Greenwood Holidays from £1,401
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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.
Hotel Felix River North/Magnificent Mile
Downtown Chicago
£1,401
per person
7 Oct - 12 Oct
found 1 day ago
Return direct flight included
London (LON) to Chicago (ORD)
8.2/10 Very good! (2,960 reviews)
The staff was easily the best part of my stay at Hotel Felix.
Everyone I interacted with was incredibly kind, accommodating, and helpful. The staff who assisted me with check-in and anything else I needed during my stay were wonderful, housekeeping was great, and overall the customer service was consistently warm and pleasant.
I also appreciated that the hotel had breakfast available for purchase on-site, along with complimentary coffee and water throughout the day. The lobby is very nice and gives the hotel a polished first impression.
Unfortunately, that did not really translate to the room.
My room was extremely small and felt more like a shoebox with a bathroom attached. There was no closet, no refrigerator, and very little space overall. The robe folded in the bathroom had a visible stain on the collar, and there were stains on the ceiling as well.
The biggest issue for me was the noise. I could hear people opening, closing, locking, and slamming doors throughout the hallway very clearly. On multiple nights it actually woke me out of my sleep because the sound was so close and abrupt that it made me think someone was trying to enter my room.
I’m not sure whether that comes down to thin walls, limited soundproofing, or the way the doors are designed, but it was definitely disruptive.
Overall, the hotel did what I needed it to do: it gave me somewhere to put my things and sleep at night. If you’re traveling and just need a very basic place to stay, it gets the job d
Reviewed on 30 Aug 2026
Hotel Riu Plaza Chicago
Downtown Chicago
£1,661
per person
7 Oct - 12 Oct
found 1 day ago
Return direct flight included
London (LON) to Chicago (ORD)
9.4/10 Exceptional! (5,045 reviews)
Lobby smelt amazing right off the bat. All the staff everywhere were very helpful. Breakfast was very good with lots of options. Room was clean and very nice! I definitely recommend!
Reviewed on 30 Aug 2026
Sable at Navy Pier Chicago, Curio Collection by Hilton
Downtown Chicago
£1,540
per person
7 Oct - 12 Oct
found 1 day ago
Return direct flight included
London (LON) to Chicago (ORD)
9.4/10 Exceptional! (2,654 reviews)
Everything was perfect, they let me check in early. The staff was amazing.
Reviewed on 30 Aug 2026
Four Seasons Hotel Chicago
Downtown Chicago
£2,877
per person
7 Oct - 12 Oct
found 1 day ago
Return direct flight included
London (LON) to Chicago (ORD)
9.4/10 Exceptional! (1,004 reviews)
The staff was so kind and helpful. Great location and dining options. The room was spotless and comfortable
Reviewed on 30 Aug 2026
Silversmith Hotel Chicago Downtown
Downtown Chicago
£1,797
per person
7 Oct - 12 Oct
found 1 day ago
Return direct flight included
London (LON) to Chicago (ORD)
9.2/10 Wonderful! (2,373 reviews)
Spacious room. We were on the ninth floor and could barely hear the L train. It sounded like an AC unit turning on for a few moments.
Reviewed on 30 Aug 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
300 Wrigley Dr Lake Geneva WI
Fully refundableReserve now, pay when you stay
£129
7 Sept - 8 Sept
includes taxes & fees
9.2/10 Wonderful! (1,399 reviews)
"The view form the balcony was beautiful. The room was very clean"
Reviewed on 30 Aug 2026
Abbey Resort and Avani Spa
269 Fontana Boulevard Fontana WI
Fully refundableReserve now, pay when you stay
£123
13 Sept - 14 Sept
includes taxes & fees
Timber Ridge Lodge and Waterpark
7020 Grand Geneva Way Lake Geneva WI
Fully refundableReserve now, pay when you stay
£176
30 Sept - 1 Oct
includes taxes & fees
8.6/10 Excellent! (3,413 reviews)
"Room was spacious but certain elements were dirty and stained including the curtains and the air conditioning unit. In addition, the pillows on the king bed were very small and the blanket was mostly sheets, which made for an uncomfortable sleep. Also, the jets on the whirlpool bath were broken. ..."
Reviewed on 30 Aug 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.
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 £1,401. 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.
