date_range = {:start_date => (DateTime.now + 1.days).to_date, :end_date => (DateTime.now + 10.days).to_date}
date_range_to_check_for_coverage = {:start_date => (DateTime.now + 5.days).to_date, :end_date => (DateTime.now + 7.days).to_date}

(date_range[:start_date]..date_range[:end_date]).include?((DateTime.now + 5.days).to_date)
#true
(date_range[:start_date]..date_range[:end_date]).cover?((DateTime.now + 5.days).to_date)
#true
(date_range[:start_date]..date_range[:end_date]).include?(date_range_to_check_for_coverage[:start_date]..date_range_to_check_for_coverage[:end_date])
#true
(date_range[:start_date]..date_range[:end_date]).cover?(date_range_to_check_for_coverage[:start_date]..date_range_to_check_for_coverage[:end_date])
#false