Greenwood Holidays from £803
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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 Riu Plaza Chicago
Downtown Chicago
Price was £1,144, price is now £803 per person
£803
per person
12 Mar - 16 Mar
found 19 hours ago
Return direct flight included
Dublin (DUB) to Chicago (ORD)
9.4/10 Exceptional! (2,790 reviews)
Room was clean, staff was so polite and kind and very helpful. We took our 3 year old daughter with us and they were kind to her and welcoming! (That means a lot - not all hotels are welcoming to small children.) they made sure to open the doors for us each time we came in with our stroller. We will absolutely be back to the Riu in Chicago! 10/10
Reviewed on 9 Feb 2026
Trump International Hotel & Tower Chicago
Downtown Chicago
Price was £1,492, price is now £1,063 per person
£1,063
per person
12 Mar - 16 Mar
found 19 hours ago
Return direct flight included
Dublin (DUB) to Chicago (ORD)
9.4/10 Exceptional! (1,773 reviews)
Lovely room. Excellent staff.
Reviewed on 3 Feb 2026
Level Chicago – Old Town
Downtown Chicago
Price was £1,125, price is now £864 per person
£864
per person
12 Mar - 16 Mar
found 19 hours ago
Return direct flight included
Dublin (DUB) to Chicago (ORD)
9/10 Wonderful! (380 reviews)
My girlfriend and I had an awesome time enjoying the space for a fun girls night out. Would recommend to anyone!
Reviewed on 2 Feb 2026
LondonHouse Chicago, Curio Collection by Hilton
Downtown Chicago
Price was £1,261, price is now £977 per person
£977
per person
12 Mar - 16 Mar
found 19 hours ago
Return direct flight included
Dublin (DUB) to Chicago (ORD)
9.4/10 Exceptional! (3,392 reviews)
The room was in pretty good condition. Not as grand as it seems. The carpet was a bit muggy and kind of a weird smell. Bathroom supplies i thought was a bit messy since shampoo was pepermint, conditioner cilantro, and body wash rum... Sounds like ingredients for a drink. The front desk staff not as welcoming. The housekeeper on our floor (9) on the other hand was extremly friendly and helpful and we loved her. Always asking if we needed anything and made us feel great.
Reviewed on 10 Feb 2026
Level Chicago Fulton Market
Downtown Chicago
Price was £1,162, price is now £902 per person
£902
per person
6 Apr - 11 Apr
found 24 hours ago
Return direct flight included
Manchester (MAN) to Chicago (ORD)
9.2/10 Wonderful! (347 reviews)
Hot tub wasn’t working(freezing cold) and no robes in my room. Need bigger roller carts and cheaper or free parking. Other than that the room, view, amenities were excellent.
Reviewed on 9 Feb 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
Abbey Resort and Avani Spa
269 Fontana Boulevard Fontana WI
Fully refundableReserve now, pay when you stay
The price is £95 per night from 26 Feb to 27 Feb
£95
26 Feb - 27 Feb
includes taxes & fees
8.4/10 Very Good! (1,734 reviews)
It was a nice hotel with a great spa and workout facilities. Bed was comfy and location was perfect.
Reviewed on 9 Feb 2026
Timber Ridge Lodge and Waterpark
7020 Grand Geneva Way Lake Geneva WI
Fully refundableReserve now, pay when you stay
The price is £145 per night from 25 Feb to 26 Feb
£145
25 Feb - 26 Feb
includes taxes & fees
8.6/10 Excellent! (3,130 reviews)
Great stay. First family trip with my little girl who is 2yr old and she loved here water park, whirlpool bath! We will come back again ;) btw staffs are so nice👍
Reviewed on 3 Feb 2026
#EnglishPrairieBnB - 8 Bedroom - 4.5 Bathrooms
Twin Lakes WI
10/10 Exceptional! (42 reviews)
The house was perfect for a lovely family holiday! We had 11 adults, 4 kids, and 1 dog this year. There was plenty of room for everyone to have a great time. The house is stocked full of games and recreational areas (e.g., the kidquarium was a huge hit with our kids, as was the golf simulator). The ...
Reviewed on 2 Jan 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.
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* 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.
