Date Night in Maitland

Blackbird Comics & Coffeehouse

Mandola's Italian Kitchen

Jazz Tastings

Thoughtfully sourced meals, cocktails, wine & beer in a family-owned restaurant/bar with live music.

Good Times Bar & Grill

The Great Greek Mediterranean Grill - Maitland, FL

Coffee For The Soul , Maitland

ANTONIO'S Maitland

Classic pastas & other refined Italian fare come in an elegant upstairs space with a terrace.

Francesco's Ristorante & Pizzeria

Italian specialist serving oven-fired comfort food & pizzas in an antiques-chic space with a bar.

Parea Greek Taverna

Starbucks Coffee Company

Welcoming coffeehouse with handcrafted coffee, espresso & tea, plus breakfast, lunch & pastries.

Eden Bar

Outdoor garden bar at Enzian Theater with ancient oak trees, lunch, happy hour & late-night menus.

Permanent Vacation

Art & History Museums of Maitland

Complex of charming buildings with art & local history displays, plus classes & special events.

Grain and Berry - Maitland

Minnehaha Park

Lakefront spot with a boardwalk offering fishing, tennis courts, a playground & picnic pavilions.

Lake Lily Park

5-acre park with a lakeside boardwalk, playground & paths, plus a gazebo & historic house museum.

Jalapeños Mexican Eats

Enzian Theater

Nonprofit indie theater for cult & matinee classics, plus special events & a bar amid towering oaks.

KOS COFFEE

Cow & Cheese