10 Best October Vacations

When the seasons are changing, and the days are getting shorter, why not throw on a cozy sweater and start thinking about a new place to explore? Fall can be the perfect time for a vacation. The summer crowds are gone, and you don’t have to worry about winter weather delays. There are also often great deals to be had, so here is a list of the 10 best October vacations.

  1. Vermont

    When the northern forests of New England explode in color, covering the Green Mountains in a tweed-like pattern of bright reds, yellows and oranges, it is the best time of the year to visit Vermont. Pack warm sweaters, comfortable jeans and walking shoes, and head out for a hike through one of the many state forests.

  2. Montreal, Canada

    For a beautiful leaf-peeping vacation with a bit of a European twist, head north of the border to Montreal. The city itself is beautiful, with vibrant French culture, world class restaurants and chic shopping, and the lovely Laurentian Mountains are only a half hour’s drive from downtown.

  3. Paris, France

    October is one of the loveliest times to visit Paris. The tourists have all gone home, so you have the museums and shops to yourself, and it’s not impossible to find an excellent table with a view at a chic café. As well, the Jardin de Luxembourg and the Bois de Bologne are resplendent in fall color.

  4. Munich, Germany

    One of the 10 best October vacations in Europe, and indeed the world, is in Munich. The city’s annual Oktoberfest is an 18-day party and one of the world’s largest fairs. More than five million people head to Germany for Oktoberfest every year to celebrate the excellent beer brewed in Munich, to sing, and to eat. A lot.

  5. Chicago

    Chicago may be a little windier in October, but it’s a perfect time of year to see this city. There are plenty of indoor activities to enjoy, including the Field Museum, the Shedd Aquarium, and the Chicago Art Institute. If the Chicago Bears are at home, spend the perfect autumn Sunday at a game at Soldier Field.

  6. Tofino, Canada

    While many people try to get away from stormy weather, on the West Coast of Vancouver Island in British Columbia the majesty and power of nature is embraced. People come from the world around for the region’s “storm tourism”, watching the massive waves smash into the picturesque beach in Tofino.

  7. Disney

    Cool - but not too cool - weather, light crowds, and fun Halloween events make Orlando a great destination in October. If you can get your kids out of school for a long weekend, they'll never forget a family trip to see Mickey Mouse. Disney's a fun destination for lovebirds, too.

  8. Phoenix

    With the temperatures starting to cool, Phoenix is a perfect fall destination. From the majesty of Grand Canyon to the many colors of the Painted Desert and the sprawling vistas of Monument Valley, the weather is still comfortable enough to enjoy a hike through some of the most beautiful vistas in North America.

  9. Churchill, Canada

    For a truly unique fall vacation, travel to Churchill Manitoba on Canada’s Arctic Circle. October is polar bear season, when the bears are close to town waiting for the ice to form on the northern ocean. Hop a massive tundra buggy and get as close to wild polar bears as you ever want to get.

  10. Salem

    For the spookiest of the 10 best October vacations, head to Salem, Massachusetts, home of the famous witch trials. The city celebrates its supernatural past with a whole month’s worth of Halloween activities, from ghost walks to haunted harbor cruises.