Kick off the day at this beloved circa-1927 diner. Order big helpings of classic American comfort food — eggs, pancakes, or a hearty skillet. A Denver institution with great energy and a kitschy, welcoming vibe.

Head to City Park, Denver's crown jewel of green space (3.3 km from downtown). Stroll the esplanade, enjoy the lake views, and soak in the outdoor atmosphere. City Park Jazz is held here — even outside of a concert, this is a scenic and relaxing spot beloved by locals.

Tonight's dinner highlight: Dazzle Denver, Denver's premier jazz supper club. Enjoy eclectic eats and cocktails while live jazz sets the mood. This is the jazz lover's centerpiece of the day — book ahead if possible to secure a good table for the early evening performance.

Cap the night at The Black Buzzard at Oskar Blues, a live music venue and event space open from 6 PM. If a show is on tonight, it's a fantastic way to end Day 1 with more live music energy. Check the schedule in advance — only a short walk from Dazzle Denver.

Start the morning at this lively retro-style diner. Steuben's opens at 9 AM and serves classic American favorites — a great spot to ease into Day 2 with a relaxed sit-down breakfast.

Stroll through City Park and the open esplanade — a beautiful outdoor anchor in the heart of Denver. Let the jazz spirit of this iconic outdoor venue set the tone. Wander the lakeside paths, people-watch, and soak in the scenery. (~3.3 km from Denver center)

Lunch at Appaloosa Grill on the 16th Street Mall — an airy, employee-owned bar and grill serving eclectic, refined American comfort fare. Live music nightly means the atmosphere is already buzzing, and the outdoor-friendly setting fits perfectly with the preference for al fresco dining.

Tonight's splurge dinner at Mercantile (one tier above budget — $$$). This high-performance New American eatery at Union Station features a wine library, artisanal market, and barista bar all under one roof. A special evening highlight befitting Day 2. Note: closes at 9 PM.

Cap the night at The Black Buzzard at Oskar Blues — a live music venue just steps from Mercantile on Market St. Opens at 6 PM and runs until 2 AM, making it the perfect jazz-loving, laid-back evening closer. Catch live acts and enjoy the vibrant atmosphere.

Start Day 3 with a relaxed breakfast at Pasque, a brunch and breakfast restaurant just steps from downtown Denver. Settle in for a leisurely morning meal before heading out for the day.

Head to City Park Jazz (3.3 km from Denver center) — an iconic outdoor event venue and jazz gathering spot in Denver's City Park. Stroll the esplanade, soak up the outdoor atmosphere, and enjoy the park setting. Note: live jazz event schedules vary, so check ahead for any daytime programming.

Lunch at Corinne Denver, an upscale American eatery and bar with a warm, relaxed vibe at the stylish Le Méridien hotel. Rated 4.8 and priced $$, it's a well-earned midday treat. Enjoy the unhurried atmosphere over great American fare.

End the trip with a splurge dinner at Fire Restaurant & Lounge — a swanky dining room turning out New American cuisine with Colorado influences and curated cocktails. This is your ONE $$$ splurge stop, a fitting highlight to close out 3 days in Denver. Open until 10:00 PM.

Optional evening cap at The Black Buzzard at Oskar Blues on Market St — a live music venue and event space that opens at 6:00 PM. Given your love of jazz, check their evening lineup for live acts. A great final night out if you have the energy!