Woodstock Vacation Packages
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Your Woodstock Vacation
With one of our vacation packages to Woodstock, you'll discover infinite opportunities for excitement and adventure. There's tons to experience, including its rich history and spectacular views. You'll want to do some exploring during your trip to Woodstock. Make time for top attractions such as McHenry County College, McHenry County Courthouse and Woodstock Opera House. No matter your travel plans or the size of your budget, putting together the ultimate tailored Woodstock vacation is easy with Expedia.
Top Woodstock Vacation Deals
Price found within the past 48 hours. Click for updated prices.
The Emily Hotel
Downtown Chicago
Save 100% on your flight
per person
May 28 - May 31
found 8 hours ago
Roundtrip flight included
Edmonton (YEG) to Chicago (ORD)
9/10 Wonderful! (1,023 reviews)
Our overall stay was great. Didn't like they hold $150 day for incidentals and the $80 day parking charge. The hotel had no pool or room service. Everyone at the hotel was very nice.
Reviewed on Mar. 10, 2025
Hotel Felix River North/Magnificent Mile
Downtown Chicago
Save 100% on your flight
per person
May 28 - May 31
found 8 hours ago
Roundtrip flight included
Edmonton (YEG) to Chicago (ORD)
8/10 Very Good! (1,489 reviews)
They were not clear about breakfast availability; food items were overpriced and the only “complementary breakfast” was coffee, tea, fruits. The bathroom sink overflowed in seconds due to the bowl being very shallow. The rooms listed online do not resemble the rooms that are actually given; no fridge or microwave available. Television streaming is very difficult to access and requires a $10 app on your phone. WiFi is slow. Staff were kind, the area is safe and central to lots of food and convenience store options.
Reviewed on Mar. 9, 2025
Woodstock Hotel Deals
AmericInn by Wyndham Woodstock IL
990 Lake Avenue, Woodstock, IL
Fully refundableReserve now, pay when you stay
The price is CA $117 per night from Mar. 18 to Mar. 19
CA $117
CA $130 total
includes taxes & fees
Mar 18 - Mar 19
7.8/10 Good! (852 reviews)
"Very clean and friendly helpful staff."
Reviewed on Mar. 3, 2025
Abbey Resort and Avani Spa
269 Fontana Boulevard, Fontana, WI
Fully refundableReserve now, pay when you stay
The price is CA $177 per night from Mar. 13 to Mar. 14
CA $177
CA $232 total
includes taxes & fees
Mar 13 - Mar 14
8.4/10 Very Good! (1,280 reviews)
"Great location. The resort has everything on site."
Reviewed on Mar. 10, 2025
Timber Ridge Lodge and Waterpark
7020 Grand Geneva Way, Lake Geneva, WI
The price is CA $206 per night from Apr. 7 to Apr. 8
CA $206
CA $285 total
includes taxes & fees
Apr 7 - Apr 8
8.6/10 Excellent! (2,719 reviews)
"Our room was much larger than I anticipated with an amazing jacuzzi tub and nearly full kitchen. The waterpark staff could have been more friendly, there were no towels, and the hours were not communicated correctly. We all had a good time!"
Reviewed on Mar. 10, 2025
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.