Book Exclusive Waukesha County Vacation Packages
Search vacation packages deals in Waukesha County's top destinations
Waukesha County flight + hotel packages
Price found within the past 48 hours. Click for updated prices.
Fairmont Chicago at Millennium Park
Downtown Chicago
Price was CA $1,345, price is now CA $940 per person
CA $940
per person
Jul 28 - Jul 31
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
Book a stay at this luxury hotel in Chicago. Enjoy free WiFi, a full-service spa, and 2 bars/lounges. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Millennium Park and Chicago Riverwalk are located nearby.
Swissotel - Chicago
Downtown Chicago
Price was CA $1,579, price is now CA $1,040 per person
CA $1,040
per person
Jul 28 - Jul 31
found 1 day ago
Roundtrip flight included
Toronto (YTO) 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.
Pendry Chicago
Downtown Chicago
Price was CA $1,707, price is now CA $1,146 per person
CA $1,146
per person
Jul 28 - Jul 31
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
Book a stay at this luxury hotel in Chicago. Enjoy free WiFi, a rooftop terrace, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Chicago Riverwalk and Millennium Park are located nearby.
The Talbott, Autograph Collection
Downtown Chicago
Price was CA $1,574, price is now CA $1,063 per person
CA $1,063
per person
Jun 27 - Jul 1
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
Book a stay at this luxury 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 Michigan Avenue and Chicago Riverwalk are located nearby.
Sable at Navy Pier Chicago, Curio Collection by Hilton
Downtown Chicago
Price was CA $1,502, price is now CA $1,042 per person
CA $1,042
per person
Jul 28 - Jul 31
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
Book a stay at this business-friendly hotel in Chicago. Enjoy free WiFi, 2 restaurants, and 2 bars/lounges. Our guests praise the restaurant and the helpful staff in our reviews. Popular attractions Navy Pier and Michigan Avenue are located nearby.
Top Waukesha County hotels deals
Sheraton Milwaukee Brookfield Hotel
375 S Moorland Rd Brookfield WI
Free cancellation
Reserve now, pay when you stay
The price is CA $142 per night
CA $142
CA $164 total
May 25 - May 26
includes taxes & fees
Book a stay at this golf hotel in Brookfield. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Milwaukee County Zoo and Brookfield Square Mall are located nearby.
Embassy Suites by Hilton Milwaukee Brookfield
1200 S Moorland Rd Brookfield WI
Free cancellation
Reserve now, pay when you stay
The price is CA $168 per night
CA $168
CA $194 total
May 30 - May 31
includes taxes & fees
Book a stay at this business-friendly hotel in Brookfield. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Milwaukee County Zoo and Brookfield Square Mall are located nearby.
Studio 6 Extended Stay Milwaukee Brookfield WI
325 N Brookfield Rd Brookfield WI
Free cancellation
Reserve now, pay when you stay
The price is CA $88 per night
CA $88
CA $100 total
May 31 - Jun 1
includes taxes & fees
Stay at this hotel in Brookfield. Enjoy free WiFi, free parking, and laundry facilities. Our guests praise the helpful staff in our reviews. Popular attractions Milwaukee County Zoo and The Corners of Brookfield are located nearby.
Pet-friendly
Parking included
The Ingleside Hotel
2810 Golf Road Pewaukee WI
Free cancellation
Reserve now, pay when you stay
The price is CA $148 per night
CA $148
CA $167 total
Jun 1 - Jun 2
includes taxes & fees
Book a stay at this business-friendly hotel in Pewaukee. Enjoy free WiFi, free parking, and water park access (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Springs Water Park and Pewaukee Golf Club are located nearby.
Pool
Pet-friendly
Sonesta Select Milwaukee Brookfield
16865 W Bluemound Rd Brookfield WI
Book a stay at this business-friendly hotel in Brookfield. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Milwaukee County Zoo and Brookfield Square Mall are located nearby.
Pool
Pet-friendly
Wildwood Lodge
N14 W24121 Tower Place Pewaukee WI
Free cancellation
Reserve now, pay when you stay
The price is CA $128 per night
CA $128
CA $145 total
May 28 - May 29
includes taxes & fees
Book a stay at this business-friendly hotel in Pewaukee. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions K1 Speed and Center Court Sports Complex are located nearby.
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View all propertiesLowest 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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