Woodstock Square

Price found within the past 48 hours. Click for updated prices.
Level Chicago – Old Town

Level Chicago – Old Town

4 out of 5
Downtown Chicago
Save 100% on your flight
Price was €1,099, price is now €603 per person
€603
per person
31 Oct - 6 Nov
found 22 hours ago
Return flight included
Nashville (BNA) to Chicago (ORD)
9/10 Wonderful! (343 reviews)
It was fine but nit as good as I had expected. Staff were un friendly and un helpful fur an expensive stay.

Reviewed on 27 Aug 2025

The Emily Hotel

The Emily Hotel

4 out of 5
Downtown Chicago
Price was €1,487, price is now €781 per person
€781
per person
31 Oct - 6 Nov
found 22 hours ago
Return flight included
Nashville (BNA) to Chicago (ORD)
9.2/10 Wonderful! (1,192 reviews)
The staff here are absolutely the most helpful and sweetest. The hotel is perfect for a boutique hotel. The night life seemed to quite popular as well and right around Fulton market! I definitely recommend. Also the coffee bags ? PERFECTION. Just had to add that

Reviewed on 22 Aug 2025

Trump International Hotel & Tower Chicago

Trump International Hotel & Tower Chicago

5 out of 5
Downtown Chicago
Save 100% on your flight
Price was €2,381, price is now €1,344 per person
€1,344
per person
31 Oct - 6 Nov
found 21 hours ago
Return direct flight included
Nashville (BNA) to Chicago (ORD)
9.4/10 Exceptional! (1,694 reviews)
5 star hotel that goes above and beyond. My family loved staying at the Trump

Reviewed on 29 Aug 2025

Popular places to visit

Woodstock Opera House

Woodstock Opera House

5/5(2 reviews)

You can enjoy a show at Woodstock Opera House on your trip to Woodstock. While you're in the area, stroll along the lakeside.

Woodstock Opera House

Naturally McHenry County Visitor Center

Naturally McHenry County Visitor Center is just one of the places to see in Woodstock, so why not enjoy the other things to explore during your travels? Discover the jazz scene and shops in this family-friendly area.

Naturally McHenry County Visitor Center

Woodstock City Hall

After visiting Woodstock City Hall, make a plan to see the other sights and activities in Woodstock. While you're in the area, stroll along the lakeside.

Woodstock City Hall

McHenry County Fairgrounds

Enjoy an outing to McHenry County Fairgrounds during your stay in Woodstock. While you're in the area, stroll along the lakeside.

McHenry County Fairgrounds

Emricson Park

Explore the great outdoors at Emricson Park, a lovely green space in Woodstock. While you're in the area, stroll along the lakeside.

Emricson Park

Still Farm Dog Park

After visiting Still Farm Dog Park, make a plan to see the other sights and activities in Bull Valley.

Still Farm Dog Park

Top Hotel Deals

Abbey Resort and Avani Spa

Abbey Resort and Avani Spa

3.5 out of 5
269 Fontana Boulevard, Fontana, WI
Abbey Resort and Avani Spa
Harbor Shores on Lake Geneva

Harbor Shores on Lake Geneva

3.5 out of 5
300 Wrigley Dr, Lake Geneva, WI
Harbor Shores on Lake Geneva
Lodge Geneva National

Lodge Geneva National

4 out of 5
W4240 WI-50, Lake Geneva, WI
Lodge Geneva National
Timber Ridge Lodge and Waterpark

Timber Ridge Lodge and Waterpark

3.5 out of 5
7020 Grand Geneva Way, Lake Geneva, WI
Timber Ridge Lodge and Waterpark
The Cove Of Lake Geneva

The Cove Of Lake Geneva

3.5 out of 5
111 Center St, Lake Geneva, WI
The Cove Of Lake Geneva
Grand Geneva Resort & Spa

Grand Geneva Resort & Spa

4 out of 5
7036 Grand Geneva Wy, Lake Geneva, WI
Grand Geneva Resort & Spa
Holiday Inn Club Vacations at Lake Geneva Resort by IHG

Holiday Inn Club Vacations at Lake Geneva Resort by IHG

3.5 out of 5
7036 Grand Geneva Way, Lake Geneva, WI
Holiday Inn Club Vacations at Lake Geneva Resort by IHG
Sky Lodge Inn & Suites

Sky Lodge Inn & Suites

2 out of 5
5560 State Road 50, Delavan, WI
Sky Lodge Inn & Suites
See all 1,735 properties in Woodstock Square
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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