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Sep 24 - Sep 25
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Our top choices for Highland hotels

1. Don Q Inn

Don Q Inn
Dodgeville
United States
Flora
$98 nightly
$112 total
Oct 12 - Oct 13
Total with taxes and fees
Don Q Inn

2. AmericInn by Wyndham Dodgeville

AmericInn by Wyndham Dodgeville
Dodgeville
United States
Corinne
$127 nightly
$144 total
Oct 4 - Oct 5
Total with taxes and fees
AmericInn by Wyndham Dodgeville

3. The Round Barn Lodge

The Round Barn Lodge
Spring Green
United States
Cathy
$112 nightly
$118 total
Oct 5 - Oct 6
Total with taxes and fees
The Round Barn Lodge

4. Dodgeville inn and suites

Dodgeville inn and suites
Dodgeville
United States
Vickie
$72 nightly
$82 total
Oct 1 - Oct 2
Total with taxes and fees
Dodgeville inn and suites

5. Sleep Inn & Suites Lancaster-Platteville

Sleep Inn & Suites Lancaster-Platteville
Lancaster
United States
Amanda
$97 nightly
$102 total
Oct 18 - Oct 19
Total with taxes and fees
Sleep Inn & Suites Lancaster-Platteville

6. Ramada by Wyndham Richland Center

Ramada by Wyndham Richland Center
Richland Center
United States
Jan
$93 nightly
$105 total
Oct 4 - Oct 5
Total with taxes and fees
Ramada by Wyndham Richland Center

7. Best Western Dodgeville Inn & Suites

Best Western Dodgeville Inn & Suites
Dodgeville
United States
David
$126 nightly
$143 total
Oct 1 - Oct 2
Total with taxes and fees
Best Western Dodgeville Inn & Suites

8. Pine Ridge Motel

Pine Ridge Motel
Dodgeville
United States
John
$61 nightly
$69 total
Sep 27 - Sep 28
Total with taxes and fees
Pine Ridge Motel

9. Country Inn & Suites by Radisson, Platteville, WI

Country Inn & Suites by Radisson, Platteville, WI
Platteville
United States
Heather
$107 nightly
$118 total
Oct 4 - Oct 5
Total with taxes and fees
Country Inn & Suites by Radisson, Platteville, WI

10. AmericInn by Wyndham Boscobel

AmericInn by Wyndham Boscobel
Boscobel
United States
Robert
$93 nightly
$102 total
Oct 4 - Oct 5
Total with taxes and fees
AmericInn by Wyndham Boscobel

11. Holiday Inn Express and Suites-Platteville by IHG

Holiday Inn Express and Suites-Platteville by IHG
Platteville
United States
Tracy
$95 nightly
$105 total
Oct 25 - Oct 26
Total with taxes and fees
Holiday Inn Express and Suites-Platteville by IHG

12. Spring Valley Inn

Spring Valley Inn
Arena
United States
Marc
Spring Valley Inn

13. Fenway House Hotel

Fenway House Hotel
Fennimore
United States
Teresa
$121 nightly
$128 total
Oct 25 - Oct 26
Total with taxes and fees
Fenway House Hotel

14. Quality Inn & Suites Belmont - Platteville

Quality Inn & Suites Belmont - Platteville
Belmont
United States
joe
$67 nightly
$74 total
Oct 18 - Oct 19
Total with taxes and fees
Quality Inn & Suites Belmont - Platteville

15. Baymont Inn And Suites By Wyndham Platteville

Baymont Inn And Suites By Wyndham Platteville
Platteville
United States
Dennis
$80 nightly
$88 total
Oct 11 - Oct 12
Total with taxes and fees
Baymont Inn And Suites By Wyndham Platteville

16. Quality Inn Mineral Point

Quality Inn Mineral Point
Mineral Point
United States
Steven
$90 nightly
$100 total
Sep 27 - Sep 28
Total with taxes and fees
Quality Inn Mineral Point

17. Maon House Bed and Breakfast

Maon House Bed and Breakfast
Richland Center
United States
Mark
$132 nightly
$148 total
Sep 26 - Sep 27
Total with taxes and fees
Maon House Bed and Breakfast

18. Darlington Inn

Darlington Inn
Darlington
United States
Paul
$89 nightly
$97 total
Sep 27 - Sep 28
Total with taxes and fees
Darlington Inn

19. Napps Motel

Napps Motel
Fennimore
United States
Mitch
$71 nightly
$75 total
Sep 27 - Sep 28
Total with taxes and fees
Napps Motel

20. SANDS MOTEL

SANDS MOTEL
Boscobel
United States
Jorge
$63 nightly
$70 total
Sep 27 - Sep 28
Total with taxes and fees
SANDS MOTEL
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Stay near popular Highland attractions

Blackhawk Lake Recreation Area

10.0/10 (2 reviews)
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.
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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.
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Spurgeon Vineyards & Winery

9.0/10 (2 reviews)
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.
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Top Highland Hotel Reviews

The Driftless Escape! Modern, large cabin/57 private acres in WI drift less area

The Driftless Escape! Modern, large cabin/57 private acres in WI drift less area

10/10 Excellent
"The house was very clean and was a great place to getaway for the weekend. And there is so much to do in the area"
Chris L. 3-night trip
Posted 2 days ago
The Driftless Escape! Modern, large cabin/57 private acres in WI drift less area
The Round Barn Lodge

The Round Barn Lodge

8/10 Good
"Nice clean room. Love the nice pool! Love the barn shape!"
Cathy 1-night trip
Posted 3 days ago
The Round Barn Lodge
Napps Motel

Napps Motel

10/10 Excellent
"Pleasingly large accommodations."
Robert 1-night trip
Posted 3 days ago
Napps Motel
Fenway House Hotel

Fenway House Hotel

8/10 Good
"It was a nice and clean hotel room. Self check in (no staff), which was not a problem, but the reason I didn't rate the staff were helpful. Property was a very cool block long old hotel/bar/restaurant. It is still set up as such but unfortunately no longer open as a bar and restaurant. Pack light because in addition to having to walk upstairs you may have to park a block away if you are one of the later guests it is only street parking."
Julie 1-night trip
Posted 4 days ago
Fenway House Hotel
AmericInn by Wyndham Dodgeville

AmericInn by Wyndham Dodgeville

10/10 Excellent
"Everything was excellent: Staff, breakfast, very clean & very quiet! Comfortable room & I loved the beautiful view out my room"
Corinne 3-night trip
Posted 4 days ago
AmericInn by Wyndham Dodgeville
Sleep Inn & Suites Lancaster-Platteville

Sleep Inn & Suites Lancaster-Platteville

10/10 Excellent
"Great place, very clean and nice"
THOMAS MARTIN 4-night trip
Posted 5 days ago
Sleep Inn & Suites Lancaster-Platteville
Best Western Dodgeville Inn & Suites

Best Western Dodgeville Inn & Suites

10/10 Excellent
"The clerk that checked us in was extrememly friendly and helpful. He even carried heavy bags upstairs to our room."
David 1-night trip
Posted 8 days ago
Best Western Dodgeville Inn & Suites
Maon House Bed and Breakfast

Maon House Bed and Breakfast

10/10 Excellent
"What a gorgeous home. Mary was a great host - friendly, personable, and gave terrific advice for local eateries. Breakfast was delicious - the rooms were comfortable and grand. We happened to meet another guest who had been raised in the house and back in town with her husband for a class reunion. Another couple staying there were going to the same event at driftless music gardens that we were. Terrific company all around. Highly recommend!"
Victoria 1-night trip
Posted 12 days ago
Maon House Bed and Breakfast

More cheap stays in Highland

Quality Inn & Suites Belmont - Platteville

Quality Inn & Suites Belmont - Platteville

103 W Mound View Avenue Belmont WI
$74 total
per night
Oct 18 - Oct 19
8.4/10 Very Good! (322 reviews)
Quality Inn & Suites Belmont - Platteville
Dodgeville inn and suites

Dodgeville inn and suites

1308 n johns st Dodgeville WI
$82 total
per night
Oct 1 - Oct 2
Dodgeville inn and suites
Sleep Inn & Suites Lancaster-Platteville

Sleep Inn & Suites Lancaster-Platteville

1600 S Madison Street Lancaster WI
$102 total
per night
Oct 18 - Oct 19
Sleep Inn & Suites Lancaster-Platteville
Holiday Inn Express and Suites-Platteville by IHG

Holiday Inn Express and Suites-Platteville by IHG

55 S ELM ST Platteville WI
$105 total
per night
Oct 25 - Oct 26
Holiday Inn Express and Suites-Platteville by IHG
Don Q Inn

Don Q Inn

3658 State Road 23 Dodgeville WI
$112 total
per night
Oct 11 - Oct 12
Don Q Inn
The Round Barn Lodge

The Round Barn Lodge

E4830 Us Highway 14 Spring Green WI
$118 total
per night
Oct 5 - Oct 6
8.6/10 Excellent! (691 reviews)
The Round Barn Lodge

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 much is the nightly rate at a Highland hotel?
Prices for hotels in Highland often vary, but you can find a great deal from $69 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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