I’ve always loved how films can transform small towns into iconic destinations, capturing the heart and soul of a place that might otherwise remain a hidden gem. The Midwest is sprinkled with such towns, each offering a unique backdrop that has brought some of my favorite movies to life.
From romantic dramas to classic comedies, these places invite you to step into the scenes of memorable films and explore the real-life settings behind the silver screen.
Join me as we count down 16 of the best small towns in the Midwest, where you can immerse yourself in cinematic history and discover the charm that makes each one special.
16. New Richmond, Wisconsin – Timeless Love in ‘The Gift’
New Richmond is a delightful town that provides the picturesque setting for the romantic drama The Gift. I was captivated by its classic Midwestern charm, with tree-lined streets and historic buildings that exude a warm, welcoming atmosphere.
The town’s rich heritage is celebrated at the local Heritage Center, where you can learn about its past through beautifully preserved artifacts and exhibits. Strolling through the downtown area, I found charming boutiques and cozy cafés perfect for a relaxing afternoon.
Fans of the film will appreciate visiting the sites featured in The Gift, adding a touch of cinematic nostalgia to their visit. The average price for a 3-4 bedroom home in New Richmond ranges from $400,000 to $700,000, offering a tranquil setting for those drawn to the charm of this small-town film location.
Where is New Richmond?
Nestled in western Wisconsin, New Richmond is located approximately 40 miles northeast of Minneapolis-St. Paul, making it an accessible destination for a day trip or weekend getaway.
The town sits along the scenic Willow River, offering beautiful natural landscapes that enhance its tranquil setting. I enjoyed the peaceful drive along State Highway 64, which leads directly into town. The area’s gently rolling hills and lush greenery make the journey as enjoyable as the destination itself.
15. Stillwater, Minnesota – ‘Grumpy Old Men’ Sequel Settings
Stillwater’s historic charm and picturesque riverfront made it an ideal location for filming Grumpier Old Men, the sequel to the beloved comedy. I loved exploring the beautifully preserved Main Street, lined with antique shops, art galleries, and delightful restaurants.
The iconic Stillwater Lift Bridge adds a nostalgic touch, connecting Minnesota to Wisconsin over the St. Croix River. Riverboat cruises offer a unique way to experience the stunning scenery featured in the film, allowing you to feel like you’re part of the movie’s quaint setting.
In Stillwater, 3-4 bedroom homes are typically priced between $600,000 and $800,000, providing easy access to historical landmarks and scenic beauty featured in many films.
Where is Stillwater?
Located just 20 miles east of St. Paul, Stillwater sits along the western bank of the St. Croix River, marking the border between Minnesota and Wisconsin. The town is easily accessible via Interstate 94 and Highway 95, making it a convenient escape from the Twin Cities.
I found that the drive offers beautiful views of rolling hills and river valleys, especially stunning during the fall foliage season. Stillwater’s close proximity to urban areas doesn’t diminish its small-town feel, offering a peaceful retreat with plenty of historical significance.
14. Excelsior, Minnesota – Nostalgic Vibes of ‘Beautiful Girls’
Excelsior is a charming lakeside town that served as the backdrop for the film Beautiful Girls, capturing the essence of small-town life and the complexities of returning home. I enjoyed walking along Water Street, where quaint shops and cafés overlook the sparkling waters of Lake Minnetonka.
The town’s historic theater and old-fashioned ice cream parlors add to its nostalgic appeal. Beautiful Girls fans will appreciate the familiar settings and the welcoming community spirit that permeates the town.
3-4 bedroom homes in Excelsior range from $500,000 to $800,000, ideal for those who enjoy a picturesque lakeside town with a rich cinematic history.
Where is Excelsior?
Situated about 20 miles west of Minneapolis, Excelsior lies on the southern shore of Lake Minnetonka in Minnesota. The town is easily reached via U.S. Highway 12 or Highway 7, and the drive is pleasantly dotted with scenic views of the lake and surrounding woodlands.
I found that the proximity to the Twin Cities makes Excelsior an ideal destination for a peaceful lakeside retreat without straying too far from urban conveniences. The town’s waterfront parks and marinas also offer opportunities for boating and enjoying the natural beauty of the area.
13. Madison, Indiana – Classic Americana in ‘Some Came Running’
Madison’s picturesque streets and well-preserved 19th-century architecture provided the perfect setting for the 1958 film Some Came Running, starring Frank Sinatra and Dean Martin. As I wandered through the historic downtown, I was transported back in time by the beautifully maintained homes and buildings.
The town’s riverfront along the Ohio River offers stunning views and a tranquil atmosphere. Madison’s vibrant arts scene and numerous festivals celebrate its rich cultural heritage, making it a delightful place to explore.
The average price for a 3-4 bedroom home in Madison is between $200,000 and $300,000, making it an affordable choice for those seeking a blend of film nostalgia and rural charm.
Where is Madison?
Located in southeastern Indiana, Madison sits on the banks of the Ohio River, roughly midway between Louisville, Kentucky, and Cincinnati, Ohio. The town is accessible via State Road 62 or State Road 56, both of which offer scenic drives through the rolling hills of the region.
I appreciated the journey along the Ohio River Scenic Byway, which adds to the charm of visiting Madison. The town’s setting along the river not only provides beautiful vistas but also highlights its historical significance as a key location in early American commerce.
12. Geneva, Illinois – Roaring ’20s in ‘Road to Perdition’
Geneva’s historic charm was showcased in the film Road to Perdition, where its streets transformed into a 1920s setting for the crime drama starring Tom Hanks. I found the downtown area brimming with character, featuring brick storefronts, vintage lampposts, and a delightful mix of shops and eateries.
The Fabyan Windmill and Japanese Garden are local attractions that add to Geneva’s unique appeal. Walking through the same streets featured in the movie gave me a sense of stepping back in time to a bygone era.
In Geneva, 3-4 bedroom homes are priced between $400,000 and $700,000, reflecting its popularity as a historic town with vibrant main streets and filming locations.
Where is Geneva?
Geneva is situated in northeastern Illinois, about 40 miles west of Chicago along the Fox River. Accessible via the Metra commuter rail or by car via Interstate 88 and Route 31, I found it an easy trip from the city.
The town’s location along the river provides picturesque walking and biking trails, enhancing its small-town charm despite its proximity to the bustling metropolis. Geneva’s blend of natural beauty and historic architecture makes it a favorite destination for those seeking a peaceful retreat near Chicago.
11. Whiting, Iowa – Eerie Settings of ‘Children of the Corn’
Whiting’s rural landscapes and expansive cornfields created the eerie atmosphere necessary for Stephen King’s Children of the Corn. As I drove through the outskirts of town, the endless stretches of cornfields evoked the film’s unsettling vibe.
Despite its cinematic association with horror, Whiting is a friendly community with a strong agricultural heritage. I enjoyed visiting local farms and experiencing the genuine hospitality of the residents, which contrasts sharply with the film’s chilling narrative.
3-4 bedroom homes in Whiting range from $220,000 to $300,000, offering affordable living in a town with a strong community and ties to notable small-town films.
Where is Whiting?
Located in western Iowa near the Nebraska border, Whiting is a small town along State Highway 75. It’s approximately 40 miles south of Sioux City, making it accessible via Interstate 29 and local highways.
I found that the journey through the rural Midwest landscape adds to the experience, with vast fields and open skies defining the area. Whiting’s remote setting contributes to its quiet charm and provides a glimpse into the heartland of America.
10. Laurens, Iowa – The Journey of ‘The Straight Story’
Laurens is the starting point of Alvin Straight’s remarkable journey depicted in David Lynch’s The Straight Story. I was intrigued by the simplicity of this small town, where the story of a man traveling hundreds of miles on a lawn mower began.
Exploring Laurens, I found a welcoming community with quaint shops and local eateries that embody the essence of small-town living. The town park and local museums offer insight into the area’s history and the real-life inspiration behind the film.
The average price for a 3-4 bedroom home in Laurens is between $75,000 and $350,000, providing an economical choice for those looking to enjoy small-town cinematic history.
Where is Laurens?
Situated in northwest Iowa, Laurens is accessible via State Highway 10, nestled between the cities of Storm Lake and Spencer. It’s about a two-hour drive north of Des Moines, and I enjoyed the serene landscapes along the way.
The town’s location amidst Iowa’s rolling farmlands provides a peaceful backdrop, reflecting the introspective journey portrayed in the film. Visiting Laurens offers a unique opportunity to connect with a piece of cinema history in a tranquil setting.
9. Huntingburg, Indiana – Baseball Memories in ‘A League of Their Own’
Huntingburg is home to the historic League Stadium, which served as a primary filming location for A League of Their Own, celebrating the All-American Girls Professional Baseball League. I loved visiting the stadium, which still hosts baseball games and retains the nostalgic charm of the era depicted in the movie.
The town itself boasts a beautifully restored downtown district, with antique shops and local restaurants that invite you to linger. Huntingburg’s commitment to preserving its heritage makes it a delightful destination for baseball fans and history enthusiasts alike.
In Huntingburg, 3-4 bedroom homes are priced between $200,000 and $350,000, offering a budget-friendly option for those who love the town’s role in classic film scenes.
Where is Huntingburg?
Located in southern Indiana, Huntingburg is about an hour’s drive northeast of Evansville via Interstate 64 and U.S. Highway 231. The town is set amidst gentle hills and lush countryside, making the journey pleasant and picturesque.
I found that the area is easily navigable, with clear signage leading to key attractions like League Stadium. Huntingburg’s accessible location and charming environment make it a worthwhile stop on any Midwestern road trip.
8. Ishpeming, Michigan – A Hidden Gem in ‘Anatomy of a Murder’
Ishpeming, a small town in Michigan’s Upper Peninsula, became an iconic film location in the 1959 courtroom drama Anatomy of a Murder, starring James Stewart. The film, based on a true story, was shot in and around Ishpeming, and its quaint streets and lakeside backdrop were perfect for the tense legal drama.
The local courthouse and the surrounding area, which includes scenic Lake Superior vistas, provide a perfect glimpse into the town’s timeless beauty. As I walked through Ishpeming, I could easily see how the landscape and historic buildings contributed to the movie’s atmosphere.
3-4 bedroom homes in Ishpeming range from $150,000 to $450,000, making it an affordable base for exploring its role in movies set against picturesque landscapes.
Where is Ishpeming?
Located in the Upper Peninsula of Michigan, Ishpeming is about 13 miles west of Marquette, which is accessible via U.S. Highway 41. The drive into Ishpeming showcases the natural beauty of Michigan’s northern wilderness, with towering pines and expansive lakes.
The town’s proximity to both nature and historical landmarks makes it an ideal spot for film fans and nature lovers alike. The rugged terrain and scenic beauty surrounding Ishpeming add a special touch to its cinematic history.
7. Columbus, Wisconsin – Historic Charm in ‘Public Enemies’
Columbus’s well-preserved historic downtown was featured prominently in Public Enemies, where Johnny Depp portrayed the infamous gangster John Dillinger. Walking through the town, I admired the brick buildings and vintage facades that transported you back to the 1930s.
The Christopher Columbus Museum and local antique shops add to the town’s historical allure. I enjoyed visiting the locations used in the film, which highlight Columbus’s unique ability to evoke a bygone era.
The average price for a 3-4 bedroom home in Columbus is between $250,000 and $550,000, providing access to its historical landmarks and memorable film locations.
Where is Columbus?
Located in south-central Wisconsin, Columbus is about 30 miles northeast of Madison via U.S. Highway 151. The drive through the Wisconsin countryside is delightful, with rolling hills and farmland vistas.
I found Columbus to be easily accessible and well-marked, making it a convenient stop for history buffs and movie enthusiasts. The town’s location along the Crawfish River adds natural beauty to its historical charm.
6. Plainview, Nebraska – Journey into ‘Nebraska’
Plainview served as one of the primary filming locations for Alexander Payne’s Nebraska, capturing the authentic feel of rural Midwestern life. I was struck by the town’s quiet streets and friendly residents, who embody the film’s heartfelt portrayal of small-town America.
The Klown Doll Museum is a unique attraction that adds a quirky charm to Plainview. Exploring the local shops and cafés, I felt immersed in the simplicity and sincerity that the movie so poignantly depicts.
In Plainview, 3-4 bedroom homes are priced between $100,000 and $400,000, offering an inviting, affordable setting for visitors to enjoy its cinematic appeal.
Where is Plainview?
Plainview is situated in northeastern Nebraska, about 130 miles northwest of Omaha via U.S. Highway 275. The drive through the Great Plains offers expansive views of prairies and farmland.
I appreciated the sense of tranquility that comes with traveling through this less-populated region. Plainview’s remote location enhances its appeal as a genuine slice of Americana, far from the bustle of city life.
5. Knightstown, Indiana – Basketball Glory in ‘Hoosiers’
Knightstown is home to the historic Hoosier Gym, where the inspirational sports film Hoosiers was filmed. Visiting the gym was a highlight for me, as it remains largely unchanged and continues to celebrate Indiana’s deep-rooted basketball tradition.
The town itself is charming, with a classic main street and friendly locals who are proud of their cinematic legacy. I enjoyed exploring the local shops and the Knightstown Museum, which offers insights into the area’s history.
3-4 bedroom homes in Knightstown range from $200,000 to $300,000, perfect for those seeking a quiet town with strong ties to iconic small-town films.
Where is Knightstown?
Located about 35 miles east of Indianapolis, Knightstown is easily reached via Interstate 70 and State Road 109. The town is nestled among Indiana’s rural landscapes, offering a peaceful retreat from urban centers.
I found the area to be straightforward to navigate, with clear signs pointing to key attractions like the Hoosier Gym. Knightstown’s accessibility and rich sports heritage make it a must-visit for basketball enthusiasts.
4. Wabasha, Minnesota – Home of ‘Grumpy Old Men’
Wabasha’s riverside setting and small-town charm made it the perfect backdrop for the comedy Grumpy Old Men and its sequel. I loved walking along the Mississippi River, where the movie’s fishing scenes were filmed. The National Eagle Center is a standout attraction, offering up-close experiences with these majestic birds.
The town’s quaint shops and friendly atmosphere made me feel right at home, much like the characters in the film. The average price for a 3-4 bedroom home in Wabasha is between $265,000 and $525,000, offering a scenic riverside location with notable cinematic history.
Where is Wabasha?
Situated in southeastern Minnesota, Wabasha is about 85 miles southeast of Minneapolis via U.S. Highway 61. The drive along the Great River Road offers stunning views of the Mississippi River and bluff country.
I found Wabasha to be a serene destination, with its location on the river providing ample opportunities for boating and fishing. The town’s accessibility and scenic beauty make it a delightful stop along the river’s winding path.
3. Winterset, Iowa – Bridges of ‘Madison County’
Winterset is famed for its picturesque covered bridges, immortalized in the romantic film The Bridges of Madison County starring Clint Eastwood and Meryl Streep. Exploring the six remaining covered bridges was a romantic and serene experience for me, each with its own unique history.
The town also boasts the John Wayne Birthplace & Museum, celebrating the iconic actor’s roots. Winterset’s charming town square, with its historic courthouse and local shops, adds to its idyllic ambiance.
In Winterset, 3-4 bedroom homes are priced between $230,000 and $520,000, reflecting the town’s unique role in American film history with picturesque backdrops.
Where is Winterset?
Located in south-central Iowa, Winterset is about 30 miles southwest of Des Moines via U.S. Highway 169. The town is nestled among rolling hills and farmland, making the drive scenic and enjoyable.
I found that the covered bridges are well-signposted, making them easy to find and explore. Winterset’s proximity to the state capital makes it an accessible yet peaceful destination steeped in cinematic and historical significance.
2. Dyersville, Iowa – Step onto the ‘Field of Dreams’
Dyersville is home to the legendary baseball diamond from the beloved film Field of Dreams. Stepping onto the actual field where Kevin Costner once stood was a magical experience for me. The site remains a well-preserved tribute to the movie, and visitors are welcome to play catch or simply soak in the nostalgic atmosphere.
The town itself offers attractions like the National Farm Toy Museum and the Basilica of St. Francis Xavier, showcasing its rich cultural heritage. 3-4 bedroom homes in Dyersville range from $150,000 to $400,000, providing an affordable option for those drawn to the famous baseball field featured in iconic films.
Where is Dyersville?
Situated in eastern Iowa, Dyersville is about 25 miles west of Dubuque via U.S. Highway 20. The town is surrounded by lush farmland, embodying the quintessential Midwestern landscape.
I found the Field of Dreams movie site to be well-signposted, with ample parking and facilities for visitors. Dyersville’s accessibility and the iconic status of the baseball field make it a must-visit destination for fans of the film and lovers of Americana.
1. Woodstock, Illinois – Relive ‘Groundhog Day’ Magic
Woodstock, Illinois, is the charming town where the classic comedy Groundhog Day was filmed. I was delighted to recognize the town square, where Bill Murray’s character repeatedly relived the same day. The Woodstock Opera House and the historic Woodstock Square are iconic landmarks featured prominently in the movie.
The annual Groundhog Day festival celebrates the film with tours, screenings, and events, making it the perfect time for fans to visit. Exploring the local shops, restaurants, and parks, I found Woodstock to be a vibrant community with a strong appreciation for its cinematic claim to fame.
The average price for a 3-4 bedroom home in Woodstock is between $250,000 and $500,000, making it an appealing destination for those who appreciate its role in a beloved movie classic.
Where is Woodstock?
Located about 50 miles northwest of Chicago, Woodstock is accessible via U.S. Highway 14 and the Metra commuter rail’s Union Pacific Northwest Line. The town’s location in McHenry County places it amidst scenic rolling hills and farmland.
I appreciated the convenience of getting there while still enjoying the feel of a small town removed from the city’s hustle and bustle. Woodstock’s combination of easy access and rich cultural offerings makes it an ideal destination for a day trip or weekend getaway.
