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Top Highland hotels

Cheese Wedge Cabin Idyllic Farm

Cheese Wedge Cabin Idyllic Farm

Highland WI
$269 nightly
The price is $271 total per night from Jun 1 to Jun 2
$271 total
Jun 1 - Jun 2
Total with taxes and fees
This cabin includes a garden and laundry facilities.
"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

Opens in a new windowCheese Wedge Cabin Idyllic Farm
Sleep Inn & Suites Lancaster-Platteville

Sleep Inn & Suites Lancaster-Platteville

2.5 out of 5
1600 S Madison Street Lancaster WI
Fully refundable
$90 nightly
The price is $95 total per night from Jun 28 to Jun 29
$95 total
Jun 28 - Jun 29
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 ...
"This gem of a hotel had a kind and helpful staff, tasty continental breakfast, clean and lovely room, and a nice pool and hot tub. My daughters thought they were in the lap of luxury and left a note in the room to make sure people knew that they had a blast during our stay. We would definitely recommend ..."

Reviewed on May 31, 2026

Opens in a new windowSleep Inn & Suites Lancaster-Platteville
Deer Valley Lodge & Golf

Deer Valley Lodge & Golf

2.5 out of 5
401 West Industrial Drive Barneveld WI
Fully refundableReserve now, pay when you stay
$129 nightly
The price is $136 total per night from Jun 1 to Jun 2
$136 total
Jun 1 - Jun 2
Total with taxes and fees
The golf course and water park are among the highlights at this hotel. There's fun for all ages with a children's pool and a waterslide, and families will appreciate ...
"What started out as a double booking error, we had a good time, although didn't get to partake of the Waterpark this visit. Staff did a great job of making a mishap into a nice quiet and restful couple days stay! Good breakfast although would have like varied egg choice(perhaps scrambled) as sausage ..."

Reviewed on May 26, 2026

Opens in a new windowDeer Valley Lodge & Golf
AmericInn by Wyndham Boscobel

AmericInn by Wyndham Boscobel

3 out of 5
1700 Elm St Boscobel WI
Fully refundableReserve now, pay when you stay
$84 nightly
The price is $93 total per night from Jun 7 to Jun 8
$93 total
Jun 7 - Jun 8
Total with taxes and fees
This hotel features an indoor pool and a gym. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Enjoy the hot ...
"Beds were very firm. Room was clean. Shower rod looked like it was going to fall off. They were remodeling and the hallway carpet was covered in paint spots. Front desk clerk was nice and professional."

Reviewed on May 26, 2026

Opens in a new windowAmericInn by Wyndham Boscobel
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 from Jun 14 to Jun 15
$118 total
Jun 14 - Jun 15
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 ...
"Room was much larger than most hotels, staff were very attentive, parking was easy and close to the door."

Reviewed on May 30, 2026

Opens in a new windowThe Round Barn Lodge
AmericInn by Wyndham Dodgeville

AmericInn by Wyndham Dodgeville

3 out of 5
3637 State Road 23 Dodgeville WI
Fully refundableReserve now, pay when you stay
$136 nightly
The price is $154 total per night from Jun 1 to Jun 2
$154 total
Jun 1 - Jun 2
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 ...
"hotel was very clean with welcoming staff the only thing that this hotel can improve is the breakfast the food was not that great but I will recommend and definitely go back again ."

Reviewed on May 24, 2026

Opens in a new windowAmericInn by Wyndham Dodgeville
Ramada by Wyndham Richland Center

Ramada by Wyndham Richland Center

3 out of 5
1450 Veterans Dr Richland Center WI
Fully refundableReserve now, pay when you stay
$94 nightly
The price is $105 total per night from Jun 7 to Jun 8
$105 total
Jun 7 - Jun 8
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. ...
"Front desk staff were very helpful on several occasions during our stay. One time we needed to buy laundry detergent. Another time we needed a fork for something we had to eat. There are walking trails from the hotel in several directions. There are restaurants within walking distance. We would definitely ..."

Reviewed on May 29, 2026

Opens in a new windowRamada by Wyndham Richland Center
Don Q Inn

Don Q Inn

2.5 out of 5
3658 State Road 23 Dodgeville WI
Fully refundableReserve now, pay when you stay
$90 nightly
The price is $102 total per night from Jun 1 to Jun 2
$102 total
Jun 1 - Jun 2
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 ...
"I really loved staying here! The plane out front was a huge surprise, as well as all the barber chairs in the lobby. The room was dated, but clean and comfortable. If you are tired of a boring chain hotel, give this hotel a try!"

Reviewed on May 29, 2026

Opens in a new windowDon Q Inn
Dodgeville inn and suites

Dodgeville inn and suites

2.5 out of 5
1308 n johns st Dodgeville WI
Fully refundableReserve now, pay when you stay
$66 nightly
The price is $75 total per night from Jun 9 to Jun 10
$75 total
Jun 9 - Jun 10
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 ...
"This is a budget hotel that had exactly what I needed for the price. This will be my go-to for work in the area."

Reviewed on May 28, 2026

Opens in a new windowDodgeville inn and suites
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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.

Highland Hotel & Travel Guide\n

You will find there are no Travelocity-accredited lodging options within Highland. Take it easy, because around 4 places to stay can be found within 19 miles (30 kilometers) of Highland.

The nearest Travelocity-listed accommodation is the Best Western Quiet House & Suites, Wisconsin, found 13 miles (20 kilometers) from the center of Highland. For another option, you may like to investigate the Super 8 Dodgeville, located in Wisconsin, which is 13 miles (20 kilometers) from the town center.

Located 18 miles (30 kilometers) from the center of Highland is the Ramada Richland Center. A great alternative is the Pine Ridge Motel, which can be found just 13 miles (20 kilometers) away.

While on vacation, why don't you enjoy more of the forests and rolling hills that are common in Southwest Wisconsin? Plan to spend some time in some other parts of Southwest Wisconsin. No matter if you get involved with popular life, like, for example, snowboarding and skiing, or zigzag across the region to explore the landmarks, you will be able to book ideal places to base yourself in the region.

Before you leave Dodgeville, you should make sure you are able to join crowds watching some local sport. Visit Camp Randall Stadium, which you can find to the east of Highland. Book Travelocity-listed accommodation right near the sporting action at the Hampton Inn & Suites Madison / Downtown or the The Madison Concourse Hotel and Governor's Club.

Before you and your traveling partner depart on your adventure to Highland, make sure you explore our Highland travel page where you'll be able to hear local secrets about the numerous attractions to be found here.

Frequently asked questions

What are the top kid-friendly hotels in Highland?
Take some of the struggles out of traveling with young ones by booking a family-friendly Highland hotel. From thoughtful amenities to more services, these properties offer perks that'll help make your visit run smoothly: Stunning, serene, rustic house in the woods near Spring Green, Wisconsin will help make your break the best one yet. It comes with plenty of nice touches, such as a travel crib and animal viewing activities. Otherwise, spend your Highland escape at Don Q Inn. Make the most of complimentary breakfast, a swimming pool and more here.
Where can I find cheap hotels in Highland?
At Travelocity you'll find really nice hotels in Highland at great prices. We source incredible prices with our trusted partners, so you have a tempting selection of cheap hotels to choose from. If you can be flexible on dates and location, consider staying at a hotel near Highland rather than in Highland. We may find you even better rates, too.
How do I find the best Highland hotel deals?
Simple! On Travelocity, look through the fantastic offers we've already found in Highland then use our filters to find a great deal that's perfect for you. Enter your travel dates, select the number of rooms you need, and we'll do the rest. You can get great discounts on flights and car hire, too, when you bundle.
How much does it cost to stay in a hotel in Highland?
The cheapest hotel in Highland is $75. This price was available within the past 7 days, for stays with a check-in date within the next year. Of course, the price you pay depends on your dates of travel, the length of your stay, and the hotel's location. Prices and availability are subject to change. Additional terms apply.
How many hotels are in Highland?
There are 125 hotels in Highland on Travelocity.
What are the best hotels in Highland?
Highland has so many great hotels to choose from at Travelocity — and it's so easy to find the perfect one. Just choose one of our popular pre-selected hotels with great reviews, or you can refine your search to build your ideal stay. Simply filter hotels based on price or star rating, or select properties with a pool, a hot tub, or a range of other amenities and pick the best place to stay in Highland for you!
When is the best time to visit Highland?
If you want the joy of a fun-filled trip in peak season, visit Highland during May, June and August. If you'd prefer the peace of off-season, book a stay during quieter months, such as December, January and February.
When is the cheapest time to stay in Highland?
Based on historic data is usually the cheapest month to visit Highland. However, we have incredible deals all year round, so we're confident you'll find a room in your budget whenever you choose to travel.
Are there any great family-friendly hotels in Highland?
There are multiple hotels in Highland that will please the whole family. Do you need adjoining rooms, babysitting services or a swimming pool? We've got you covered. Use our family filter to narrow your search down and use guest reviews to help you pick the perfect place for your next family trip to Highland. We have plenty of kid-friendly hotels in Highland to choose from on Travelocity!
Why book a hotel in Highland through Travelocity?
Because we have the top hotels in Highland! We want to help you travel more and worry less. That's why we've put the most amazing hotel, car rental, and flight deals in one place. When you search for hotels with us, you know you're getting fantastic prices with no hidden fees and free cancellation on most properties up to 24 hours before your stay. If you become a Travelocity member, you also get exclusive member discounts. Sign up today!
How do I cancel my hotel booking in Highland on Travelocity?
Canceling your booking with Travelocity is easy. Sign into your account and select My Trips. Here, you will see your cancellation options. We offer free cancellation on many properties.

Recent Highland hotel reviews by fellow wanderers

Best Western Dodgeville Inn & Suites

Best Western Dodgeville Inn & Suites

3 out of 5
Posted less than an hour ago
Travelocity Verified Review
"Clean and solid. What you would expect. Con’s: Foaming hot tub, spotty tv reception, dirty blanket on pull out, eggs and sausages at breakfast were awful, entry way and hall smelled strongly on cleaning chemicals. Too much!"
A verified traveler stayed at Best Western Dodgeville Inn & Suites
Best Western Dodgeville Inn & Suites

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