Romantic Dinner at Firefly Grill

Enjoy a romantic dinner for two at Firefly Grill, a popular farm-to-table restaurant in Charleston. With a cozy atmosphere and delicious seasonal menu, this restaurant is the perfect spot for a special evening with your partner. Alternatively, couples can also check out Sarah’s on the Square or Pagliacci’s.

Alternative options: Sarah’s on the Square, Pagliacci’s

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Wine Tasting at Tuscan Hills Winery

Indulge in a wine tasting experience at Tuscan Hills Winery, where you can sample a variety of locally-made wines in a beautiful setting. This intimate activity allows couples to relax and enjoy each other’s company while savoring different flavors. For a different wine tasting experience, couples can also visit The Village Wine Shop or The Wine Seller.

Alternative options: The Village Wine Shop, The Wine Seller

Outdoor Movie Night at Fox Ridge State Park

Pack a picnic and cozy blankets for a romantic outdoor movie night at Fox Ridge State Park. Enjoy a film under the stars with your loved one, making for a memorable and unique date night experience. For a different outdoor movie night location, couples can also consider Lantz Outdoor Theater or Bob’s Drive-In Theater.

Alternative options: Lantz Outdoor Theater, Bob’s Drive-In Theater

Couples Cooking Class at The Cookery

Take a couples cooking class at The Cookery, where you can learn new culinary skills while bonding with your partner. This hands-on experience is not only fun but also allows you to enjoy a delicious meal together at the end of the class. Alternatively, couples can also explore cooking classes at Hy-Vee or Lake Land College.

Alternative options: Hy-Vee, Lake Land College

Live Theater Performance at The Charleston Alley Theatre

Experience a live theater performance at The Charleston Alley Theatre, where you can enjoy a night of entertainment with your significant other. From dramatic plays to comedic productions, this local theater offers a variety of shows for couples to enjoy. For a different theater experience, couples can also check out The Little Theatre On The Square or Mattoon Bagelfest.

Alternative options: The Little Theatre On The Square, Mattoon Bagelfest

Stargazing at Loxa Observatory

Spend a romantic evening stargazing at Loxa Observatory, where you can marvel at the night sky with your partner. This unique date night activity allows you to enjoy the beauty of the cosmos together and create lasting memories under the stars. For a different stargazing experience, couples can also visit Lake Charleston or Kiwanis Park.

Alternative options: Lake Charleston, Kiwanis Park

Art Class at Lynne’s Brush Studio

Get creative with your partner and take an art class at Lynne’s Brush Studio, where you can unleash your inner artist and create something beautiful together. This hands-on activity is a great way to bond and explore your artistic side with your loved one. Alternatively, couples can also consider art classes at Coles County Arts Council or Lake Land College.

Alternative options: Coles County Arts Council, Lake Land College

Live Music at The Uptown Tap

Enjoy live music at The Uptown Tap, a local hotspot where you can listen to talented musicians while sipping on craft cocktails with your partner. This lively atmosphere is perfect for couples looking to unwind and have a fun night out together. For a different live music experience, couples can also check out Top of the Roc or PK’s.

Alternative options: Top of the Roc, PK’s

Couples Massage at Serenity Massage

Indulge in a relaxing couples massage at Serenity Massage, where you can unwind and de-stress with your partner in a tranquil setting. This pampering experience is a great way to relax and rejuvenate together, making for a truly romantic date night. Alternatively, couples can also explore couples massage options at La Vie Spa or The Beauty Bar.

Alternative options: La Vie Spa, The Beauty Bar

Walk along the Coles County Memorial Airport

Take a leisurely stroll along the Coles County Memorial Airport runway, where you can enjoy a quiet and scenic walk with your loved one. This peaceful setting is perfect for couples looking to connect and enjoy each other’s company in a serene environment. For a different walking location, couples can also consider Fox Ridge State Park or Lake Charleston.

Alternative options: Fox Ridge State Park, Lake Charleston

Wyndy is a great platform to find reliable babysitters in Charleston, IL, so you can enjoy a worry-free date night without the kids. Sign up for Wyndy today to hire a sitter and plan your next evening out with your partner.