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Hillsboro Vacation Packages

Build your package with 2 more options

Hillsboro Flight + Hotel Packages

Price found within the past 48 hours. Click for updated prices.
Comfort Inn & Suites New Lisbon

Comfort Inn & Suites New Lisbon

2.5 out of 5
Price was $517, price is now $517 per person
$517
per person
Dec 29 - Jan 2
found 23 hours ago
Roundtrip flight included
Chicago (ORD) to La Crosse (LSE)
Book a stay at this business-friendly hotel in New Lisbon. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions New Lisbon Memorial Library and Burr Oak Winery are located nearby.

Stoney Creek Hotel La Crosse - Onalaska

Stoney Creek Hotel La Crosse - Onalaska

2.5 out of 5
Price was $652, price is now $607 per person
$607
per person
Dec 29 - Jan 2
found 1 day ago
Roundtrip flight included
Chicago (ORD) to La Crosse (LSE)
Book a stay at this business-friendly hotel in Onalaska. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions La Crosse Center and Lost Island Wine are located nearby.
Hotel was great and so was lumberjacks

Reviewed on Nov 6, 2026

Country Inn & Suites by Radisson, La Crosse, WI

Country Inn & Suites by Radisson, La Crosse, WI

2.5 out of 5
Price was $554, price is now $554 per person
$554
per person
Dec 29 - Jan 2
found 1 day ago
Roundtrip flight included
Chicago (ORD) to La Crosse (LSE)
Book a stay at this business-friendly hotel in La Crosse. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions La Crosse Center and Riverside Amusement Park are located nearby.

Hillsboro Vacation Packages 3-4 Night Stays

Price found within the past 48 hours. Click for updated prices.
Comfort Inn & Suites New Lisbon

Comfort Inn & Suites New Lisbon

2.5 out of 5
Price was $517, price is now $517 per person
$517
per person
Dec 29 - Jan 2
found 23 hours ago
Roundtrip flight included
Chicago (ORD) to La Crosse (LSE)
Stoney Creek Hotel La Crosse - Onalaska

Stoney Creek Hotel La Crosse - Onalaska

2.5 out of 5
Price was $652, price is now $607 per person
$607
per person
Dec 29 - Jan 2
found 1 day ago
Roundtrip flight included
Chicago (ORD) to La Crosse (LSE)
Country Inn & Suites by Radisson, La Crosse, WI

Country Inn & Suites by Radisson, La Crosse, WI

2.5 out of 5
Northside
Price was $554, price is now $554 per person
$554
per person
Dec 29 - Jan 2
found 1 day ago
Roundtrip flight included
Chicago (ORD) to La Crosse (LSE)

Top Flight Deals

Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.

American Airlines
Fri, Dec 25 - Mon, Jan 4
ORD
O'Hare Intl.
LSE
La Crosse Municipal
$309 Roundtrip, found 2 hours ago
$309
Roundtrip
found 2 hours ago
Select American Airlines flight, departing Fri, Dec 25 from O'Hare Intl. to La Crosse Municipal, returning Mon, Jan 4, priced at $309 found 2 hours ago
American Airlines
Tue, Dec 22 - Thu, Dec 31
ORD
O'Hare Intl.
LSE
La Crosse Municipal
$314 Roundtrip, found 3 hours ago
$314
Roundtrip
found 3 hours ago
Select American Airlines flight, departing Tue, Dec 22 from O'Hare Intl. to La Crosse Municipal, returning Thu, Dec 31, priced at $314 found 3 hours ago
American Airlines
Mon, Nov 23 - Thu, Dec 10
ORD
O'Hare Intl.
LSE
La Crosse Municipal
$323 Roundtrip, found 5 hours ago
$323
Roundtrip
found 5 hours ago
Select American Airlines flight, departing Mon, Nov 23 from O'Hare Intl. to La Crosse Municipal, returning Thu, Dec 10, priced at $323 found 5 hours ago
American Airlines
Tue, Dec 22 - Thu, Dec 31
LAX
Los Angeles Intl.
LSE
La Crosse Municipal
$610 Roundtrip, found 16 hours ago
$610
Roundtrip
found 16 hours ago
Select American Airlines flight, departing Tue, Dec 22 from Los Angeles Intl. to La Crosse Municipal, returning Thu, Dec 31, priced at $610 found 16 hours ago