to satisfy your love for travel. Our friendly 24/7 customer support will also ensure you're being taken care of before, during and after your trip. And don't stress if you find a cheaper price on your reservation, we'll match it. That's our Price Match Guarantee.
Can I save money on my Stephenson County car rental if I book it with my hotel or flight?
You sure can. And our Stephenson County vacation packages will help you do it. With only a few clicks you can save cash as well as time by bundling your bookings. Pick up the keys to your rental car and feel the freedom of the open road. Searching for things to do? Throw some tours or experiences into your package and save on those too.
Which airport is best for Stephenson County?
Dane County Regional Airport (MSN) is an excellent option for people hopping on a plane to Stephenson County. Rockford, IL (RFD-Greater Rockford) and Dubuque Regional Airport (DBQ) also welcome many flights to the region.
What is there to do in Stephenson County?
A diverse and impressive destination, Stephenson County offers some excellent things to see and do. Lake Le Aqua Na State Park and Stagecoach Golf Course are just two of the favorites.