Woodstock flight + hotel vacation packages
Price found within the past 48 hours. Click for updated prices.
Hilton Chicago
Downtown Chicago
per person
Feb 21 - Feb 24
found 21 hours ago
Roundtrip flight included
Dallas (DFW) to Chicago (ORD)
This smoke-free hotel includes 2 restaurants, an indoor pool, and a gym. Traveling on business? Take advantage of the business center, free WiFi in public areas, and valet parking. A bar/lounge, a 24-hour front desk, and a coffee shop are also provided.
Waldorf Astoria Chicago
Downtown Chicago
Save 100% on your flight
per person
Feb 2 - Feb 7
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Chicago (ORD)
A full-service spa, an indoor pool, and a restaurant are all featured at this luxury hotel. Traveling on business? Take advantage of the business center, free WiFi in public areas, and valet parking. Enjoy the gym and perks like a free area shuttle.
Viceroy Chicago
Downtown Chicago
Save 100% on your flight
per person
Feb 2 - Feb 7
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Chicago (ORD)
This hotel features 2 restaurants and a gym. Traveling on business? Take advantage of the free WiFi in public areas, laundry service, and valet parking. Enjoy the seasonal outdoor pool and conveniences like a 24-hour front desk and laundry facilities.
Level Chicago – Old Town
Downtown Chicago
Save 100% on your flight
per person
Mar 18 - Mar 21
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Chicago (ORD)
A full-service spa and A 24-hour gym are featured at this smoke-free aparthotel. There's fun for all ages with a playground and an arcade/game room, and families will appreciate the picnic area. Enjoy the seasonal outdoor pool and perks like free WiFi.
The Emily Hotel
Downtown Chicago
Save 100% on your flight
per person
Mar 18 - Mar 21
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Chicago (ORD)
This hotel features a restaurant, a 24-hour gym, and a bar/lounge. Traveling on business? Take advantage of the free WiFi in public areas, laundry service, and valet parking. A coffee shop, a snack bar/deli, and luggage storage are also on offer.
Top Woodstock hotels deals
AmericInn by Wyndham Woodstock IL
990 Lake Avenue, Woodstock, IL
Free Cancellation
Reserve now, pay when you stay
The price is $81 per night
$81
includes taxes & fees
$73 per night
Dec 29 - Dec 30
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
Timber Ridge Lodge and Waterpark
7020 Grand Geneva Way, Lake Geneva, WI
Free Cancellation
Reserve now, pay when you stay
The price is $189 per night
$189
includes taxes & fees
$174 per night
Jan 5 - Jan 6, 2025
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 lazy river, mini golf, and kid-friendly dining.
Abbey Resort and Avani Spa
269 Fontana Boulevard, Fontana, WI
Free Cancellation
Reserve now, pay when you stay
The price is $123 per night
$123
includes taxes & fees
$112 per night
Jan 5 - Jan 6, 2025
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
Harbor Shores on Lake Geneva
300 Wrigley Dr, Lake Geneva, WI
Free Cancellation
Reserve now, pay when you stay
The price is $122 per night
$122
includes taxes & fees
$108 per night
Dec 29 - Dec 30
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
Lodge Geneva National
W4240 WI-50, Lake Geneva, WI
Free Cancellation
Reserve now, pay when you stay
The price is $130 per night
$130
includes taxes & fees
$119 per night
Dec 23 - Dec 24
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
Grand Geneva Resort & Spa
7036 Grand Geneva Wy, Lake Geneva, WI
Free Cancellation
Reserve now, pay when you stay
The price is $231 per night
$231
includes taxes & fees
$213 per night
Jan 12 - Jan 13, 2025
This smoke-free resort features a golf course, a full-service spa, and a water park. Take advantage of ski lessons, ski rentals and ski passes on site, and enjoy downhill skiing. There's fun for all ages with a children's pool and a playground, and families will appreciate the onsite laundry facilities.
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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