Deals on vacations and trips to Highland

Save when you book Highland package deals

Choose two or more items and save on your trip:

Top Highland hotels deals

Cheese Wedge Cabin Idyllic Farm

Cheese Wedge Cabin Idyllic Farm

Highland WI
Get rates
This cabin includes a garden and laundry facilities.
Kitchen
Dryer
Don Q Inn

Don Q Inn

2.5 out of 5
3658 State Road 23 Dodgeville WI
Free Cancellation
Reserve now, pay when you stay
$80 nightly
The price is $91 total per night
$91 total
Nov 4 - Nov 5
Total with taxes and fees
This hotel features an indoor pool and a seasonal outdoor pool. Enjoy the hot tub and free perks like continental breakfast and free self parking. A business center, free WiFi in public areas, and a lobby fireplace are also on offer.
Sleep Inn & Suites Lancaster-Platteville

Sleep Inn & Suites Lancaster-Platteville

2.5 out of 5
1600 S Madison Street Lancaster WI
Free Cancellation
$95 nightly
The price is $100 total per night
$100 total
Nov 1 - Nov 2
Total with taxes and fees
This hotel features an indoor pool and a 24-hour gym. Traveling on business? Take advantage of the business center and free WiFi in public areas. Enjoy the hot tub and free perks like continental breakfast and free self parking.
The Round Barn Lodge

The Round Barn Lodge

2.5 out of 5
E4830 Us Highway 14 Spring Green WI
$112 nightly
The price is $118 total per night
$118 total
Oct 19 - Oct 20
Total with taxes and fees
This lodge doesn't skimp on freebies - guests receive free WiFi and free self parking. Staff at the 24-hour front desk can provide around-the-clock assistance.
Parking included
Free WiFi
Dodgeville inn and suites

Dodgeville inn and suites

2.5 out of 5
1308 n johns st Dodgeville WI
Free Cancellation
Reserve now, pay when you stay
$63 nightly
The price is $72 total per night
$72 total
Nov 2 - Nov 3
Total with taxes and fees
Free self parking is available and the hotel's front desk is staffed around-the-clock. Enjoy the free continental breakfast each morning. Laundry facilities are provided for your convenience.
AmericInn by Wyndham Dodgeville

AmericInn by Wyndham Dodgeville

3 out of 5
3637 State Road 23 Dodgeville WI
Free Cancellation
Reserve now, pay when you stay
$99 nightly
The price is $112 total per night
$112 total
Nov 4 - Nov 5
Total with taxes and fees
This hotel features an indoor pool and a 24-hour gym. Business travelers can take advantage of the free WiFi in public areas. Enjoy the hot tub and free perks like full breakfast and free self parking.
Pool
Hot Tub
Don't see what you're looking for?
See all available properties in Highland
View all properties
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.

Stay near popular Highland attractions

Blackhawk Lake Recreation Area

10.0/10 (2 reviews)
Explore the great outdoors at Blackhawk Lake Recreation Area, a lovely green space in Highland. Stroll along the lakeside or discover the area's waterfalls.
See properties

Frequently asked questions

How much are vacation packages to Highland?
With vacation packages available from as little as , there's no need to blow out the credit card to travel to Highland. Travelocity is here to help. Combine hotels, flights and experiences into a package and land some impressive discounts. The more you book, the greater the savings.
Where can I get the best vacation package deals for Highland?
Travelocity can help you find an awesome Highland package deal. With no less than 400 partner airlines and 1,000,000 properties across the world, you're sure to find the perfect combination.
Why should I purchase my Highland vacation bundle via Travelocity?
Whether you're searching for the ultimate unplugged getaway or you crave the fun and excitement of the big city, booking everything with Travelocity saves you time, money and hassle. No need to sift through hundreds of websites to find the best deal — our Price Match Guarantee ensures you'll always get the lowest price, and our professional customer service experts are available for you round-the-clock.
Will I save money on my Highland car rental if I bundle it with my hotel or flight?
Absolutely — and booking one of our Highland vacation packages is the ideal way to do this. Bundle any combination of a hotel, car, flight and experience and land great discounts. The more you book, the more you'll save. There are plenty of exciting sights in Highland to add to your itinerary, including University of Wisconsin-Madison (50 mi from Highland). Nothing tops discovering amazing places like this with the freedom of your own set of wheels.
What is there to do in Highland?
Grab your travel schedule and make time for Beach at Black Hawk Lake Recreation Area and Spurgeon Vineyards & Winery. They are two of the most interesting sights in Highland.

Photos of local treasures

Browse Highland vacation photos for more inspiration