Wine and Dine at an Upscale Restaurant

Treat yourselves to a romantic dinner at one of Oswego’s upscale restaurants. Enjoy delicious cuisine, impeccable service, and a cozy ambiance as you toast to your love. Whether you prefer Italian, seafood, or steak, there are plenty of options to choose from in the city.

Alternative options
– Port City Cafe & Bakery
– GS Steamers Bar & Grill
– Canale’s Restaurant

On-Demand Childcare in Your Neighborhood

Book a Sitter

Catch a Movie at the Oswego Cinema

Unwind with a movie night at the Oswego Cinema. Snuggle up together in the cozy theater seats as you enjoy the latest blockbuster or indie film. Don’t forget to grab some popcorn and candy for the full movie-watching experience.

Alternative options
– Regal Destiny USA & IMAX
– Oswego 7 Cinema

Take a Stroll along the Oswego Riverwalk

Enjoy a leisurely stroll along the scenic Oswego Riverwalk. Hold hands as you admire the beautiful views of the river, boats, and surrounding nature. This relaxing activity is the perfect way to connect with your partner and enjoy some fresh air.

Alternative options
– Breitbeck Park
– Fort Ontario State Historic Site

Enjoy Live Music at a Local Venue

Dance the night away or simply sit back and enjoy live music at one of Oswego’s local venues. Whether you’re into jazz, rock, or country, you’re sure to find a music event that suits your tastes. Grab a drink, hit the dance floor, and have a memorable night out.

Alternative options
– Old City Hall
– GS Steamers Bar & Grill

Sip Craft Cocktails at a Cozy Bar

Relax and unwind with craft cocktails at a cozy bar in Oswego. Whether you prefer classic cocktails or innovative creations, you’ll find a wide selection of drinks to choose from. Cheers to your relationship and enjoy a laid-back evening together.

Alternative options
– Greene’s Ale House
– Bistro 197

Attend a Paint and Sip Night

Get creative and have fun at a paint and sip night in Oswego. Unleash your artistic side as you follow along with an instructor to create a beautiful masterpiece. Sip on wine or cocktails as you paint, laugh, and enjoy a unique date night experience.

Alternative options
– Artfully
– Canvas, Corks & Forks

Explore the Richardson-Bates House Museum

Immerse yourselves in history and culture by visiting the Richardson-Bates House Museum. Explore the beautifully preserved historic home, learn about Oswego’s past, and admire the art and artifacts on display. This educational date night activity is both enriching and enjoyable.

Alternative options
– H. Lee White Maritime Museum
– Safe Haven Holocaust Refugee Shelter Museum

Indulge in Dessert at a Charming Bakery

Satisfy your sweet tooth with a visit to a charming bakery in Oswego. Treat yourselves to delectable pastries, cakes, and cookies, and savor every bite. Enjoy a cozy atmosphere, friendly service, and mouthwatering desserts as you relax and unwind together.

Alternative options
– Eternity Cakes
– Man in the Moon Candies

Play Mini Golf at Thunder Island

Have a playful and competitive date night at Thunder Island’s mini golf course. Putt your way through the whimsical and challenging course as you enjoy each other’s company. Laugh, tease, and have a blast as you navigate the obstacles and try to sink that hole-in-one.

Alternative options
– Captain’s Cove Adventure Golf
– Whispering Waters Golf

Relax with a Couples Massage at a Spa

Indulge in some much-needed relaxation with a couples massage at a spa in Oswego. Unwind together as skilled therapists work out your tension and stress, leaving you both feeling rejuvenated and refreshed. Reconnect with your partner and enjoy a truly pampering experience.

Alternative options
– Studio Barre & Lounge
– Sunset Serenity Spa