Deals on vacations and trips to Highland

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Highland flight + hotel vacation packages

Price found within the past 48 hours. Click for updated prices.
Hotel Julien Dubuque

Hotel Julien Dubuque

3.5 out of 5
Downtown Dubuque
Save 100% on your flight
Price was $812, price is now $603 per person
$603
per person
Mar 20 - Mar 27
found 14 hours ago
Roundtrip flight included
Madison (MSN) to Dubuque (DBQ)
This smoke-free hotel features a full-service spa, a nightclub, and a restaurant. Unwind with a drink at one of the 2 bars/lounges and enjoy free perks like free self parking and an area shuttle. There's an indoor pool on site, and a 24-hour front desk and a coffee shop are also provided.
Grand Harbor Resort and Waterpark

Grand Harbor Resort and Waterpark

3.5 out of 5
Price was $867, price is now $721 per person
$721
per person
Mar 20 - Mar 27
found 14 hours ago
Roundtrip flight included
Madison (MSN) to Dubuque (DBQ)
This smoke-free hotel features free water park access, 2 hot tubs, and a restaurant. Bring the family and enjoy the lazy river, children's club, and children's pool. Enjoy the indoor pool and free perks like continental breakfast and free self parking.

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
Holiday Inn Express and Suites-Platteville by IHG

Holiday Inn Express and Suites-Platteville by IHG

2.5 out of 5
55 S ELM ST Platteville WI
Free Cancellation
$98 nightly
The price is $108 total per night
$108 total
Jan 25 - Jan 26
Total with taxes and fees
This hotel features an indoor pool and a gym. Traveling on business? Take advantage of the business center and free WiFi in public areas. Guests will appreciate freebies like buffet breakfast and free self parking.
Pool
Breakfast included
Ramada by Wyndham Richland Center

Ramada by Wyndham Richland Center

3 out of 5
1450 Veterans Dr Richland Center WI
Free Cancellation
Reserve now, pay when you stay
$86 nightly
The price is $97 total per night
$97 total
Jan 26 - Jan 27
Total with taxes and fees
This hotel features a restaurant, an indoor pool, and a bar/lounge. Traveling on business? Take advantage of the business center and free WiFi in public areas. Enjoy the gym and free perks like continental breakfast and free self parking.
Pool
Breakfast included
AmericInn by Wyndham Dodgeville

AmericInn by Wyndham Dodgeville

2.5 out of 5
3637 State Road 23 Dodgeville WI
Free Cancellation
Reserve now, pay when you stay
$78 nightly
The price is $89 total per night
$89 total
Jan 18 - Jan 19
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 self-serve breakfast and free self parking.
Pool
Hot Tub
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
$70 nightly
The price is $79 total per night
$79 total
Jan 19 - Jan 20
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.
Pool
Hot Tub
Sleep Inn & Suites Lancaster-Platteville

Sleep Inn & Suites Lancaster-Platteville

2.5 out of 5
1600 S Madison Street Lancaster WI
Free Cancellation
$90 nightly
The price is $95 total per night
$95 total
Jan 25 - Jan 26
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.
Pool
Hot Tub
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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.

Popular places to visit

Beach at Black Hawk Lake Recreation Area

Why not spend a lazy afternoon at Beach at Black Hawk Lake Recreation Area during your trip to Highland? While you're in the area, wander around the parks.

Beach at Black Hawk Lake Recreation Area

Blackhawk Lake Recreation Area

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.

Blackhawk Lake Recreation Area

Spurgeon Vineyards & Winery

You can enjoy a tasting or tour at Spurgeon Vineyards & Winery during your travels to Highland. While you're in the area, wander around the natural setting.

Spurgeon Vineyards & Winery

Frequently asked questions

How much are vacation packages to Highland?
With vacation packages available from as little as $603, 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