Highland Vacations

Build a Flight + Hotel Bundle & Save up to $536 On Your Vacation*

Choose two or more items and save on your trip:

Top Hotel Deals

Deer Valley Lodge & Golf

Deer Valley Lodge & Golf

2.5 out of 5
401 West Industrial Drive Barneveld WI
38.59 km from city center
Book a stay at this golf hotel in Barneveld. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our ...
Ramada by Wyndham Richland Center

Ramada by Wyndham Richland Center

3 out of 5
1450 Veterans Dr Richland Center WI
30.68 km from city center
Book a stay at this business-friendly hotel in Richland Center. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our ...
Don Q Inn

Don Q Inn

2.5 out of 5
3658 State Road 23 Dodgeville WI
20.29 km from city center
Stay at this hotel in Dodgeville. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular ...
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
35.72 km from city center
Book a stay at this business-friendly hotel in Platteville. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
AmericInn by Wyndham Boscobel

AmericInn by Wyndham Boscobel

2.5 out of 5
1700 Elm St Boscobel WI
28.23 km from city center
Book a stay at this business-friendly hotel in Boscobel. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
AmericInn by Wyndham Dodgeville

AmericInn by Wyndham Dodgeville

2.5 out of 5
3637 State Road 23 Dodgeville WI
20.53 km from city center
Book a stay at this business-friendly hotel in Dodgeville. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
Sleep Inn & Suites Lancaster-Platteville

Sleep Inn & Suites Lancaster-Platteville

2.5 out of 5
1600 S Madison Street Lancaster WI
35.64 km from city center
Book a stay at this golf hotel in Lancaster. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our ...
Quality Inn & Suites Belmont Route 151

Quality Inn & Suites Belmont Route 151

2.5 out of 5
103 W Mound View Avenue Belmont WI
33.48 km from city center
Book a stay at this business-friendly hotel in Belmont. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. ...
Super 8 by Wyndham Dodgeville

Super 8 by Wyndham Dodgeville

2 out of 5
1308 N Johns St Dodgeville WI
21.92 km from city center
Book a stay at this business-friendly hotel in Dodgeville. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. ...
The Round Barn Lodge

The Round Barn Lodge

2.5 out of 5
E4830 Us Highway 14 Spring Green WI
29.22 km from city center
Book a stay at this business-friendly lodge in Spring Green. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the helpful staff and ...
Best Western Dodgeville Inn & Suites

Best Western Dodgeville Inn & Suites

2.5 out of 5
1130 N Johns Street Dodgeville WI
22.08 km from city center
Stay at this hotel in Dodgeville. Enjoy free breakfast, free parking, and a fitness center. Our guests praise the helpful staff in our reviews. Popular attractions ...
Pine Ridge Motel

Pine Ridge Motel

2 out of 5
405 County YZ Rd. Dodgeville WI
22.2 km from city center
Stay at this motel in Dodgeville. Enjoy free WiFi, free parking, and room service. Popular attractions Cox Hollow Beach and Governor Dodge State Park are located ...
Quality Inn Mineral Point

Quality Inn Mineral Point

2.5 out of 5
1345 Business Park Rd Mineral Point WI
25.65 km from city center
Stay at this hotel in Mineral Point. Enjoy free WiFi, a 24-hour front desk, and dry cleaning or laundry services. Popular attractions Pendarvis and Orchard Lawn ...
Spring Valley Inn

Spring Valley Inn

2.5 out of 5
6279 County Road C Arena WI
32.06 km from city center
Book a stay at this business-friendly hotel in Arena. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. ...
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.

Top Flight Deals

These prices were available within the past 7 days. Prices quoted are per person, round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Frontier Airlines
Wed, Mar 18 - Thu, Apr 2
LAX
Los Angeles Intl.
MSN
Dane County Regional
$224 Roundtrip, found 3 days ago
$224
Roundtrip
found 3 days ago
Select Frontier Airlines flight, departing Wed, Mar 18 from Los Angeles Intl. to Dane County Regional, returning Thu, Apr 2, priced at $224 found 3 days ago
Delta
Tue, Jul 14 - Tue, Jul 21
LAS
Harry Reid Intl.
MSN
Dane County Regional
$229 Roundtrip, found 4 days ago
$229
Roundtrip
found 4 days ago
Select Delta flight, departing Tue, Jul 14 from Harry Reid Intl. to Dane County Regional, returning Tue, Jul 21, priced at $229 found 4 days ago
United
Tue, Feb 24 - Tue, Mar 3
DEN
Denver Intl.
MSN
Dane County Regional
$229 Roundtrip, found 2 days ago
$229
Roundtrip
found 2 days ago
Select United flight, departing Tue, Feb 24 from Denver Intl. to Dane County Regional, returning Tue, Mar 3, priced at $229 found 2 days ago
American Airlines
Tue, Feb 24 - Tue, Mar 3
DEN
Denver Intl.
MSN
Dane County Regional
$249 Roundtrip, found 2 days ago
$249
Roundtrip
found 2 days ago
Select American Airlines flight, departing Tue, Feb 24 from Denver Intl. to Dane County Regional, returning Tue, Mar 3, priced at $249 found 2 days ago
Breeze Airways
Fri, May 15 - Mon, Jun 1
LAX
Los Angeles Intl.
MSN
Dane County Regional
$354 Roundtrip, found 2 days ago
$354
Roundtrip
found 2 days ago
Select Breeze Airways flight, departing Fri, May 15 from Los Angeles Intl. to Dane County Regional, returning Mon, Jun 1, priced at $354 found 2 days ago