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West Middleton Vacations from $468

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The Latest West Middleton Vacation Packages

Price found within the past 48 hours. Click for updated prices.
  • Deluxe Suite, 1 Bedroom, Kitchen | Balcony view
    Sep 11 - Sep 13

    Club Wyndham Tamarack + Flight

    Wisconsin Dells
    2 nights
    3.5 star property
    9.4/10 - Exceptional (24 reviews)
    "Nice place"
    Reviewed May 3, 2026
    Roundtrip • Minneapolis (MSP) - Madison (MSN)
    MSP - MSN • Nonstop MSN - MSP • Nonstop
    $539
    $468
    per traveler
    found 23 hours ago
    Club Wyndham Tamarack
  • Indoor pool, open 8:30 AM to 10:00 PM, sun loungers
    Aug 21 - Aug 24

    AmericInn by Wyndham Janesville + Flight

    Janesville
    3 nights
    3.0 star property
    8.0/10 - Very Good (1,003 reviews)
    "Sufficient"
    Reviewed July 18, 2026
    Roundtrip • Minneapolis (MSP) - Madison (MSN)
    MSP - ORD • Nonstop ORD - MSP • Nonstop
    $609
    $533
    per traveler
    found 1 day ago
    AmericInn by Wyndham Janesville
  • Breakfast and lunch served
    Sep 23 - Sep 25

    Graduate by Hilton Madison + Flight

    Downtown Madison
    2 nights
    4.0 star property
    9.0/10 - Wonderful (1,001 reviews)
    "It was a very cute place with an awesome staff"
    Reviewed July 9, 2026
    Roundtrip • Atlanta (ATL) - Madison (MSN)
    ATL - MSN • Nonstop MSN - ATL • 1 stop
    $981
    $865
    per traveler
    found 1 day ago
    Graduate by Hilton Madison
  • Front of property
    Sep 5 - Sep 7

    The Speckled Hen Inn B&B + Flight

    Madison
    2 nights
    4.0 star property
    9.8/10 - Exceptional (9 reviews)
    "Beautiful, quiet, spacious property close to Madison."
    Reviewed October 17, 2022
    Roundtrip • Atlanta (ATL) - Madison (MSN)
    ATL - MSN • Nonstop MSN - ATL • Nonstop
    $843
    $757
    per traveler
    found 22 hours ago
    The Speckled Hen Inn B&B
  • Swim-up bar
    Aug 24 - Aug 27

    Dellshire Resort + Flight

    Wisconsin Dells
    3 nights
    3.5 star property
    9.0/10 - Wonderful (170 reviews)
    "You can tell this is a new hotel because there were a lot of things that just weren’t quite right. I’m not saying it was bad. Just many bugs to work out. This is an expensive resort so hopefully everything will get better in the future. The pool area is kind of small but this hotel is not really geared for children. Otherwise ok."
    Reviewed July 18, 2026
    Roundtrip • Philadelphia (PHL) - Madison (MSN)
    TTN - MSN • 1 stop MSN - PHL • 1 stop
    $687
    $622
    per traveler
    found 1 day ago
    Dellshire Resort

West Middleton Hotel Deals

Terrace/patio

Tru by Hilton Madison West, WI

Tru by Hilton Madison West, WI
2.5 star property
3.4 mi from West Middleton
9.4 out of 10, Exceptional, (1,046 reviews)
"We had a very pleasant two-night stay at this hotel. The rooms were clean, comfortable, and well maintained, which made it easy to relax after a long day. Housekeeping clearly does a great job keeping everything in good condition. The breakfast was fairly standard, but it was consistently clean, organized, and well stocked each morning. The dining area was tidy, and everything felt fresh and well cared for. One of the biggest conveniences was the ample free parking, which made coming and going...
$81 nightly
The price is $94
Aug 2 - Aug 3
Total with taxes and fees
Tru by Hilton Madison West, WI
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 West Middleton

Frequently Asked Questions

How much does a West Middleton vacation package cost?

You can snap up a vacation package to this popular destination from $468 on Expedia. However, how much your vacation to West Middleton costs will depend on your hotel choice, length of stay and season.

What are the cheapest months to go to West Middleton?

November, December and January are great times to look for cheap West Middleton vacation packages. Choosing to travel in less busy months means you can typically find better prices on flights and hotels.

How many days is enough for West Middleton?

With a well-planned schedule, you can easily visit the top West Middleton attractions in a few days. But if you prefer to venture off the beaten track or go on day tours, think about booking your West Middleton vacation for longer.

How to find the best West Middleton package deals?

Use Expedia's filter tool to help you find some terrific West Middleton package deals. When you start your search, just set your maximum budget and then order the results by "Price: low to high." If you want to save, plan your adventure for midweek, or look for West Middleton package deals in the off-season. Switch up your travel dates and you may land even better discounts. As a rule of thumb, it's usually best to lock in your vacation package well in advance.

Is it cheaper to book a West Middleton vacation as a package?

You can enjoy significant savings on your next West Middleton escape by booking a customized vacation package. Check the "Package" heading, then select your destination and travel dates to browse some great flight and hotel prices. Bundling can save travelers hundreds of dollars. Consider adding a car rental and you may land a better deal.

When to book a vacation package to West Middleton?

Score fantastic discounts by booking your flights early with Expedia. If being spontaneous is more your style, take advantage of our last-minute deals for an impromptu West Middleton getaway.

Does Expedia offer Book Now, Pay Later West Middleton vacation packages?

Your West Middleton trip is meant to be a relaxing escape from your busy life, not a reason for money worries. So to allow you that extra flexibility, we've teamed up with online lender Affirm to offer our Book Now, Pay Later vacations. Choose one of our vacation packages with payment plans and break down the total cost over 3, 6 or 12 months. Plus, there are no late payment fees or hidden costs to worry about.

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