Shannon Vacation Packages

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to CA $4,200 when you book a flight and hotel together*

  • Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package

  • Rest easy

    Plan, book, and manage your trip all in one place

Your Shannon Vacation

Our Shannon vacation packages let you customize your own adventure. Tailor your getaway to your needs and interests and make the most of your time in this wonderful city. Your trip to Shannon has to include a little sightseeing. Lake Carroll Golf Course is a good place to kick off your exploring. Your dream Shannon vacation is a couple of clicks away. Browse airfares, hotels and more on Expedia for an adventure that's tailored to suit your style.

Top Shannon Vacation Deals

Price found within the past 48 hours. Click for updated prices.
The Allegro Royal Sonesta Hotel Chicago Loop

The Allegro Royal Sonesta Hotel Chicago Loop

4 out of 5
Downtown Chicago
Price was CA $927, price is now CA $680 per person
CA $680
per person
Dec 29 - Jan 1
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Chicago (ORD)
9/10 Wonderful! (2,957 reviews)

Level Chicago – Old Town

Level Chicago – Old Town

4 out of 5
Downtown Chicago
Price was CA $1,453, price is now CA $1,031 per person
CA $1,031
per person
Dec 30 - Jan 2
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Chicago (ORD)
9.2/10 Wonderful! (544 reviews)
Super clean. Super views. Super amenities. Will stay again.

Reviewed on Oct 26, 2026

Trump International Hotel & Tower Chicago

Trump International Hotel & Tower Chicago

5 out of 5
Downtown Chicago
Save 100% on your flight
Price was CA $2,045, price is now CA $1,478 per person
CA $1,478
per person
Dec 29 - Jan 1
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Chicago (ORD)
9.6/10 Exceptional! (2,057 reviews)

Pendry Chicago

Pendry Chicago

4.5 out of 5
Downtown Chicago
Price was CA $1,406, price is now CA $1,017 per person
CA $1,017
per person
Dec 3 - Dec 6
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Chicago (ORD)
9.2/10 Wonderful! (1,161 reviews)

The Talbott, Autograph Collection

The Talbott, Autograph Collection

4.5 out of 5
Downtown Chicago
Price was CA $952, price is now CA $704 per person
CA $704
per person
Dec 29 - Jan 1
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Chicago (ORD)
9.4/10 Exceptional! (185 reviews)
Staff was great and the room was clean!

Reviewed on Oct 29, 2026

Ready to book your vacation to Shannon?

 

Choose your dates

Shannon Hotel Deals

Savanna Inn & Suites

Savanna Inn & Suites

2 out of 5
101 Valley View Drive Savanna IL
Fully refundableReserve now, pay when you stay
The price is CA $190 per night from Nov 1 to Nov 2
CA $190
CA $211 total
Nov 1 - Nov 2
includes taxes & fees
9/10 Wonderful! (1,001 reviews)
"Thje staff from the woman who checked us in to the hostess at the breakfast were as welcoming and comforting as many of the B n B's we stay at."

Reviewed on Oct 29, 2026

Savanna Inn & Suites
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
Fully refundable
The price is CA $147 per night from Nov 8 to Nov 9
CA $147
CA $164 total
Nov 8 - Nov 9
includes taxes & fees
9/10 Wonderful! (960 reviews)
"The place was pretty nice. But its serious need of new carpet though out. Pack your slippers! Other than that its a nice place with a great breakfast."

Reviewed on Oct 27, 2026

Country Inn & Suites by Radisson, Freeport, IL
Super 8 by Wyndham Freeport

Super 8 by Wyndham Freeport

2 out of 5
1551 Sleezer Home Rd Freeport IL
Fully refundableReserve now, pay when you stay
The price is CA $132 per night from Nov 1 to Nov 2
CA $132
CA $146 total
Nov 1 - Nov 2
includes taxes & fees
7/10 Good! (398 reviews)
"Our experience at this Super 8 was extremely disappointing. The hotel was dirty, the facilities were outdated, and the maintenance was very poor. However, the worst part of our stay was what happened to our 4-year-old son. After eating breakfast at the hotel, he developed vomiting and diarrhea that ..."

Reviewed on Oct 16, 2026

Super 8 by Wyndham Freeport
See all 79 properties in Shannon
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.
All Inclusive Vacations
All Inclusive Vacations
Beach Vacations
Beach Vacations
Family Vacations
Family Vacations

Frequently asked questions

How much does a Shannon vacation package cost?
Offering great value package deals from CA $680 on Expedia, you'll be surprised at how little a vacation to Shannon costs! Expedia's packages make travel planning easier and your savings go further.
What are the cheapest months to go to Shannon?
You can typically find lower prices and greater availability in January, February and November. Take a look at our cheap Shannon vacation packages and you could land some excellent off-season deals.
How many days is enough for Shannon?
The ideal duration for your Shannon vacation depends on what you'd like to do. Typically, a few days to a week will give you enough time to visit all the major sights and explore some hidden spots along the way.
How to find the best Shannon package deals?
Use Expedia's filter tool to find some great Shannon package deals. When you start your search, just set your maximum budget and then order the results by "Price: low to high." If you're looking to save, plan your trip for midweek, or look for Shannon package deals in the off-peak season. Play around with your travel dates and you may score even bigger discounts. As a rule of thumb, it's usually best to book your vacation package as early as possible.
Is it cheaper to book a Shannon vacation as a package?
Expedia vacation packages are designed to help you keep more money in your pocket. Bundle your flight, hotel and car rental into one great-value price and enjoy significant savings. You'll generally snag a better deal than booking each component individually. And you'll still enjoy the flexibility to create a personalized Shannon vacation by choosing your preferred type of stay, airline and car class.
When to book a vacation package to Shannon?
If you have your Shannon vacation dates confirmed, book as early as you can to snap up some awesome deals. With Expedia, you can often reserve some flights up to a year in advance. Prefer spontaneous getaways? Our last-minute deals are perfect for quick escapes.
How to plan a trip to Shannon?

  1. Choose your travel dates: The things you'd like to do in Shannon and your preferred season can help you decide when to travel.
  2. Work out your budget: Make sure you have enough money to cover everything from transportation and meals to activities and flights. Your hotel will probably be the biggest expense during your trip to Shannon.
  3. Work out your trip length: Think about how long you want to spend discovering Shannon. Plan your days so you can get to all the attractions and activities you're interested in at a comfortable pace.
  4. Combine your accommodations and airfare: After you've nailed down your trip dates and duration, lock in the right Shannon vacation package for you.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.