Dinner and a Wine Tasting

Start your date night off with a romantic dinner at Ivanhoes, known for its delicious menu and cozy atmosphere. After dinner, head to the nearby Two EE’s Winery for a wine tasting experience. Sip on a selection of local wines and enjoy the beautiful vineyard views.
Alternative options: Joseph Decuis Restaurant, Country Heritage Winery & Vineyard

On-Demand Childcare in Your Neighborhood

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Stroll Through Taylor University Arboretum

Take a leisurely stroll through the beautiful Taylor University Arboretum, a peaceful oasis in the heart of Upland. Explore the winding paths, lush gardens, and serene landscape as you enjoy each other’s company in a tranquil setting.
Alternative options: McCulloch Park, Westwood Park

Catch a Movie at Strand Theatre

For a classic date night experience, catch a movie at the historic Strand Theatre in downtown Upland. With its charming Art Deco design and cozy seating, this theater offers the perfect setting for a night at the movies with your partner.
Alternative options: AMC Showplace Muncie 12, AMC Classic Marion 12

Take a Painting Class Together

Get creative with your partner by taking a painting class together at Just Bead It & The Balcony. Unleash your artistic side as you create a masterpiece to take home as a memento of your date night adventure.
Alternative options: Wine and Canvas Muncie, Painting with a Twist – Muncie

Enjoy Live Music at Ivanhoes

Head back to Ivanhoes for a night of live music and dancing. Check their event calendar for upcoming performances by local musicians and bands, and let loose on the dance floor as you enjoy the vibrant atmosphere.
Alternative options: Valhalla, Be Here Now

Visit the Upland Historical Society Museum

Explore the town’s rich history together at the Upland Historical Society Museum. Learn about Upland’s past through fascinating exhibits and artifacts, and deepen your appreciation for this charming community.
Alternative options: Delaware County Historical Society, Marion History Museum

Play a Round of Mini Golf at Lakeview Golf Course

For a fun and lighthearted date night activity, head to Lakeview Golf Course for a round of mini golf. Putt your way through the colorful course and enjoy some friendly competition with your partner.
Alternative options: Mark’s Feed Store Mini Golf, River’s Edge Mini Golf

Relax and Unwind at a Spa

Treat yourselves to a relaxing spa experience at Renew Salon & Spa. Indulge in a couples massage, facial, or other pampering treatments to melt away the stresses of daily life and feel rejuvenated together.
Alternative options: Seasons Salon and Day Spa, Beau Visage Spa & Wellness

Take a Cooking Class Together

Get hands-on in the kitchen with a cooking class at the Upland Culinary Institute. Learn new culinary skills and techniques as you prepare a delicious meal together under the guidance of expert chefs.
Alternative options: Muncie Makes Lab, Mark III Tap Room

Attend a Performance at the Muncie Symphony Orchestra

Wrap up your date night with a touch of elegance by attending a performance by the Muncie Symphony Orchestra. Immerse yourselves in the beautiful music and artistry of the talented musicians for a truly memorable evening.
Alternative options: Anderson Symphony Orchestra, Kokomo Symphony Orchestra

Whether you’re looking for a romantic evening of fine dining or a fun-filled night of entertainment, Upland, IN has plenty to offer for your next date night. Hire a trusted sitter through Wyndy and enjoy a well-deserved break with your partner. Don’t let a lack of childcare hold you back from enjoying these fantastic date night ideas in Upland, IN.