Ryedale Blues Club will be the first musical event with the DC Blues Band on Thursday September 24 at 8pm, followed by a production of Three Men in a Boat on Sunday September 27 at 2.30pm.
Lisa Rich, venue manager at the Milton Rooms, said: "The whole team is very much looking forward to opening our doors to audiences later this month.
"It has been a long, arduous seven months for everyone, so we hope that the return of live entertainment in Malton will go some way to putting a smile on people's faces."
Social distancing measures will be in place for both events and plans have also been developed for anyone who wants to hire the venue.
Lisa said: "The Milton Rooms team is working hard to ensure that everything is as safe as possible. Risk assessments are in place and the venue has achieved the Visit Britain 'We're Good to Go' industry standard.
"Like every business in Ryedale, we will be following strict health and safety guidelines for anyone visiting the Milton Rooms, be they a volunteer, audience member or someone who has hired the building.
"That will obviously mean restricting the number of people who can attend an event. However, we are lucky in that the main hall is large enough to accommodate up to 100 people safely with ample social distancing."
Lisa was appointed venue manager of the Milton Rooms at the end of February and, almost immediately, was faced with the lockdown and the cancellation of events planned for 2020.
An urgent 'Go Fund Me' appeal was launched in April to help to safeguard the venue’s future and has raised £2,500 so far.
She added: "It has been probably the most difficult year ever for the Milton Rooms and personally very frustrating as I was appointed just as the country closed down. However, we have been busy behind the scenes preparing for reopening and exploring how
the venue can be utilised by our whole community. Luckily, we have had amazing support from the public who obviously value our lovely arts centre and want it continue for future generations. We are very grateful to each and every one of them."