• Slide Background Image
    chef-hat
    A Hometown Favorite
    Welcome to Hilltop Tavern
  • Slide Background Image
    Renovated for Comfort
    Fresh and Inviting Space
  • Slide Background Image
    Delicious & Affordable
    Great Food and Drinks
    Savor good company with cold beer and tasty bites at unbeatable prices.
    Perfect for any casual outing or celebration!
Background

Suggestions

Explore the featured selections!

Budweiser

Pinot Grigio

Smirnoff Original

Jack Daniels

About

Cheshire's Hilltop Tavern

Welcome to Cheshire's Hilltop Tavern, a delightful gem nestled in the heart of Fruitland Park, Florida, at 503 N Dixie Ave. This local tavern has become a beloved gathering spot for residents and visitors alike, offering a warm ambiance where everyone feels like family. As soon as you step through the doors, you're greeted by friendly faces, creating an atmosphere reminiscent of the classic sitcom, Cheers, where "everybody knows your name."

One of the standout features of Cheshire's Hilltop Tavern is its remarkable transformation. Patrons have expressed their amazement at the recent renovations, which include a brand-new kitchen and a non-smoking environment, making it even more inviting. Whether you're stopping by for a casual drink or a lively evening of live music on weekends, there's something here for everyone.

The tavern boasts a fantastic selection of beverages, with a variety of cold beers and an expanding range of seltzers, ensuring that your drink of choice is always at hand. Feedback from the community reflects a commitment to exceptional service, with bartenders like Sherry and Tina receiving high praise for their dedication and warmth. The team at Hilltop fosters a sense of camaraderie, often going the extra mile during the holidays by putting out food spreads to welcome customers.

For those seeking entertainment, Cheshire's Hilltop Tavern is equipped with darts, pool tables, and even a patio with covered seating, perfect for enjoying the Florida breeze while sipping your favorite brew. Regulars and newcomers alike appreciate the vibrant social scene, with events and DJs ensuring that the atmosphere remains lively and engaging. As noted by several visitors, Hilltop is a "work in progress," continually evolving to meet the desires of its patrons while maintaining the essence of a friendly, local bar.

In summary, Cheshire's Hilltop Tavern is more than just a place to grab a drink. It's a community hub infused with character, lively entertainment, and genuine hospitality. If you find yourself in the area, be sure to stop by—you're bound to leave with a smile, new friends, and perhaps even a newfound favorite spot in the heart of Fruitland Park.

Background

Book a table

Make A Reservation

You can Book a table online easily in just a couple of minutes. Just check the availability of your table & book it now!