If you have a choice on when to use your vacation days, opt for taking Mondays and Tuesdays off instead of Thursdays and Fridays. You'll spend less on hotels because resorts usually up their prices for pre-weekend guests. At work, lots of companies are more laid-back as the end of the week approaches, so you might not mind being at work these days. The stress of Mondays and Tuesdays, however, is a great reason to extend your vacation to cover those days. If you take Monday and Tuesday off, you'll have a short week when you return to work. This short week usually takes the edge off of coming back from a relaxing trip.