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

- ##  
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## 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 1 day 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 1 day 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 1 day 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 1 day ago

Roundtrip non-stop flight included

Winnipeg (YWG) to Milwaukee (MKE)

9.6/10 Exceptional! (1,001 reviews)

Room was very clean! Jet tub was great. I see other people complain about it looking out of date, but I'd rather see personality than grey/white. Floor tile inside rooms were green like the building. I don't know what it's like staying in a Irish Inn, but I imagine this is pretty close, or makes you feel like it is. Glad I stayed here instead of a corporate hotel. Only minor complaint was the breakfast, the best part is the freshly made omelette, everything else was pretty meh. Omelette was very good though.

Reviewed on Apr 6, 2026

![Potawatomi Hotel & Casino](https://images.trvl-media.com/lodging/9000000/8480000/8475000/8474917/2e421f60_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Potawatomi Hotel & Casino

Menomonee River Valley

CA $1,169

per person

May 15 - May 17

found 16 hours ago

Roundtrip non-stop flight included

Toronto (YYZ) to Milwaukee (MKE)

9.2/10 Wonderful! (1,417 reviews)

Clean room, nice casino

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 $307

CA $362 total

Apr 26 - Apr 27

includes taxes & fees

9.6/10 Exceptional! (2,056 reviews)

We enjoyed our stay, excellent location, beautiful lobby and music always playing.nice shower, the pool is very fun for my kid, morning pastry are delicious, staff also very nice and friendly

Reviewed on Apr 6, 2026

[](https://expedia.ca/Hotel-Search?startDate=26%2F04%2F2026&endDate=27%2F04%2F2026&selected=19467&PinnedHotelID=19467&HadPinnedHotel=true&regionId=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! (1,420 reviews)

Great hotel/casino

Reviewed on Apr 7, 2026

[](https://expedia.ca/Hotel-Search?startDate=12%2F04%2F2026&endDate=13%2F04%2F2026&selected=8474917&PinnedHotelID=8474917&HadPinnedHotel=true&regionId=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 $277

CA $326 total

Apr 12 - Apr 13

includes taxes & fees

9.8/10 Exceptional! (2,624 reviews)

The hotel was clean and beautifully decorated. The staff were polite with every interaction. When called upon or not the staff were very helpful. The ambience said, “high-end and snooty”, but the staff were down to earth and accommodating. My friends and I had a tight schedule of activities outside ...

Reviewed on Apr 6, 2026

[](https://expedia.ca/Hotel-Search?startDate=12%2F04%2F2026&endDate=13%2F04%2F2026&selected=23253&PinnedHotelID=23253&HadPinnedHotel=true&regionId=553248635976007409)

[See all 1,146 properties in Lower East Side](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=08%2F04%2F2026&endDate=09%2F04%2F2026&regionId=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

5/5(13 reviews)

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

5/5(12 reviews)

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.