Boston (Most Crowded)

Add some historical flare to the end of your summer in the city where Labor Day was first celebrated 1878. This is the busiest month in Boston with many art, film, jazz and food festivals galore.

New York (Most Festive)

Another city steeped in the history of Labor Day, New York was the second city to celebrate Labor Day in 1882 with the famous Labor Day parade still held today. Massive heat waves may ward people off, but the big apple is almost annually ranked as the most popular destination for Labor Day getaways because of impressive hotel deals.

Seattle (Most Music-Obsessed)

An alternative to the hot and bustling cities of the east, Seattle offers access to nature, ideal weather, and plenty of iced coffee. In addition, the world-famous Bumbershoot festival (the Northwest’s largest urban arts festival) takes place over Labor Day weekend.

Las Vegas (Best Deal)

What better way to end the summer than to forget about reality for the weekend? With unbeatable hotel rates over Labor Day weekend, it’s clearly the economical choice (and that gives you extra cash for the slot machines!).

San Diego (Most Laid-Back)

September is the best kept secret in San Diego. The beaches are clear of tourists and the weather is perfect. Sea World has a Labor Day weekend special with fireworks and nighttime shows.

Read more about the best deals and Labor Day getaways at Orbitz, and check out Hotwire’s most booked cities list for Labor Day Weekend.