Washington Heights Vacation Packages

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to CA $4,200 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

The Latest Washington Heights Vacation Packages

Price found within the past 48 hours. Click for updated prices.
  • An outdoor patio area with wicker furniture, hanging plants, and a stone wall backdrop.
    Dec 25 - Dec 28

    The Iron Horse Hotel + Flight

    Fifth Ward
    3 nights
    4.0 star property
    9.2/10 - Wonderful (1,400 reviews)
    Roundtrip • Calgary (YYC) - Milwaukee (MKE)
    YYC - MKE • 1 stop MKE - YYC • 1 stop
    CA $1,545
    CA $1,382
    per traveller
    found 20 hours ago
    The Iron Horse Hotel
  • A grand lobby with ornate columns, a chandelier, and a staircase leading to an upper level.
    Dec 25 - Dec 28

    The Pfister Hotel + Flight

    Downtown Milwaukee
    3 nights
    4.5 star property
    9.6/10 - Exceptional (2,288 reviews)
    "Perfection! The location is a walkable distance to restaurants and culture. The lobby is sumptuous, with comfortable furniture, a pianist, and a fireplace that took away the autumn chill. Our room was gorgeous! Small, but well-appointed with a glorious bathroom. The staff were incredibly friendly and efficient. It was the best valet experience we've ever had at a hotel--Noelia greeted us immediately and unloaded our bags, not a moment of waiting. We stayed here back in 2010 with our young..."
    Reviewed November 6, 2026
    Roundtrip • Calgary (YYC) - Milwaukee (MKE)
    YYC - MKE • 1 stop MKE - YYC • 1 stop
    CA $1,702
    CA $1,441
    per traveller
    found 20 hours ago
    The Pfister Hotel
  • A building with a 'Inn' sign, large arched windows, and a well-lit entrance.
    Dec 25 - Dec 28

    Kinn Guesthouse Downtown + Flight

    Downtown Milwaukee
    3 nights
    4.5 star property
    9.4/10 - Exceptional (454 reviews)
    "Nice hotel downtown. Never talked to a person did everything by text which ended up being super useful because we came in late and left early. The code works great gets you in and out and very convenient. Rooms were wonderful and the hotel is centrally located. Loved it."
    Reviewed November 5, 2026
    Roundtrip • Calgary (YYC) - Milwaukee (MKE)
    YYC - MKE • 1 stop MKE - YYC • 1 stop
    CA $1,695
    CA $1,552
    per traveller
    found 20 hours ago
    Kinn Guesthouse Downtown
  • A multi-story hotel with a prominent "POTAWATOMI" sign, featuring a modern architectural design with extensive glass facades and a rooftop terrace.
    Dec 25 - Dec 28

    Potawatomi Hotel & Casino + Flight

    Menomonee River Valley
    3 nights
    4.5 star property
    9.2/10 - Wonderful (1,836 reviews)
    Roundtrip • Calgary (YYC) - Milwaukee (MKE)
    YYC - MKE • 1 stop MKE - YYC • 1 stop
    CA $1,740
    CA $1,599
    per traveller
    found 20 hours ago
    Potawatomi Hotel & Casino
  • A busy bar area with multiple shelves stocked with bottles and glasses, a bar counter with a cash register, and a seating area with tables and chairs.
    Dec 25 - Dec 28

    Saint Kate - The Arts Hotel + Flight

    Downtown Milwaukee
    3 nights
    4.0 star property
    9.8/10 - Exceptional (2,746 reviews)
    Roundtrip • Calgary (YYC) - Milwaukee (MKE)
    YYC - MKE • 1 stop MKE - YYC • 1 stop
    CA $1,560
    CA $1,439
    per traveller
    found 20 hours ago
    Saint Kate - The Arts Hotel

Where to stay in Washington Heights

Find the best Washington Heights areas and neighborhoods for the activities you enjoy most. Learn more about Washington Heights
Learn more about Washington Heights
A cityscape with a river, green spaces, and modern buildings.

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.
A river with buildings reflecting on the water, a bridge, and a tall building with a green roof.

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.
A waterfront cityscape at dusk with a calm river reflecting buildings and a bridge.

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.
A river with boats, a bridge, and historic buildings along the banks.

Historic Third Ward

Experience a historic warehouse district with a mix of specialty shops, art galleries, and restaurants. Visit the Milwaukee Institute of Art and Design, and enjoy year-round gourmet options at the Milwaukee Public Market, easily accessible via The Hop.
A modern architectural structure with a unique triangular design, a glass facade, and a cable-stayed bridge.

East Town

East Town is highly notable for its fantastic nightlife, and you might want to visit top sights like Lake Michigan and Cathedral Square. See more of Milwaukee by jumping on the metro at Michigan & Jackson Tram Stop or Clybourn & Jefferson Tram Stop.

Washington Heights Hotel Deals

A lobby with a checkered floor, two elevators, and a chandelier.

Ambassador Hotel Milwaukee, Trademark Collection by Wyndham

Ambassador Hotel Milwaukee, Trademark Collection by Wyndham
4.0 star property
3.5 km from Washington Heights
9.0 out of 10, Wonderful, (1,440 reviews)
The price is CA $102
CA $120 total
includes taxes & fees
Nov 23 - Nov 24
Ambassador Hotel Milwaukee, Trademark Collection by Wyndham
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.
See all properties in Washington Heights

Frequently Asked Questions

How much does a Washington Heights vacation package cost?

Discover the best of Washington Heights from as little as CA $1,382. We offer a great selection of rental cars, hotels and flights to suit your travel style. Score even more discounts when you add a couple of sightseeing tours to your package.

How do I get a cheap travel package to Washington Heights?

If you love bargains, combine your bookings into a Washington Heights vacation package. Whether you're searching for flights, hotels, rental cars or tours, you can book them all in one place. You'll have a wealth of choice at your fingertips as well. Expedia has over 550 partner airlines and 1,000,000 properties throughout the world to take your pick of. Fly with who you want, find a room where you like and save a tidy sum — now that's the ideal vacation!

Where should I stay in Washington Heights?

Urban explorers come from all over the world to see Milwaukee Art Museum and American Family Field in Washington Heights. Book yourself a room within a stone's throw of these awesome attractions and visit them whenever you please.

What are the top hotels in Washington Heights?

Upscale Milwaukee Duplex is one of Washington Heights's most well-known hotels. Lock in a room here and you'll sleep soundly knowing you're in good hands.

How far in advance should I book my Washington Heights vacation?

Smart travelers will likely want to book early. You can normally compare international airfares on Expedia up to 12 months before your intended flight. If you're booking at the last minute, fear not. Low prices occasionally occur just weeks prior to departure.

What does an Expedia Washington Heights travel package include?

Flights, hotels and a reliable car for all your fun road trip adventures. Simply pick and choose your favorite bundle and get access to incredible deals. Once you've made your booking, add on a couple of activities and tours and watch your savings grow. When it comes to planning your Washington Heights getaway, the choice is all yours!

What should I know before booking a Washington Heights travel package?

Bundling your bookings into a Washington Heights vacation package is the easiest way to organize your trip. Not only that, you'll get great discounts when you combine your flights, hotels and car rentals. Once you've booked, why not add on an activity or a tour?

Can I choose my airline with a Washington Heights Expedia vacation package?

You certainly can. Expedia has access to more than 550 partner airlines all over the world, so select the carrier that suits your needs.

If I'm not able to travel, can I cancel my Washington Heights vacation package?

We totally get it — unexpected stuff happens. If you've booked a Washington Heights vacation package and have to amend or cancel it, we're here to help. It's always worth visiting our Customer Service Portal first for information. But in general, if you've booked your package within 24 hours, you may be able to amend or cancel your itinerary for free. If it's more than 24 hours, your hotel, airline or car rental company may impose a fee.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.