Highland Vacation Packages
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to CA $1,096 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPlan, book, and manage your trip all in one place
Your Highland Vacation
Memorable adventures await when you reserve a vacation package to Highland. Whether you're a foodie, history enthusiast or just a traveler who loves to experience new places, there's something for everyone in this interesting city. If sightseeing is on the cards during your trip to Highland, visit popular attractions like Blackhawk Lake Recreation Area, Beach at Black Hawk Lake Recreation Area and Spurgeon Vineyards & Winery. Whoever you're going away with and whatever the size of your budget, your ultimate Highland vacation is just a few clicks away with Expedia.
Top Highland Vacation Deals
Price found within the past 48 hours. Click for updated prices.
Highland Hotel Deals
Deer Valley Lodge & Golf
401 West Industrial Drive Barneveld WI
Fully refundableReserve now, pay when you stay
The price is CA $122 per night from Feb 10 to Feb 11
CA $122
CA $128 total
Feb 10 - Feb 11
includes taxes & fees
8.8/10 Excellent! (683 reviews)
Friendly, efficient, very helpful front desk staff. Clean room, spacious; comfortable bed. Very good breakfast.
Reviewed on Jan 31, 2026
Ramada by Wyndham Richland Center
1450 Veterans Dr Richland Center WI
Fully refundableReserve now, pay when you stay
The price is CA $120 per night from Feb 15 to Feb 16
CA $120
CA $135 total
Feb 15 - Feb 16
includes taxes & fees
8.2/10 Very Good! (658 reviews)
We really enjoyed our stay here. The room was nice and clean, the bedding was nice and fresh. The room was cozy and the shower was nice and hot. We enjoyed our time in the pool and the breakfast. Will stay again. :)
Reviewed on Jan 31, 2026
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.
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.
