Best Pittsfield (IL) Hotels With 18+ Check-In (Updated January 2026)

Welcome to Pittsfield, the picturesque heart of Pike County, Illinois! This charming town, steeped in rich history and culture, is a hidden gem waiting to be discovered by young travelers like you. With its captivating architecture, tranquil landscapes, and an array of outdoor activities, Pittsfield offers a unique blend of relaxation and adventure.

Here, history buffs can explore the magnificent Pike County Courthouse, or walk the hallowed grounds of the Civil War Soldiers Monument. The town's stunning Victorian homes, many built in the mid-1800s, are a sight to behold. Nature enthusiasts will find solace in Pittsfield's abundant parks, picturesque lakes, and hiking trails. And for the thrill-seekers, hunting, fishing, and bird watching opportunities are ample.

Get ready to embark on an unforgettable journey in Pittsfield, Illinois.

Below is a list of hotels and motels in Pittsfield that allow reservations for guests under 21, including those aged 18, 19, and 20. From cheap options to more adult-focused accommodations, there's a variety of places to rent that fit your needs and preferences!

Please note that hotel policies regarding the minimum check-in age in Pittsfield can change at any time. While we aim to keep our information updated, we recommend confirming the minimum age requirement with the hotel or motel before making a reservation.