Wind Point Vacations from $352

Book a Hotel + Flight or Car together to unlock savings

Your Wind Point Vacation

Come and discover this vibrant city for yourself with a Wind Point vacation package. Consider spending some time in the neighborhood of Historic Downtown Racine, which is great for history and culture, and your time here is bound to be unforgettable. If your trip to Wind Point includes a little sightseeing, drop by popular attractions like Wind Point Lighthouse, North Beach Park and Wingspread. Whoever you're going away with and whatever your budget, your dream Wind Point vacation is just a few clicks away with Expedia.

The Latest Wind Point vacation packages

Price found within the past 48 hours. Click for updated prices.
DoubleTree by Hilton Milwaukee - Brookfield

DoubleTree by Hilton Milwaukee - Brookfield

4 out of 5
per person
Sep 23 - Sep 26
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Milwaukee (MKE)
8.4/10 Very Good! (1,000 reviews)
Nice and clean. The furniture was a little bit worn out.

Reviewed on Aug 12, 2025

Saint Kate - The Arts Hotel

Saint Kate - The Arts Hotel

4 out of 5
Downtown Milwaukee
Save 100% on your flight
per person
Sep 23 - Sep 26
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Milwaukee (MKE)
9.8/10 Exceptional! (2,392 reviews)
Stayed with my daughter for a show at the theatre across the street. Staff was lovely and helpful. Excellent location. Very nice hotel. Loved the art.

Reviewed on Aug 11, 2025

The Iron Horse Hotel

The Iron Horse Hotel

4 out of 5
Fifth Ward
per person
Sep 23 - Sep 26
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Milwaukee (MKE)
9.2/10 Wonderful! (1,015 reviews)
Easily the nicest hotel I’ve ever stayed at, fantastic service. I will be back!

Reviewed on Aug 13, 2025

The Brewhouse Inn & Suites

The Brewhouse Inn & Suites

3.5 out of 5
Westown
per person
Sep 23 - Sep 26
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Milwaukee (MKE)
9.4/10 Exceptional! (1,012 reviews)
It met our requirements for this trip.

Reviewed on Aug 12, 2025

Washington House Inn

Washington House Inn

4 out of 5
Save 100% on your flight
per person
Sep 18 - Sep 22
found 22 hours ago
Roundtrip non-stop flight included
Los Angeles (LAX) to Milwaukee (MKE)
9/10 Wonderful! (1,001 reviews)
This is an incredible hotel. The decor sets the tone of turn of the century charm. 108 - The room was spacious with two sitting chairs and a fireplace. The bed was comfortable. For us shorties, a little hard to get into though. We missed the social hour with wine and cheese, but will definitely catch it next time. The breakfast is called continental but such a wide variety of items, including an egg and bacon dish. Located right in the heart of downtown. Lots of restaurants and shops. I’ll be telling everyone to stay here when in the Milwaukee area.

Reviewed on Aug 9, 2025

Don't see what you're looking for?
See all available trips from Columbus to Wind Point
View all trips

Discover the most popular places to visit in Wind Point

Wind Point Lighthouse featuring a lighthouse, heritage architecture and flowers

Wind Point Lighthouse

This historical landmark and fully functioning lighthouse offers a great spot for a summer picnic with views over Lake Michigan.

Wind Point Lighthouse
Racine Zoological Gardens which includes signage and zoo animals

Racine Zoological Gardens

This compact animal park features a host of exotic species big and small, and a range of kid-friendly amusements and educational resources.

Racine Zoological Gardens
Frank Lloyd Wright

Wingspread

You can find out about the history of Wind Point with a visit to Wingspread. Stroll along the area's riverfront or simply enjoy its bars.

Wingspread

Wind Point Hotel Deals

The Pfister Hotel

The Pfister Hotel

4.5 out of 5
424 E Wisconsin Ave, Milwaukee, WI
$205 nightly
The price is $242 total per night from Sep 3 to Sep 4
$242 total
Sep 3 - Sep 4
Total includes taxes and fees
9.4/10 Exceptional! (1,686 reviews)
"Excellent option for couples"

Reviewed on Aug 10, 2025

The Pfister Hotel
Potawatomi Hotel & Casino

Potawatomi Hotel & Casino

4.5 out of 5
1611 West Canal Street, Milwaukee, WI
Fully refundableReserve now, pay when you stay
$155 nightly
The price is $183 total per night from Aug 14 to Aug 15
$183 total
Aug 14 - Aug 15
Total includes taxes and fees
9/10 Wonderful! (1,339 reviews)
"Beautiful rooms"

Reviewed on Aug 11, 2025

Potawatomi Hotel & Casino
Drury Plaza Hotel Milwaukee Downtown

Drury Plaza Hotel Milwaukee Downtown

3 out of 5
700 N. Water Street, Milwaukee, WI
Fully refundableReserve now, pay when you stay
$127 nightly
The price is $150 total per night from Aug 26 to Aug 27
$150 total
Aug 26 - Aug 27
Total includes taxes and fees
9.6/10 Exceptional! (1,844 reviews)
"Right in the heart of downtown. Walkable to Lake Michigan. Lots of dining options."

Reviewed on Aug 9, 2025

Drury Plaza Hotel Milwaukee Downtown
See all 568 properties in Wind Point
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.

More vacations you might like

All Inclusive Vacations
All Inclusive Vacations
Beach Vacations
Beach Vacations
Kid Friendly Vacations
Kid Friendly Vacations

Frequently asked questions

How much does a Wind Point vacation package cost?
You can pick up a vacation package to this destination from $352 on Expedia. However, how much your vacation to Wind Point costs will depend on factors like the season, length of stay and hotel choice.
What are the cheapest months to go to Wind Point?
December, January and February are great times to look for cheap Wind Point vacation packages. Opting to travel in quieter periods means you can usually find better prices on hotels and flights.
How many days is enough for Wind Point?
With a well-organized travel plan, you can easily hit the most popular Wind Point attractions in a handful of days. But if you want to discover hidden spots or take day trips, think about booking your Wind Point vacation for longer.
Is it worth booking a vacation package to Wind Point?
It's easy to see why a Wind Point vacation is on the must-do list of many travelers. Top attractions like Wind Point Lighthouse are just the start of things to keep you busy here.
How to find the best Wind Point package deals?
Bagging a cheap Wind Point package deal is a cinch with Expedia. Once you've entered your trip dates and destination under our "Packages" tab, set your maximum budget, apply some filters and browse what's available. You can customize your search by "Property class," "Number of bedrooms," "Traveler experience" and more. Sort the results by "Price: low to high" to view the most affordable Wind Point package deals. Want a simple trick to score even more savings? Have some flexibility with your departure dates and consider going away on a weekday, when prices are often lower.
Is it cheaper to book a Wind Point vacation as a package?
An Expedia vacation package could score you significant savings when compared to booking hotels and flights separately. Better still, you can tailor your Wind Point escape 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 Wind Point?
Land amazing discounts by booking your flights in advance with Expedia. If spontaneity is more your style, snap up one of our last-minute deals for a spur-of-the-moment Wind Point vacation.
Does Expedia offer Book Now, Pay Later Wind Point vacation packages?
Your Wind Point getaway is meant to be an escape from your busy life, not a reason for money-related stress. So to allow you more flexibility, we've partnered with online lender Affirm to offer our Book Now, Pay Later vacations. Pick one of our vacation packages with payment plans and break down the cost over 3, 6 or 12 months. Plus, there are no hidden costs or late payment fees to worry about.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.