Explore Oswego: The Best of the Fox River Valley
While the private waterfront at The Dovehill might make you want to stay in, the surrounding community is waiting to be explored. Affectionately known by locals as O-Town, Oswego offers the perfect blend of historic downtown charm, scenic outdoor recreation, and vibrant dining. Whether you are looking for a relaxing stroll along the Fox River or an unforgettable meal, here are some of our favorite local spots to check out during your stay.
Local Dining & Drinks
113 Main
Located in the heart of downtown, this is a must-visit for eclectic American food and a modern rustic atmosphere. Their menu features familiar bold flavors with a unique chef's twist, paired perfectly with a great selection of craft drinks.
Hell's BBQ
A buzzworthy local smokehouse legendary for its tender ribs and hearty brisket. Get there early—when the trays are empty, they are done for the day!
Fox Valley Winery
An officially recognized Illinois Made destination where you can sample handcrafted wines produced from grapes grown right here in the Fox River Valley.
Outdoor Recreation & Golf
Fox Bend Golf Course
Pack your clubs and visit one of the premier public courses in the area. It is a fantastic layout—be sure to test your precision on the notoriously tricky Hole 11.
Oswegoland Park District Trails
The park district maintains over 40 miles of trails connecting up and down the river. If you are visiting during the summer, it is a great place to get outside and join the community for events like the Monday Miles walking program.
Hudson Crossing Park
Just steps away from the downtown shops, this riverside sanctuary offers accessible playgrounds, serene picnic spots, and a scenic pedestrian bridge over Waubonsie Creek.
Seasonal Attractions
Keller's Farmstand
A staple for local agritourism. Stop by to shop for farm-fresh produce in the summer, or visit in the fall to enjoy their massive pumpkin patch, corn maze, and heritage apple orchard.
Beyond Oswego: Neighboring Discoveries
While there is plenty to keep you busy right here in O-Town, The Dovehill is perfectly positioned for those who want to explore the wider Fox River Valley. Just a short drive down the river, Yorkville offers excellent local dining and riverside shopping. To the east, Plainfield features a highly walkable, historic downtown filled with charming restaurants and boutiques. If you are looking for high-energy entertainment, head north to Aurora, where you can hunt for designer deals at the Chicago Premium Outlets. Plus, you can experience the brand-new, $360 million Hollywood Casino resort, now open right across from the outlets.