October is when most Vermont offices start locking in their December calendars, and the good venues fill up fast. If your team is debating between another catered lunch and something people will actually talk about in January, a paint and sip session deserves a spot on the shortlist.
Below, we’ll walk through why painting works so well as a holiday team event, how to choose between a virtual and in-person format, and what to expect once you book. As a result, you’ll have everything you need to plan a party your whole team enjoys.
Why Paint and Sip Makes a Standout Holiday Party
Unlike a standard office party, a paint and sip event gives everyone something to do with their hands besides scroll their phone. People relax, laugh at their own brushstrokes, and leave with a finished piece to take home.
Additionally, painting naturally levels the playing field. Nobody on the team has an advantage, so junior staff and leadership end up chatting across the same table instead of splitting into the usual cliques.
For a closer look at how this plays out with real teams, our corporate team building page walks through what companies can expect from a session, from pacing to group size.
Virtual or In-Person: Picking the Right Format
Vermont companies with staff spread across several offices, or teams that are partly remote, often lean toward a virtual class. Everyone logs in from home or a conference room, and a local artist guides the group live over video.
In-person sessions, meanwhile, work well for a single office location or a holiday gathering at an off-site venue. Either way, the instruction and painting project stay the same quality.
Our virtual paint and sip classes for team building page breaks down exactly how the remote format runs, including tech requirements and timing, so you can decide which option fits your team before you book.
Easy Holiday-Themed Painting Ideas Everyone Will Love
For a December party, simple seasonal subjects tend to land best: a snowy Vermont tree line, a string of ornaments, or a cozy cabin scene. The goal is a design that looks impressive but stays approachable for painters of every skill level.
If you’d rather browse options first, our easy painting ideas guide lists beginner-friendly themes, color palettes, and tips that translate well to a holiday canvas.
Consequently, picking a project becomes the easy part of planning.
What to Expect: Planning Your Event Step by Step
Once you’ve settled on a format and a painting, the rest of the planning is straightforward. You’ll pick a headcount, confirm a date before the holiday rush fills the calendar, and let us know any dietary or accessibility notes for the group.
We recently put together a full walkthrough of this process in how to plan a corporate team building paint and sip event.
It covers timelines, budgeting, and how far in advance to book for a December date.
Setting Up for Success: Supplies and Logistics
For in-person classes, we bring everything needed to the venue, so there’s nothing for your office manager to track down. For virtual or at-home sessions, each participant needs a small supply kit, which we can ship ahead of time or point you toward.
Our paint and sip supplies page lists exactly what’s included and what to order if your team is painting from a mix of home offices and the main location.
Ready to Book Your Company's Holiday Paint and Sip?
December dates go quickly once the holiday season starts, so it’s worth reaching out now rather than in late November. Whether you’re planning for ten people or eighty, we can match the format and project to your team.
Head over to our book a paint class page to check available dates and get a quote, or reach out directly and we’ll help you plan a holiday event your team will still be talking about next year.