Berwyn Holidays
- Plan, book, travel with confidence
- Better togetherSave up to S$1,300 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPlan, book, and manage your trip all in one place
Top hotels in Berwyn
Congress Plaza Hotel
520 South Michigan Avenue Chicago IL
Fully refundableReserve now, pay when you stay
S$160
8 Sept - 9 Sept
includes taxes & fees
8/10 Very good! (10,186 reviews)
"Our tub was owed with rust stains. The water took 15 minutes to get hot. The room was basic. The TV was basic. There was no cable only 14 to 15 channels. The guy at check-in was kind of rude, but the valet person was helpful with parking. The room seem old with new fresh paint. They need a serious ..."
Reviewed on 27 Aug, 2026
The Chicago Hotel Collection Ambassador Gold Coast
1301 N State Pkwy Chicago IL
Fully refundableReserve now, pay when you stay
S$216
31 Aug - 1 Sept
includes taxes & fees
8/10 Very good! (2,109 reviews)
"😁"
Reviewed on 28 Aug, 2026
Hilton Chicago O'Hare Airport
O'Hare International Airport Chicago IL
Fully refundableReserve now, pay when you stay
S$346
18 Sept - 19 Sept
includes taxes & fees
8.4/10 Very good! (2,449 reviews)
"The location is excellent and I believe it's the only hotel right in the airport so we have stayed here several times with great success. They have everything set up for easy check-in and check-out due to the high volume of airport travelers. Rooms are spacious and clean."
Reviewed on 27 Aug, 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.
Stay near popular Berwyn attractions
Distro Music Hall
You can enjoy a show at Distro Music Hall during your stay in Berwyn. Discover the area's live music and churches.
FITZGERALDS NIGHTCLUB
FITZGERALDS NIGHTCLUB is just one of the places to see in Berwyn, so why not enjoy the other things to explore during your travels? Experience the area's live music and art scene.
FitzGerald's
FitzGerald's is just one of the places to see in Berwyn, so why not enjoy the other things to explore during your travels? Discover the area's live music and churches.
What to do in Berwyn
Chicago: Navy Pier Centennial Wheel Ticket
S$32
per adult
90% of travellers recommend
Wendella's 90-min Chicago River Architecture Tour
S$52
per adult
94% of travellers recommend
Frequently asked questions
How much does a Berwyn holiday package cost?
You'll find cheap prices on Expedia for your Berwyn getaway. However, a range of factors like the length of stay, hotel choice and season will determine how much your holiday to Berwyn costs.
What are the cheapest months to go to Berwyn?
Plan your trip for the low season and you're likely to find cheap Berwyn holiday packages. Keep in mind that school holiday periods and local festivals and events can impact prices, so do your research before you go.
How many days is enough for Berwyn?
With a well-organised itinerary, you can easily hit the most popular Berwyn sights in a handful of days. But if you want to discover lesser-known spots or go on day tours, consider booking your Berwyn holiday for longer.
How to find the best Berwyn package deals?
Use Expedia's filter tool to find some unbeatable Berwyn package deals. When you start your search, just set your maximum budget and then sort the results by "Price: low to high." If you're looking to save, plan your break for midweek, or search for Berwyn package deals in the off-peak season. Switch up your travel dates and you may score even bigger discounts. As a rule of thumb, it's usually best to lock in your holiday package as soon as possible.
Is it cheaper to book a Berwyn holiday as a package?
You can enjoy significant savings on your Berwyn retreat by booking a personalised holiday package. Click on the "Package" heading, then enter your travel dates and destination to view some great flight and hotel prices. Bundle everything into a great-value package and you can save hundreds of dollars. Consider adding a car rental and you may land a better deal.
When to book a holiday package to Berwyn?
If you have your Berwyn holiday dates confirmed, book as early as you can to bag some awesome deals. With Expedia, you can often reserve some flights up to one year in advance. Prefer spontaneous trips? Our last-minute deals are great for impromptu escapes.
How to plan a trip to Berwyn?
- Choose when to travel: Check your calendar and pack your bags. Your preferred season and the available activities will also help you decide when to visit Berwyn.
- Budget wisely: On top of the cost of your stay, you'll need to factor in other expenses. These include transportation, food and flights. Also, set aside some extra funds for unexpected costs that could arise during your trip to Berwyn.
- Determine how many days away: Start by making a list of all the attractions and activities you want to experience in Berwyn. Then, estimate how long you'll need for each, including any travel time.
- Combine your airfare and accommodation: Once you've settled on your travel dates and duration, lock in the right Berwyn holiday package for you.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.
