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Jessie's Lounge Tickets

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The venue

About Jessie's Lounge

Welcome to Jessi e's Lounge, a staple of downtown Winter Haven's vibrant live music scene. Located at 118 3rd St SW, this intimate bar and venue hosts a range of performances from jam nights to touring acts, offering an authentic, no-frills experience for music lovers. While seating details aren’t published, the venue remains a favorite for fans who enjoy close-up shows and a friendly, easy-going atmosphere. Whether you’re here for a local jam session or a headline act, we’ve got you covered with practical tips to secure your night out.

Planning your visit is straightforward. Jessie's Lounge sits in the heart of Winter Haven, making it accessible from nearby hotels and with multiple transit options. Downtown parking is available on-street, and a four-story downtown parking garage proposal announced in 2025 could add roughly 292 spaces in the future. For now, plan accordingly and arrive a bit early if you’re driving.

Nearby you’ll find a cluster of LEGOLAND Resort hotels perfect for a family-friendly weekend or a quick getaway after a show, such as LEGOLAND Hotel, LEGOLAND Pirate Island Hotel, and LEGOLAND Beach Retreat. If you’re staying a bit closer to town, consider the Best Western Plus Winter Haven Inn & Suites or the Hampton Inn Winter Haven for comfortable stays within easy reach of Jessie's Lounge. To cap off your night, you’ll find a variety of dining options nearby—great for a post-show bite or a relaxed pre-show meal.

Transit in the area is well-served by Polk County’s Winter Haven Area Transit (WHAT) and Citrus Connection, with the Legoland corridor offering convenient connections for visitors coming from surrounding communities. We’ve highlighted affiliate-friendly hotel and restaurant partners to help you plan a seamless visit. When you’re ready, secure your seats for the next show through us and enjoy a straightforward, friendly buying experience—no fuss, just great live music.

Good to know

Seating, Parking & Venue Information

  • Address: 118 3rd St SW, Winter Haven, FL 33880
  • Venue type: Live music venue / bar
  • Capacity: not publicly disclosed
  • Seating chart: no public seating chart published; seating is not formally published
  • Parking: street parking available; downtown parking garage proposal announced in 2025 (4-story, ~292 spaces) with no completion date
  • Transit: served by Polk County transit (Winter Haven Area Transit, WHAT) and Citrus Connection; Legoland corridor has transit options
  • Nearby hotels: LEGOLAND Florida Resort hotels (LEGOLAND Hotel, LEGOLAND Pirate Island Hotel, LEGOLAND Beach Retreat); Best Western Plus Winter Haven Inn & Suites; Hampton Inn Winter Haven
  • Notable events hosted: Rock’n Block Party (2016) drawing 500+ attendees; regular jam nights (The Jam with No Name); Peace Train Karaoke; JJ Grey & Mofro performed in 2016; ongoing events listed for 2025-2026