Shoulder Season Explained!!! Make sure to follow @megsandpat for more travel inspo!! Shoulder season varies by destination, but it typically means the period of time between a region’s peak season and off season. For instance, this would be spring and fall in North America or rainy and dry season in tropical locations. As you will note December, July and August are high season for many places North American and Europe cities. I compiled a list of the best places to travel in shoulder season! ✈️