Braidwood Vacation Packages

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Top Braidwood Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Staybridge Suites Chicago O'Hare - Rosemont by IHG

Staybridge Suites Chicago O'Hare - Rosemont by IHG

3 out of 5
O'Hare
Save 100% on your flight
per person
Sep 26 - Sep 30
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
8.6/10 Excellent! (1,014 reviews)
Convenient to O’Hare, but the free shuttle did not answer our phone call when we were at the airport needing a ride. From the hotel it was very easy to book it via the front desk.

Reviewed on Jul. 6, 2025

Virgin Hotels Chicago

Virgin Hotels Chicago

4.5 out of 5
Downtown Chicago
Save 100% on your flight
per person
Sep 23 - Sep 26
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.2/10 Wonderful! (1,333 reviews)
Hotel staff and room were awesome..bed very comfortable. Coffee shop was great had great fast breakfast options. Had Miss Rickie's one day was really great food. Only complaint would be the rooftop bar evening clientele...did not feel comfortable and they were loud and raucous.

Reviewed on Jul. 8, 2025

Trump International Hotel & Tower Chicago

Trump International Hotel & Tower Chicago

5 out of 5
Downtown Chicago
Save 100% on your flight
per person
Sep 23 - Sep 26
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.4/10 Exceptional! (1,623 reviews)
Beautiful!! Location, room, security, everything was perfect! Very classy, elegant!

Reviewed on Jul. 9, 2025

Park Hyatt Chicago

Park Hyatt Chicago

5 out of 5
Downtown Chicago
Save 100% on your flight
per person
Sep 23 - Sep 26
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.6/10 Exceptional! (1,002 reviews)
Superb customer service, clean hotel!

Reviewed on Jun. 13, 2025

Pendry Chicago

Pendry Chicago

4.5 out of 5
Downtown Chicago
Save 100% on your flight
per person
Sep 23 - Sep 26
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.4/10 Exceptional! (1,006 reviews)
It’s a great location for walk around the beautiful downtown of Chicago. People were so helpful and friendly. Definitely I’ll consider coming back.

Reviewed on Jul. 7, 2025

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Braidwood Hotel Deals

Red Roof Inn Chicago - Joliet
Red Roof Inn Chicago - Joliet
2 out of 5
1750 Mcdonough St, Joliet, IL
Fully refundableReserve now, pay when you stay
The price is CA $63 per night from Jul 15 to Jul 16
CA $63
CA $73 total
Jul 15 - Jul 16
includes taxes & fees
6.6/10 (1,003 reviews)
"You get what you pay for, can’t complain too much for the price. Great deal if you need to crash somewhere for the night"

Reviewed on Jul. 2, 2025

Red Roof Inn Chicago - Joliet
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 $93 per night from Jul 21 to Jul 22
CA $93
CA $108 total
Jul 21 - Jul 22
includes taxes & fees
8/10 Very Good! (582 reviews)
"Clean"

Reviewed on Jul. 3, 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 Jul 21 to Jul 22
CA $106
CA $123 total
Jul 21 - Jul 22
includes taxes & fees
8.2/10 Very Good! (1,011 reviews)
"Pool was broke, lights in room were out, but other than that it was ok"

Reviewed on Jul. 5, 2025

Wingate by Wyndham - Joliet
See all 90 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

Beach Vacations

Beach Vacations

Family Vacations

Family Vacations

Frequently asked questions

How much does a Braidwood vacation package cost?
Offering great value package deals from CA $488 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.