Greenwood Holidays from £934

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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.
Level Chicago - River North

Level Chicago - River North

4 out of 5
Downtown Chicago
Save 100% on your flight
Price was £1,506, price is now £934 per person
£934
per person
5 Sept - 10 Sept
found 6 hours ago
Return direct flight included
London (LHR) to Chicago (ORD)
9.2/10 Wonderful! (1,020 reviews)
This place was awesome. My son and I stayed here and it was a huge part of our trip to Chicago going well. Perfectly located by everything but not in the bustle of Michigan Ave. Still close to all the good food and museums. The pool, the lounges, the sauna, were perfect after museum and city days. All in all it was excellent. Highly recommend. The staff was also kinder and more helpful than I I’ve experienced in probably 5 years. Thank you Level River North.

Reviewed on 15 Jul 2026

Level Chicago Fulton Market

Level Chicago Fulton Market

4 out of 5
Downtown Chicago
Save 100% on your flight
Price was £1,433, price is now £948 per person
£948
per person
5 Sept - 10 Sept
found 6 hours ago
Return direct flight included
London (LHR) to Chicago (ORD)
9.2/10 Wonderful! (512 reviews)
We booked a two bedroom unit, but the unit clearly wasn't intended for a 2 bedroom. It was obviously a sitting area or something with a bed squeezed in. There was no vent so it made it impossible to shut the door, but then it was open to the living space and a full wall of windows. In addition, they list housekeeping as an amenity, and advertise one day or long term stays, however, for our 4 night stay, this didn't get housekeeping services. Meaning we had to get towels and coffee each day from the front desk, had piles of trash from cooking and such, and a heap of dirty towels from the week. Staff was friendly, but not really provided agency or capacity to do anything to fix the experience. Even a request for a fan to try to cool the space was impossible for them to solve (although they certainly had one for the front desk to keep staff comfortable).

Reviewed on 14 Jul 2026

Trump International Hotel & Tower Chicago

Trump International Hotel & Tower Chicago

5 out of 5
Downtown Chicago
Save 100% on your flight
Price was £1,977, price is now £1,349 per person
£1,349
per person
5 Sept - 10 Sept
found 6 hours ago
Return direct flight included
London (LHR) to Chicago (ORD)
9.6/10 Exceptional! (1,910 reviews)
We loved our "upgraded" room with the beautiful view of the river, Lake Michigan and the Saturday night fireworks! This was thanks to Michael, our concierge or check-in man at the front desk. It took us a little while to figure out all the lighting but that was a small thing. The coffee at your restaurant left a little to be desired - it was not hearty enough or warm enough. The cappuccino we replaced it with was very good! All in all, a very happy experience.

Reviewed on 14 Jul 2026

Sable at Navy Pier Chicago, Curio Collection by Hilton

Sable at Navy Pier Chicago, Curio Collection by Hilton

4 out of 5
Downtown Chicago
Price was £1,403, price is now £980 per person
£980
per person
5 Sept - 10 Sept
found 6 hours ago
Return direct flight included
London (LHR) to Chicago (ORD)
9.4/10 Exceptional! (2,566 reviews)
Overall very satisfied with the service. Location is top notch. Just a stone throw away from lots of activities.

Reviewed on 15 Jul 2026

Hotel Felix River North/Magnificent Mile

Hotel Felix River North/Magnificent Mile

4 out of 5
Downtown Chicago
Price was £2,212, price is now £1,594 per person
£1,594
per person
8 Oct - 13 Oct
found 10 hours ago
Return flight included
Edinburgh (EDI) to Chicago (ORD)
8.2/10 Very good! (2,809 reviews)
The staff was very friendly while providing excellent customer service. Our room and hotel were well maintained and clean. The daily breakfast and coffee provided was also very delicious

Reviewed on 15 Jul 2026

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
The price is £168 per night from 21 Jul to 22 Jul
£168
21 Jul - 22 Jul
includes taxes & fees
9.2/10 Wonderful! (1,381 reviews)
"Everything was superb! Very clean room and community areas. Pool was clean and well maintained, towels available. Staff was very helpful and pleasant."

Reviewed on 15 Jul 2026

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
The price is £132 per night from 29 Jul to 30 Jul
£132
29 Jul - 30 Jul
includes taxes & fees
Abbey Resort and Avani Spa
The Cove Of Lake Geneva

The Cove Of Lake Geneva

3.5 out of 5
111 Center St Lake Geneva WI
Fully refundableReserve now, pay when you stay
The price is £170 per night from 10 Aug to 11 Aug
£170
10 Aug - 11 Aug
includes taxes & fees
9/10 Wonderful! (1,518 reviews)
"Outdoor pool was very clean"

Reviewed on 15 Jul 2026

The Cove Of Lake Geneva
See all 1,032 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 £934. 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.

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. Flight-inclusive packages are ATOL protected.