
Deals on vacations and trips to Woodstock
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Woodstock flight + hotel vacation packages
Price found within the past 48 hours. Click for updated prices.

Courtyard by Marriott Chicago Magnificent Mile
Downtown Chicago
per person
May 9 - May 11
found 1 day ago
Roundtrip flight included
Dallas (DAL) to Chicago (ORD)
This hotel features a restaurant, an indoor pool, and a bar/lounge. Traveling on business? Take advantage of the free WiFi in public areas, express check-out, and valet parking. Enjoy the 24-hour gym and conveniences like a 24-hour front desk and laundry facilities.

The Chicago Hotel Collection - Wrigleyville
Lakeview
Save 100% on your flight
per person
May 15 - May 20
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Chicago (ORD)
A rooftop terrace is featured at this hotel, along with free WiFi in public areas and a terrace. Express check-in, express check-out, and luggage storage are also on offer.

Hyatt Place Chicago-South/University Medical Center
Hyde Park
Save 100% on your flight
per person
May 15 - May 20
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Chicago (ORD)
This hotel features a 24-hour gym and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Enjoy freebies like buffet breakfast and an area shuttle

Hilton Grand Vacations Club Chicago Magnificent Mile
Downtown Chicago
Save 100% on your flight
per person
May 4 - May 9
found 7 hours ago
Roundtrip flight included
Dallas (DFW) to Chicago (ORD)
This hotel features a restaurant, a gym, and a poolside bar. Enjoy the seasonal outdoor pool and perks like free WiFi. Self parking, a 24-hour business center, and a coffee shop are also offered.

The Allegro Royal Sonesta Hotel Chicago Loop
Downtown Chicago
per person
Jun 19 - Jun 22
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Chicago (ORD)
This hotel features a 24-hour gym and a bar/lounge. Traveling on business? Take advantage of the 15 conference rooms on site, along with the valet parking and WiFi in public areas. Self parking, a lobby fireplace, and luggage storage are also offered.
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 $100 per night
$100
includes taxes & fees
$90 per night
Apr 3 - Apr 4
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

Hyatt Place Chicago/Hoffman Estates
2750 Greenspoint Pkwy, Hoffman Estates, IL
Free Cancellation
Reserve now, pay when you stay
The price is $94 per night
$94
includes taxes & fees
$83 per night
Apr 13 - Apr 14
This hotel features a restaurant, an indoor pool, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Enjoy the 24-hour gym 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 $215 per night
$215
includes taxes & fees
$193 per night
Apr 7 - Apr 8
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.
Pool
Hot Tub

Abbey Resort and Avani Spa
269 Fontana Boulevard, Fontana, WI
The price is $190 per night
$190
includes taxes & fees
$172 per night
Apr 3 - Apr 4
This smoke-free resort features a full-service spa, a marina, and 2 restaurants. Family-friendly amenities include an arcade/game room and kid-friendly dining, along with water skiing. Relax with a drink at one of the 2 bars/lounges and enjoy perks like free self parking.
Pool
Spa

Harbor Shores on Lake Geneva
300 Wrigley Dr, Lake Geneva, WI
Free Cancellation
Reserve now, pay when you stay
The price is $155 per night
$155
includes taxes & fees
$137 per night
Apr 3 - Apr 4
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

The Cove Of Lake Geneva
111 Center St, Lake Geneva, WI
The price is $157 per night
$157
includes taxes & fees
$141 per night
Apr 3 - Apr 4
2 hot tubs, an indoor pool, and a gym are all featured at this hotel. There's fun for all ages with a children's pool and an arcade/game room, and families will appreciate the onsite laundry facilities. Traveling on business? Take advantage of the express check-out and free internet in public areas.
Pool
Hot Tub
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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