Search Deals onHighland Vacation Packages
Highland Flight + Hotel Packages
Price found within the past 48 hours. Click for updated prices.


TownePlace Suites by Marriott Dubuque Downtown
Save 100% on your flight
per person
May 21 - May 26
found 3 hours ago
Roundtrip flight included
Chicago (ORD) to Dubuque (DBQ)
Stay at this hotel in Dubuque. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. Popular attractions Diamond Jo Casino and St. Luke's United Methodist Church are located nearby.

Hotel Julien Dubuque
Save 100% on your flight
per person
May 21 - May 26
found 3 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 Diamond Jo Casino and Five Flags Center are located nearby.

Hotel Galena
Save 100% on your flight
per person
May 21 - May 26
found 3 hours ago
Roundtrip flight included
Chicago (ORD) to Dubuque (DBQ)
Stay at this hotel in Galena. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Belvedere Mansion and West Street Sculpture Park are located nearby.

Hilton Garden Inn Dubuque Downtown
per person
May 21 - May 26
found 3 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
per person
May 21 - May 26
found 3 hours ago
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.


Goldmoor Inn
Save 100% on your flight
per person
May 21 - May 26
found 3 hours ago
Roundtrip flight included
Chicago (ORD) to Dubuque (DBQ)
Stay at this 4-star B&B in Galena. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. Popular attractions Eagle Ridge Resort Golf and Upper Mississippi River Wild Life and Fish Refuge are located nearby.
Highland Vacation Packages 5-7 Night Stays
Price found within the past 48 hours. Click for updated prices.



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

Sat, Jun 7 - Thu, Jun 12
DEN
Denver Intl.
MSN
Dane County Regional
$168 Roundtrip, found 3 days ago
$168
Roundtrip
found 3 days ago

Wed, May 28 - Thu, Jun 5
PDX
Portland Intl.
MSN
Dane County Regional
$201 Roundtrip, found 5 days ago
$201
Roundtrip
found 5 days ago

Tue, Jul 15 - Sat, Jul 19
SEA
Seattle - Tacoma Intl.
MSN
Dane County Regional
$210 Roundtrip, found 5 days ago
$210
Roundtrip
found 5 days ago

Thu, Aug 21 - Sun, Aug 24
MSP
Minneapolis - St. Paul Intl.
MSN
Dane County Regional
$239 Roundtrip, found 5 days ago
$239
Roundtrip
found 5 days ago
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