Title: Lower East Side Vacation Packages | Holiday Packages & Trips 2026/2027 from CA $1,019 Expedia.ca [Hotels in Lower East Side](https://expedia.ca/Lower-East-Side-Milwaukee-Hotels.0-n553248635976007409-0.Travel-Guide-Filter-Hotels)[Flights to Milwaukee](https://expedia.ca/Cheap-Flights-To-Milwaukee.d602647.Travel-Guide-Flights)[Things to do in Milwaukee](https://expedia.ca/Things-To-Do-In-Milwaukee.d602647.Travel-Guide-Activities)[Lower East Side Car Rentals](https://expedia.ca/Car-Rentals-In-Lower-East-Side.d553248635976007409.Car-Rental-Guide) ![](https://images.trvl-media.com/place/6068285/bce48b9c-8579-44bb-9dc2-ac1ab4c6d5f3.jpg?impolicy=fcrop&w=1200&h=300&q=medium) # Lower East Side Vacation Packages ## Book a Hotel + Flight or Car together to unlock savings - ## Plan, book, travel with confidence - ### Better together Save up to CA $1,096 when you book a flight and hotel together\* - ### Find the right fit With over 300,000 hotels worldwide, it's easy to create a perfect package - ### Rest easy Plan, book, and manage your trip all in one place ## Top Holiday Package Deals in Lower East Side Price found within the past 48 hours. Click for updated prices. ![Kinn Guesthouse Bay View](https://images.trvl-media.com/lodging/21000000/20240000/20233300/20233264/4e3a3faa_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Kinn Guesthouse Bay View Bay View CA $1,019 per person Jun 21 - Jun 25 found 9 hours ago Roundtrip non-stop flight included Winnipeg (YWG) to Milwaukee (MKE) 9.4/10 Exceptional! (450 reviews) The room was very spacious and clean. We loved the convenience of the area and the many amenities es provided on site. The team did an amazing job of communicating with rapid speed. Reviewed on Mar 23, 2026 ![Holiday Inn Express Milwaukee Downtown by IHG](https://images.trvl-media.com/lodging/58000000/57140000/57132500/57132464/cf4024e5_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Holiday Inn Express Milwaukee Downtown by IHG Downtown Milwaukee CA $1,099 per person Jun 21 - Jun 25 found 9 hours ago Roundtrip non-stop flight included Winnipeg (YWG) to Milwaukee (MKE) 9/10 Wonderful! (1,002 reviews) Honestly 5+ stars to the women running this place. They’re doing their jobs and doing it with kindness, friendliness and above all helpful and professional. Give them a raise!! It was spotless and comfortable. Good reason why their ratings are above other hotels in the area charging twice as much for the name. Reviewed on Mar 26, 2026 ![The Brewhouse Inn & Suites](https://images.trvl-media.com/lodging/8000000/7090000/7084400/7084340/50aef5ef_edited_b657_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### The Brewhouse Inn & Suites Westown CA $1,377 per person Jun 21 - Jun 25 found 9 hours ago Roundtrip non-stop flight included Winnipeg (YWG) to Milwaukee (MKE) 9.6/10 Exceptional! (1,047 reviews) Very cool building. Check in was fast and easy! The room was beautiful. Reviewed on Apr 3, 2026 ![County Clare Irish Hotel & Pub](https://images.trvl-media.com/lodging/2000000/1570000/1561000/1560944/2365da9a_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### County Clare Irish Hotel & Pub Downtown Milwaukee CA $1,057 per person Jun 21 - Jun 25 found 9 hours ago Roundtrip non-stop flight included Winnipeg (YWG) to Milwaukee (MKE) 9.6/10 Exceptional! (1,001 reviews) I didn't use the shuttle. Reviewed on Mar 21, 2026 ![Holiday Inn Express & Suites Milwaukee - Brookfield by IHG](https://images.trvl-media.com/lodging/42000000/41540000/41534900/41534873/86d9d663_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Holiday Inn Express & Suites Milwaukee - Brookfield by IHG CA $1,048 per person Jun 21 - Jun 25 found 9 hours ago Roundtrip non-stop flight included Winnipeg (YWG) to Milwaukee (MKE) 9.4/10 Exceptional! (930 reviews) Breakfast was good and the location is very convenient. Reviewed on Apr 3, 2026 ## Where to stay in Lower East Side Find the best Lower East Side areas and neighborhoods for the activities you enjoy most. [Learn more about Lower East Side](https://expedia.ca/Milwaukee-Lower-East-Side.dx553248635976007409) ![Downtown skyline with Buildings along the Milwaukee River, in Milwaukee, Wisconsin.; Shutterstock ID 523595590](https://images.trvl-media.com/place/6059651/1182062a-a02d-493d-b9fe-49d298b5def0.jpg?impolicy=fcrop&w=350&h=192&q=medium) ### Downtown Milwaukee Central business district with cultural, financial, and historical landmarks, Downtown Milwaukee offers shopping at The Shops of Grand Avenue, art galleries in the Historic Third Ward, high-end dining, and vibrant nightlife. Explore the Milwaukee Public Market and Riverwalk, or hop on the free streetcar system. [Find hotel + flight trips in Downtown Milwaukee](https://expedia.ca/go/package/search/FlightHotel/?FromAirport=Downtown%20Columbus,%20Columbus,%20Ohio,%20United%20States%20of%20America&Destination=Downtown%20Milwaukee&DestID=6059651&DaysInFuture=30&StayLength=7&rfrr=TG.LP.Dest.PKG.Neighborhoods) ![96144781](https://images.trvl-media.com/place/6059657/3d426080-e9b2-426a-9651-cd836ecf4e89.jpg?impolicy=fcrop&w=350&h=192&q=medium) ### Wauwatosa Wauwatosa is known for its abundant dining options, and you can plan a trip to Mayfair Mall and The Mayfair Collection while you're in town. [Find hotel + flight trips in Wauwatosa](https://expedia.ca/go/package/search/FlightHotel/?FromAirport=Downtown%20Columbus,%20Columbus,%20Ohio,%20United%20States%20of%20America&Destination=Wauwatosa&DestID=6059657&DaysInFuture=30&StayLength=7&rfrr=TG.LP.Dest.PKG.Neighborhoods) ![Ferris Wheel Spinning Round Illuminated in Night Sky](https://images.trvl-media.com/place/7685/c9ddb0cf-39d4-4515-b334-9d7a3f73ea61.jpg?impolicy=fcrop&w=350&h=192&q=medium) ### West Allis West Allis is noteworthy for its restaurants, and you can make a stop at top attractions like Milwaukee Mile Speedway and Wisconsin State Fair Park. [Find hotel + flight trips in West Allis](https://expedia.ca/go/package/search/FlightHotel/?FromAirport=Downtown%20Columbus,%20Columbus,%20Ohio,%20United%20States%20of%20America&Destination=West%20Allis&DestID=7685&DaysInFuture=30&StayLength=7&rfrr=TG.LP.Dest.PKG.Neighborhoods) ![East Town](https://images.trvl-media.com/place/6068277/f9df43ae-9037-4ed0-8755-204129016a40.jpg?impolicy=fcrop&w=350&h=192&q=medium) ### East Town 4.5/5(18 area reviews) East Town is highly notable for its fantastic nightlife, and you might want to visit top sights like Lake Michigan and Veteran's Park. See more of Milwaukee by jumping on the metro at Michigan & Jackson Tram Stop or Clybourn & Jefferson Tram Stop. [Find hotel + flight trips in East Town](https://expedia.ca/go/package/search/FlightHotel/?FromAirport=Downtown%20Columbus,%20Columbus,%20Ohio,%20United%20States%20of%20America&Destination=East%20Town&DestID=6338567&DaysInFuture=30&StayLength=7&rfrr=TG.LP.Dest.PKG.Neighborhoods) ![Westown](https://images.trvl-media.com/place/2325/e14aea82-f689-465b-a1de-58418a74a9ab.jpg?impolicy=fcrop&w=350&h=192&q=medium) ### Westown 2 out of top 10 points of interest in this area 4/5(9 area reviews) While visiting Westown, you might make a stop by sights like Miller High Life Theatre and UW–Milwaukee Panther Arena. [Find hotel + flight trips in Westown](https://expedia.ca/go/package/search/FlightHotel/?FromAirport=Downtown%20Columbus,%20Columbus,%20Ohio,%20United%20States%20of%20America&Destination=Westown&DestID=553248635976470851&DaysInFuture=30&StayLength=7&rfrr=TG.LP.Dest.PKG.Neighborhoods) ## Lower East Side Hotel Deals ![The Pfister Hotel](https://images.trvl-media.com/lodging/1000000/20000/19500/19467/169f18e6_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### The Pfister Hotel 424 E Wisconsin Ave Milwaukee WI Fully refundableReserve now, pay when you stay CA $277 CA $327 total Apr 13 - Apr 14 includes taxes & fees 9.6/10 Exceptional! (2,052 reviews) What a great place to stay! The staff was friendly and we got exactly what we needed. Thank you! Reviewed on Apr 6, 2026 [](https://expedia.ca/Hotel-Search?startDate=13%2F04%2F2026&endDate=14%2F04%2F2026&selected=19467&PinnedHotelID=19467&HadPinnedHotel=true®ionId=553248635976007409) ![Potawatomi Hotel & Casino](https://images.trvl-media.com/lodging/9000000/8480000/8475000/8474917/2e421f60_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Potawatomi Hotel & Casino 1611 West Canal Street Milwaukee WI Fully refundableReserve now, pay when you stay CA $207 CA $244 total Apr 12 - Apr 13 includes taxes & fees 9.2/10 Wonderful! (1,418 reviews) My son was with me, so for ppl under 21 they'll get you a escort from security to walk through the casino back to the hotel lobby. Great food, room service was fast and staff was superb. This hotel valet is free unless is full then its free parking the the garage. Reviewed on Apr 5, 2026 [](https://expedia.ca/Hotel-Search?startDate=12%2F04%2F2026&endDate=13%2F04%2F2026&selected=8474917&PinnedHotelID=8474917&HadPinnedHotel=true®ionId=553248635976007409) ![Saint Kate - The Arts Hotel](https://images.trvl-media.com/lodging/1000000/30000/23300/23253/3a9f7f5d_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Saint Kate - The Arts Hotel 139 E Kilbourn Ave Milwaukee WI CA $251 CA $296 total Apr 20 - Apr 21 includes taxes & fees 9.8/10 Exceptional! (2,622 reviews) Beautiful room. Friendly staff. Very accommodating. They allowed for a very early check in so we got to enjoy even more. Reviewed on Apr 3, 2026 [](https://expedia.ca/Hotel-Search?startDate=20%2F04%2F2026&endDate=21%2F04%2F2026&selected=23253&PinnedHotelID=23253&HadPinnedHotel=true®ionId=553248635976007409) [See all 1,146 properties in Lower East Side](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=07%2F04%2F2026&endDate=08%2F04%2F2026®ionId=553248635976007409) 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. ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/06/08/all-inclusive_holidays_US.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh) All Inclusive Vacations [](https://expedia.ca/lp/theme-vacations/all-inclusive-vacations?rfrr=editorial.All_Inclusive%20Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/10/17/XPC_Beach_Overview_HR_v3.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Beach Vacations [](https://expedia.ca/lp/theme-vacations/beach-vacations?rfrr=editorial.Beach_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/06/08/Family_holidays_US_3_.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Family Vacations [](https://expedia.ca/lp/theme-vacations/kid-friendly-vacations?rfrr=editorial.Family_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/04/29/frCA_Sejours_golf-Portugal.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Golf Vacations [](https://expedia.ca/lp/theme-vacations/golf-vacations?rfrr=editorial.Golf_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/07/15/US_Luxury_VR_Miami.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Luxury Vacations [](https://expedia.ca/lp/theme-vacations/luxury-vacations?rfrr=editorial.Luxury_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/08/29/romantic.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Romantic Vacations [](https://expedia.ca/lp/theme-vacations/romantic-vacations?rfrr=editorial.Romantic_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/10/17/31952_v1_atfraraski22_insta_4.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Ski Vacations [](https://expedia.ca/lp/theme-vacations/ski-vacations?rfrr=editorial.Ski_Vacations.click) ## Frequently asked questions ### How much does a Lower East Side vacation package cost? ### How do I get a cheap travel package to Lower East Side? ### Where should I stay in Lower East Side? ### What are the top hotels in Lower East Side? ### How far in advance should I book my Lower East Side vacation? ### What does an Expedia Lower East Side travel package include? ### What should I know before booking a Lower East Side travel package? ### Can I choose my airline with a Lower East Side Expedia vacation package? ### If I'm not able to travel, can I cancel my Lower East Side vacation package? ### Discover the most popular places to visit in Lower East Side ![Harley-Davidson Museum](https://images.trvl-media.com/place/6279040/52cab404-1cac-4be9-bd03-910682810f03.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Harley-Davidson Museum Delve into the history of one of the world’s most famous motorcycle brands via interactive exhibits, photo galleries, workshops and behind-the-scenes tours. [](https://expedia.ca/Harley-Davidson-Museum-Menomonee-River-Valley.d6279040.Vacation-Attraction) ![Milwaukee Art Museum](https://images.trvl-media.com/place/6068277/1fe18a15-7f30-4ecc-8164-b72f9b7fcfed.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Milwaukee Art Museum Peruse a vast collection of classic European and American art in this gallery that is housed in a striking modern building. [](https://expedia.ca/Milwaukee-Art-Museum-East-Town.d6068277.Vacation-Attraction) #### Potawatomi Bingo Casino Why not roll the dice with a visit to Potawatomi Bingo Casino during your time in Milwaukee? Attend a sporting event or simply enjoy the lively breweries while you're in the area. [](https://expedia.ca/Potawatomi-Bingo-Casino-Menomonee-River-Valley.d6335076.Vacation-Attraction) \* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.