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Deals on vacations and trips to Woodstock
Save when you book Woodstock package deals
Woodstock flight + hotel vacation packages
Price found within the past 48 hours. Click for updated prices.
![Arlo Chicago](https://images.trvl-media.com/lodging/27000000/26920000/26910700/26910691/0a75f592_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)
Arlo Chicago
Downtown Chicago
Save 100% on your flight
per person
Aug 22 - Aug 25
found 1 day ago
Roundtrip flight included
Minneapolis (MSP) to Chicago (ORD)
This hotel features a restaurant, a gym, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Dry cleaning and a safe deposit box are also provided.
![Hyatt Place Chicago/Downtown - The Loop](https://images.trvl-media.com/lodging/12000000/11070000/11062300/11062225/387b811c_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)
Hyatt Place Chicago/Downtown - The Loop
Downtown Chicago
Save 100% on your flight
per person
Jul 31 - Aug 5
found 1 day ago
Roundtrip flight included
Denver (DEN) to Chicago (ORD)
This hotel features a restaurant, an indoor pool, and a bar/lounge. Traveling on business? Take advantage of the business center and free WiFi in public areas. There's a 24-hour gym on site, and laundry facilities and concierge services are also offered.
![Trump International Hotel & Tower Chicago](https://images.trvl-media.com/lodging/2000000/1730000/1723300/1723215/425695dc_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)
Trump International Hotel & Tower Chicago
Downtown Chicago
Save 100% on your flight
per person
Aug 22 - Aug 25
found 1 day ago
Roundtrip flight included
Minneapolis (MSP) to Chicago (ORD)
A full-service spa, an indoor pool, and a restaurant are all featured at this luxury hotel. Families will appreciate the onsite laundry facilities, kid-friendly dining, and in-room childcare. Enjoy the gym and perks like free WiFi.
![LondonHouse Chicago, Curio Collection by Hilton](https://images.trvl-media.com/lodging/13000000/12790000/12786700/12786616/6ccd2813_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)
LondonHouse Chicago, Curio Collection by Hilton
Downtown Chicago
Save 100% on your flight
per person
Jul 31 - Aug 5
found 1 day ago
Roundtrip flight included
Denver (DEN) to Chicago (ORD)
A full-service spa, 2 restaurants, and a gym are all featured at this smoke-free hotel. Relax with a drink at one of the 2 bars/lounges and get perks like free WiFi. A business center, a terrace, and dry cleaning are also on offer.
![Fairmont Chicago at Millennium Park Gold Experience](https://images.trvl-media.com/lodging/65000000/64580000/64577200/64577141/223eec73_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)
Fairmont Chicago at Millennium Park Gold Experience
Downtown Chicago
Save 100% on your flight
per person
Aug 12 - Aug 16
found 1 day ago
Roundtrip non-stop flight included
Ontario (ONT) to Chicago (ORD)
A full-service spa, a 24-hour gym, and a restaurant are all featured at this luxury hotel. Traveling on business? Take advantage of the business center and free WiFi in public areas. A bar/lounge, a 24-hour front desk, and express check-in are also provided.
Top Woodstock hotels deals
![AmericInn by Wyndham Woodstock IL](https://images.trvl-media.com/lodging/1000000/30000/20700/20685/e75a1321_y.jpg?impolicy=fcrop&w=420&h=224&q=medium)
AmericInn by Wyndham Woodstock IL
990 Lake Avenue, Woodstock, IL
Free Cancellation
Reserve now, pay when you stay
The price is $90 per night
$90
per night
Jun 23 - Jun 24
A casino, a 24-hour gym, and a restaurant are all featured at this smoke-free hotel. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Enjoy the indoor pool and free perks like continental breakfast and free self parking.
Pool
Breakfast included
![The Ridge Hotel](https://images.trvl-media.com/lodging/1000000/900000/893400/893361/7a05012f_y.jpg?impolicy=fcrop&w=420&h=224&q=medium)
The Ridge Hotel
W4240 WI-50, Lake Geneva, WI
Free Cancellation
Reserve now, pay when you stay
The price is $152 per night
$152
per night
Jun 26 - Jun 27
This resort features a restaurant, an indoor pool, and a bar/lounge. You'll appreciate the gym, poolside bar, and concierge services.
Pool
Pet friendly
![Timber Ridge Lodge and Waterpark](https://images.trvl-media.com/lodging/2000000/1050000/1043900/1043867/6d6345d6_y.jpg?impolicy=fcrop&w=420&h=224&q=medium)
Timber Ridge Lodge and Waterpark
7020 Grand Geneva Way, Lake Geneva, WI
Free Cancellation
Reserve now, pay when you stay
The price is $190 per night
$190
per night
Jun 26 - Jun 27
This smoke-free aparthotel features a golf course, free water park access, and a full-service spa. Take advantage of ski lessons, ski rentals and ski storage on site, and enjoy downhill skiing. Bring the family and enjoy the mini golf, children's pool, and kid-friendly dining.
Pool
Hot Tub
![Harbor Shores on Lake Geneva](https://images.trvl-media.com/lodging/1000000/10000/4700/4614/8dd1a3dc_y.jpg?impolicy=fcrop&w=420&h=224&q=medium)
Harbor Shores on Lake Geneva
300 Wrigley Dr, Lake Geneva, WI
Free Cancellation
Reserve now, pay when you stay
The price is $229 per night
$229
per night
Jun 23 - Jun 24
This hotel features an outdoor pool, an indoor pool, and a restaurant. Traveling on business? Take advantage of the business center and free WiFi in public areas. Enjoy the gym and perks like free self parking.
Pool
Parking included
![Abbey Resort and Avani Spa](https://images.trvl-media.com/lodging/1000000/50000/40200/40133/7a68fbf1_y.jpg?impolicy=fcrop&w=420&h=224&q=medium)
Abbey Resort and Avani Spa
269 Fontana Boulevard, Fontana, WI
Free Cancellation
Reserve now, pay when you stay
The price is $169 per night
$169
per night
Jun 23 - Jun 24
This smoke-free resort features a full-service spa, a marina, and 2 restaurants. Bring the family and enjoy the waterslide, arcade/game room, and kid-friendly dining. Enjoy the 2 spa tubs and get free self parking.
Pool
Hot Tub
![Country Inn & Suites by Radisson, Hoffman Estates, IL](https://images.trvl-media.com/lodging/1000000/20000/14300/14241/e1f8abe6_y.jpg?impolicy=fcrop&w=420&h=224&q=medium)
Country Inn & Suites by Radisson, Hoffman Estates, IL
2280 Barrington Rd, Hoffman Estates, IL
Free Cancellation
The price is $77 per night
$77
per night
Jul 1 - Jul 2
This hotel features a seasonal outdoor pool and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public areas, and airport shuttle. Free perks include buffet breakfast, free self parking, and an area shuttle.
Pool
Breakfast included
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.
Popular places to visit
Woodstock Opera House
4.5/5(6 reviews)
You can enjoy a show at Woodstock Opera House during your trip to Woodstock. While you're in the area, stroll along the lakeside.
Woodstock Square
4/5(19 reviews)
You can find out about the history of Woodstock with a trip to Woodstock Square. While you're in the area, stroll along the lakeside.
Bull Valley Golf Club
5/5(1 review)
Enjoy a round of golf in Woodstock at Bull Valley Golf Club. While you're in the area, stroll along the lakeside.
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