Greenwood Holidays from £930

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    Packages with flights are ATOL protected

Your Greenwood Holiday

Take the guesswork out of travel planning with a Greenwood holiday package. A good neighbourhood to stay in this captivating city is Powers Lake, which is good for watersports and a lot more. If taking in sights is on the agenda during your trip to Greenwood, visit top attractions like McHenry County Courthouse, Petersen Park Beach and Woodstock Opera House. Whatever your travel plans or budget, putting together the ultimate tailored Greenwood holiday is a piece of cake with Expedia.

Top Greenwood Flight + Hotel Deals

Price found within the past 48 hours. Click for updated prices.
Park Hyatt Chicago

Park Hyatt Chicago

5 out of 5
Downtown Chicago
per person
23 Sept - 26 Sept
found 1 day ago
Return flight included
London (LHR) to Chicago (ORD)
9.6/10 Exceptional! (1,000 reviews)
Loved the attention to details that made the experience exceptional.

Reviewed on 6 Aug 2025

The Peninsula Chicago

The Peninsula Chicago

5 out of 5
Downtown Chicago
Save 100% on your flight
per person
23 Sept - 26 Sept
found 1 day ago
Return flight included
London (LHR) to Chicago (ORD)
9.8/10 Exceptional! (1,000 reviews)
Just a fantastic check-in, very classy hotel and went overboard decorating for my 19-year-old’s birthday and giving Little goodies!

Reviewed on 26 Jul 2025

Hilton Grand Vacations Club Chicago Magnificent Mile

Hilton Grand Vacations Club Chicago Magnificent Mile

3.5 out of 5
Downtown Chicago
Save 100% on your flight
per person
22 Oct - 29 Oct
found 1 day ago
Return direct flight included
London (LHR) to Chicago (ORD)
9.2/10 Wonderful! (270 reviews)
walkable to many desireable places.

Reviewed on 16 Jul 2025

Level Chicago – Old Town

Level Chicago – Old Town

4 out of 5
Downtown Chicago
Save 100% on your flight
per person
15 Oct - 22 Oct
found 19 hours ago
Return direct flight included
London (LON) to Chicago (ORD)
9/10 Wonderful! (332 reviews)
A lot of good food options walkable distance.

Reviewed on 3 Aug 2025

Arlo Chicago

Arlo Chicago

4 out of 5
Downtown Chicago
per person
22 Oct - 29 Oct
found 1 day ago
Return direct flight included
London (LHR) to Chicago (ORD)
9.2/10 Wonderful! (1,809 reviews)
A great boutique property in the heart of old town Chicago! Close to parks, transportation, and many dining and entertainment options.

Reviewed on 5 Aug 2025

Greenwood Essential Information

Language
English
Currency
U.S dollars
Max Temp Winter
-1.11ºC
Max Temp Summer
24ºC
Top Sights
Volo Auto Museum, Petersen Park Beach and McHenry Shores Beach Park

Top hotels in Greenwood

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
9/10 Wonderful! (1,211 reviews)
"Everything is great except the price is really high for weekdays"

Reviewed on 5 Aug 2025

Get rates
Harbor Shores on Lake Geneva
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 £110 per night from 27 Aug to 28 Aug
£110
27 Aug - 28 Aug
includes taxes & fees
8.4/10 Very Good! (1,433 reviews)
"We didn't eat at the resort. The bed was way too soft and therefore uncomfortable for one of us so the first night we tried to use the fold out bed which wasn't good. The second night I slept on the floor with the cushions from the fold out couch. The hotel was fully booked."

Reviewed on 5 Aug 2025

Abbey Resort and Avani Spa
Timber Ridge Lodge and Waterpark

Timber Ridge Lodge and Waterpark

3.5 out of 5
7020 Grand Geneva Way, Lake Geneva, WI
Fully refundableReserve now, pay when you stay
The price is £176 per night from 17 Aug to 18 Aug
£176
17 Aug - 18 Aug
includes taxes & fees
8.6/10 Excellent! (2,916 reviews)
"Wish there was more vegan options"

Reviewed on 4 Aug 2025

Timber Ridge Lodge and Waterpark
See all 1,047 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.
All Inclusive Holidays
All Inclusive Holidays
Beach Holidays
Beach Holidays
Family Friendly Holidays
Family Friendly Holidays

Frequently asked questions

How much does a Greenwood travel package cost?
We make it easy to travel somewhere new, with Greenwood packages starting from as little as £930. You'll have the flexibility to combine your preferred hotels, airlines and car rental. For the ultimate getaway, why not add a few activities and tours to your itinerary?
If I'm not able to travel, can I cancel my Greenwood travel package?
Don't worry if you're rethinking your Greenwood travel package — it's possible to cancel or amend your booking. And if you've booked it within the last 24 hours, you may be able to do it at no cost. However, bookings made more than 24 hours ago may incur fees from your hotel, airline or car rental company. We get that life can throw the occasional spanner in the works, so make your way to our Customer Service Portal if that occurs. When you're ready to make changes, we're here to help.
How do I get a cheap travel package to Greenwood?
Bundle your bookings with Expedia to save big on your next trip. With more than 550 airlines and 1,000,000 properties worldwide, your Greenwood travel package can be customized exactly to suit your travel style. With all those extra dollars, why not throw in one or two exciting tours and experiences? It's an easy way to unlock even more savings. The holiday you've always dreamed of in Greenwood is closer than you thought!
Does Expedia offer Book Now, Pay Later Greenwood holidays?
Your bank balance shouldn't prevent you from taking a holiday, so Expedia has devised a solution to help. Now that we've partnered with online lender Klarna, it's easier than ever to book a fabulous getaway without draining your savings. Klarna offers flexible payment options during the checkout process that take the worry out of budgeting for your trip. Check out these flexible payment options:

  • Pay monthly holidays: If paying small amounts each month sounds right for you, Klarna can help. Paying in easy monthly instalments will make your holiday dreams possible.
  • Pay in instalments holidays: If you want to pay for your escape in multiple transactions, holidays paid in instalments might be right for your Book Now, Pay Later holiday through Klarna.
  • Low deposit holidays: When you come across an incredible deal but your budget doesn't quite cover it yet, Klarna's low deposit holiday plan will help you secure your getaway.

Where should I stay in Greenwood?
Stay somewhere close to Six Flags Great America. This impressive sight is in the centre of the action and on the must-see lists of many urban explorers.
What are the top hotels in Greenwood?
Hyatt Regency Chicago and The Godfrey Hotel Chicago are a couple of the most sought-after hotels in Greenwood. Why not take a look at the rates and facilities at each and then decide?
How far in advance should I book my Greenwood holiday?
It all depends on the air carrier, but you can normally look up international fares on Expedia up to 12 months in advance. While it's a good idea to book ahead of time, lucky customers will occasionally nab a cheaper flight only weeks before departure dates.
What does an Expedia Greenwood travel package include?
With Expedia, you can select a combination of flights, car rentals and hotels to build your perfect Greenwood package. Once you've made your booking, you can add on fun stuff like tours and experiences. Don't forget, the more you bundle, the more you stand to save!
What should I know before booking a Greenwood travel package?
Booking all the parts of your holiday together is a great way to save. Combine your flights, car rentals and hotels into a convenient package. But it's not just hotels. Expedia features all kinds of properties, including holiday rentals such as beach villas and city residences. The list is almost endless!
Can I choose my airline with a Greenwood Expedia travel package?
Yes, and with over 550 airlines to select from around the world, you've got lots of choice. Scroll through the available options and find out which airline best fits your budget and needs.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Flight-inclusive packages are ATOL protected.