i have'nt read all the replies so i apologize if this is a duplicate:
1. one of our area high schools did a fund raiser where you could book the whole band or a smaller portion (wind or jazz ensamble) for a performance of holiday selections during the month of december (i think they charged 50/100 depending on entire band or ensamble).
2. when i was high school our musical group (choir/band/dancers) arranged to put a gift wrap booth in one of the department stores-the store provided the wrap and supplies (tax write off for them) and then did a promotion wherein you received free gift wrapping. we had a large "donation/tip" jar.
we worked in shifts during non school hours and made a good sum of money.
3. if you have sold from one of the school fundraising companies (cookie dough, etc) find out if they have their wherehouse near you. Red Apple (which is a major player in california schools) has one near us, and twice a year they are open to the public. the items you sell for $30.00 a pc. and get only $2.00 for are available at 2 or 3 dollars each. many groups go to these sales and get out of season items to resell during the appropriate time of year (at a much better profit).
4. check with your local college to see if they have a "student job center". many times they will know of stores that need help for invantories. (they usualy pay cash and feed the kids as well).
5. use that teenage muscle-there are lots of people like myself that will pay to have help cleaning out the yard or a garage. during the holidays you can charge to put up christmas lights (or take them down now-i still see some on many neighboring houses)
6. a local candy store/bakery will make you a good deal if you take orders for their product (pies for thanksgiving, cookies for the holidays, some special item that appeals to the kids-if you get the orders, pick them up and then deliver it's even more appealing to the buyer-esp. pies around the holidays).
7. involve the parents-do a lunch fundraiser (like bbq, beans, a veggie, roll and homemade dessert) have the parents take orders from their co-workers and then deliver in styrafoam containers. i had a co-worker whose church did this once a month, and she would get at least 75 orders in our office alone (lots of us bought several to take home for dinner).
8. our local bank had about 2 dozen gift baskets on display for several weeks in their lobby-they were made by one of the highschool groups as raffle prizes. they sold raffle tickets at the teller windows and you put your ticket into a jar by the basket you were interested in.
best of luck !