Haven Vacations from $282

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The Latest Haven vacation packages

Price found within the past 48 hours. Click for updated prices.
Holiday Inn Express Milwaukee-West Medical Center by IHG

Holiday Inn Express Milwaukee-West Medical Center by IHG

2.5 out of 5
Wauwatosa
Price was $366, price is now $282 per person
$282
per person
Nov 8 - Nov 11
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Milwaukee (MKE)
7.8/10 Good! (1,000 reviews)
The room was very nice and clean. The parking is a little tight if you have a truck.

Reviewed on Aug 25, 2025

DoubleTree by Hilton Milwaukee - Brookfield

DoubleTree by Hilton Milwaukee - Brookfield

4 out of 5
Price was $457, price is now $327 per person
$327
per person
Nov 8 - Nov 11
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Milwaukee (MKE)
8.4/10 Very Good! (1,002 reviews)
It was a wonderful experience. The staff was super friendly and kind. We found it kid friendly and felt safe.

Reviewed on Aug 15, 2025

The Brewhouse Inn & Suites

The Brewhouse Inn & Suites

3.5 out of 5
Westown
Price was $566, price is now $416 per person
$416
per person
Nov 8 - Nov 11
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Milwaukee (MKE)
9.4/10 Exceptional! (1,012 reviews)
Amazing night front desk staff!

Reviewed on Aug 26, 2025

The Pfister Hotel

The Pfister Hotel

4.5 out of 5
Downtown Milwaukee
Price was $619, price is now $467 per person
$467
per person
Nov 8 - Nov 11
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Milwaukee (MKE)
9.6/10 Exceptional! (1,698 reviews)
This is a great property to stay at, the hotel is very nice with lots of artwork and ambience. I highly recommend if you’re ever in Milwaukee..

Reviewed on Aug 23, 2025

The Iron Horse Hotel

The Iron Horse Hotel

4 out of 5
Fifth Ward
Price was $598, price is now $461 per person
$461
per person
Nov 8 - Nov 11
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Milwaukee (MKE)
9.2/10 Wonderful! (1,011 reviews)
Always an enjoyable stay @The Ironhorse.. Beds are uber comfortable , love the pillows !

Reviewed on Aug 27, 2025

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Discover the most popular places to visit in Haven

Blue Harbor Resort & Conference Center Water Park

4/5(30 reviews)

Enjoy a fun-filled day at Blue Harbor Resort & Conference Center Water Park during your trip to Sheboygan. Wander the lakeside in this family-friendly area.

Blue Harbor Resort & Conference Center Water Park

Whistling Straits Golf Course

Enjoy a round of golf in Sheboygan at Whistling Straits Golf Course. Wander the lakeside and beautiful beaches in this family-friendly area.

Whistling Straits Golf Course

John Michael Kohler Arts Center

4.5/5(22 reviews)

You can spend time browsing the exhibits at John Michael Kohler Arts Center during your travels in Sheboygan. Wander the lakeside in this family-friendly area.

John Michael Kohler Arts Center

What to do in Haven

Sheboygan Arts & Water Segway Tour w/ Private Tour Option

Sheboygan Arts & Water Segway Tour w/ Private Tour Option

$101
per adult
Sheboygan Arts & Water Segway Tour w/ Private Tour Option
See all activities in Haven

Haven Hotel Deals

Harbor Town Inn

Harbor Town Inn

2.5 out of 5
4004 Calumet Ave., Manitowoc, WI
$89 nightly
The price is $101 total per night from Aug 31 to Sep 1
$101 total
Aug 31 - Sep 1
Total with taxes and fees
8.8/10 Excellent! (1,003 reviews)
"Older hotel that’s been updated, but still showing its age in areas. For a one night stop over it was fine. Place to sleep. Nothing fancy."

Reviewed on Aug 24, 2025

Harbor Town Inn
Grandstay Residential Suites Hotel - Sheboygan

Grandstay Residential Suites Hotel - Sheboygan

2.5 out of 5
708 Niagara Avenue, Sheboygan, WI
Fully refundableReserve now, pay when you stay
$126 nightly
The price is $144 total per night from Sep 2 to Sep 3
$144 total
Sep 2 - Sep 3
Total with taxes and fees
8.6/10 Excellent! (959 reviews)
"Very clean."

Reviewed on Aug 22, 2025

Grandstay Residential Suites Hotel - Sheboygan
Holiday Inn Manitowoc by IHG

Holiday Inn Manitowoc by IHG

3 out of 5
4601 Calumet Ave, Manitowoc, WI
Fully refundable
$99 nightly
The price is $112 total per night from Sep 28 to Sep 29
$112 total
Sep 28 - Sep 29
Total with taxes and fees
Holiday Inn Manitowoc by IHG
See all 501 properties in Haven
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 Haven vacation package cost?
You can pick up a vacation package to this destination from $282 on Expedia. However, how much your vacation to Haven costs will depend on factors like the season, length of stay and hotel choice.
What are the cheapest months to go to Haven?
You can usually find lower rates and greater availability in February, November and December. Browse our cheap Haven vacation packages and you could get some great off-season discounts.
How many days is enough for Haven?
Typically, a handful of days is enough to see the top sights during your Haven vacation. But if you prefer to have more time to kick back or take day trips, think about extending your trip.
How to find the best Haven package deals?
Use Expedia's handy filters to find some of the best Haven package deals. When you begin your search, simply set your maximum budget and then sort the results by "Price: low to high." If you want to save, plan your escape for midweek, or browse for Haven package deals in the off-season. Switch up your travel dates and you may score even bigger discounts. As a rule of thumb, it's typically best to book your vacation package as soon as possible.
Is it cheaper to book a Haven vacation as a package?
An Expedia vacation package could land you great savings when compared to booking flights and accommodations individually. Better still, you can personalize your Haven getaway to match your exact needs. Pick 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 Haven?
If you have your Haven vacation dates locked in, book early to bag some terrific deals. With Expedia, you can often reserve some flights up to one year ahead of time. Prefer spontaneous adventures? Our last-minute deals are ideal for quick escapes.
Does Expedia offer Book Now, Pay Later Haven vacation packages?
Secure your dream escape to Haven with help from our Book Now, Pay Later vacations. There's no need to save like crazy or wait until your next paycheck — we've joined forces with online lender Affirm to give you more flexibility and choice. Our vacation packages with payment plans mean you can spread the total cost over 3, 6 or 12 months. With no late payment fees or hidden charges, you can easily stay on budget and snap up bargains before they sell out.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.