Whether it’s Valentine’s Day or just a special night out, date night is about connection, great food, and savoring moments together — not battling crowds or rushing through reservations. In DeKalb County, Indiana, couples can enjoy a relaxed, welcoming dining scene that makes any evening out feel simple, personal, and memorable.
From classic Italian dishes and steakhouse favorites to cozy local spots perfect for lingering conversations, DeKalb County offers plenty of options for a romantic dinner — whether you’re celebrating the holiday of love or simply making time for each other. Great food, friendly service, and a pace that lets you truly enjoy each other’s company await.
🥩 1. Auburn City Steakhouse – Classic Steakhouse in Auburn
- Address: 203 Main St, Auburn, IN 46706
- Phone: (260) 333-7337
- Website: https://www.auburncitysteakhouse.com/
A longtime local favorite housed in a restored historic building. Perfect for a classic steak dinner and wine in an inviting sit-down atmosphere.
🥩 2. Shorty’s Steakhouse – Steak & Seafood in Garrett
- Address: 127 N Randolph St, Garrett, IN 46738
- Phone: (260) 357-5665
- Website: http://www.shortyssteakhouse.com/
A well-liked steakhouse with prime cuts, seafood options, and a relaxed but elevated feel — ideal for a date night outside the usual dinner routine.
🍝 3. Sandra D’s Italian Garden – Cozy Italian Dining
- Address: 1330 S Main St, Auburn, IN 46706
- Phone: (260) 927-7282
- Website: Click Here
A hidden gem for classic Italian fare — think lasagna, ravioli and other house-made pasta dishes — in a warm, family-friendly dining room. Great choice for a cozy Valentine’s dinner.
🍝 4. The Italian Grille – Italian Comfort Food
- Address: 227 S Duesenberg Dr, Auburn, IN 46706
- Phone: (260) 925-9400
- Website: http://www.theitaliangrille.com/
Classic pasta dishes, pizzas, calzones and more in a relaxed setting that’s still perfect for a date night.
🍝 5. Salvatori’s Auburn – Italian Eatery
- Address: 170 Smaltz Way, Auburn, IN 46706
- Phone: (260) 333-3507
- Website: https://www.salvatorisitalian.com/
Part of a beloved regional Italian restaurant group known for fresh pasta, pizza, and classic entrees — reliable and delicious for a Valentine’s dinner.
🍽️ 6. Bridgewater Golf Club – Seafood & Steak with Scenic Views
4.1•Seafood•Closed
- Address: 1818 Morningstar Rd, Bridgewater Golf Club, Auburn, IN 46706
- Phone: (260) 925-8184
- Website: https://www.bridgewatergc.com
Enjoy surf and turf or seafood entrees — and if the weather’s nice, a view of the golf course — for a special Valentine’s outing.
🍽️ 7. Mimi’s Retreat – Casual Upscale Bar & Dinner
- Address: 125 E 9th St, Auburn, IN 46706
- Phone: (260) 925-2008
- Website: https://www.mimisretreat.net/
A comfortable spot with hearty American fare, sandwiches, salads and more — great for a more relaxed, low-stress date night dinner.
🍷 8. Country Heritage Winery – Vineyard & Tasting Room in Laotto
Address: 185 Co Rd 68, Laotto, IN 46763
Phone: (260) 637‑2980
Website: countryheritagewinery.com
A local favorite with beautiful vineyard views, award‑winning wines, live music events, and a welcoming tasting room — perfect for a relaxed stop before or after a special evening.
🍇 9. Byler Lane Winery and Event Center – Auburn Winery & Event Spot
Address: 5858 Co Rd 35, Auburn, IN 46706
Phone: (260) 920‑4377
Website: bylerlanewinery.com
A charming winery just outside Auburn with handcrafted wines and frequent special events, often paired with local food trucks and live music — a fun addition to date night plans.
🍷 10. Acres Away Winery – Ashley’s Vineyard & Tasting Experience
Address: 425 County Rd 23, Ashley, IN 46705
Phone: (260) 587‑3301
Website: acresawaywinery.com
A personalized winery experience with locally grown grapes and handcrafted wines — ideal for a cozy wine tasting stop on a date or weekend outing.
❤️ Tips for Valentine’s Day Dinner
- Reservations are strongly recommended — many sit-down spots fill up quickly on Valentine’s Day.
- Ask about Valentine’s specials or prix-fixe menus — some local restaurants offer special menus for the holiday.
- Pair dinner with a stroll around downtown Auburn’s historic square for a romantic finish to the evening.
- Start or end your evening by exploring local shops.
