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Overloading the Machine

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Taking the bus from Boston to New York City

You can often use the discount code NYBOSR in order to get $30 round trip tickets.

Airfare search sites

http://yapta.com will track prices and email you if the drop exceeds the rebooking fee.

http://bing.com/travel predicts fares to tell you if it's likely to fall or increase.

http://itasoftware.com helps find the cheapest days to fly.

Hotels

http://biddingtraveler.com helps with Pricelining.

http://homeaway.com helps find vacation rentals.

Cars

http://autoslash.com finds car rental discounts and applies them automatically to your reservation after you book.

My dear People. My dear Bagginses and Boffins, and my dear Tooks and Brandybucks, and Grubbs, and Chubbs, and Burrowses, and Hornblowers, and Bolgers, Bracegirdles, Goodbodies, Brockhouses and Proudfoots. Also my good Sackville Bagginses that I welcome back at last to Bag End. Today is my one hundred and eleventh birthday: I am eleventy-one today!"

-- J. R. R. Tolkien