(1) Background: Sugars have a potential to provide great amounts of fermentable energy in the rumen. Feeding fresh sugar beet (SB) to dairy cattle to replace a portion of the grain in the ration has not received sufficient attention. This study determined dry matter intake (DMI), feeding behavior, rumen fermentation and milk production responses when replacing corn grain with increasing levels of SB in pasture-fed lactating dairy cow diets. (2) Methods: A total of 12 early-lactation cows were used in a replicated (n = 4) 3 × 3 Latin square design. The control diet consisted of 21 kg dry matter (DM) composed of 6.3 kg DM green chopped perennial ryegrass, 7 kg DM grass silage, 2 kg DM of concentrate, 1 kg DM soybean meal and 4.5 kg DM of ground corn. The other treatments replaced 50% or 100% of the ground corn with SB roots. (3) Results: The replacement of ground corn with sugar beet reduced DMI and milk yield (p < 0.05), but it increased milk fat concentration (p = 0.045), reduced feeding costs and increased margin over feed costs (p < 0.01). Urinary nitrogen was linearly reduced with SB supplementation (p = 0.026). (4) Conclusions: Using SB roots as energetic supplement can be a suitable alternative to ground corn in pasture-fed lactating dairy cows.