15 Best Things to Do in Oswego

Oswego, located 45 miles west of downtown Chicago, is a rapidly-growing community. Since 2000, it has doubled in size.

Oswego is located on the banks the Fox River. It has beautiful waterfront parks where you can relax or launch canoes and kayaks. You can also follow the long-distance Fox River Trail.

The village has expanded and the downtown area has been renovated to become a charming shopping and dining area with brick buildings.

Oswego is only minutes away from great family attractions such as the largest waterpark Illinois or Keller’s Farmstand, which offer tons of fall fun.

1. Downtown Oswego

Downtown Oswego

Oswego is a town that has existed for over 170 years, despite its rapid population growth over the past 20 years. This village can be seen downtown.

It took a lot of work to improve the streetscape, maintain historic architecture, and bring independent businesses to this region.

Many exciting events take place in downtown, such as Oswego Beats and Eats or the Country Market.

You will find specialty shops selling homewares, collectibles, health foods, flowers, and other items. It is possible to rent prom dresses in the area. There is also a donut shop and craft brewery.

2. Hudson Crossing Park

Hudson Crossing Park

Hudson was Oswego’s first name. This is where generations of Native Americans, and later Euro-American settlers, forded Fox River.

Local limestone pillars support the arch at the main entrance. It is a reference to the time. Hudson Crossing Park is one of the few parks located along the Fox River Trail. It crosses the river via a pedestrian bridge, which was used previously by the Chicago interurban trolley lines and the Aurora Elgin. The limestone piers are a historic landmark dating back to 1867.

Hudson Crossing Park features lighted walkways and accessible children’s play areas. It also has a sand playground. There is also a launch area for kayaks or canoes. A picnic area with grills is available.

3. Raging Waves Waterpark

Raging Waves Waterpark

It is only 15 minutes from Oswego which is Illinois’ largest waterpark. Raging Waves is an Australian-themed waterpark that is not found in most Chicago suburbs.

The property covers 45 acres and features a large wavepool, a lazy stream running more than a quarter mile, and 20 water slides.

One of Australia’s top attractions is the Aussie Mat Dash. It is a six-lane rallyRACER and one of only three such rides worldwide. Wonambi is a 4-person raft ride. It starts at 68 feet and has a 720deg spiral.

Raging Waves has several kiddie areas, including Kangaroo Falls (4-story water play area), Koala Kove (3-story toddler-oriented Koala Kove), and a shallow pool with safe slides.

4. Little White School Museum

Little White School Museum

Oswego’s local history museum is housed in a church-turned-schoolhouse dating back to 1850. This building, which is Kendall County’s oldest public use, predates Oswego by 2 years.

The church was closed in 1964 and converted into a school. In the 1970s, it was saved from total destruction. In 2010, the church was finally transferred to the local park division.

The museum is praised for telling the story of the community through thousands of artifacts.

There are many programs offered at the attraction, including history walks and storytime for children. You can also keep your children busy with scavenger hunts.

5. Sugar Grove Family Fun Center

Mini Golf

This family-friendly center is close to Raging Waves Sugar Grove. It has lots of fun for everyone. Two go-kart tracks on concrete are the main attraction.

Sugar Grove Speedway has a 1/4-mile circuit which can hold up to 16 karts. Two-seaters are available so that children can join their parents.

The Wrangler for adults is a little more serious and features turns that are specifically made for drifting. Bumper boats and a water fight zone are two other attractions. You will find 18 holes of minigolf as well as a driving range and a golf centre.

6. Keller’s Farmstand


The area to the south of the town has a classic farmstand. It’s open late April through May, and reopens every weekend from mid-July to the end of October.

Planters, hanging baskets and other perennials, bedding and herbs can be found in spring.

Summer is a great time to enjoy fresh fruits and veggies. These include zucchini, tomatoes, hot and mild bell peppers, onions, watermelon, peaches, and Illinois’ favorite watermelon. In the fall, you can also pick pumpkins and apples.

On weekends in September and October, the farm offers a range of activities, including an animal barn, 10-acre corn maze, wagon rides, and delicious food like kettle corn, apple cider donuts and homemade fudge.

7. Phillips Park Zoo

Phillips Park Zoo

The public zoo can be found in Aurora. It takes about ten minutes. Phillips Park Zoo dates back to 1915 and is a landmark attraction. It is open all year round, unlike other attractions.

This page lists the Midwest’s wild species. Many of these species (such as the gray wolf or mountain lion) are not found in the wild anymore or only occur in very small numbers.

The Reptile House also contains North American river Otters and American Elk as well as a variety turtles, snakes and birds of prey like the red tailhawk and Harris hawk.

8. Prairie Point Community Park


This park covers 66 acres and is Oswego’s largest for active recreation. It is located around the Oswegoland Park District headquarters.

Prairie Point Community Park has 18 acres of soccer fields and a large concrete skate park. There are also two basketball courts. Four lighted softball/baseball pitches are available. The outdoor skating rink and sledding hill are two of the winter activities.

It is situated in a natural mesic/wet Prairie basin. This park also houses Oswego’s pantry garden. The garden provides fresh produce of more than 1,000 pounds each year for families in desperate need.

Families love the South Side splash pad during summer months.

9. Fox Valley Winery

Toasting Wine

We compiled this list because this multi-award-winning boutique winery had planned to move its tasting area into downtown Oswego.

Fox Valley Winery is a well-respected winery, with many wines made from single-vineyard Illinois grapes.

The winery offers a variety of wines from red to white to sweet and dried palates. There are many wines available at the winery, including Syrah and Petite Sirah Chardonnay, Seyval Blanc and Syrah. You can also find carefully balanced blends.

The tasting room is open seven days a week with extended hours on Fridays and Saturdays. The tasting room also showcases the talent of local artists.

10. Oswego Brewing Company

Oswego Brewing Company is home to a skilled brewing team, which is led by a former teacher in chemistry. It is a local craft brewery that is growing.

Five flagship beers are available all year, and are always on tap in the taproom.

These include Oswego Lager (Vienna style lager), Station 1 (IPA), Stone Skipper (Hefeweizen), Old Firehouse/Cream Ale, and Hay’z For Horsez. (New England IPA).

The friendly taproom and beer garden can be found in downtown Oswego. The taproom is open Friday to Saturday from 11:59 to noon. The taproom is open from Friday through Saturday, 11:59 pm. There is always a food truck on the street during weekends.

11. Saw Wee Kee Park

Saw Wee Kee Park

The park covers 135 acres and is slightly more wild than the riverside parks. Since the 1950s, it has been part of Oswegoland Park District.

This riverside section has a gravel pit, which was previously strip-mined. This gravel pit has been restored to its former glory, and it is now a natural habitat both for deer and bald eagles.

There are many trails marked with different colors that you can use to cross-country ski, horseback ride or BMX bike through the forest. You can also launch your canoe or kayak here in the summer. Fishing from the riverbank is also possible (catch and release only).

12. Violet Patch Park

Violet Patch Park

Violet Patch Park is another spot that is great for enjoying time near the Fox River.

This spot is also a good place to launch a kayak, canoe or canoe for a paddle on the Fox River. You can also find shelters, picnic tables, grills and shelters along the riverbank.

Eagle Ridge Park can be found parallel to Violet Patch Park, IL 25. It is famous for its 18-hole disc golf course. It is accessible via the Waubonsie Trail, which runs 3.2 miles and takes you through residential areas to Jaycee Park in Boulder Hill.

13. Fox Bend Golf Course


Oswego’s beautiful public golf course is available to all at very affordable rates. It’s located on Waubonsie Creek, which can be a danger on several holes.

Fox Bend is a difficult course but always enjoyable. The holes are located on deceptively hilly terrain. They also have narrow fairways with doglegs. Deep wooded areas are also available with strategically placed bunkers.

As the greens roll quickly, you’ll need your eyes to be focused on every aspect of your game. Practice is possible on the driving range, as well as two putting greens or a bunker.

14. Altitude Trampoline Park

Altitude Trampoline Park

Altitude Trampoline Park offers a great workout for both adults and kids. It covers an area of approximately 30,000 square feet.

Main Court, which is the main area, has wall-to-wall trampolines. There’s also a battle beam and giant stain bag.

For children with less experience, there is a separate area that includes trampolines and a foam pit. There is also a playground. You can purchase all-access passes for 60 to 120 minutes. This is an excellent choice for children’s birthdays, from toddlers through teens.

15. Movies in the Park

Movies in the Park

Every summer, the Oswego Entertainment Venue at 1010 Station Drive hosts an outdoor movie screening series.

Movies in the Park begins in June and continues until the end of August. This article was originally published in 2008. You can bring your own car, or bring a blanket and/or a chair.

There are no food trucks, but you can bring your food and drink. There were films such as The Greatest Showman, Trolls World Tour and Trolls World Tour at the time of writing. Raya, the Last Dragon, and The Croods: A New Age were also included on the list.