Oskaloosa

Day Trips

Make the most of your day with our curated plans, packed with Oskaloosa's hidden gems and unique experiences!

day 1
Exploring Oskaloosa
morning
:

Start your day with a visit to the Oskaloosa Farmers Market, where you can sample local produce and homemade goods. Enjoy a fresh breakfast at a nearby café, savoring the flavors of the region. Take a stroll through the vibrant downtown area to appreciate the unique shops and historic buildings.

afternoon
:

Head to the Mahaska County Historical Society to learn about the rich history of the area through fascinating exhibits. Afterward, have lunch at a local diner that serves classic American comfort food. Spend the afternoon at the Edmundson Park, where you can relax or take part in outdoor activities like walking or biking.

evening
:

Dine at a cozy restaurant that highlights local cuisine, where you can enjoy dishes crafted with fresh, seasonal ingredients. After dinner, catch a live performance at the Oskaloosa Community Theatre for an entertaining cultural experience. Conclude your night with a leisurely walk around the town square, admiring the charming ambiance and local art.

day 2
Nature Escape
morning
:

Kick off your adventure by hiking the trails at the nearby Lacey-Keosauqua State Park, where you’ll encounter beautiful landscapes and diverse wildlife. Bring along a picnic breakfast to enjoy amidst nature, absorbing the tranquility. Capture the natural beauty with some photography as the sun rises.

afternoon
:

After your hike, head back to Oskaloosa and enjoy lunch at a BBQ joint known for its smoked meats and friendly atmosphere. Post-lunch, explore the Oskaloosa History Museum to further deepen your understanding of the local heritage. Spend some time visiting nearby lakes or parks, engaging in activities like fishing or kayaking.

evening
:

For dinner, try a quaint local eatery that specializes in farm-to-table dishes, providing a delicious and sustainable meal. Attend a community event such as a farmers' market or a festival if available, engaging with locals and experiencing the community spirit. Wrap up the evening with dessert from a charming bakery, enjoying a sweet treat to cap off your day.

day 3
Cultural Immersion
morning
:

Begin with breakfast at a local café, enjoying a hearty meal that energizes you for a day filled with art and culture. Visit the Oskaloosa Art Center to see exhibitions from local artists and perhaps partake in a workshop. Spend some time exploring the sculptures and murals around the city, appreciating the creativity in public spaces.

afternoon
:

Enjoy lunch at a bistro that celebrates community flavors, before heading to the Nelson Pioneer Farm, which offers a glimpse into the county’s agricultural past. Learn about pioneer life and try your hand at some farm activities if possible. Take a leisurely walk through one of Oskaloosa's many parks, reflecting on the cultural richness of the town.

evening
:

Savor dinner at a gourmet restaurant that pairs local wines with dishes inspired by global cuisine. Attend a local music event or open mic night celebrating regional talent, enjoying the vibrant arts scene. End the day by visiting a local coffee shop, where you can unwind with a warm beverage and perhaps chat with locals about their Oskaloosa stories.

day 4
Family Fun Day
morning
:

Start with a family-friendly breakfast at a pancake house, where everyone can choose their favorite toppings. Visit the Oskaloosa Skate Park, a hit among kids and teens, for some fun and active time. Alternatively, check out the local library for kid-friendly programs that may be happening.

afternoon
:

Enjoy a picnic lunch at Bailey Park, where kids can run and play on the playground equipment. After lunch, explore the City Zoo, known for its interactive exhibits that are perfect for young animal lovers. Spend the afternoon enjoying outdoor games like frisbee or soccer in the park.

evening
:

Dine at a restaurant that caters to families, offering a diverse menu that pleases even the pickiest eater. After dinner, visit a local ice cream shop for dessert and stroll through the park to end the day on a sweet note. Engage the kids with storytelling or games before heading back to your accommodations to wind down.

day 5
Historical Ventures
morning
:

Begin your day with breakfast at a vintage-inspired diner before diving into Oskaloosa's rich history. Visit the Oskaloosa Italianate House, a local historical gem with fascinating architecture and stories. Take time to enjoy the surrounding gardens and learn about the house's restoration process.

afternoon
:

After your historical exploration, grab a hearty lunch at a charming café that reflects Oskaloosa's cultural heritage. Spend the afternoon visiting the Oskaloosa Christian Bookstore and other historical sites to appreciate the town’s legacy. Engage in a guided walking tour that uncovers hidden stories and facts about the city.

evening
:

For dinner, enjoy a meal at a restaurant that specializes in local dishes, perhaps with a twist of historical recipes. Attend an evening event, such as a talk or lecture at a local venue, to connect deeper with the community and its past. Complete your night with a stroll through the downtown area, appreciating the historical ambiance and community spirit.

day 6
Adventure Awaits
morning
:

Fuel your day with breakfast at a local café known for its hearty portions and friendly service. Head to the nearby water park or adventure center to experience thrilling activities like zip-lining or rock climbing. Engage with family or friends, setting the tone for an energetic day filled with laughter and excitement.

afternoon
:

After the adventures, have lunch at a nearby food truck or casual eatery that offers quick and tasty options. Spend the afternoon exploring nearby hiking or biking trails, where you can experience the beauty of the surrounding landscapes. Prepare for more adventure by trying out some outdoor sports like paddleboarding or canoeing on the nearby lakes.

evening
:

Enjoy a late dinner at a sports bar where you can share stories of the day's adventures over delicious wings and drinks. If time allows, catch a local game or sporting event that showcases the community's team spirit. Return to your accommodation for a cozy evening, perhaps with a movie or game night to unwind after an active day.

day 7
Relaxation Retreat
morning
:

Start your day with a serene breakfast at a health-conscious café, focusing on fresh and wholesome options. Afterward, find a local spa for a morning of relaxation and pampering treatments, from massages to facials. This tranquil start sets the tone for a gentle-paced day ahead.

afternoon
:

Enjoy a leisurely lunch at a garden restaurant that combines nature and dining for a refreshing experience. Spend the afternoon in a local park or botanical garden, immersing yourself in the vibrant colors and scents of nature. Consider participating in a yoga class offered at a nearby studio to rejuvenate your spirits.

evening
:

Dine at a tranquil lakeside restaurant, where you can enjoy the peaceful view while savoring delicious seafood or vegetarian dishes. Post-dinner, take a scenic walk by the water, soaking in the natural beauty of the evening. End your day with a cozy nightcap at a local wine bar, reflecting on the peaceful experiences of the day.

day 8
Community Connection
morning
:

Get your day started with a breakfast at a local diner, known for its home-cooked meals and welcoming atmosphere. After breakfast, visit the Oskaloosa Community Center for information on any workshops or classes you might join. Engage with local community members to learn more about Oskaloosa’s values and initiatives.

afternoon
:

After lunch, immerse yourself in a local volunteering opportunity, helping out at a community garden or food bank. Spend some time at Oskaloosa's public library to discover resources that may be beneficial for your personal developments, such as book clubs or literacy programs. Take the time to connect with locals and ask about their favorite spots and experiences in the town.

evening
:

Savor dinner at a community-focused restaurant that emphasizes local produce and sustainability. Attend a neighborhood meeting or community event happening in the evening to further build connections and engage with residents. Cap off the night with casual conversation over coffee at a local café, bonding with others while sharing your experiences.

day 9
Local Discoveries
morning
:

Kick off your last day with a delightful breakfast at a beloved local café, renowned for its breakfast specialties. Spend the morning exploring off-the-beaten-path attractions, such as lesser-known historical sites or scenic viewpoints. Engage with locals to get their recommendations on hidden gems in the area.

afternoon
:

For lunch, try a local favorite that is often overlooked by tourists, allowing you to experience authentic regional flavors. Visit quaint shops where local artisans sell their crafts, and consider purchasing unique souvenirs to commemorate your visit. Take a moment to relax in a local park or café, observing the daily life of Oskaloosa.

evening
:

Enjoy a farewell dinner at a well-reviewed restaurant, allowing you to indulge one last time in the local culinary scene. Reflect on the memories created during your visit and perhaps share some stories with fellow diners. End your trip with a night walk around the beautiful landmarks, absorbing the essence of Oskaloosa as you say goodbye.

Discover Oskaloosa

Read more in our Oskaloosa 2025 Travel Guide.

Oskaloosa Travel Guide