Chenequa Vacations from $257

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Your Chenequa Vacation

Say bye-bye to planning worries and hello to a Chenequa vacation package. With everything organized before you leave, you can focus on discovering this city, starting with Halls Park, which is good for nature, watersports and views. During your trip to Chenequa, carve some time in your schedule for sightseeing. One of the best places to start exploring is Maple Wayside Trailhead. Expedia can help you escape your routine. Tailor your vacation to Chenequa to match your travel style, whatever that may look like.

The Latest Chenequa vacation packages

Price found within the past 48 hours. Click for updated prices.
The Stella Hotel & Ballroom

The Stella Hotel & Ballroom

3.5 out of 5
Downtown Kenosha
Save 100% on your flight
Price was $358, price is now $257 per person
$257
per person
Feb 12 - Feb 15
found 16 hours ago
Roundtrip flight included
Houston (IAH) to Milwaukee (MKE)
9.4/10 Exceptional! (1,001 reviews)
Bed sucked ass and no alarm clock.

Reviewed on Dec 31, 2025

Holiday Inn Express Milwaukee Downtown by IHG

Holiday Inn Express Milwaukee Downtown by IHG

2.5 out of 5
Downtown Milwaukee
Save 100% on your flight
Price was $877, price is now $604 per person
$604
per person
Mar 27 - Mar 31
found 18 hours ago
Roundtrip flight included
Atlanta (ATL) to Milwaukee (MKE)
9/10 Wonderful! (1,002 reviews)
The cleanness of the room, the staff accessibility to everything that was a very nice stay.

Reviewed on Jan 1, 2026

Kinn Guesthouse Bay View

Kinn Guesthouse Bay View

4.5 out of 5
Bay View
Price was $714, price is now $502 per person
$502
per person
Mar 27 - Mar 31
found 18 hours ago
Roundtrip flight included
Atlanta (ATL) to Milwaukee (MKE)
9.6/10 Exceptional! (428 reviews)
The room was great, location was perfect. I loved the loft vibe and exposed brick. It would have been a 5 star review if the TV was working. We couldn't get the TV to turn on.

Reviewed on Nov 5, 2025

The Iron Horse Hotel

The Iron Horse Hotel

4 out of 5
Fifth Ward
Save 100% on your flight
Price was $917, price is now $652 per person
$652
per person
Mar 27 - Mar 31
found 18 hours ago
Roundtrip flight included
Atlanta (ATL) to Milwaukee (MKE)
9.2/10 Wonderful! (1,008 reviews)
Room ready early. Everything clean and well-kept. Will stay there again.

Reviewed on Jan 7, 2026

County Clare Irish Hotel & Pub

County Clare Irish Hotel & Pub

2.5 out of 5
Downtown Milwaukee
Price was $655, price is now $467 per person
$467
per person
Mar 27 - Mar 31
found 18 hours ago
Roundtrip flight included
Atlanta (ATL) to Milwaukee (MKE)
9.6/10 Exceptional! (1,003 reviews)
Made to order omelets were wonderful! We have stayed here many times and love this boutique hotel. In room whirlpool is definitely a plus!!

Reviewed on Jan 6, 2026

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Chenequa Hotel Deals

Country Inn & Suites by Radisson, Milwaukee West (Brookfield), WI

Country Inn & Suites by Radisson, Milwaukee West (Brookfield), WI

3 out of 5
1250 S Moorland Rd Brookfield WI
Fully refundable
$93 nightly
The price is $107 total per night from Jan 15 to Jan 16
$107 total
Jan 15 - Jan 16
Total with taxes and fees
8.6/10 Excellent! (1,280 reviews)
Stay was alright. We have stayed at this hotel for the past 5 years when visiting family for the holidays. Amenities at the hotel are great. Unfortunately, the guests staying at the hotel are a bit lower class. We will probably stay elsewhere next year.

Reviewed on Jan 6, 2026

Country Inn & Suites by Radisson, Milwaukee West (Brookfield), WI
Sonesta Select Milwaukee Brookfield

Sonesta Select Milwaukee Brookfield

3 out of 5
16865 W Bluemound Rd Brookfield WI
Fully refundableReserve now, pay when you stay
$74 nightly
The price is $85 total per night from Jan 15 to Jan 16
$85 total
Jan 15 - Jan 16
Total with taxes and fees
8/10 Very Good! (1,374 reviews)
Clean room

Reviewed on Jan 5, 2026

Sonesta Select Milwaukee Brookfield
Embassy Suites by Hilton Milwaukee Brookfield

Embassy Suites by Hilton Milwaukee Brookfield

3.5 out of 5
1200 S Moorland Rd Brookfield WI
Fully refundableReserve now, pay when you stay
$102 nightly
The price is $117 total per night from Jan 15 to Jan 16
$117 total
Jan 15 - Jan 16
Total with taxes and fees
8.8/10 Excellent! (1,059 reviews)
Hotel was very nice. Breakfast was great. Reception and free drinks definitely a nice bonus. The pool was not cleaned and very gross with clumps of hair in numerous different spots

Reviewed on Jan 5, 2026

Embassy Suites by Hilton Milwaukee Brookfield
See all 347 properties in Chenequa
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.

Find the Best Chenequa Vacation Packages

Chenequa Essential Information

Language
English
Currency
U.S dollars
Closest Airport
General Mitchell Intl. Airport (MKE)
Population
600

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Frequently asked questions

How much does a Chenequa vacation package cost?
You'll find cheap prices from $257 on Expedia for your Chenequa getaway. However, a range of factors like your choice of hotel, the season and length of stay will determine how much your vacation to Chenequa costs.
What are the cheapest months to go to Chenequa?
November, December and January are the best times to look for cheap Chenequa vacation packages. Traveling in less busy months means you can generally find better prices on accommodations and flights.
How many days is enough for Chenequa?
The ideal length of your Chenequa vacation depends on what you'd like to see and do. Typically, a handful of days to a week will give you time to check out all the major sights and explore some hidden treasures along the way.
How to find the best Chenequa package deals?
Start your search for a Chenequa package deal by entering your travel dates and destination under our "Packages" tab. Then select some filters, like "Popular locations" and "Property type," to fine-tune the results to your exact style. You can also sort by "Package discount" and browse offers that come with huge savings. If you don't find the perfect Chenequa package deal straight away, simply tweak your dates and search again. Keep in mind that deals are only available for a limited time, so book early and get your Chenequa escape underway.
Is it cheaper to book a Chenequa vacation as a package?
An Expedia vacation package could score you significant savings when compared to booking stays and flights individually. Better still, you can customize your Chenequa getaway to fit your exact style. Choose your preferred flight time, select the hotel type and add a rental car. Browse our great deals to see how much you can save.
When to book a vacation package to Chenequa?
If you're considering an impromptu Chenequa trip, browse our last-minute deals that can be booked up to one week before you go. Prefer not to wait until the last minute? You can score awesome deals on your flights and hotels by booking well in advance.
Does Expedia offer Book Now, Pay Later Chenequa vacation packages?
Set off on your dream escape to Chenequa with help from Expedia's Book Now, Pay Later vacations. No need to save up or wait until payday — we've partnered with online lender Affirm to give you more financial flexibility. Our vacation packages with payment plans allow you to spread the total cost over 3, 6 or 12 months. With no hidden charges or late payment fees, you can easily stick to your budget and snap up cheap deals before they disappear.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.