Braidwood Vacation Packages

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Top Braidwood Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Level Chicago - River North

Level Chicago - River North

4 out of 5
Downtown Chicago
Price was CA $1,315, price is now CA $788 per person
CA $788
per person
Sep 25 - Sep 28
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Chicago (ORD)
9/10 Wonderful! (666 reviews)
The hotel never got cool, hot everywhere, even the community areas. We had to use the TV in the communal area as ours didn't work. We called on day one and the girl laughed and never sent anyone to fix it. Our key cards didn't work multiple times during the stay. The party that happened at the pool on Sunday night of our stay was awful. I couldn't imagine what my kids saw even those this hotel said no parties.

Reviewed on Aug. 25, 2025

Park Hyatt Chicago

Park Hyatt Chicago

5 out of 5
Downtown Chicago
Price was CA $1,838, price is now CA $1,118 per person
CA $1,118
per person
Nov 21 - Nov 24
found 6 hours ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.6/10 Exceptional! (1,000 reviews)
Nothing beats a stay at the Park Hyatt when in Chicago!

Reviewed on Aug. 10, 2025

Trump International Hotel & Tower Chicago

Trump International Hotel & Tower Chicago

5 out of 5
Downtown Chicago
Price was CA $1,928, price is now CA $1,182 per person
CA $1,182
per person
Sep 25 - Sep 28
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Chicago (ORD)
9.4/10 Exceptional! (1,690 reviews)
It is a beautiful, well maintained property. The staff is the true gem of the property. They elevate the visitors experience to a new level of excellence.

Reviewed on Aug. 25, 2025

Staypineapple, An Iconic Hotel, The Loop

Staypineapple, An Iconic Hotel, The Loop

4 out of 5
Downtown Chicago
Price was CA $1,699, price is now CA $1,070 per person
CA $1,070
per person
Oct 6 - Oct 10
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.4/10 Exceptional! (1,014 reviews)
We loved the experience! We shall come back again😊

Reviewed on Aug. 24, 2025

Art Villa

Art Villa

5 out of 5
West Town
Price was CA $2,075, price is now CA $1,322 per person
CA $1,322
per person
Nov 3 - Nov 6
found 10 hours ago
Roundtrip flight included
Toronto (YYZ) to Chicago (ORD)
10/10 Exceptional! (2 reviews)

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Braidwood Hotel Deals

Super 8 by Wyndham Joliet

Super 8 by Wyndham Joliet

2 out of 5
1806 McDonough St, Joliet, IL
Fully refundableReserve now, pay when you stay
The price is CA $100 per night from Aug 27 to Aug 28
CA $100
CA $116 total
Aug 27 - Aug 28
includes taxes & fees
8/10 Very Good! (646 reviews)
"Right off the expressway. They were very clean and had a nice night!"

Reviewed on Aug. 24, 2025

Super 8 by Wyndham Joliet
Wingate by Wyndham - Joliet

Wingate by Wyndham - Joliet

2.5 out of 5
101 McDonald Avenue, Joliet, IL
Fully refundableReserve now, pay when you stay
The price is CA $106 per night from Aug 28 to Aug 29
CA $106
CA $123 total
Aug 28 - Aug 29
includes taxes & fees
8.2/10 Very Good! (1,007 reviews)
Nice place
"Nice and clean, with exceptional service from front desk staff."

Reviewed on Aug. 22, 2025

Wingate by Wyndham - Joliet
La Quinta Inn & Suites by Wyndham Shorewood

La Quinta Inn & Suites by Wyndham Shorewood

3 out of 5
19715 NE Frontage Rd, Joliet, IL
Fully refundableReserve now, pay when you stay
The price is CA $158 per night from Aug 27 to Aug 28
CA $158
CA $184 total
Aug 27 - Aug 28
includes taxes & fees
9/10 Wonderful! (807 reviews)
Excellent & Very Clean Accommodation
"It was wonderful. Staff were so pleasant and accommodating. Would definitely stay here again."

Reviewed on Aug. 15, 2025

La Quinta Inn & Suites by Wyndham Shorewood
See all 92 properties in Braidwood
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
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Frequently asked questions

How much does a Braidwood vacation package cost?
Offering great value package deals from CA $788 on Expedia, you'll be pleasantly surprised at how much a vacation to Braidwood costs! Our packages make travel planning easier and save you more.
What are the cheapest months to go to Braidwood?
January, February and November are the best times to look for cheap Braidwood vacation packages. Travelling in less busy periods means you'll typically find better prices on flights and accommodations.
How many days is enough for Braidwood?
With a well-organized travel plan, you can easily hit the most popular Braidwood attractions in a few days. But if you prefer to explore off the beaten track or go on day tours, consider booking your Braidwood vacation for longer.
How to find the best Braidwood package deals?
Begin your search for a Braidwood package deal by entering your destination and travel dates under our "Packages" tab. Then apply a few filters, like "Property type" and "Guest rating," to tailor the results to your exact style. You can also sort by "Package discount" and browse offers that come with big savings. If you don't find the ideal Braidwood package deal straight away, just play around with your dates and search again. Bear in mind that deals are only available for a limited time, so book early and get your Braidwood escape underway.
Is it cheaper to book a Braidwood vacation as a package?
Expedia vacation packages are designed to help you keep more cash in your pocket. Bundle your car rental, flight and hotel into one great-value price and you could save hundreds of dollars. You'll usually get a better deal than booking each component individually. And you'll still get the freedom to create a tailored Braidwood vacation by choosing your favourite accommodation type, airline and car class.
When to book a vacation package to Braidwood?
If you're planning a spur-of-the-moment Braidwood adventure, check out 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 sensational deals on your hotels and flights by booking ahead.
How to plan a trip to Braidwood?

  1. Choose when to get away: Check your diary and get packing. Your preferred time of year and the activities available will also help you decide when to vacation in Braidwood.
  2. Figure out your budget: Make sure you have enough money to cover everything from food and transportation to flights and activities. Your hotel will probably be the biggest expense during your trip to Braidwood.
  3. Set the duration of your trip: Start by making a list of all the attractions you'd like to get to in Braidwood. Then, estimate how long you'll need for each, including any travel time.
  4. Bundle your bookings: With your travel dates in order, you can combine your hotels, car rental, flights and more into a tailored Braidwood vacation package.

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