Mount Greenwood Vacation Packages
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to CA $4,200 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 Mount Greenwood Vacation Deals
Price found within the past 48 hours. Click for updated prices.
Hotel Riu Plaza Chicago
Downtown Chicago
CA $1,436
per person
Oct 2 - Oct 6
found 1 day ago
Roundtrip non-stop flight included
Hamilton (YHM) to Chicago (ORD)
9.4/10 Exceptional! (5,106 reviews)
Overall, Hotel Riu Plaza Chicago exceeded my expectations. Great location, great staff, good food, amazing views, and an unforgettable rooftop experience. I would definitely stay here again and recommend it to anyone visiting Chicago.
Reviewed on Sep 2, 2026
The Emily Hotel
Downtown Chicago
CA $1,633
per person
Oct 19 - Oct 22
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.2/10 Wonderful! (1,339 reviews)
Love staying at the Emily! Everyone is always so friendly and helpful and the loft style rooms are super comfortable and spacious. The neighborhood has the best food and coffee of every type within walking distance and many clubs as well including Garcia's and Broken Hearts.
Reviewed on Aug 31, 2026
Ready to book your vacation to Mount Greenwood?
Mount Greenwood Hotel Deals
Congress Plaza Hotel
520 South Michigan Avenue Chicago IL
Fully refundableReserve now, pay when you stay
CA $142
CA $169 total
Sep 8 - Sep 9
includes taxes & fees
8/10 Very good! (10,251 reviews)
"Lovely"
Reviewed on Sep 2, 2026
The Chicago Hotel Collection Ambassador Gold Coast
1301 N State Pkwy Chicago IL
Fully refundableReserve now, pay when you stay
CA $158
CA $188 total
Sep 7 - Sep 8
includes taxes & fees
Kasa Magnificent Mile Chicago
One Superior Place Chicago IL
9.4/10 Exceptional! (886 reviews)
"I felt comfortable during my stay at Kasa. There was a lot of room space and having a balcony was great"
Reviewed on Sep 2, 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.
What to do in Mount Greenwood
Wendella's Lake and River Architecture Tour
CA $62
per adult
94% of travellers recommend
Wendella's 90-min Chicago River Architecture Tour
CA $56
per adult
94% of travellers recommend
Frequently asked questions
How much does a Mount Greenwood vacation package cost?
Offering excellent value package deals from CA $1,080 on Expedia, you'll be surprised at how little a vacation to Mount Greenwood costs! Our packages make travel planning easier and save you more.
What are the cheapest months to go to Mount Greenwood?
January, February and November are the best times to search for cheap Mount Greenwood vacation packages. Choosing to travel in less busy months means you'll typically find lower prices on hotels and flights.
How many days is enough for Mount Greenwood?
With about 2 days, you'll have plenty of time to enjoy popular neighbourhoods such as Ashburn and Merrionette Park during your Mount Greenwood vacation. Make sure to also add Lake Katherine Nature Centre and Hollywood Park to your sightseeing list. In the mood for more adventures? Consider exploring outside of Mount Greenwood on day trips and tours.
How to find the best Mount Greenwood package deals?
Finding a cheap Mount Greenwood package deal is a breeze with Expedia. After you've entered your preferred dates and destination under our "Packages" tab, set your maximum budget, apply some filters and see what's available. You can personalize your search by "Amenities," "Property type," "Guest rating" and more. Order the results by "Price: low to high" to discover the most affordable Mount Greenwood package deals. Want a simple trick to score even more savings? Have some flexibility with your departure dates and consider travelling on a weekday, when prices are often lower.
Is it cheaper to book a Mount Greenwood vacation as a package?
You can enjoy significant savings on your next Mount Greenwood escape by booking a tailored vacation package. Click on the "Package" heading, then select your travel dates and destination to see some great flight and hotel prices. Bundling can save travellers hundreds of dollars. Consider adding a car rental and you may score a better deal.
When to book a vacation package to Mount Greenwood?
If you have your Mount Greenwood travel dates finalized, book as soon as you can to score some outstanding deals. With Expedia, you can typically reserve some flights up to one year ahead of time. Prefer spontaneous getaways? Our last-minute deals are ideal for quick escapes.
How to plan a trip to Mount Greenwood?
- Pick your dates: What you want to do in Mount Greenwood and your favourite season will help you decide when to travel.
- Calculate your budget: Make sure you have enough money to cover everything from food and transportation to experiences and flights. Your accommodations will likely be the biggest expense during your trip to Mount Greenwood.
- Decide how long to go away for: Now that you're up to speed on Mount Greenwood, you can work out the perfect length of your vacation. Create a rough itinerary and allocate enough time to get through everything on your must-do list.
- Bundle your bookings: With your travel dates in order, you can combine your hotels, car rental, flights and more into a personalized Mount Greenwood vacation package.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
