Greenwood Vacation Packages

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Your Greenwood Vacation

Take the guesswork out of travel planning with a Greenwood vacation package. A good neighborhood 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 vacation is a piece of cake with Expedia.

Top Greenwood Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Level Chicago – Old Town
Swissotel - Chicago
The Wade
Level Chicago Fulton Market
Trump International Hotel & Tower Chicago

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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 CA $125 per night from Apr 27 to Apr 28
CA $125
CA $174 total
Apr 27 - Apr 28
includes taxes & fees
8.6/10 Excellent! (1,852 reviews)
The pool had a very strong chlorine smell. So bad we didn’t get to enjoy it for a long time since it hurt our eyes.

Reviewed on Apr 23, 2026

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
9/10 Wonderful! (1,454 reviews)
Very welcoming atmosphere, the room was comfortable, front desk staff were very friendly.

Reviewed on Apr 21, 2026

The Cove Of Lake Geneva
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 CA $198 per night from May 12 to May 13
CA $198
CA $274 total
May 12 - May 13
includes taxes & fees
8.6/10 Excellent! (3,234 reviews)
The establishment was nice and the room was nice but some of the staff were not very helpful and I felt they were being unexplainable rude to my family and guests making up rules for us specially.

Reviewed on Apr 21, 2026

Timber Ridge Lodge and Waterpark
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.