Best Places to Vacation in North America This Fall

Central Park, New York, NY

Planning to get away this fall? Autumn is a fantastic time to travel throughout North America because most destinations are less crowded, and the weather tends to be mild. In this post, you will find a list of great fall North American vacation destinations and the best things to do in each.


Colorado is an excellent destination in the fall – especially Steamboat Springs and Aspen. If you head over to Steamboat Springs, visit during its annual Restaurant Week (Oct. 7-14, 2023), a culinary celebration any food lover will enjoy. In Aspen, in addition to enjoying nature, we suggest signing up for Aspen’s Darkside Ghost Tour to get into the spirit of the spooky season.

New York City, New York

We are huge fans of visiting New York City during the fall. The air is fresher, and the colors of the leaves are at their peak beauty in city parks. Be sure to visit Gallow Green, a rooftop bar and restaurant at the McKittrick Hotel covered in foliage and greenery, and catch a Broadway show.

Toronto, Canada

Toronto is a wonderful fall destination featuring numerous Michelin-starred restaurants. The best time to experience the city is at the end of September or early October, when the fall foliage is in all its glory, and there’s a lower chance of rain or early snow.

Charleston, South Carolina

Charleston is one of the top locations for a fall vacation. The city is a historic time capsule full of charming neighborhoods. While there, indulge in Southern cuisine at one of the many excellent Southern restaurants, like Virginia’s on King or 82 Queen.

Montreal, Canada

Another Canadian vacation destination: Montréal. If you’re in the city between Oct. 3-21, 2023, you will have the chance to check out Festival Phénomena, which presents cabarets, theatrical and dance performances, puppeteering acts, poetic events, and more. Other fall events include the Pop Montréal Festival (Sept. 27–Oct. 1, 2023) and the Festival du Nouveau Cinéma (Oct. 4-15, 2023). We also encourage you to visit Jean-Talon Market and Atwater Market.

No Comments Yet

Leave a Reply

Your email address will not be published.


Your locale for the best advice on
fashion, health, and beauty


Subscribe to our newsletter to get exclusive information on today's trends in fashion, beauty, and more!

By clicking submit, I authorize: (1) Think Glamor to use and share my information in accordance with its Terms of Use and Privacy Policy, and (2) Think Glamor or third-party companies, including Think Glamor ’s business partners, to contact me by email with offers for goods and services at the email address provided. Please note that the information you have provided to us may be supplemented with additional information obtained from other sources.