Hillsboro Vacation Packages

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Top Hillsboro Vacation Deals

Price found within the past 48 hours. Click for updated prices.
AmericInn by Wyndham Boscobel

AmericInn by Wyndham Boscobel

3 out of 5
Price was CA $614, price is now CA $572 per person
CA $572
per person
Aug 24 - Aug 27
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to La Crosse (LSE)
8.8/10 Excellent! (503 reviews)
The staff was very helpful and courteous. The hotel was a mess as it was being renovated. Did not like the beds because they were too high to get in and out of.

Reviewed on Jun 30, 2026

Microtel Inn & Suites by Wyndham Prairie du Chien

Microtel Inn & Suites by Wyndham Prairie du Chien

2.5 out of 5
Southside
Price was CA $722, price is now CA $662 per person
CA $662
per person
Aug 20 - Aug 23
found 21 hours ago
Roundtrip flight included
Toronto (YYZ) to La Crosse (LSE)
8.2/10 Very good! (612 reviews)
Sue at the front desk was extremely helpful & friendly! Rooms have been redone since our last stay here , very nice & clean.

Reviewed on Jun 29, 2026

Comfort Inn & Suites New Lisbon

Comfort Inn & Suites New Lisbon

2.5 out of 5
Price was CA $1,083, price is now CA $1,009 per person
CA $1,009
per person
Aug 20 - Aug 24
found 4 hours ago
Roundtrip non-stop flight included
Winnipeg (YWG) to La Crosse (LSE)
8.4/10 Very good! (923 reviews)
Spacious room, clean accommodations just as promised. Felt safe and comfortable. Used the pool and took advantage of the breakfast, both were fine. Pleasant and helpful staff. The landscaping needs some attention - weeds pulled, bushes trimmed but not awful.

Reviewed on Jun 29, 2026

AmericInn by Wyndham West Salem

AmericInn by Wyndham West Salem

3 out of 5
Price was CA $1,029, price is now CA $991 per person
CA $991
per person
Aug 24 - Aug 27
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to La Crosse (LSE)
8.6/10 Excellent! (1,003 reviews)
Very clean

Reviewed on Jun 29, 2026

Super 8 by Wyndham La Crosse

Super 8 by Wyndham La Crosse

2.5 out of 5
Northside
Price was CA $999, price is now CA $965 per person
CA $965
per person
Aug 24 - Aug 27
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to La Crosse (LSE)
8/10 Very good! (1,002 reviews)
Nice and helpful staff.

Reviewed on Jun 29, 2026

Ready to book your vacation to Hillsboro?

 

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Hillsboro Hotel Deals

Comfort Inn & Suites New Lisbon

Comfort Inn & Suites New Lisbon

2.5 out of 5
1702 East Bridge St. New Lisbon WI
Fully refundable
The price is CA $103 per night from Jul 19 to Jul 20
CA $103
CA $113 total
Jul 19 - Jul 20
includes taxes & fees
8.4/10 Very good! (935 reviews)
"Spacious room, clean accommodations just as promised. Felt safe and comfortable. Used the pool and took advantage of the breakfast, both were fine. Pleasant and helpful staff. The landscaping needs some attention - weeds pulled, bushes trimmed but not awful."

Reviewed on Jun 29, 2026

Comfort Inn & Suites New Lisbon
Holiday Inn Express & Suites Reedsburg - Dells Area by IHG

Holiday Inn Express & Suites Reedsburg - Dells Area by IHG

2.5 out of 5
3017 SKINNER DRIVE Reedsburg WI
Fully refundable
The price is CA $152 per night from Jul 12 to Jul 13
CA $152
CA $169 total
Jul 12 - Jul 13
includes taxes & fees
9.6/10 Exceptional! (192 reviews)
"Just used as place to sleep no extras used. Very clean site."

Reviewed on Jun 28, 2026

Holiday Inn Express & Suites Reedsburg - Dells Area by IHG
The Lodge at Mauston

The Lodge at Mauston

3 out of 5
104 Lodge Lane Mauston WI
The price is CA $206 per night from Jul 1 to Jul 2
CA $206
CA $228 total
Jul 1 - Jul 2
includes taxes & fees
9.6/10 Exceptional! (457 reviews)
"We found a comb and someone’s t-shirt under the desk. The base boards were dusty and cobwebs were present."

Reviewed on Jun 28, 2026

The Lodge at Mauston
See all 235 properties in Hillsboro
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 Hillsboro vacation package cost?
Offering great value package deals from CA $572 on Expedia, you'll be surprised at how little a vacation to Hillsboro costs! Our packages make travel planning easier and save you more.
What are the cheapest months to go to Hillsboro?
Travel in the low or shoulder season and you're likely to score cheap Hillsboro vacation packages. Remember that public holidays and local festivals and events can impact prices, so do some research before you go.
How many days is enough for Hillsboro?
The ideal length for your Hillsboro vacation depends on what you'd like to see and do. Typically, a few days to a week will give you time to hit all the main attractions and explore some hidden treasures along the way.
How to find the best Hillsboro package deals?
Use Expedia's handy filters to help you find some unbeatable Hillsboro package deals. When you start your search, simply set your maximum budget and then sort the results by "Price: low to high." If you're looking to save, plan your escape for midweek, or look for Hillsboro package deals in the off-peak season. Switch up your travel dates and you may score even better discounts. As a rule of thumb, it's usually best to book your vacation package well in advance.
Is it cheaper to book a Hillsboro vacation as a package?
Expedia vacation packages are designed to help you keep more money in your pocket. Bundle your car rental, flight and hotel into one great-value price and enjoy significant savings. You'll generally land a better deal than booking each component separately. And you'll still have the freedom to create a personalized Hillsboro vacation by choosing your favourite accommodation type, airline and car class.
When to book a vacation package to Hillsboro?
Score amazing discounts by reserving your flights early with Expedia. If spontaneity is more your thing, take advantage of our last-minute deals for a spur-of-the-moment Hillsboro trip.
How to plan a trip to Hillsboro?

  1. Pick your dates: The things you'd like to do in Hillsboro and your favourite season will help you decide when to get away.
  2. Set a budget: Consider costs such as flights, food and transportation when working out how much to save for your trip to Hillsboro. Then, choose a hotel that suits your budget, whether that's a low-cost stay or a swankier getaway.
  3. Decide how long to go for: Now that you're up to speed on Hillsboro, you can work out the perfect length of your vacation. Create a draft plan and give yourself enough time to cover everything you want to do.
  4. Combine your flights and hotel: Epic destination, check. Length of stay, check. All that's left now is to pick a Hillsboro vacation package that brings all your bookings together.

Explore a world of travel with Expedia

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