Hillsboro Vacations from $775

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The Latest Hillsboro vacation packages

Price found within the past 48 hours. Click for updated prices.
GrandStay Hotel & Suites
Gundersen Hotel & Suites
The Charmant Hotel
Stoney Creek Hotel La Crosse - Onalaska
Country Inn & Suites by Radisson, La Crosse, WI
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Hillsboro Hotel Deals

AmericInn by Wyndham Mauston

AmericInn by Wyndham Mauston

2 out of 5
1011 Gateway Avenue Mauston WI
Fully refundableReserve now, pay when you stay
$72 nightly
The price is $80 total per night from Jan 19 to Jan 20
$80 total
Jan 19 - Jan 20
Total with taxes and fees
8/10 Very Good! (200 reviews)
It was ok.

Reviewed on Jan 3, 2026

AmericInn by Wyndham Mauston
Voyageur Inn and Conference Center

Voyageur Inn and Conference Center

2 out of 5
200 Viking Drive Reedsburg WI
Fully refundable
$93 nightly
The price is $103 total per night from Jan 14 to Jan 15
$103 total
Jan 14 - Jan 15
Total with taxes and fees
8/10 Very Good! (496 reviews)
Old school in a good way. Good break

Reviewed on Dec 25, 2025

Voyageur Inn and Conference Center
Ramada by Wyndham Richland Center

Ramada by Wyndham Richland Center

3 out of 5
1450 Veterans Dr Richland Center WI
Fully refundableReserve now, pay when you stay
$85 nightly
The price is $96 total per night from Jan 22 to Jan 23
$96 total
Jan 22 - Jan 23
Total with taxes and fees
8.2/10 Very Good! (652 reviews)
Kind staff

Reviewed on Jan 3, 2026

Ramada by Wyndham Richland Center
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 Hillsboro Vacation Packages

Things to do near Hillsboro

Hillsboro, Wisconsin, is perfect for outdoor enthusiasts seeking adventure and scenic beauty. Enjoy activities like hiking on well-maintained trails, exploring recreational areas, and soaking in the natural surroundings. While there may not be traditional beach vacations or hot springs, the charm of Hillsboro lies in its peaceful landscapes and local attractions that invite relaxation and exploration.

Shopping

In Hillsboro, visit The Red Geranium Framing and Gifts for unique gifts and crafts. If you're up for a drive, the Viking Village Shopping Center, located 20 miles away, offers a variety of shops and family-friendly entertainment options to explore.

Recreation

Experience tranquility at Pierce Park, 12 miles from Hillsboro, where you can enjoy scenic trails and peaceful picnic spots. At Northwest Recreation Area, 18 miles away, immerse yourself in nature with serene walking paths. Ramsey Park, also 18 miles out, offers a calming environment perfect for relaxation and rejuvenation.

Adventure

Explore the 400 State Trail, a scenic hiking path located 21 miles from Hillsboro, offering stunning views and outdoor adventure. The Miner Hill Trails Park, 22 miles away, provides a similar experience with beautiful scenery. For a longer trek, the Elroy Sparta State Trail is 29 miles from Hillsboro, perfect for hiking enthusiasts.

Nightlife

Hillsboro offers a cozy nightlife with local charm. Visit the local taverns for craft beers and friendly conversation. The Hillsboro Main Street has spots for live music and open mic nights, creating a welcoming atmosphere for both locals and visitors to unwind and enjoy the evening.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

Find the best attractions near Hillsboro

Hillsboro, Wisconsin, is perfect for outdoor adventures and scenic vacations. Visitors can explore various attractions, including nature preserves, state parks, and beautiful lakes that cater to families and outdoor enthusiasts alike. Don't miss out on the local Hillsboro Beach for a relaxing day by the water. Make the most of your trip by immersing yourself in the stunning natural landscapes this area has to offer.

  • Wildcat Mountain State Park: Located 11 miles from Hillsboro, this national park offers stunning views and outdoor adventures. Hike the scenic trails or enjoy a picnic while soaking in the natural beauty of the area.
  • Kickapoo Valley Reserve Visitor Center: Just 15 miles away, this visitor center is perfect for families looking to explore. With friendly staff and trendy excursions, you can engage in luxury experiences while enjoying the breathtaking landscape.
  • New Lisbon Memorial Library: Situated 18 miles from Hillsboro, this library is a cultural hub for families. Discover local history and community events in a welcoming atmosphere that promotes learning and exploration.

Best time to go to Hillsboro

The best time to visit Hillsboro is dependent on what kind of holiday you are seeking. July is its hottest month on average. At this time, visitor numbers are slightly high and weather is mostly sunny with light rain. January is its coolest month on average. At this time, visitor numbers are average and weather is mostly cloudy with no rain.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
January17.2°F (-8.2°C)No RainMostly CloudyAverageSlightly Low
February19.6°F (-6.9°C)No RainMostly CloudySlightly LowAverage
March33.8°F (1.0°C)Light RainMostly CloudyAverageSlightly Low
April44.4°F (6.9°C)Light RainMostly CloudyAverageAverage
May57.4°F (14.1°C)Light RainMostly SunnyAverageAverage
June67.3°F (19.6°C)Light RainMostly SunnySlightly HighSlightly High
July71.4°F (21.9°C)Light RainMostly SunnySlightly HighSlightly High
August69.6°F (20.9°C)Light RainMostly SunnySlightly HighAverage
September62.4°F (16.9°C)Light RainMostly SunnyAverageSlightly High
October48.9°F (9.4°C)Light RainMostly SunnyAverageAverage
November36.0°F (2.2°C)Light RainMostly SunnySlightly LowAverage
December24.8°F (-4.0°C)Light RainMostly CloudySlightly LowSlightly Low

Tips to save on your trip to Hillsboro

  • Take advantage of package deals on Expedia and combine flights, hotels, or car rentals for a convenient and cost-effective trip to Hillsboro.
  • Consider traveling during the off-peak season (typically March and December to January) for more affordable package holidays to Hillsboro.
  • Use the Price per traveler filter on Expedia to find a package deal that suits your budget.
  • Check the VIP Access properties filter to discover outstanding hotels with added member perks at select properties.

Hillsboro Essential Information

Language
English
Currency
U.S dollars
Population
1,400
Max Temp Winter
25ºF
Max Temp Summer
80ºF

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Frequently asked questions

How much does a Hillsboro vacation package cost?
Offering excellent value package deals from $775 on Expedia, you'll be pleasantly surprised at how much a vacation to Hillsboro costs! Our packages make travel planning easier and save you more.
What are the cheapest months to go to Hillsboro?
You can typically find lower rates and greater availability in November, December and January. Explore our cheap Hillsboro vacation packages and you could get some great off-season deals.
How many days is enough for Hillsboro?
Usually, a handful of days is enough to go to the main sights during your Hillsboro vacation. But if you want to have more time to unwind or go on day trips, consider extending your itinerary.
How to find the best Hillsboro package deals?
Start your search for a Hillsboro package deal by entering your destination and travel dates under our "Packages" tab. Then select some filters, like "Popular locations" and "Amenities," to fine-tune the results to your exact style. You can also sort by "Package discount" and discover offers that come with unbeatable savings. If you don't find the ideal Hillsboro package deal straight away, simply tweak your dates and search again. Bear in mind that deals are only available for a limited time, so book early and get your Hillsboro adventure underway.
Is it cheaper to book a Hillsboro vacation as a package?
You can enjoy significant savings on your next Hillsboro retreat by booking a personalized vacation package. Check the "Package" heading, then enter your destination and travel dates to view the best hotel prices and airfares. Bundling can save travelers hundreds of dollars. Consider adding a rental car and you may land a better deal.
When to book a vacation package to Hillsboro?
If you've got your Hillsboro vacation dates locked in, book early to score some incredible deals. With Expedia, you can generally reserve some flights up to a year in advance. Prefer spontaneous adventures? Our last-minute deals are perfect for traveling on a whim.
Does Expedia offer Book Now, Pay Later Hillsboro vacation packages?
If you're like us, you love jet-setting around the world but don't love the price tag that can come with it. That's why we offer Book Now, Pay Later vacations. With the help of online lender Affirm, you can break down the cost of your Hillsboro vacation across 3, 6 or 12 months. There are also no late payment fees or hidden costs, so you can snap up great vacation packages with payment plans as soon as you spot them.

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