Summer may technically be over, but as long as the weather allows us to slip into our shorts, we can continue to savor the season’s delights. What better way to do that than with a refreshing glass of wine while people-watching? To dine “al fresco,” a delightful Italian phrase meaning “in the fresh air,” is the perfect way to relish the remaining warmth. Luckily, Wheeling boasts an array of fantastic spots where you can indulge in delicious bites while soaking up those final rays of summer sunshine.
Waterfront Hall
For breathtaking views, the patio at Waterfront Hall is unbeatable. Overlooking the stunning waterfront, you can bask in the sunset while choosing from two fantastic eateries: The Wood Fired Pizza Co. or Avenue Eats. Be sure to grab a drink from the bar, where the specials are as refreshing as the views. With high-top seating that offers ideal vistas of the river and the vibrant crowd, it’s the perfect spot to unwind with friends.
Avenue Eats seasonal feature: Indulge in the Pumpkin-Goat Cheese Burger, plus savor scratch-baked pumpkin rolls available through Thanksgiving.
The Wood Fired Pizza Company seasonal feature: Treat yourself to Salted Caramel Pumpkin Cheesecake Dessert Pizza or Pumpkin Cannolis!
Later Alligator
Courtyard season is still alive and kicking at Later Alligator! Swing by and enjoy your meal under the iconic red umbrellas, providing a splash of color and shade during these lingering warm days. Sip on a Cold Beer (yes, that’s the actual name of the brew they have in stock!) or a refreshing iced coffee as you dig into a delicious French crepe. And don’t forget to keep an eye on their Instagram for spontaneous events like live music or trivia nights in the courtyard!
Seasonal feature: Delight in any of their daily soup specials, including butternut squash, French onion, mushroom bisque, and pumpkin spice crepes. Also indulge in any of their beautifully-crafted adult beverages-including the oh so yummy “one-of-a-kind hot cocoa”!
Sarah’s on Main
Savor your meal outdoors surrounded by incredible local art at Sarah’s on Main. The courtyard features a stunning mural by Rachel Goodman that brings the space to life! Indulge in delectable pastries, like a buttery croissant that will transport you to Europe. This garden-like oasis is the perfect backdrop for enjoying an espresso drink or a light lunch.
Seasonal feature: Try the Roasted Vegetable Fall Salad, salted caramel apple morning buns, pumpkin loaf with cream cheese icing, and if you’re lucky enough, a slice of the luscious weekly cake!
Elle & Jacks
Looking to elevate your alfresco dining into a chic date night? Elle & Jacks is the perfect destination. With a menu that constantly dazzles with mouthwatering specials and seasonally inspired cocktails, you’re in for a treat. Their charming outdoor dining area, adorned with lovely hanging plants and enchanting string lights, sets the perfect mood as you engage in lively conversation under the twilight sky.
Seasonal feature: This week’s star is the delectable Chicken Alfredo Linguine, and don’t miss out on the lemon mascarpone cake for a sweet finish!
The Public Market
A fresh hotspot for outdoor dining in Wheeling is The Public Market! With the new streetscape project transforming Main Street, they’ve added picnic benches outside. Swing by to grab something from their grab-and-go fridge, order something hot made to perfection, or treat yourself to one of their new smoothies or pressed juices!
A full seasonal fall menu is coming soon, so keep an eye on their social media!
Exciting News
New outdoor dining is on the way! On the 14th Street side of River City, an inviting outdoor space is being completed. Get ready to dig into great food (hello, pretzel bites!) and enjoy a crisp beer right in the heart of downtown.
As the evenings cool down and November approaches, countless pleasant nights await you at Wheeling’s fabulous outdoor dining spots. Even as the temperatures drop, these enchanting spaces remain inviting—just grab a cozy sweater to wrap up in as you enjoy your meal under the stars. With a glass of red wine in hand and a gentle breeze blowing, it might just feel a little bit like Italy! Don’t let the calendar change keep you indoors; embrace the crisp autumn air and make the most of these delightful alfresco experiences!
Get ready to feast your eyes! Swipe through to discover your next favorite fall dining spot—just a warning: drooling is highly likely!