Greenwood Holidays from AU$636

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Your Greenwood Holiday

With all the details planned before you go, our Greenwood holiday packages mean you can focus more on having a great time. No matter if you're based in the neighbourhood of Powers Lake, which is good for watersports, or somewhere else in town, this lively city promises an array of discoveries. Any trip to Greenwood needs a well-crafted itinerary. Fill yours with major attractions such as McHenry County Courthouse, McCullom Lake and Woodstock Opera House. Your ultimate Greenwood holiday is just a few clicks away. Explore flights, accommodation and more on Expedia for an adventure that's tailored to suit your travel style.

The Latest Greenwood Holiday Deals

Price found within the past 48 hours. Click for updated prices.
Embassy Suites by Hilton Chicago Lombard Oak Brook

Embassy Suites by Hilton Chicago Lombard Oak Brook

3.5 out of 5
Price was AU$737, price is now AU$636 per person
AU$636
per person
5 Aug - 8 Aug
found 14 hours ago
Return direct flight included
Las Vegas (LAS) to Chicago (ORD)
8.2/10 Very good! (1,650 reviews)
the 2 main factor in a hotel you look for is good shower and good night sleep. We checked in and I left my wife in the room to go somewhere, When I came back my wife said that water is puddling up in the tub while showering and someone came to fix it. I got into the shower and within seconds' tub flooded with water and I also noticed that the shower curtain would not hold on both the ends and we had to mop dry the floor after each shower. We informed the front desk while leaving for the wedding event. When we came back late night, we found bunch of hair in the commode. Upon calling the front desk found out that someone came to fix the tub but didn't care to flush. For three days we kept on complaining about the broken shower curtain rod and not getting any supply for the coffee and condiments. Fourth day they told us that they cannot fix it but can move us to another room. A/C was not good in another room, and the mattress was worse than the previous room. We had horrible experience staying here while attending wedding. Cleaning bathroom floor and continuously complaining was not a good experience. The front desk staff was always helpful though.

Reviewed on 2 July 2026

Level Chicago Fulton Market

Level Chicago Fulton Market

4 out of 5
Downtown Chicago
Price was AU$1,882, price is now AU$1,508 per person
AU$1,508
per person
5 Aug - 8 Aug
found 14 hours ago
Return direct flight included
Las Vegas (LAS) to Chicago (ORD)
9.2/10 Wonderful! (504 reviews)
The staff was extremely friendly and flexible regarding scheduling; this place is amazing.

Reviewed on 1 July 2026

Hilton Chicago O'Hare Airport

Hilton Chicago O'Hare Airport

4 out of 5
O'Hare
Price was AU$1,201, price is now AU$974 per person
AU$974
per person
5 Aug - 8 Aug
found 14 hours ago
Return direct flight included
Las Vegas (LAS) to Chicago (ORD)
8.4/10 Very good! (2,323 reviews)
Staff were really helpful and sweet during check in. During checkout I was told there are no shuttles to take me to my terminal in quite a short and ubrupt manner. But to be honest the price is ridiculous for the outdated hotel. Seems like they think they can charge Hilton prices for what looks like a motel I the rooms just because they are the only hotel in the airport.

Reviewed on 30 June 2026

Sonesta Chicago O'Hare Airport Rosemont

Sonesta Chicago O'Hare Airport Rosemont

3 out of 5
Price was AU$835, price is now AU$695 per person
AU$695
per person
5 Aug - 8 Aug
found 14 hours ago
Return direct flight included
Las Vegas (LAS) to Chicago (ORD)
8.8/10 Excellent! (1,649 reviews)
Thanks

Reviewed on 2 July 2026

Saratoga Motel By Capital O Near Midway Airport Chicago IL

Saratoga Motel By Capital O Near Midway Airport Chicago IL

2.5 out of 5
Ashburn
Price was AU$763, price is now AU$652 per person
AU$652
per person
5 Aug - 8 Aug
found 14 hours ago
Return direct flight included
Las Vegas (LAS) to Chicago (ORD)
6/10 (66 reviews)
Rooms need more attention to details with cleaning bed sheets needs to be new stayings on bed.Sheets and towels

Reviewed on 25 June 2026

Greenwood Holiday

Greenwood Essential Information

Language
English
Currency
U.S dollars
Max Temp Winter
-1.11ºC
Max Temp Summer
24ºC
Top Sights
Volo Auto Museum, Main Beach and Woodstock Opera House

Our pick of the best Greenwood Hotel Deals

Abbey Resort and Avani Spa

Abbey Resort and Avani Spa

3.5 out of 5
269 Fontana Boulevard Fontana WI
Fully refundableReserve now, pay when you stay
The price is AU$301 per night from 29 July to 30 July
AU$301
29 July - 30 July
includes taxes & fees
8.6/10 Excellent! (1,915 reviews)
"One lady at the front desk for check in was so rude and unprofessional! Our room was not ready at 4pm check in for harbor view. Proceeded to say if you need your room now you can have a room with no hot water. Room was clean. Overall resort is a bit out dated."

Reviewed on 1 July 2026

Abbey Resort and Avani Spa
Harbor Shores on Lake Geneva

Harbor Shores on Lake Geneva

3.5 out of 5
300 Wrigley Dr Lake Geneva WI
Fully refundableReserve now, pay when you stay
The price is AU$327 per night from 5 July to 6 July
AU$327
5 July - 6 July
includes taxes & fees
9.2/10 Wonderful! (1,348 reviews)
"The staff were very friendly and accommodating. My room was very clean and so was the rest of the property. I liked that it was within walking distance to downtown ."

Reviewed on 2 July 2026

Harbor Shores on Lake Geneva
Lake Lawn Resort

Lake Lawn Resort

3.5 out of 5
2400 E Geneva St Delavan WI
Fully refundableReserve now, pay when you stay
The price is AU$238 per night from 6 July to 7 July
AU$238
6 July - 7 July
includes taxes & fees
9.2/10 Wonderful! (1,000 reviews)
"Waterfront. 3 restaurants. Has gym. Basketball and Tennis court"

Reviewed on 1 July 2026

Lake Lawn Resort
See all 1,033 properties in Greenwood
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.
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Frequently asked questions

How much does a Greenwood holiday package cost?
You'll find cheap prices from AU$636 on Expedia for your Greenwood escape. However, factors like your choice of hotel, the season and length of stay will influence how much your holiday to Greenwood costs.
What are the cheapest months to go to Greenwood?
January, February and March are great times to search for cheap Greenwood holiday packages. Choosing to travel in quieter periods means you can typically find lower prices on flights and accommodation.
How many days is enough for Greenwood?
The ideal length of your Greenwood holiday depends on what you'd like to see and do. Typically, a handful of days to a week will give you plenty of time to go to all the top sights and explore some hidden treasures along the way.
How to find the best Greenwood package deals?
Begin your search for a Greenwood package deal by entering your travel dates and destination under our "Packages" tab. Then add some filters, like "Popular locations" and "Amenities," to tailor the results to your exact needs. You can also sort by "Package discount" and browse offers that come with huge savings. If you don't find the perfect Greenwood package deal straight away, just switch up your dates and search again. Keep in mind that deals are only available for a limited time, so book early and get your Greenwood escape underway.
Is it cheaper to book a Greenwood holiday as a package?
Expedia holiday packages are designed to help you keep more cash in your pocket. Bundle your hotel, flight and car rental into one great-value price and enjoy significant savings. You'll typically snag a better deal than booking each component individually. And you'll still have the freedom to create a personalised Greenwood holiday by choosing your preferred accommodation type, airline and car class.
When to book a holiday package to Greenwood?
If you're considering a spur-of-the-moment Greenwood getaway, check out our last-minute deals that can be booked up to a week before you go. Prefer not to wait until the last minute? You can find amazing deals on your hotels and flights by booking ahead.
How to plan a trip to Greenwood?

  1. Choose your dates: What you want to do in Greenwood and your favourite season can help you decide when to get away.
  2. Set your budget: Consider costs such as food, flights and transportation when calculating how much to save for your trip to Greenwood. Then, select a property that suits your budget, whether that's a low-cost option or a swankier retreat.
  3. Determine how many days away: Start by making a list of all the activities and sights you'd like to experience in Greenwood. Then, estimate how long you'll need at each, including any travel time.
  4. Bundle your bookings: With your travel dates in place, you can combine your flights, car rental, hotels and more into a customised Greenwood holiday package.

Explore a world of travel with Expedia

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