Mount Greenwood 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 Mount Greenwood
Congress Plaza Hotel
520 South Michigan Avenue Chicago IL
Fully refundableReserve now, pay when you stay
S$178
1 Nov - 2 Nov
includes taxes & fees
8/10 Very good! (10,212 reviews)
"When I first walked in to the hotel, I was impressed by the beautiful lobby. But that was it. The rooms are extremely dated, the bathtub has rust all over, and the door frames have huge dents. Yes, they do have nice high ceilings, but the furniture needs to be updated, and the windows need room darkening ..."
Reviewed on 7 Oct, 2026
River Hotel
75 East Wacker Drive Chicago IL
S$254
1 Nov - 2 Nov
includes taxes & fees
8.8/10 Excellent! (5,483 reviews)
"Clean and very helpful staff. Great location!"
Reviewed on 7 Oct, 2026
The Chicago Hotel Collection Ambassador Gold Coast
1301 N State Pkwy Chicago IL
Fully refundableReserve now, pay when you stay
S$217
2 Nov - 3 Nov
includes taxes & fees
8/10 Very good! (2,429 reviews)
"N/A"
Reviewed on 7 Oct, 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
Skydeck Chicago at Willis Tower
S$54
per adult
88% of travellers recommend
Frequently asked questions
What are the cheapest months to go to Mount Greenwood?
You're likely to find lower prices and greater availability in January, February and November. Check out our cheap Mount Greenwood holiday packages and you could score some excellent off-season deals.
How many days is enough for Mount Greenwood?
The ideal duration for your Mount Greenwood holiday depends on what you'd like to see and do. Generally, a handful of days to a week will give you plenty of time to go to all the major attractions and discover some hidden treasures along the way.
How to find the best Mount Greenwood package deals?
Landing a cheap Mount Greenwood package deal is easy with Expedia. Once you've entered your destination and trip dates under our "Packages" tab, set your budget range, add a couple of filters and browse what's available. You can customise your search by "Amenities," "Property type," "Popular locations" and more. Order the results by "Price: low to high" to discover the most pocket-friendly Mount Greenwood package deals. Want a simple trick to get the biggest savings? Be flexible with your departure dates and consider travelling on a weekday, when prices are generally lower.
When to book a holiday package to Mount Greenwood?
If you've got your Mount Greenwood holiday dates locked in, book early to snap up some incredible deals. With Expedia, you can often reserve some flights up to one year ahead of time. Prefer spur-of-the-moment adventures? Our last-minute deals are perfect for setting off on a whim.
How to plan a trip to Mount Greenwood?
- Choose when to get away: Check your calendar and get your bags packed. Your favourite time of year and the activities on offer will also help you decide when to visit Mount Greenwood.
- Set a budget: Consider costs like food, flights and transportation when calculating how much to put aside for your trip to Mount Greenwood. Then, pick a hotel that works with your budget, whether that's a wallet-friendly option or a deluxe getaway.
- Work out your trip length: Consider how much time you'd like to spend exploring Mount Greenwood. Plan your itinerary so you can get to all the attractions and experiences you're interested in at a leisurely pace.
- Combine your hotel and flights: Awesome destination, check. Length of stay, check. Now all that's left is to find a Mount Greenwood holiday package that brings all your bookings together.
* 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.
