Quick answer
Plan prizes in three tiers: one grand prize people talk about, a few mid-tier prizes that feel generous, and several small wins so more names get called. Spread the draws across the evening rather than doing them all at the end; event planners note it breaks up the night and gives people a reason to stay.
Raffles and door prizes do two jobs at a holiday party: they reward the year, and they keep people in the room. The prize list is what makes or breaks both. Gift cards are easy but forgettable; a prize that's clearly a step up from what people would buy themselves is what gets the cheer when the name is called.
The Three-Tier Prize Plan
Grand prize · 1
$150–$250
The one everyone wants. Announce it early to drive attendance.
Mid-tier · 2–4
$90–$130
Generous enough that winning feels like a real moment.
Small wins · 5+
$50–$70
Useful everyday pieces that spread the luck around.
Grand Prize Ideas
Combo idea: pair the passport holder with an extra day of paid time off. Time off is one of the most popular party prizes, and the leather piece gives the winner something to unwrap on the night.
Mid-Tier Prizes
Small Wins That Still Feel Good
The smaller prizes are where most of the names get called, so make them things people actually use: a slim leather card holder (from $61), a leather travelers notebook (from $58), or a leather AirPods Max cover (from $52.99). The full range lives in our under-$75 collection.
A good raffle prize is something people wouldn't buy for themselves, but are thrilled to own.
Personalized Prizes: How to Handle It
You don't know the winner's name before the draw, so you have two clean options:
Option A: prize card
Present a printed card with a photo of the prize at the party, collect the winner's initials, then order the personalized piece. Leave time for production and shipping.
Option B: no engraving
Order the prize without personalization so it's ready to hand over that night. Engraving is an optional add-on on our pieces, so this is simple.
Running the Draw
Announce the grand prize in the invite. It's the cheapest attendance booster you have.
Draw small prizes throughout the night, and save the grand prize for the end.
One win per person keeps it fair and spreads the prizes around.
Remote staff count too. Run the draw on screen and ship prizes to winners' homes.
Planning the rest of the evening? See our office holiday party guide, and if you're a manager buying for your own team, what to give your team.
Frequently Asked Questions
How many raffle prizes should we have?
There's no fixed rule. As a starting point, plan one grand prize, two to four mid-tier prizes, and enough small wins that a good share of the room hears their name called. Scale the small tier up or down with headcount and budget.
What is a good grand prize for an office party?
Something noticeably nicer than what people buy for themselves: a quality work bag, a travel set, or extra time off paired with a keepsake.
Should raffle prizes be branded with the company logo?
Usually not. A logo makes a prize feel like swag. If you want a nod to the event, a small "Holiday 2026" engraving does it without taking over the piece.
When should we order prizes?
For a mid-December party, order by mid-November, especially if any prizes are personalized. Our holiday gifting timeline has the full calendar.
The prize they'll still use next year
Leather gifts for every prize tier. Free US shipping on orders over $80.
Shop prize ideas