Vacations Close To Massbach Ridge Winery

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Massbach Ridge 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 8 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 8 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 8 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 8 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 8 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 8 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 8 hours ago
Roundtrip flight included
New York (LGA) to Chicago (ORD)
Wonderful staff and clean rooms.

Reviewed on Oct 18, 2026

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 8 hours ago
Roundtrip flight included
New York (LGA) to Chicago (ORD)
Property is not easily accessible by persons with limited mobility.

Reviewed on Oct 16, 2026

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Best Lodging Options Near Massbach Ridge Winery

Savanna Inn & Suites

Savanna Inn & Suites

2 out of 5
101 Valley View Drive Savanna IL
16.87 km from Massbach Ridge Winery
Book a stay at this business-friendly hotel in Savanna. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. ...
Country Inn & Suites by Radisson, Stockton, IL

Country Inn & Suites by Radisson, Stockton, IL

2.5 out of 5
200 Dillon Ave Stockton IL
16.09 km from Massbach Ridge Winery
Book a stay at this business-friendly hotel in Stockton. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
Chestnut Mountain Resort

Chestnut Mountain Resort

3 out of 5
8700 W Chestnut Mountain Rd Galena IL
23.85 km from Massbach Ridge Winery
Book a stay at this ski resort in Galena. Enjoy free WiFi, free parking, and 2 restaurants. Our guests praise the helpful staff and the clean rooms in our reviews. ...
Irish Cottage Inn & Suites

Irish Cottage Inn & Suites

3.5 out of 5
9853 US-20 Galena IL
30.33 km from Massbach Ridge Winery
Stay at this hotel in Galena. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the restaurant in our reviews. Popular attractions ...
WorldMark Galena

WorldMark Galena

2.5 out of 5
5129 W Longhollow Rd Hanover IL
21.88 km from Massbach Ridge Winery
Book a stay at this golf hotel in Hanover. Enjoy free parking, a fitness center, and laundry facilities. Popular attractions Eagle Ridge Resort Golf and Horseshoe ...
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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.