Find hotels in Highland, WI from CA $85

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

This weekend
Next weekend

Filter by

Guest rating
Guest rating
Star rating

Our top choices for Highland hotels

AmericInn by Wyndham Boscobel

AmericInn by Wyndham Boscobel
2.5 star property
Boscobel
8.6 out of 10, Excellent, (480 reviews)
"This is a wonderful hotel to stay at with clean rooms, nice hot tub, and a good morning breakfast."
United States
Sam
The price is CA $106
CA $117 total
includes taxes & fees
Mar 12 - Mar 13
AmericInn by Wyndham Boscobel

Don Q Inn

Don Q Inn
2.5 star property
Dodgeville
8.2 out of 10, Very good, (1,001 reviews)
"Staff were friendly and available. Place was clean. Good for the price."
United States
Aron
Don Q Inn

Ramada by Wyndham Richland Center

Ramada by Wyndham Richland Center
3.0 star property
Richland Center
8.4 out of 10, Very good, (664 reviews)
"Kind staff"
United States
Amy
The price is CA $117
CA $132 total
includes taxes & fees
Apr 5 - Apr 6
Ramada by Wyndham Richland Center

Sleep Inn & Suites Lancaster-Platteville

Sleep Inn & Suites Lancaster-Platteville
2.5 star property
Lancaster
9.4 out of 10, Exceptional, (289 reviews)
"Friendly staff , clean rooms clean hotel since the moment you walk in . "
United States
Jonathan
The price is CA $117
CA $123 total
includes taxes & fees
Apr 5 - Apr 6
Sleep Inn & Suites Lancaster-Platteville

Pine Ridge Motel

Pine Ridge Motel
2.0 star property
Dodgeville
8.2 out of 10, Very good, (371 reviews)
"Clean room, good shower, good value."
United States
Eric
The price is CA $75
CA $85 total
includes taxes & fees
Mar 9 - Mar 10
Pine Ridge Motel

Quality Inn & Suites Belmont - Platteville

Quality Inn & Suites Belmont - Platteville
2.5 star property
Belmont
8.4 out of 10, Very good, (284 reviews)
"Property is very clean, nice pool, bar wirh food onsite."
United States
Tresa
The price is CA $85
CA $93 total
includes taxes & fees
Apr 5 - Apr 6
Quality Inn & Suites Belmont - Platteville

Best Western Dodgeville Inn & Suites

Best Western Dodgeville Inn & Suites
2.5 star property
Dodgeville
8.4 out of 10, Very good, (646 reviews)
"The breakfast was really nice. They had decorated for Christmas so it was a cozy, comfortable feeling. The hot tub was hot. The room was clean, and huge. The suite we had was amazing. So much room! "
United States
Billie
The price is CA $93
CA $105 total
includes taxes & fees
Mar 10 - Mar 11
Best Western Dodgeville Inn & Suites

Napps Motel

Napps Motel
2.0 star property
Fennimore
7.2 out of 10, Good, (34 reviews)
"Good budget motel."
United States
ken
The price is CA $85
CA $92 total
includes taxes & fees
Mar 9 - Mar 10
Napps Motel

Dodgeville inn and suites

Dodgeville inn and suites
2.5 star property
Dodgeville
The price is CA $81
CA $92 total
includes taxes & fees
Mar 6 - Mar 7
Dodgeville inn and suites

The Round Barn Lodge

The Round Barn Lodge
2.5 star property
Spring Green
8.6 out of 10, Excellent, (622 reviews)
"Great place to stay, the day before House On The Rock."
United States
Jeffrey
The price is CA $123
CA $130 total
includes taxes & fees
Mar 10 - Mar 11
The Round Barn Lodge

AmericInn by Wyndham Dodgeville

AmericInn by Wyndham Dodgeville
2.5 star property
Dodgeville
8.4 out of 10, Very good, (578 reviews)
"Yes very comfortable stay thanks looking forward to the next stay"
United States
Dasan
The price is CA $109
CA $124 total
includes taxes & fees
Mar 15 - Mar 16
AmericInn by Wyndham Dodgeville

Holiday Inn Express and Suites-Platteville by IHG

Holiday Inn Express and Suites-Platteville by IHG
2.5 star property
Platteville
9.6 out of 10, Exceptional, (577 reviews)
"Clean, comfortable rooms, covered parking, nice staff. "
United States
Courtney
The price is CA $134
CA $148 total
includes taxes & fees
Apr 5 - Apr 6
Holiday Inn Express and Suites-Platteville by IHG

Deer Valley Lodge & Golf

Deer Valley Lodge & Golf
2.5 star property
Barneveld
8.8 out of 10, Excellent, (686 reviews)
"Room was clean and the staff was great! "
United States
Krista
The price is CA $176
CA $186 total
includes taxes & fees
Mar 10 - Mar 11
Deer Valley Lodge & Golf

Fenway House Hotel

Fenway House Hotel
2.5 star property
Fennimore
9.2 out of 10, Wonderful, (78 reviews)
"Very cool old downtown hotel "
United States
Jeff
The price is CA $144
CA $152 total
includes taxes & fees
Mar 8 - Mar 9
Fenway House Hotel

Maon House Bed and Breakfast

Maon House Bed and Breakfast
2.0 star property
Richland Center
9.6 out of 10, Exceptional, (14 reviews)
"Wonderful place to stay and a very nice host that cooked an amazing breakfast."
United States
Matt
The price is CA $154
CA $173 total
includes taxes & fees
Mar 8 - Mar 9
Maon House Bed and Breakfast
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.

The Annual Vacation Sale

Members save up to 40% on hotels and homes. Plan this year’s big trip and save.
Save an average of 15% on thousands of hotels when you're signed in

Stay near popular Highland attractions

Top Highland Hotel Reviews

Recent Reviews in Highland

More cheap stays in Highland

Hotels in Highland with star rating

Frequently asked questions

What is the best area to stay in Highland?
The best area to stay in Highland is in the village centre, particularly around Main Street, for convenience and access to local amenities.

This area is the heart of Highland, offering the most concentrated selection of places to stay, eat, and shop. Main Street itself is fairly compact, with most establishments within easy walking distance. You'll find local eateries and a few independent shops here, providing a genuine sense of the community.

For couples looking for a relaxed getaway, staying near the village centre is ideal. It provides easy access to local events, and you can enjoy leisurely strolls to coffee shops or dinner without needing to drive. Many accommodations in this area are guesthouses or smaller inns, offering a more personal touch.

Families might also find the village centre appealing due to its proximity to the local park and community facilities.
When is the best time to go to Highland?
The best time to go to Highland, Wisconsin, is during the summer months, from June to August, or in early autumn, particularly September, for the most pleasant weather and outdoor activities.

Summer in Highland offers warm temperatures, typically ranging from 20°C to 28°C, which is ideal for exploring the area's natural beauty. This is when the Wisconsin River is superb for kayaking and canoeing, and the local hiking trails are easily accessible. Families will find this period excellent for outdoor adventures, with plenty of opportunities for fishing and wildlife spotting.

Early autumn, specifically September, provides a delightful alternative. The temperatures are still mild, usually between 15°C and 22°C, and the humidity is lower. This season is particularly appealing for couples and nature enthusiasts who appreciate the stunning autumn foliage, as the surrounding forests transform into a tapestry of reds, oranges, and yellows.
Can I cancel my hotel reservation on Expedia?
You can cancel your hotel reservation on Expedia, though it depends on the cancellation policy of your booking. Most bookings are refundable if canceled within 24-48 hours of the scheduled arrival. Be sure to check your booking confirmation for the exact cancellation policy. If free cancellation is available, you can cancel directly through your Expedia account by logging in, going to "My Trips", and selecting your reservation. To find flexible deals, filter your search by "Fully refundable property" for hotels in Highland.
How can I save on a Highland hotel booking with Expedia?
Members always get our best prices. Find our best Highland hotel deals by joining Expedia's free travel rewards program today. As a member, you can unlock instant savings and member perks when you're logged in to your account. Another tip is to book your hotel and flights together on Expedia, where bundling can result in significant savings.
How much is the nightly rate at a Highland hotel?
Prices for hotels in Highland often vary, but you can find a great deal from CA $85 on Expedia. All sorts of factors affect price, such as the time of year or the days of the week you choose for your stay. Find the best deals by being flexible with your dates, and sort search results by "Price: low to high" for the cheapest rate.

Explore a world of travel with Expedia