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.
Omni Chicago Hotel
Downtown Chicago
Price was CA $1,639, price is now CA $1,177 per person
CA $1,177
per person
Aug 5 - Aug 9
found 9 hours ago
Roundtrip flight included
Montreal (YMQ) 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 breakfast and the helpful staff in our reviews. Popular attractions Michigan Avenue and Chicago Riverwalk are located nearby.
The Pfister Hotel
Downtown Milwaukee
Price was CA $2,098, price is now CA $1,362 per person
CA $1,362
per person
Aug 19 - Aug 22
found 14 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Milwaukee (MKE)
Book a stay at this luxury hotel in Milwaukee. Enjoy free WiFi, a full-service spa, and 2 restaurants. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions American Family Field and Fiserv Forum are located nearby.
Level Chicago Fulton Market
Downtown Chicago
Price was CA $2,238, price is now CA $1,544 per person
CA $1,544
per person
Aug 5 - Aug 9
found 8 hours ago
Roundtrip flight included
Montreal (YMQ) to Chicago (ORD)
Stay at this hotel in Chicago. Enjoy free WiFi, an outdoor pool, and parking (surcharge). Popular attractions Chicago Riverwalk and Michigan Avenue are located nearby.
The Emily Hotel
Downtown Chicago
Price was CA $1,951, price is now CA $1,352 per person
CA $1,352
per person
Aug 5 - Aug 9
found 9 hours ago
Roundtrip flight included
Montreal (YMQ) 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 United Center and Chicago Riverwalk are located nearby.
Sable at Navy Pier Chicago, Curio Collection by Hilton
Downtown Chicago
Price was CA $2,011, price is now CA $1,441 per person
CA $1,441
per person
Aug 5 - Aug 9
found 9 hours ago
Roundtrip flight included
Montreal (YMQ) 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 $145 per night
CA $145
CA $168 total
Jun 29 - Jun 30
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 Wisconsin State Fair Park are located nearby.
Pool
Free airport shuttle
Embassy Suites by Hilton Milwaukee Brookfield
1200 S Moorland Rd Brookfield WI
Free cancellation
Reserve now, pay when you stay
The price is CA $172 per night
CA $172
CA $199 total
Jul 2 - Jul 3
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 Wisconsin State Fair Park are located nearby.
Pool
Breakfast included
The Ingleside Hotel
2810 Golf Road Pewaukee WI
Free cancellation
Reserve now, pay when you stay
The price is CA $151 per night
CA $151
CA $171 total
Jun 21 - Jun 22
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
Country Inn & Suites by Radisson, Milwaukee West (Brookfield), WI
1250 S Moorland Rd Brookfield WI
Free cancellation
The price is CA $149 per night
CA $149
CA $172 total
Jul 5 - Jul 6
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 pool in our reviews. Popular attractions Milwaukee County Zoo and Wisconsin State Fair Park are located nearby.
Pool
Hot tub
Harbor Shores on Lake Geneva
300 Wrigley Dr Lake Geneva WI
Free cancellation
Reserve now, pay when you stay
The price is CA $251 per night
CA $251
CA $315 total
Jun 21 - Jun 22
includes taxes & fees
Book a stay at this family-friendly hotel in Lake Geneva. Enjoy free WiFi, free parking, and room service. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Lake Como and Geneva Lake are located nearby.
Pool
Parking included
Potawatomi Hotel & Casino
1611 West Canal Street Milwaukee WI
Free cancellation
Reserve now, pay when you stay
The price is CA $222 per night
CA $222
CA $262 total
Jun 29 - Jun 30
includes taxes & fees
Book a stay at this luxury hotel in Milwaukee. Enjoy free WiFi, free parking, and 7 restaurants. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions American Family Field and Potawatomi Bingo Casino are located nearby.
Parking included
Free WiFi
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