Westmont Vacation Packages

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Your Westmont Vacation

Select a Westmont vacation package and concentrate on what matters — having fun. There's no more planning hassles, just a lot more time to immerse yourself in the best parts of this awesome city, such as its welcoming locals and diversity. Morton Arboretum, Oakbrook Center Mall and College of Dupage are just a few of the sights worth exploring during your trip to Westmont. Stop daydreaming and start traveling. Browse the multitude of options on Expedia today and put your Westmont vacation plans in motion!

Top Westmont Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Holiday Inn Chicago O'Hare – Rosemont by IHG

Holiday Inn Chicago O'Hare – Rosemont by IHG

3 out of 5
O'Hare
Price was CA $730, price is now CA $499 per person
CA $499
per person
Nov 7 - Nov 11
found 1 day ago
Roundtrip flight included
Montreal (YUL) to Chicago (ORD)
8.8/10 Excellent! (2,288 reviews)
Chip painting in shower/tub

Reviewed on Aug. 22, 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 10 hours 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

The Langham, Chicago

The Langham, Chicago

5 out of 5
Downtown Chicago
Price was CA $2,983, price is now CA $1,933 per person
CA $1,933
per person
Oct 6 - Oct 10
found 10 hours ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.8/10 Exceptional! (1,003 reviews)
Phenomenal service. Exactly how a 5* hotel should be run. Everything was perfect.

Reviewed on Aug. 12, 2025

Hilton Chicago/Oak Lawn

Hilton Chicago/Oak Lawn

3.5 out of 5
Price was CA $878, price is now CA $580 per person
CA $580
per person
Nov 13 - Nov 17
found 1 day ago
Roundtrip flight included
Montreal (YUL) to Chicago (ORD)
8.2/10 Very Good! (1,006 reviews)
I was impressed with the staff's friendliness, helpfulness and willingness to help. Our flight was not until 5:30pm. We were given a late check out and allowed access to the pool for my 7 yr old grandson while we waited for our ride to the airport. My one and only complaint is that the toilets are too low to the floor. I am only 5 feet 5 inches tall. I recently had double knee replacement surgeries. I have difficulty rising from lower seating accommodations. Perhaps future new constructions and remodels could include a percentage of handicap toilets. Thank you for your consideration.

Reviewed on Aug. 24, 2025

Staybridge Suites Chicago O'Hare - Rosemont by IHG

Staybridge Suites Chicago O'Hare - Rosemont by IHG

3 out of 5
O'Hare
Price was CA $773, price is now CA $522 per person
CA $522
per person
Nov 7 - Nov 11
found 1 day ago
Roundtrip flight included
Montreal (YUL) to Chicago (ORD)
8.8/10 Excellent! (1,012 reviews)
It was a very nice place. I don’t agree with the parking fees and then the added on three dollar Eco fee when nursing to be parking right beside it that was the cities and didn’t seem like very of secure parking. It wasn’t fenced in or anything just I don’t understand the fee for the parking Other night. It was a stay

Reviewed on Aug. 24, 2025

Ready to book your vacation to Westmont?

 

Choose your dates

Westmont Hotel Deals

The Wade

The Wade

4.5 out of 5
644 N Lake Shore Dr, Chicago, IL
Fully refundableReserve now, pay when you stay
The price is CA $209 per night from Sep 3 to Sep 4
CA $209
CA $245 total
Sep 3 - Sep 4
includes taxes & fees
8.2/10 Very Good! (1,220 reviews)
Room clean and modern
"It was great and I appreciated the friendly staff and the cleanliness of my room. It was also very modern and just felt up to date."

Reviewed on Aug. 25, 2025

The Wade
Congress Plaza Hotel

Congress Plaza Hotel

3.5 out of 5
520 South Michigan Avenue, Chicago, IL
Fully refundableReserve now, pay when you stay
The price is CA $186 per night from Sep 1 to Sep 2
CA $186
CA $218 total
Sep 1 - Sep 2
includes taxes & fees
7.8/10 Good! (9,016 reviews)
"I really enjoyed my stay here . The hotel is very historical and is known for hosting beautiful weddings, it’s huge , restaurants on property, and is very close to everything there is to see in downtown Chicago . Very close to the river walk , millennium park, coffee shops/breakfast, the loop , Taco ..."

Reviewed on Aug. 25, 2025

Congress Plaza Hotel
Embassy Suites by Hilton Chicago Downtown River North

Embassy Suites by Hilton Chicago Downtown River North

4 out of 5
600 N State St, Chicago, IL
Fully refundableReserve now, pay when you stay
The price is CA $210 per night from Sep 3 to Sep 4
CA $210
CA $247 total
Sep 3 - Sep 4
includes taxes & fees
8.4/10 Very Good! (4,781 reviews)
"Overall good experience. Would go back again"

Reviewed on Aug. 25, 2025

Embassy Suites by Hilton Chicago Downtown River North
See all 4,954 properties in Westmont
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
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Discover the most popular places to visit in Westmont

Wrigley Field featuring central business district, a city and a sporting event

Wrigley Field

Tour the iconic grounds and catch a game March through September at Chicago’s beloved baseball stadium.

Wrigley Field
Magnificent Mile - River North which includes signage, a city and night scenes

Michigan Avenue

You can enjoy some retail therapy when you visit Michigan Avenue, a popular shopping spot in Chicago. Amble around this vibrant area's riverfront and enjoy its top-notch restaurants.

Michigan Avenue
Navy Pier

Navy Pier

A ferris wheel, shopping, restaurants and more can be found in this waterfront entertainment district.

Navy Pier

What to do in Westmont

River tour boat in Chicago

Architecture River Tour

CA $57
per adult
96% of travellers recommend
Architecture River Tour
Wendella's 90-min Chicago River Architecture Tour

Wendella's 90-min Chicago River Architecture Tour

CA $56
per adult
94% of travellers recommend
Wendella's 90-min Chicago River Architecture Tour
See Chicago's magnificent skyline at night!

Chicago By Night River & Lake Cruise

CA $62
per adult
96% of travellers recommend
Chicago By Night River & Lake Cruise
See all activities in Westmont

Frequently asked questions

How much does a Westmont vacation package cost?
You'll find cheap prices from CA $499 on Expedia for your Westmont getaway. However, a range of factors like your choice of hotel, the season and length of stay will influence how much your vacation to Westmont costs.
What are the cheapest months to go to Westmont?
If you're looking to book a cheap Westmont vacation package, consider visiting in December, January and February. You'll typically find better rates on flights and accommodations during these months — perfect for travellers wishing to save money.
How many days is enough for Westmont?
Westmont vacations can be short or long, but to get a real feel for this place, we'd suggest 2 days is about right. With this timeframe, you can fit in top sights like Burr Ridge Village Centre and Seven Bridges Golf Club and seek out some underrated spots. Don't skip cool areas such as Clarendon Hills and Fullersburg either. If you're smart with your time, you can even schedule a day trip outside of Westmont too.
Is it worth booking a vacation package to Westmont?
Westmont offers everything you need for an unforgettable escape. Get your Westmont vacation off to a flying start by checking out major attractions like Twin Lakes Park.
How to find the best Westmont package deals?
Start your search for a Westmont package deal by entering your destination and travel dates under our "Packages" tab. Then apply a few filters, like "Popular locations" and "Property type," to tailor the results to your exact style. You can also sort by "Package discount" and discover offers that come with irresistible savings. If you don't find the ideal Westmont package deal right away, simply change your dates and search again. Remember that deals are only available for a limited time, so book early and get your Westmont adventure off to a flying start.
Is it cheaper to book a Westmont 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 typically land a better deal than booking each component individually. And you'll still get the flexibility to create a tailored Westmont vacation by choosing your preferred airline, accommodation type and car class.
When to book a vacation package to Westmont?
If you're planning an impromptu Westmont getaway, browse our last-minute deals that can be booked up to one week before you go. Prefer not to wait until the last minute? You can land terrific deals on your hotels and flights by booking well in advance.
How to plan a trip to Westmont?

  1. Pick your dates: What you want to do in Westmont and your preferred season can help you decide when to travel.
  2. Budget wisely: As well as the cost of your stay, you'll need to consider other expenses. These include flights, food and transportation. Also, set aside a little extra for unexpected expenses that could arise during your trip to Westmont.
  3. Decide how long to go away for: Now that you know more about Westmont, you can figure out the ideal length of your vacation. Put together a rough plan and give yourself enough time to cover everything you want to see.
  4. Bundle your bookings: With your travel dates in order, you can combine your car rental, flights, hotels and more into a tailored Westmont vacation package.

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