Find hotels in Greencastle, MO from $59

The best area to stay in Greencastle is near the town center, particularly around the intersection of Main Street and Highway 147, as this is where most of the town's facilities are located.This central area offers convenience, with local eateries and shops clustered within walking distance. It provides easy access to the few local points of interest, making it a practical base for visitors.For couples seeking a quiet retreat, staying in this central area provides access to the town's limited amenities while allowing for peaceful evenings.

The best time to go to Greencastle, Missouri, is during the spring and fall months.Spring, particularly from April to May, offers pleasant weather with blooming landscapes. This is an excellent time for nature enthusiasts and those who enjoy outdoor activities like exploring the nearby conservation areas or taking scenic drives. The temperatures are mild, making it comfortable for sightseeing without the summer heat.Fall, from September to October, is another ideal period, characterized by cooler temperatures and the vibrant colors of autumn foliage. This season is great for travelers who appreciate picturesque scenery and a relaxed pace.

With Expedia, you earn OneKeyCash™* on eligible Greencastle hotel bookings for every dollar you spend – just join our One Key™ travel rewards program to get started. It's free to join, and you'll unlock our lowest Member Prices as soon as you're signed in. On top of this, you could also save significantly by bundling your hotel and flights together on Expedia.*Excludes taxes and fees. OneKeyCash is not redeemable for cash and can only be used on Expedia, Hotels.com and Vrbo.