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Highland Vacation Packages

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Highland Flight + Hotel Packages

Price found within the past 48 hours. Click for updated prices.
Holiday Inn Dubuque/Galena, an IHG Hotel

Holiday Inn Dubuque/Galena, an IHG Hotel

3 out of 5
per person
Apr 11 - Apr 13
found 13 hours ago
Roundtrip flight included
Chicago (ORD) to Dubuque (DBQ)
Stay at this 3-star business-friendly hotel in Dubuque. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Diamond Jo Casino and Five Flags Center are located nearby.
Hilton Garden Inn Dubuque Downtown

Hilton Garden Inn Dubuque Downtown

3 out of 5
per person
Apr 11 - Apr 13
found 13 hours ago
Roundtrip flight included
Chicago (ORD) to Dubuque (DBQ)
Stay at this 3-star business-friendly hotel in Dubuque. Enjoy free WiFi, free parking, and 2 restaurants. Our guests praise the helpful staff in our reviews. Popular attractions Q Casino and Mystique Community Ice Center are located nearby.
Irish Cottage Inn & Suites

Irish Cottage Inn & Suites

3.5 out of 5
per person
Apr 11 - Apr 13
just found
Roundtrip flight included
Chicago (ORD) to Dubuque (DBQ)
Stay at this 3.5-star spa hotel in Galena. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the restaurant in our reviews. Popular attractions Grant Home and Washburne House Historic Site are located nearby.
Hotel Julien Dubuque

Hotel Julien Dubuque

3.5 out of 5
per person
Apr 11 - Apr 13
found 13 hours ago
Roundtrip flight included
Chicago (ORD) to Dubuque (DBQ)
Stay at this 3.5-star spa hotel in Dubuque. Enjoy free WiFi, free parking, and a full-service spa. Our guests praise the restaurant and the helpful staff in our reviews. Popular attractions Five Flags Center and Riverboat Museum are located nearby.
Wyndham Garden Galena Hotel & Day Spa

Wyndham Garden Galena Hotel & Day Spa

4 out of 5
per person
Apr 11 - Apr 13
found 5 hours ago
Roundtrip flight included
Chicago (ORD) to Dubuque (DBQ)
Stay at this 4-star spa hotel in Galena. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the pool in our reviews. Popular attractions Galena Golf Club and Galena-Jo Daviess County History Museum are located nearby.
The Hancock House

The Hancock House

3.5 out of 5
per person
Apr 11 - Apr 13
found 1 day ago
Roundtrip flight included
Chicago (ORD) to Dubuque (DBQ)
Stay at this 3.5-star B&B in Dubuque. Enjoy free WiFi, free parking, and a fireplace in the lobby. Popular attractions Carnegie-Stout Public Library and St. Luke's United Methodist Church are located nearby.

Top Flight Deals

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

Frontier Airlines
Thu, Apr 10 - Sun, Apr 13
DEN
Denver Intl.
MSN
Dane County Regional
$174 Roundtrip, found 5 days ago
$174
Roundtrip
found 5 days ago
Select Frontier Airlines flight, departing Thu, Apr 10 from Denver Intl. to Dane County Regional, returning Sun, Apr 13, priced at $174 found 5 days ago
American Airlines
Wed, Mar 26 - Tue, Apr 1
LAS
Harry Reid Intl.
MSN
Dane County Regional
$209 Roundtrip, found 6 days ago
$209
Roundtrip
found 6 days ago
Select American Airlines flight, departing Wed, Mar 26 from Harry Reid Intl. to Dane County Regional, returning Tue, Apr 1, priced at $209 found 6 days ago
Delta
Tue, Mar 25 - Sat, Mar 29
BOS
Logan Intl.
MSN
Dane County Regional
$278 Roundtrip, found 1 day ago
$278
Roundtrip
found 1 day ago
Select Delta flight, departing Tue, Mar 25 from Logan Intl. to Dane County Regional, returning Sat, Mar 29, priced at $278 found 1 day ago
American Airlines
Tue, Apr 1 - Tue, Apr 15
LAX
Los Angeles Intl.
LSE
La Crosse Municipal
$300 Roundtrip, found 14 hours ago
$300
Roundtrip
found 14 hours ago
Select American Airlines flight, departing Tue, Apr 1 from Los Angeles Intl. to La Crosse Municipal, returning Tue, Apr 15, priced at $300 found 14 hours ago