Highland WisconsinATTRACTIONS & THINGS TO DO


Listed below are the best attractions and things to do near Highland, Wisconsin.



1. Blackhawk Lake Recreation Area

SCENIC OUTDOOR RECREATION SPOT


Blackhawk Lake Recreation Area offers visitors a beautiful natural setting with multiple recreational opportunities in Highland. Visitors can enjoy fishing, boating, camping, and hiking around the scenic lake area throughout the warmer months. The recreation area is highly rated by visitors, making it one of the top attractions in the Highland region.


2. Spurgeon Vineyards & Winery

LOCAL WINE TASTING EXPERIENCE


Spurgeon Vineyards & Winery invites visitors to experience locally produced wines in a charming rural setting near Highland. Wine enthusiasts can sample a variety of wines made from locally grown grapes while enjoying the picturesque vineyard views. The winery has earned high ratings from visitors, making it a must-visit destination for those interested in Wisconsin wine culture.


3. Rural Route 1 Popcorn

GOURMET POPCORN DESTINATION


Rural Route 1 Popcorn offers a unique shopping experience featuring gourmet popcorn varieties made in Highland. Visitors can sample and purchase various flavors of freshly made popcorn while learning about the popcorn-making process. This popular local attraction has become a favorite stop for foodies and families looking for a tasty Wisconsin treat.


4. Morel Mushroom Festival

ANNUAL FUNGUS CELEBRATION


The Morel Mushroom Festival is a beloved annual event happening May 16-17, 2025 that celebrates Highland's connection to the prized wild mushroom. Visitors can participate in mushroom hunts, cooking demonstrations, and sample dishes featuring the delectable morel mushroom. This festival attracts mushroom enthusiasts from across the region who come to celebrate and learn about this seasonal delicacy.


5. Pour & Explore Wine Walk

COMMUNITY WINE TASTING EVENT


The Pour & Explore Wine Walk is a delightful community event scheduled for May 10, 2025 in Highland. Participants can stroll through town, sampling various wines at designated stops while exploring local businesses and attractions. This social event combines wine appreciation with community exploration, creating a memorable experience for visitors and locals alike.



6. Bootleggers

LOCAL WATERING HOLE


Bootleggers is a popular local establishment offering visitors a taste of Highland's social scene. Guests can enjoy beverages and possibly food in a relaxed, friendly atmosphere that showcases the community's welcoming spirit. The venue provides a genuine local experience for travelers wanting to mingle with Highland residents.


7. Gopher Hole Lounge

QUIRKY LOCAL TAVERN


The Gopher Hole Lounge welcomes visitors to experience a uniquely named tavern that reflects Highland's character and charm. Patrons can enjoy drinks and possibly food while interacting with locals in this distinctive establishment. The lounge offers travelers an authentic slice of small-town Wisconsin hospitality away from typical tourist venues.


8. Wisconsin Grilled Cheese Championship

CHEESY CULINARY COMPETITION


The Wisconsin Grilled Cheese Championship is a mouth-watering food event scheduled for April 26, 2025 in nearby Dodgeville, just 14 miles from Highland. Visitors can watch cooking competitions, sample creative grilled cheese sandwiches, and celebrate Wisconsin's dairy heritage in this deliciously fun event. The championship showcases both amateur and professional chefs as they compete to create the ultimate grilled cheese sandwich.


9. Frank Lloyd Wright Trail Welcome Weekend

ARCHITECTURAL HERITAGE CELEBRATION


The Frank Lloyd Wright Trail Welcome Weekend taking place May 30-June 1, 2025 celebrates the architectural legacy of America's most famous architect in the region. Visitors can explore Wright-designed buildings, participate in guided tours, and learn about the architect's connection to the area during this special weekend. This event offers architecture enthusiasts a deep dive into Wright's Prairie School style and his influence on American design.


10. Taliesin

FRANK LLOYD WRIGHT ESTATE


Taliesin, located in Spring Green about 17 miles from Highland, was Frank Lloyd Wright's personal home and studio for nearly 50 years. Visitors can tour this National Historic Landmark to see Wright's architectural genius expressed through the building's organic design that harmonizes with the surrounding landscape. The estate continues to operate as a working architectural studio and cultural center, preserving Wright's legacy while inspiring new generations of designers.



11. Spring Green Arts & Crafts Fair

REGIONAL ARTISTIC SHOWCASE


The Spring Green Arts & Crafts Fair, scheduled for June 28-29, 2025, showcases the work of talented regional artists and craftspeople about 18 miles from Highland. Visitors can browse and purchase unique handcrafted items including pottery, jewelry, paintings, and textiles in a festive outdoor setting. This popular summer event combines shopping opportunities with the chance to meet artists and learn about their creative processes.


12. Platteville's 4th of July Celebration

PATRIOTIC HOLIDAY FESTIVITIES


Platteville's 4th of July Celebration offers a traditional American Independence Day experience about 21 miles from Highland. Visitors can enjoy a patriotic program, community activities, and typically a spectacular fireworks display to commemorate the holiday. This family-friendly event embodies small-town America's approach to celebrating national heritage with community spirit.


13. Southwest Music Festival

REGIONAL MUSICAL SHOWCASE


The Southwest Music Festival scheduled for July 19, 2025 in Platteville, about 22 miles from Highland, celebrates musical talent from across the region. Visitors can enjoy performances across various genres, sample food and beverages, and experience the vibrant cultural scene of southwest Wisconsin. This festival creates a perfect summer day out for music lovers of all ages with its lively atmosphere and diverse musical offerings.


14. Hometown Festival Week

WEEK-LONG COMMUNITY CELEBRATION


Platteville's Annual Hometown Festival Week running July 19-27, 2025 offers a comprehensive community celebration approximately 23 miles from Highland. Visitors can participate in numerous events including craft fairs, music performances, food festivals, and family activities throughout the week-long celebration. This extensive festival showcases the best of small-town Wisconsin culture and provides multiple days of entertainment options for travelers exploring the region.


15. Hometown Festival Art & Craft Fair

CREATIVE COMMUNITY MARKETPLACE


The Hometown Festival Art & Craft Fair on July 26, 2025 in Platteville, about 22 miles from Highland, features handcrafted items from talented regional artisans. Visitors can browse booths offering unique art, crafts, homemade goods, and specialty items while enjoying the friendly atmosphere of this community event. This fair provides an excellent opportunity to find one-of-a-kind souvenirs and gifts while supporting local creative entrepreneurs.