Bob Stump and The Dreamer Band at Daryl’s House on a Sunday evening rounds out the weekend beautifully. An evening show at this venue has a distinctly different energy from the daytime brunch crowd — it is more intimate, more musically focused, and designed for people who came specifically because they wanted to sit down, enjoy a great dinner, and really listen to live music in one of the Hudson Valley’s most special rooms.
About Bob Stump & The Dreamer Band
Bob Stump and The Dreamer Band bring an Americana and roots-rock sensibility to the Daryl’s House stage that feels completely at home in this Hudson Valley setting. The full band format fills the intimate room with rich, layered sound, and the songwriting is the kind that rewards close attention — stories told through music that reveal more with each verse. For a Sunday evening, this is exactly the right tempo and mood — engaging and emotionally honest without being heavy or overwhelming, heartfelt without being somber. It is music for winding down the weekend on a beautiful note.
The Venue
Daryl’s House in Pawling is at its most atmospheric and inviting for evening shows. The lighting is warm and intimate, the room feels close and personal, and the connection between the performers and the audience is direct and unmediated. Full dinner service is available throughout the evening, making it easy to plan a complete night — arrive a little early, enjoy a wonderful meal, and then settle in with a drink as the music begins. It is civilized entertainment at its finest.
Tickets & Details
Bob Stump and The Dreamer Band play Daryl’s House on Sunday, April 19, 2026, at 7 p.m. Tickets are $22 – $29. Get tickets.
At $22 to $29, this is genuinely one of the most affordable evenings you will find at Daryl’s House, and the experience far outpaces what you would expect at that price point. The venue, the food, the intimate atmosphere, and the quality live music create an evening that would cost significantly more at most comparable establishments. A Sunday night show is also wonderfully unhurried and relaxing — there is no rush, no next stop on the itinerary, just good music to close out the weekend gracefully. A lovely way to spend an evening in the Hudson Valley.