
Southeast Wisconsin Vacation Packages
Book a Stay + Flight or Car to save on your trip
Top Southeast Wisconsin vacation package deals
Price found within the past 48 hours. Click for updated prices.


4.5-star property
The Pfister Hotel
Downtown Milwaukee
9.6/10 Exceptional! (2,299 reviews)
Dec 4 - Dec 7
3 night stay
Denver (DEN) to Milwaukee (MKE)
Southwest Airlines • Roundtrip • Coach
Price was $844, price is now $589 per person
$589
per person
just found
Was an easy and clean stay
Reviewed on Nov 1, 2026

4.0-star property
Level Chicago Fulton Market
Downtown Chicago
9.2/10 Wonderful! (591 reviews)
Dec 14 - Dec 18
4 night stay
Houston (IAH) to Chicago (ORD)
American Airlines • Coach
Chicago (ORD) to Houston (IAH)
Frontier Airlines • Coach
Price was $809, price is now $577 per person
$577
per person
found 1 day ago

Top rated hotels for your Southeast Wisconsin vacation package

Hyatt Regency Milwaukee
333 W Kilbourn Ave Milwaukee WI
Free Cancellation
Reserve now, pay when you stay
15.86 mi from city center
$99 nightly
The price is $117 total per night
$117 total
Nov 23 - Nov 24
Total with taxes and fees
At Hyatt Regency Milwaukee, guests have access to a gym, free WiFi in public areas, and meeting rooms. Valet parking is offered for USD 48.56 per night. Multilingual staff at the front desk are standing by 24/7 to help with luggage storage, securing valuables, and dry cleaning/laundry. Additional amenities include conference space, a business center, and express check-in.
Pet friendly
Free WiFi

Sheraton Milwaukee Brookfield Hotel
375 S Moorland Rd Brookfield WI
Free Cancellation
Reserve now, pay when you stay
6.97 mi from city center
$87 nightly
The price is $100 total per night
$100 total
Nov 9 - Nov 10
Total with taxes and fees
At Sheraton Milwaukee Brookfield Hotel, guests enjoy an indoor pool, a gym, and free WiFi in public areas. If you drive, take advantage of free parking. The front desk has multilingual staff on hand 24/7 to help with concierge services, securing valuables, and luggage storage. If you like to take your furry friend along on your adventures, this pet-friendly property offers food and water bowls. Other amenities at this golf hotel include meeting rooms, conference space, and a 24-hour business center.
Pool
Pet friendly

Drury Plaza Hotel Milwaukee Downtown
700 N. Water Street Milwaukee WI
Free Cancellation
Reserve now, pay when you stay
16.09 mi from city center
$111 nightly
The price is $131 total per night
$131 total
Nov 30 - Dec 1
Total with taxes and fees
Guests of Drury Plaza Hotel Milwaukee Downtown have access to an indoor pool, a 24-hour gym, and free WiFi in public areas. Self parking is offered for USD 30.00 per night. The 24-hour front desk has staff standing by to help with dry cleaning or laundry, and answer any questions about the accommodations. Additional amenities include a hot tub, conference space, and a 24-hour business center.
Pool
Hot Tub
Don't see what you're looking for?
See all available properties in Southeast Wisconsin
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.
Explore More Ways to Travel with Travelocity
- Hotels near Lotza Fun Room
- Hotels near Minooka Park
- Hotels near Fox River Park
- Cabin Rentals in New Berlin
- Condo Rentals in New Berlin
- Extended Stay Hotels in New Berlin
- Americinn Hotels in New Berlin
- Cheap Hotels in New Berlin
- Gay Friendly Hotels in New Berlin
- Hotels with Pool in New Berlin
- Hotels with Bar in New Berlin
- Hotels with Hot Tubs in New Berlin
- Hotels with an Indoor Pool in New Berlin
- Motel 6 Hotels in New Berlin
- Pet Friendly Hotels in New Berlin
- Ski Resorts & in New Berlin
- Spa Resorts & in New Berlin
- New Berlin Hotels
- Vacation Homes in New Berlin
- Villas in New Berlin
- Hotels near Infinity Fields Baseball Park
- Hotels near Waukesha County Technical College - Waukesha Campus
- Cabin Rentals in Waukesha
- Waukesha Hotels
- Motels in Waukesha
- Hotels near Carroll University
- 4 Star Hotels in Muskego
- Apartments in Muskego
- B&B in Muskego
- Cottages in Muskego
- Guest Houses in Muskego
- Hotels with Pool in Muskego
- Muskego Hotels
- Motels in Muskego
- Hotels near Moorland Road Golf Center
- Flights from Evansville to New Berlin
- Flights from Chicago to New Berlin
- Flights from Denver to New Berlin
- Flights from Houston to New Berlin
- Flights from Indianapolis to New Berlin
- Flights from Los Angeles to New Berlin
- Flights from Minneapolis - St. Paul to New Berlin
- Flights from Nashville to New Berlin
- Flights from Philadelphia to New Berlin
- Flights from Phoenix to New Berlin
- Flights from Raleigh to New Berlin
- Flights from San Antonio to New Berlin
- Flights from Seattle to New Berlin
- Flights from Sacramento to New Berlin
- Flights from Jacksonville to New Berlin
- Flights from Pittsburgh to New Berlin
- Flights from Newark to New Berlin
- Flights from Richmond to New Berlin
- Flights from Panama City to New Berlin
- Flights from Daytona Beach to New Berlin
- Flights from Manchester to New Berlin
- Flights from Medford to New Berlin
- Flights from Springfield to New Berlin
- Flights from Huntsville to New Berlin
- Flights from Colorado Springs to New Berlin
- Flights from Tampa to New Berlin
- Flights from Chicago to Waukesha
- Flights from Muskego
- Lotza Fun Room
- Frontier Airlines Center
- Shorewood Vacations
- Wisconsin State Fair Park
- New Berlin Vacations
- The Rave-Eagles Club
- Wales Vacations
- Oak Creek Vacations
- David F. Schulz Aquatic Center
- Oconomowoc Vacations
- Milwaukee County Zoo
- Milwaukee Art Museum
- Pewaukee Vacations
- Alpine Valley Ski Resort
- Mukwonago Vacations
- Menomonee Falls Vacations
- Pewaukee Lake
- Brookfield Square Mall
- Burlington Vacations
- Waukesha Vacations
- Potawatomi Bingo Casino
- Sky Trail
- Franklin Vacations
- Muskego Vacations
- Harley-Davidson Museum
- Brookfield Vacations
- Greenfield Vacations
- East Troy Vacations
- Milwaukee Vacations
- Hales Corners Vacations









