Our Recommendation: Day 1/Night 1
Even with an electric-assist bike, cycling the Rail Trail from Middlemarch in just 3 Days calls for more planning than starting from Clyde. The reason is Day 1 distances are relatively long.
Our recommendation is cycle as far as Waipiata (52km from Middlemarch) or Ranfurly (60km from Middlemarch). Perhaps consider spending Night 1 in Naseby where accommodation hosts will pick you up from Waipiata or Ranfurly and deliver you back the next day. You will also find most Waipiata and Ranfurly accommodation hosts agreeable to taking you to and from curling in Naseby or on a tour of Maniototo attractions. Unless you have an accompanying vehicle, another option is to rent a car in Ranfurly to get to and from Naseby and its international year round indoor curling rink … sliding a 17 to 20kg ‘stone’ across the ice to the target area is one of the most popular ‘must-do’ experiences of the Otago Central Rail Trail.