We're highlighting a few sites around Oshkosh that would be perfect for a proposal - check out these beautiful local spots to pop the question! PLUS! Get inspiration and check out other Oshkosh Love Stories here!

Asylum Point Lighthouse

Check out the breathtaking lighthouse north of Oshkosh. Situated on the shores of Lake Winnebago, Asylum Point Lighthouse is a tranquil area featuring miles of hiking trails, great fishing and a historic lighthouse. Park users are welcomed by beautiful landscapes of scenic lakefront, marshland and prairie. 

Asylum Lighthouse & Hughes Chocolates

Celebration of Lights

Thinking of a festive proposal? During the holiday season, the Celebration of Lights is located at the EAA AirVenture Grounds in Oshkosh and includes a beautiful light show, wagon rides (reservations only), and more!

Celebration of Lights Engagement

Downtown Oshkosh

Stroll along the Fox River on the new Oshkosh Riverwalk. This scenic walkway follows the river downstream from downtown Oshkosh, giving pedestrians a chance to enjoy scenic waterscapes. Boats can dock along the Riverwalk and enjoy downtown restaurants, shopping and special events.

Learn more about our amazing murals here!
  • Greetings Tour Mural on the side of the Roxy - 571 N Main St
  • Grow with the Flow Mural on the side of Richards - 219 State St
  • Algoma Alley - 110 Algoma Blvd
  • Oshkosh Mural on the side of New Moon - 401 N Main St
  • Chief Oshkosh Mural on the side of Manila - 103 High Ave
  • Daisy Mural - 440 N. Main St
  • Fairylane Murals - 525 N Main St
  • Mini Mural Project - All throughout Oshkosh
  • Fifth Ward Mural - 1009 S Main St
 

Couple on the Riverwalk

EAA AirVenture

For aviation enthusiasts - the brown arch at EAA AirVenture is an iconic spot to pop the question! Every July, over 700,000 pilots and aviation friends from all over fly in to spend the week in Oshkosh at AirVenture. AirVenture has seen it all - even weddings on the grounds under the wing of an airplane!

Proposal at EAA AirVenture 2025 by the Brown Arch

Photo Credit: Art Eichmann Photography

Menominee Park

Take your loved one through the many paths throughout Menominee Park - or pack up a picnic basket and enjoy the many sounds of Lake Winnebago and it’s wildlife while you enjoy a bite to eat! The entire eastern side of the park is bordered by beautiful Lake Winnebago and is a prime spot to watch the sunrise.

Menominee Park Sunset Outside

On The Water

Cruisin Tiki offers the perfect intimate spot for a proposal! Climb aboard a floating tiki boat and set sail into the sunset together. Holding up to 6 people - the captain will pick you up at Fox River Brewing Company and take you on a journey down the river at a slow speed. Plenty of time to pop the question and have a mini celebration!

Cruisin Tikis May 2022

Oshkosh Public Museum

The Oshkosh Public Museum is more than just a piece of local history—it’s a picture-perfect place to pop the question. Known for its stunning architecture and timeless charm, the museum offers a romantic and memorable backdrop. Whether you’re looking for a meaningful tie to Oshkosh’s past or simply a beautiful setting for your special moment, the Oshkosh Public Museum has it going on!

Oshkosh Public Museum Engagement Photo Session

Photo Credit: Bebe Yang Photography

The Paine

The Paine Art Center & Gardens is an English-inspired estate in a beautiful Wisconsin setting. Construction of the Paine began in 1925 and did not finish until 1948 when it finally opened to the public. Today, the historic Paine property holds a collection of more than a thousand artworks, including paintings, sculptures, furnishings and decorative objects. The entire estate features 20 garden areas, which have been designed to create outdoor "rooms" showcasing a wide variety of plants.

Paine Formal Garden Fountain

UW Oshkosh Campus

If you met your sweetheart while attending UW Oshkosh, what better place to propose than the University's campus! Reminisce while walking through campus, or check out part of the Wiouwash State Trail, which runs through Oshkosh and the rest of Winnebago County as well as directly through the UW Oshkosh campus.

Dempsey Hall UW Oshkosh

If you’re looking for places to purchase an engagement ring, we’ve got you covered! Here’s a list of local Oshkosh jewelers that would be happy to help.

Stay the night in Oshkosh—click here for overnight options!

More Oshkosh Love!