Best Chestertown (MD) Hotels With 18+ Check-In (Updated May 2024)

Welcome to Chestertown, Maryland! A charming destination nestled on the banks of the Chester River on Maryland's Eastern Shore. This quaint town is a treasure trove of history, culture, and outdoor adventures - a perfect getaway for young travelers aged 18 and above.

With its rich Colonial and Victorian architecture, Chestertown paints a picture of a bygone era. Its vibrant arts scene, bustling farmers market, and unique local shops offer a delightful mix of old and new.

For nature enthusiasts, the town's scenic river and trails offer a multitude of activities, from kayaking to bird-watching. Foodies can indulge in the freshest seafood and local produce at the many farm-to-table restaurants. Whether you're in for a weekend escape or a longer stay, Chestertown promises an experience filled with discovery and relaxation.

Below, you'll find a list of hotels in Chestertown that welcome guests aged 18, 19, and 20. From budget-friendly accommodations to luxurious resorts, you'll find a variety of options and hotel rooms to fit your needs and preferences!

Please note that hotel policies regarding minimum check-in age in Chestertown are subject to change at any time. While we strive to keep our website updated, we recommend double-checking the minimum age requirement with the hotel before making a booking.

Find 18+ Check-In Hotels In Your City

Top 18+ Hotels in Chestertown

Generally, individuals 18 and older can book hotel rooms in Chestertown, but some hotels may have a minimum check-in age, usually around 21.

For the most accurate information on age requirements and booking policies, check the hotel's website or contact their customer service.

Other Hotels From Maryland You Can Check In When You're 18 Years Old

A Aberdeen Annapolis B Baltimore Barton Bowie C California Cape St. Claire Capitol Heights Catonsville Chestertown Columbia Cordova Cumberland E East New Market Easton Edgewood Elkton Ellicott City F Frederick Frostburg Fruitland G Gaithersburg Grantsville Greenbelt H Hagerstown Hancock Havre de Grace I Indian Head J Jessup K Keedysville L La Plata Largo Linthicum M Maryland City O Oakland Ocean City Odenton Oxford Oxon Hill P Pocomoke City Prince Frederick Princess Anne Q Quantico R Rosedale S Salisbury Silver Spring Snow Hill Solomons South Laurel St. Michaels Stevensville Suitland T Takoma Park Taneytown Thurmont Tilghman Island Timonium W Westminster White Marsh