Vacations Close To Shady Creek Winery

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Shady Creek Winery Flight + Hotel packages

Price found within the past 48 hours. Click for updated prices.
THE MIDLAND HOTEL, Chicago, a Tribute Portfolio Hotel

THE MIDLAND HOTEL, Chicago, a Tribute Portfolio Hotel

4 out of 5
Downtown Chicago
Price was $850, price is now $667 per person
$667
per person
Nov 22 - Nov 28
found 13 hours ago
Roundtrip flight included
New York (LGA) to Chicago (ORD)
Good property but a very small bathroom and no ho water.

Reviewed on Oct 17, 2026

Trump International Hotel & Tower Chicago

Trump International Hotel & Tower Chicago

5 out of 5
Downtown Chicago
Save 100% on your flight
Price was $2,708, price is now $1,744 per person
$1,744
per person
Nov 22 - Nov 28
found 13 hours ago
Roundtrip flight included
New York (LGA) to Chicago (ORD)

Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago

4 out of 5
Downtown Chicago
Save 100% on your flight
Price was $1,368, price is now $916 per person
$916
per person
Nov 22 - Nov 28
found 13 hours ago
Roundtrip flight included
New York (LGA) to Chicago (ORD)
Excellent staff, excellent location, great resort style breakfast buffet

Reviewed on Oct 17, 2026

The Talbott, Autograph Collection

The Talbott, Autograph Collection

4.5 out of 5
Downtown Chicago
Price was $1,150, price is now $807 per person
$807
per person
Nov 22 - Nov 28
found 13 hours ago
Roundtrip flight included
New York (LGA) to Chicago (ORD)
Close to every things, great location

Reviewed on Oct 16, 2026

Sheraton Grand Chicago Riverwalk

Sheraton Grand Chicago Riverwalk

4 out of 5
Downtown Chicago
Price was $1,355, price is now $978 per person
$978
per person
Nov 22 - Nov 28
found 13 hours ago
Roundtrip flight included
New York (LGA) to Chicago (ORD)

Hotel Saint Clair- Magnificent Mile

Hotel Saint Clair- Magnificent Mile

4 out of 5
Downtown Chicago
Price was $965, price is now $743 per person
$743
per person
Nov 22 - Nov 28
found 13 hours ago
Roundtrip flight included
New York (LGA) to Chicago (ORD)

Swissotel - Chicago

Swissotel - Chicago

4.5 out of 5
Downtown Chicago
Price was $1,110, price is now $864 per person
$864
per person
Nov 22 - Nov 28
found 13 hours ago
Roundtrip flight included
New York (LGA) to Chicago (ORD)

Eurostars Magnificent Mile

Eurostars Magnificent Mile

4 out of 5
Downtown Chicago
Price was $1,151, price is now $902 per person
$902
per person
Nov 22 - Nov 28
found 13 hours ago
Roundtrip flight included
New York (LGA) to Chicago (ORD)

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Best Lodging Options Near Shady Creek Winery

Blue Chip Casino Hotel and Spa

Blue Chip Casino Hotel and Spa

3.5 out of 5
777 Blue Chip Drive Michigan City IN
5.38 km from Shady Creek Winery
Book a stay at this spa hotel in Michigan City. Enjoy free WiFi, a full-service spa, and 3 restaurants. Our guests praise the helpful staff and the clean rooms ...
The Brewery Lodge Hotel

The Brewery Lodge Hotel

3.5 out of 5
5727N 600W Michigan City IN
3.54 km from Shady Creek Winery
Book a stay at this business-friendly hotel in Michigan City. Enjoy free WiFi, free parking, and room service. Our guests praise the helpful staff in our reviews. ...
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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.