Yankee Hill Holidays from £1,722

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Your Yankee Hill Holiday

Renowned for its markets and history, Yankee Hill lures travellers from all over the map. Let our Yankee Hill holiday packages give you a look into this neighbourhood and everything it has to offer. Wondering what to see and do during your trip to Yankee Hill? Nearby attractions such as Milwaukee Art Museum, Discovery World and Mitchell Park Horticultural Conservatory are great places to start. Whatever your dream Yankee Hill holiday looks like, you can make it a reality with Expedia.

Price found within the past 48 hours. Click for updated prices.
Doubletree by Hilton Pleasant Prairie Kenosha

Doubletree by Hilton Pleasant Prairie Kenosha

£1,722
per person
25 Nov - 2 Dec
found 1 day ago
Return flight included
London (LHR) to Milwaukee (MKE)
8.8/10 Excellent! (1,002 reviews)
Would definitely stay here again!

Reviewed on 8 Oct 2026

Where to stay in Yankee Hill

Find the best Yankee Hill areas and neighborhoods for the activities you enjoy most. Learn more about Yankee Hill
A river with a city skyline, including a tall building with a pointed roof, and a park with yellow trees.

Downtown Milwaukee

Lake Michigan and Cathedral Square are a few top attractions in Downtown Milwaukee. Hop around the city on the metro at Michigan & Jackson Tram Stop or Clybourn & Jefferson Tram Stop and check out the area's fantastic nightlife, stunning river views and acclaimed art galleries.

Find hotels in Downtown Milwaukee
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.

Find hotels in West Allis
A waterfront cityscape at dusk with a calm river reflecting buildings and a bridge.

Wauwatosa

1 out of top 10 points of interest in this area

Travellers come to Wauwatosa for its abundant dining options, and you can see top attractions like Mayfair Mall and The Mayfair Collection while you're in town.

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A river with boats, a marina, and historic buildings along the waterfront.

Historic Third Ward

Experience Milwaukee’s hot spot for art and fashion when you check out the dynamic boutiques, restaurants, theaters and galleries that fill this exciting district.

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A boat named "Vista King" on a river with a building featuring fish decorations in the background.

Westown

2 out of top 10 points of interest in this area

While visiting Westown, you might make a stop by sights like Miller High Life Theatre and UW–Milwaukee Panther Arena.

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Top hotels in Yankee Hill

The Knickerbocker on the Lake

The Knickerbocker on the Lake

1028 East Juneau Avenue Milwaukee WI
Fully refundableReserve now, pay when you stay
£80
3 Nov - 4 Nov
includes taxes & fees
The Knickerbocker on the Lake
The Plaza Hotel

The Plaza Hotel

1007 N Cass Street Milwaukee WI
Fully refundableReserve now, pay when you stay
£117
4 Nov - 5 Nov
includes taxes & fees
The Plaza Hotel
Hyatt Regency Milwaukee

Hyatt Regency Milwaukee

333 W Kilbourn Ave Milwaukee WI
Fully refundableReserve now, pay when you stay
£83
1 Nov - 2 Nov
includes taxes & fees
8.6/10 Excellent! (1,523 reviews)
"In for wedding and was going to be in town for less than 24 hrs. Check in was efficient and they got me in my room early. Room had mini fridge which was nice."

Reviewed on 9 Oct 2026

Hyatt Regency Milwaukee
See all 1,148 properties in Yankee Hill
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.
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Frequently asked questions

How much does a Yankee Hill travel package cost?
Live it up in Yankee Hill from just £1,722. Choose from a wonderful selection of flights, hotels and rental cars to suit every budget. Land even more discounts when you add a few activities or tours to your package.
If I'm not able to travel, can I cancel my Yankee Hill travel package?
You sure can, and we're here to help. You may be able to change or cancel your Yankee Hill travel package at no cost within 24 hours of booking. But you may incur a fee from your airline, hotel or car rental company for older bookings. If life gets in the way of your holiday, have a look at our Customer Service Portal for more information.
How do I get a cheap travel package to Yankee Hill?
One of the simplest ways to save cash (and time) is to bundle your bookings with Expedia. Flights, hotels, activities and rental cars — we've got them all. Pick and choose a combination that suits your style and see your savings stack up. Of course, a travel package is never one-size-fits-all. That's why we offer more than 550 partner airlines and 1,000,000 hotels from all over the world, which lets you customize your Yankee Hill getaway.
Does Expedia offer Book Now, Pay Later Yankee Hill holidays?
Your bank balance shouldn't get in the way of taking a holiday, so Expedia has worked out a solution to help. Now that we've teamed up with online lender Klarna, it's easier than ever to book an incredible getaway without making a dent in your savings. Klarna offers flexible payment options during the checkout process that take the stress out of budgeting for your escape. Consider one of these flexible payment options:
  • Pay monthly holidays: Klarna has convenient monthly payment plans that work for all types of budgets, so you can jet away on that well-earned holiday sooner.
  • Pay in instalments holidays: If you'd like to pay for your escape across multiple transactions, holidays paid in instalments might be the best option for your Book Now, Pay Later holiday through Klarna.
  • Low deposit holidays: When you stumble on an incredible deal but don't have the full amount yet, Klarna's low deposit holiday plan will help you secure your getaway.
Where should I stay in Yankee Hill?
A visit to Yankee Hill isn't complete until you've seen Milwaukee Art Museum and American Family Field. Stay right nearby and easily access these fantastic attractions.
What are the top hotels in Yankee Hill?
Make a reservation at Hilton Milwaukee City Centre. It's one of the area's most in-demand hotels. Another well-known option in Yankee Hill is Hyatt Regency Milwaukee.
How far in advance should I book my Yankee Hill holiday?
It depends on the airline, but you can usually look up international flights on Expedia up to a year in advance. While it's generally a good idea to book ahead of time, lucky travellers will occasionally nab a cheaper flight just weeks prior to departure dates.
What does an Expedia Yankee Hill travel package include?
Flights, hotels and rental cars, or any combination of the three — it's up to you! Whether you're venturing to Yankee Hill with the whole family or travelling solo, there's a bundle to fit your budget and style. Once you've made your booking, why not add on some tours as well?
What should I know before booking a Yankee Hill travel package?
Our prices are already low. However, you'll enjoy even more savings when you book your flights, hotels and car rentals together. With an Expedia travel package, you'll get transparent pricing and tons of choice.
Can I choose my airline with a Yankee Hill Expedia travel package?
Yes — and it's simple too. Expedia has access to more than 550 partner airlines globally. Our travel packages give you the flexibility to pick from available flight, hotel or activity options that suit you.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Flight-inclusive packages are ATOL protected.