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Our top choices for Highland hotels

Ramada by Wyndham Richland Center

Ramada by Wyndham Richland Center
3.0 star property
Richland Center
8.4 out of 10, Very Good, (667 reviews)
"Nice pool"
United States
Megan
$83 nightly
The price is $94
Apr 12 - Apr 13
Total with taxes and fees
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, (295 reviews)
"Great town!"
United States
Shantel
$85 nightly
The price is $90
Apr 19 - Apr 20
Total with taxes and fees
Sleep Inn & Suites Lancaster-Platteville

Dodgeville inn and suites

Dodgeville inn and suites
2.5 star property
Dodgeville
10.0 out of 10, Exceptional, (2 reviews)
"I was very pleased with my check in and stay. Very nice manager, great value. Safe and clean. I highly recommend staying here. Thanks"
United States
Michael
$60 nightly
The price is $68
Apr 22 - Apr 23
Total with taxes and fees
Dodgeville inn and suites

The Round Barn Lodge

The Round Barn Lodge
2.5 star property
Spring Green
8.6 out of 10, Excellent, (624 reviews)
"Great place to stay, the day before House On The Rock."
United States
Jeffrey
$91 nightly
The price is $95
Apr 6 - Apr 7
Total with taxes and fees
The Round Barn Lodge

Best Western Dodgeville Inn & Suites

Best Western Dodgeville Inn & Suites
2.5 star property
Dodgeville
8.4 out of 10, Very Good, (648 reviews)
"Clean room, good price, very happy with stay. Second time user. "
United States
Chris
$95 nightly
The price is $108
Apr 2 - Apr 3
Total with taxes and fees
Best Western Dodgeville Inn & Suites

Don Q Inn

Don Q Inn
2.5 star property
Dodgeville
8.0 out of 10, Very Good, (1,000 reviews)
"Super easy access to everything and rooms are huge! Very clean and smells amazing in there! We even asked what scents they used because we enjoyed it!"
United States
Vickie
$75 nightly
The price is $85
Mar 29 - Mar 30
Total with taxes and fees
Don Q Inn

AmericInn by Wyndham Dodgeville

AmericInn by Wyndham Dodgeville
2.5 star property
Dodgeville
8.4 out of 10, Very Good, (579 reviews)
"Everything was super clean. Breakfast was ready on time and it was an easy check out procedure."
United States
Tricia
$94 nightly
The price is $106
Apr 5 - Apr 6
Total with taxes and fees
AmericInn by Wyndham Dodgeville

Deer Valley Lodge & Golf

Deer Valley Lodge & Golf
2.5 star property
Barneveld
8.8 out of 10, Excellent, (689 reviews)
"Room was clean and the staff was great! "
United States
Krista
$129 nightly
The price is $136
Mar 29 - Mar 30
Total with taxes and fees
Deer Valley Lodge & Golf

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, (581 reviews)
"Convenient location and friendly staff! Recommended!"
United States
Monica
$103 nightly
The price is $114
Apr 19 - Apr 20
Total with taxes and fees
Holiday Inn Express and Suites-Platteville by IHG

Pine Ridge Motel

Pine Ridge Motel
2.0 star property
Dodgeville
8.2 out of 10, Very Good, (372 reviews)
"Friendly staff, clean room, quiet location, plus coffee, fridge, microwave. Great value for the money. "
United States
Erin
$55 nightly
The price is $62
Mar 27 - Mar 28
Total with taxes and fees
Pine Ridge Motel

Napps Motel

Napps Motel
2.0 star property
Fennimore
7.2 out of 10, Good, (35 reviews)
"Good budget motel."
United States
ken
$68 nightly
The price is $71
Apr 9 - Apr 10
Total with taxes and fees
Napps Motel

Quality Inn & Suites Belmont - Platteville

Quality Inn & Suites Belmont - Platteville
2.5 star property
Belmont
8.4 out of 10, Very Good, (285 reviews)
"Room was very clean and staff was nice. Conveniently located next to a kwik trip for snacks. "
United States
Lisa
$60 nightly
The price is $65
Apr 12 - Apr 13
Total with taxes and fees
Quality Inn & Suites Belmont - Platteville

Fenway House Hotel

Fenway House Hotel
2.5 star property
Fennimore
9.2 out of 10, Wonderful, (80 reviews)
"Room was clean, property was unique with lots of history, bed was comfortable, tub was nice"
United States
Brian
$106 nightly
The price is $112
Apr 19 - Apr 20
Total with taxes and fees
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, (15 reviews)
"This b&b was so nice - beds comfortable - clean and accommodating to the traveler. The breakfast was superb - I have a gluten allergy and she made the best muffins!! The owner was very nice - would definitely recommend a stay here ."
United States
Terese
$155 nightly
The price is $174
Mar 29 - Mar 30
Total with taxes and fees
Maon House Bed and Breakfast

AmericInn by Wyndham Boscobel

AmericInn by Wyndham Boscobel
2.5 star property
Boscobel
8.6 out of 10, Excellent, (484 reviews)
"Staff were kind and room was as expected"
United States
Gwen
$75 nightly
The price is $83
Apr 19 - Apr 20
Total with taxes and fees
AmericInn by Wyndham Boscobel
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.
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Stay near popular Highland attractions

Top Highland Hotel Reviews

More cheap stays in Highland

Hotels in Highland with star-rating

Find out more about Highland

Top reasons to visit Highland

  • Outdoor Adventures: Highland is perfect for outdoor enthusiasts, offering scenic parks and recreational areas for hiking, picnicking, and camping.
  • Family-Friendly Fun: The area features engaging activities for families, ensuring a fun-filled experience for all ages.
  • Charming Local Attractions: Explore nearby towns with rich history and warm hospitality, enhancing your travel experience.
  • Romantic Getaways: Highland provides picturesque spots ideal for couples looking to enjoy a romantic escape.
  • Cozy Accommodations: Stay in comfortable hotels and unique agritourism properties that cater to all travelers.

Find great hotels near Highland

Discover the charm of Highland, Wisconsin, with a variety of accommodation options designed for every traveler. From cozy hotels to unique agritourism properties, enjoy pet-friendly and family-oriented amenities that cater to adventure seekers. Whether you're looking for the Highland Lodge or other top-rated hotels in the area, you'll find comfortable lodging and welcoming reviews that make your stay memorable.

  • Don Q Inn: Don Q Inn offers a budget-friendly stay just 13 miles from Highland, boasting a guest rating of 8.2. This charming hotel provides a cozy atmosphere with essential amenities including complimentary breakfast options, such as continental and daily breakfast. Entertainment options feature LCD and cable TVs for your enjoyment. Guests can explore nearby attractions like national and state parks, making it perfect for nature lovers and outdoor enthusiasts alike.
  • Super 8 by Wyndham Dodgeville: Located 14 miles from Highland, Super 8 by Wyndham Dodgeville is another budget-friendly option tailored for business travelers and pet owners. This property allows pets with certain restrictions and provides a range of amenities to ensure a comfortable stay. Guests appreciate the pet-friendly policies, including waived fees for service animals and a welcoming atmosphere for furry companions. Its convenient location makes it an ideal choice for those seeking both business and leisure experiences.
  • AmericInn by Wyndham Dodgeville: With a guest rating of 8.4, AmericInn by Wyndham Dodgeville is a family-friendly hotel located 13 miles from Highland. This establishment is perfect for travelers looking for a blend of comfort and convenience, offering amenities for children, including free cribs. The hotel is also pet-friendly, with policies accommodating various pet needs. Its welcoming environment makes it an excellent choice for families and those traveling with pets, ensuring a memorable stay in the Dodgeville area.

Where to stay near Highland

Highland, Wisconsin, offers a delightful blend of outdoor adventures and family-friendly experiences. Nestled in an elevated location, this charming city provides perfect picnic areas and relaxing spots for a romantic getaway or a fun-filled family vacation. Nearby towns exude warm hospitality and rich history, making them ideal destinations for exploration. Whether you're seeking picturesque views or a great place to unwind, Highland and its surrounding regions have something special for every traveler.

  • Dodgeville: Located 14 miles from Highland, Dodgeville offers a blend of outdoor adventures and family-friendly activities. This city is known for its recreational areas and campgrounds, making it a popular spot for those looking to enjoy nature. Visitors can explore nearby landmarks like the national state park and serene lakes, perfect for boating or fishing. The peak travel months are July to August and October, so plan accordingly for a vibrant atmosphere filled with seasonal events and outdoor fun.
  • Montfort: Just 6 miles from Highland, Montfort is a charming city that attracts visitors year-round, peaking in the spring and fall. It’s an ideal destination for those seeking outdoor activities and stunning scenery. The local attractions include a ski resort and recreational areas, providing plenty of opportunities for adventure enthusiasts. Nature lovers will appreciate the proximity to lakes and national state parks, where hiking and wildlife spotting are popular. Montfort’s welcoming vibe makes it a delightful addition to your travel itinerary.
  • Cobb: Also located 6 miles from Highland, Cobb is a family-friendly city that combines culture with adventure. It's known for its water park, making it a hit with families during the summer months, particularly in July and August. Cobb’s local landmarks include a children’s museum and beautiful beaches, offering both relaxation and fun. With its seasonal peaks in visitor numbers during the summer and fall, Cobb is a great place to create lasting memories with loved ones while enjoying the great outdoors.

Things to do in Highland

Highland, Wisconsin, offers a delightful escape for outdoor lovers and families, featuring a recreational area and campground perfect for various activities. Visitors can enjoy day trips, golf for enthusiasts, and outdoor gatherings that foster a romantic atmosphere. With its charming scenery and engaging options, Highland is an ideal destination for a memorable vacation.

Shopping

In Highland, you can explore local shops filled with unique gifts and souvenirs. If you're up for a drive, head to nearby shopping malls like the Prairie Ridge Shopping Center or the Festival Foods for a wider variety of options.

Recreation

In Highland, Wisconsin, rejuvenate at the Highland Wellness Center, where you can enjoy holistic therapies and yoga classes amidst serene surroundings. Explore the scenic trails for hiking and biking, immersing yourself in nature while promoting your physical and mental well-being.

Adventure

Explore the scenic Kickapoo River for kayaking and canoeing adventures, where you can paddle through stunning landscapes and encounter local wildlife. For hiking enthusiasts, the nearby Wildcat Mountain State Park offers thrilling trails with breathtaking views of the Kickapoo Valley.

Nightlife

In Highland, Wisconsin, you can enjoy a laid-back nightlife at local bars like The Highland House, where friendly vibes and live music create a welcoming atmosphere. Nearby, the local brewery offers craft beers and a cozy setting for socializing with friends after a day of exploring.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

Booking tips and Expedia advantages for Highland

  • The most and least expensive months on average to stay in a hotel: The cheapest months to stay in Highland are January to March, where the prices are slightly lower. This is in comparison to August to October, where prices are slightly higher.
  • The most and least expensive days on average to stay in a hotel: The least expensive day to stay in Highland is Tuesday. The most expensive day to stay in Highland is Saturday.
  • Find cheap hotels on Expedia: Utilize Expedia's search tool to customize your preferences, such as your budget, desired location, and the type of hotel you’re looking for. For instance, selecting the Eco-certified option will showcase sustainable and environmentally friendly hotels that are currently available. To find the best prices and deals, simply arrange the price filter from lowest to highest.
  • Consider bundling your trip: You can save money by combining your hotel reservations in Highland with flights and activities through an Expedia package deal.

Find the best attractions near Highland

Highland, Wisconsin, is perfect for outdoor enthusiasts and families seeking a romantic getaway. Visitors can explore a variety of attractions, including national and state parks, scenic beaches, and charming local spots. Whether you're looking for adventure or a relaxing day by the water, Highland offers a delightful blend of experiences that cater to all types of travelers.

  • The House on the Rock: Nestled 13 miles from Highland, this unique attraction offers an extraordinary blend of architecture and artistry. Explore its whimsical structures, eclectic collections, and stunning views that create a family-friendly atmosphere perfect for all ages.
  • Governor Dodge State Park: Located 14 miles from Highland, this national park is a haven for adventure seekers. With picturesque scenery, hiking trails, and opportunities for camping, it invites visitors to immerse themselves in nature's beauty and enjoy outdoor activities.
  • Cox Hollow Beach: This serene lake, 14 miles from Highland, is ideal for a romantic getaway or a family day at the beach. Enjoy swimming, picnicking, and breathtaking views that enhance the tranquil atmosphere of this outdoor paradise.

Best time to go to Highland

The best time to visit Highland can depend on the weather and when visitor numbers rise and fall. The hottest average temperature in Highland falls in July, when visitor numbers are moderately high and weather is mostly sunny with light rain. The coolest average temperature in Highland falls in January, visitor numbers are moderately low and weather is mostly cloudy with no rain.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
January18.0°F (-7.8°C)No RainMostly CloudyModerately LowSlightly Low
February20.5°F (-6.4°C)No RainMostly CloudyModerately LowSlightly Low
March34.9°F (1.6°C)Light RainMostly CloudyAverageSlightly Low
April45.5°F (7.5°C)Light RainMostly CloudyAverageAverage
May57.9°F (14.4°C)Light RainMostly SunnyAverageAverage
June67.8°F (19.9°C)Light RainMostly SunnyAverageAverage
July71.8°F (22.1°C)Light RainMostly SunnyModerately HighAverage
August70.2°F (21.2°C)Light RainMostly SunnyModerately HighSlightly High
September63.0°F (17.2°C)Light RainMostly SunnyAverageSlightly High
October49.6°F (9.8°C)Light RainMostly SunnyModerately HighSlightly High
November36.7°F (2.6°C)Light RainMostly SunnyAverageAverage
December25.5°F (-3.6°C)Light RainMostly CloudyModerately LowAverage

The nearest major airports for your trip to Highland

Highland, Wisconsin is conveniently accessible via several major airports. Madison, WI (MSN-Dane County Regional) is situated 53 miles away, with nearby hotel options like The Edgewater and DoubleTree by Hilton Madison East, both offering various transportation services. La Crosse, WI (LSE-La Crosse Municipal) is 72 miles from Highland, featuring hotels such as The Charmant Hotel and Radisson Hotel La Crosse, which provide shuttle services. Dubuque, IA (DBQ-Dubuque Regional), located 47 miles away, has options like Grand Harbor Resort and Waterpark, Hotel Julien Dubuque, and The Hancock House, all within a short distance from the airport. Each airport offers convenient access to accommodations for a comfortable stay.

Frequently asked questions

What is the best area to stay in Highland?
The best area to stay in Highland is near the main square, particularly along Main Street, for convenient access to local amenities and a central experience.

This area serves as the modest downtown of Highland. Main Street is where you'll find the majority of the town's businesses, including local eateries and a few shops. It's a straightforward layout, making it easy to navigate on foot.

Couples looking for a quiet retreat will appreciate staying near the main square. It offers a relaxed pace, with opportunities for strolls and enjoying the local dining options without the hustle and bustle of larger towns.
When is the best time to go to Highland?
The best time to visit Highland, Wisconsin, is during the summer months, from June to August, when the weather is warm and conducive to outdoor activities, or in the fall, from September to October, for the striking autumn foliage.

Summer in Highland brings average temperatures in the 70s, making it ideal for exploring the area's natural beauty. You can enjoy hiking and biking on trails like those found in the Governor Dodge State Park, or spend time on the water at Blackhawk Lake. This season is particularly good for families looking for an active vacation.

For those who appreciate scenic beauty, the fall offers cooler temperatures, typically in the 50s and 60s, and a spectacular display of changing leaves. This period is superb for couples seeking a peaceful getaway and picturesque drives through the Wisconsin Driftless Area.
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?
With Expedia, you earn OneKeyCash™* on eligible Highland hotel bookings for every dollar you spend – just join our One Key™ travel rewards program to get started. It's free to join, and you'll unlock our lowest Member Prices as soon as you're signed in. On top of this, you could also save significantly by bundling your hotel and flights together on Expedia.

*Excludes taxes and fees. OneKeyCash is not redeemable for cash and can only be used on Expedia, Hotels.com and Vrbo.
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 $62 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.

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