Highland Vacation Packages
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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.
Highland Hotel Deals
Cheese Wedge Cabin Idyllic Farm
Highland WI
10/10 Exceptional! (1 review)
If you are looking for a unconventional place to unplug and unwind, the Cheese Wedge Cabin is a charming getway. Etienne is a lovely host who made us feel welcome and comfortable on her farm. We got up close and personal with the sheep, chickens, and Phoenix the sheepdog (who is the gentlest giant ...
Reviewed on Jul 28, 2025
Don Q Inn
3658 State Road 23 Dodgeville WI
Fully refundableReserve now, pay when you stay
The price is CA $100 per night from Apr 27 to Apr 28
CA $100
CA $113 total
Apr 27 - Apr 28
includes taxes & fees
8/10 Very Good! (1,001 reviews)
This property was the most run down and misrepresented hotel I have ever stayed at. VERY misleading on what it actually is. I can’t believe it is still able to operate from a safety and health standpoint. We had planned to stay three nights but after only one night we bolted and are being denied ...
Reviewed on Apr 1, 2026
Sleep Inn & Suites Lancaster-Platteville
1600 S Madison Street Lancaster WI
Fully refundable
The price is CA $129 per night from May 3 to May 4
CA $129
CA $136 total
May 3 - May 4
includes taxes & fees
9.4/10 Exceptional! (300 reviews)
Room was clean and quiet
Reviewed on Mar 30, 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.
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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.
