Things to know
Held on Saturday mornings from May to October, this vibrant market on Main Street is the community's weekly gathering. You'll find fresh local produce, artisan cheeses, baked goods, and live music under the shade of mature trees.
This 220-acre park offers a true escape into nature with restored prairies, oak savannas, and over 5 miles of hiking and cross-country ski trails. The historic Anderson Barn is a picturesque landmark and a popular spot for community events and photos.
Stroll along North Main Street to discover the village's charming core, anchored by the 1886 Oregon Hotel. The district is lined with independent boutiques, cozy cafes, and the Oregon Public Library, housed in a beautiful Carnegie building.
things to do
Oregon balances outdoor recreation with a strong sense of community, offering activities that celebrate its agricultural roots and artistic flair.
This accessible, paved trail winds through wetlands and woodlands along the Badfish Creek, offering excellent birdwatching and a peaceful walk. It's a favorite for families and connects to the larger network of village paths.
This beloved three-day festival in July features a massive parade, live music on multiple stages, a carnival, and the famous Duck Race down Badfish Creek. It's the highlight of the village's social calendar.
More than just books, this beautiful library hosts rotating art exhibits in its Community Gallery, showcasing local and regional artists. Check their calendar for author talks and creative workshops.
This public 9-hole course is known for its well-maintained, rolling fairways and welcoming atmosphere. It's a great spot for both seasoned golfers and those looking to learn the game.
Just minutes from the village center, this family-owned winery offers tastings of their estate-grown wines in a rustic-chic barn. Enjoy a glass on the patio overlooking the vines, especially during their summer concert series.
The centerpiece of Oregon's parks system, this modern aquatic facility features lap lanes, diving boards, a thrilling waterslide, and a zero-depth splash area for toddlers, making it a summer essential.
neighborhoods
Oregon's neighborhoods range from a walkable historic core to newer subdivisions, all sharing a connection to the surrounding countryside.
Centered on North Main Street, this is the historic and commercial heart of Oregon. Here you'll find the library, village hall, most shops and restaurants, and beautifully preserved homes on tree-lined streets within easy walking distance of everything.
A large, established residential area east of Main Street, featuring a mix of mid-century and newer homes on winding streets. It's popular with families for its proximity to Netherwood Knoll Elementary and the extensive Oregon Middle/High School campus.
The southern and eastern edges of Oregon, where village life gently transitions into rolling farmland and larger rural properties. This area offers more space and stunning pastoral views while remaining just minutes from village amenities.
These newer subdivisions on the west side of the village feature modern homes and quiet cul-de-sacs. They offer easy access to the Oregon Golf Club, the new Firefly Field park, and a quick commute to Madison via US-14.
Browse by category
Local salons and boutiques offering personalized, small-town service.
Discover unique finds and essentials along a classic Main Street.
From farm-fresh markets to cozy village pubs.
Trusted local tradespeople for your village home.
Trails, parks, and community fitness define the active lifestyle.
Community-focused businesses supporting a thriving local economy.
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