Williams Bay Vacations

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Williams Bay 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

Downtown Chicago
$549
per person
Dec 24 - Dec 29
found 18 hours ago
Roundtrip flight included
New York (LGA) to Chicago (ORD)
Book a stay at this business-friendly hotel in Chicago. Enjoy breakfast (surcharge), a 24-hour fitness center, and a 24-hour front desk. Our guests praise the helpful staff in our reviews. Popular attractions Millennium Park and Chicago Riverwalk are located nearby.
Clean room staff was great

Reviewed on Oct 19, 2026

Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago

Downtown Chicago
Save 100% on your flight
$797
per person
Dec 24 - Dec 29
found 18 hours ago
Roundtrip flight included
New York (LGA) to Chicago (ORD)
Book a stay at this business-friendly hotel in Chicago. Enjoy free breakfast, free WiFi, and 2 bars/lounges. Popular attractions Michigan Avenue and Chicago Riverwalk are located nearby.
Swissotel - Chicago

Swissotel - Chicago

Downtown Chicago
$693
per person
Dec 24 - Dec 29
found 18 hours ago
Roundtrip flight included
New York (LGA) to Chicago (ORD)
Book a stay at this luxury hotel in Chicago. Enjoy 2 bars/lounges, breakfast (surcharge), and 24-hour room service. Our guests praise the restaurant and the helpful staff in our reviews. Popular attractions Chicago Riverwalk and Millennium Park are located nearby.
I traveled from Cincinnati Ohio and the room on the 36th floor had a great view of Lake Michigan. Valet staff for parking was excellent as well. Highly recommended if you’re planning to visit Chicago.

Reviewed on Oct 19, 2026

Holiday Inn Express Chicago - Magnificent Mile by IHG

Holiday Inn Express Chicago - Magnificent Mile by IHG

Downtown Chicago
$607
per person
Dec 24 - Dec 29
found 18 hours ago
Roundtrip flight included
New York (LGA) to Chicago (ORD)
Book a stay at this business-friendly hotel in Chicago. Enjoy free breakfast, free WiFi, and a fitness center. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Michigan Avenue and Chicago Riverwalk are located nearby.
Eurostars Magnificent Mile

Eurostars Magnificent Mile

Downtown Chicago
$746
per person
Dec 24 - Dec 29
found 18 hours ago
Roundtrip flight included
New York (LGA) to Chicago (ORD)
Book a stay at this spa hotel in Chicago. Enjoy free WiFi, a full-service spa, and a fitness center. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Michigan Avenue and Chicago Riverwalk are located nearby.
The Allegro Royal Sonesta Hotel Chicago Loop

The Allegro Royal Sonesta Hotel Chicago Loop

Downtown Chicago
$685
per person
Dec 24 - Dec 29
found 18 hours ago
Roundtrip flight included
New York (LGA) to Chicago (ORD)
Book a stay at this business-friendly hotel in Chicago. Enjoy free WiFi, breakfast (surcharge), and a 24-hour fitness center. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Chicago Riverwalk and Millennium Park are located nearby.
Lovely property and great location for our needs. Very walkable to River North. and West Loop.

Reviewed on Oct 19, 2026

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Top Hotel Deals

The Belfry House

The Belfry House

3601 WI-67 Delavan Williams Bay WI
2.08 km from city center
Stay at this hotel in Williams Bay. Enjoy free WiFi, free parking, and a fireplace in the lobby. Our guests praise the helpful staff in our reviews. Popular ...
Abbey Resort and Avani Spa

Abbey Resort and Avani Spa

269 Fontana Boulevard Fontana WI
4.25 km from city center
Book a stay at this beach resort in Fontana. Enjoy free parking, an outdoor pool, and a full-service spa. Our guests praise the pool and the helpful staff in ...
Timber Ridge Lodge and Waterpark

Timber Ridge Lodge and Waterpark

7020 Grand Geneva Way Lake Geneva WI
11.51 km from city center
Book a stay at this spa aparthotel in Lake Geneva. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff and the clean rooms ...
Grand Geneva Resort & Spa

Grand Geneva Resort & Spa

7036 Grand Geneva Wy Lake Geneva WI
11.67 km from city center
Book a stay at this spa resort in Lake Geneva. Enjoy free WiFi, free parking, and a full-service spa. Our guests praise the helpful staff in our reviews. Popular ...
Harbor Shores on Lake Geneva

Harbor Shores on Lake Geneva

300 Wrigley Dr Lake Geneva WI
8.86 km from city center
Book a stay at this family-friendly hotel in Lake Geneva. Enjoy free WiFi, free parking, and 2 restaurants. Our guests praise the pool and the helpful staff ...
The Cove Of Lake Geneva

The Cove Of Lake Geneva

111 Center St Lake Geneva WI
8.89 km from city center
Book a stay at this family-friendly hotel in Lake Geneva. Enjoy an outdoor pool, 2 hot tubs, and room service. Our guests praise the pool and the helpful staff ...
Lake Lawn Resort

Lake Lawn Resort

2400 E Geneva St Delavan WI
7.42 km from city center
Book a stay at this beach resort in Delavan. Enjoy free parking, an outdoor pool, and a full-service spa. Our guests praise the pool and the helpful staff in ...
Lodge Geneva National

Lodge Geneva National

W4240 WI-50 Lake Geneva WI
2.7 km from city center
Book a stay at this golf resort in Lake Geneva. Enjoy an outdoor pool, breakfast (surcharge), and a fitness center. Our guests praise the pool and the restaurant ...
Bella Vista Suites

Bella Vista Suites

335 Wrigley Drive Lake Geneva WI
8.9 km from city center
Book a stay at this spa hotel in Lake Geneva. Enjoy a full-service spa, a marina, and a fitness center. Our guests praise the helpful staff and the clean rooms ...
Comfort Suites Lake Geneva East

Comfort Suites Lake Geneva East

300 E Main St Lake Geneva WI
10.02 km from city center
Book a stay at this family-friendly hotel in Lake Geneva. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the pool in ...
Holiday Inn Club Vacations at Lake Geneva Resort by IHG

Holiday Inn Club Vacations at Lake Geneva Resort by IHG

7036 Grand Geneva Way Lake Geneva WI
11.66 km from city center
Book a stay at this spa resort in Lake Geneva. Enjoy free parking, an outdoor pool, and a full-service spa. Our guests praise the helpful staff in our reviews. ...
The Geneva Inn

The Geneva Inn

N2009 S Lake Shore Drive Lake Geneva WI
8.53 km from city center
Stay at this hotel in Lake Geneva. Enjoy free WiFi, free parking, and room service. Our guests praise the helpful staff in our reviews. Popular attractions Geneva ...
Comfort Suites Delavan - Lake Geneva Area

Comfort Suites Delavan - Lake Geneva Area

313 Bauer Parkway Delavan WI
9.2 km from city center
Book a stay at this business-friendly hotel in Delavan. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff ...
AmericInn by Wyndham Woodstock IL

AmericInn by Wyndham Woodstock IL

990 Lake Avenue Woodstock IL
31.78 km from city center
Book a stay at this ski hotel in Woodstock. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the clean rooms in our reviews. Popular attractions ...
Fairview Inn & Suites Whitewater

Fairview Inn & Suites Whitewater

917 E Milwaukee St Whitewater WI
31.53 km from city center
Book a stay at this business-friendly hotel in Whitewater. Enjoy free breakfast, free WiFi, and free parking. 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.