Relax at this tranquil bed & breakfast in Chestertown!

Landon Hill Bed & Breakfast dates back to circa 1860. The building's Queen Anne Victorian style is welcoming in its charm and character. Located in Chestertown - one of the Adirondacks oldest towns - atop a hill on three-acres. Here will you enjoy the fragrance of fresh mountain air, the perennial gardens in the spring and breathtaking winter views blanketed in snow. We are perfect for the romantic getaway or a fun vacation with family and friends.

Landon Hill B&B features five rustic guest rooms, each with different qualities, decor, and amenities. Each has a private bathroom, and free wi-fi and flatscreen TVs are available in every suite. Our guest's comfort is Landon Hill's number one concern!

Pet-friendly rooms are available upon request - bring your furry companion along and enjoy your vacation with them.

We are a short, 1/4-mile walk to establishments in downtown Chestertown. Our neighboring property,  Dynamite Hill Recreation Area and Caroline Fish Memorial Trail has nearly 7-miles of cross-country ski trails, down hill skiing - lit for night skiing and snowmaking - for those times when Mother Nature is on vacation.

  • Accessible Facilities
  • Air Conditioning in Room
  • Breakfast (complimentary)
  • Jacuzzi/Hot tub
  • Pets Allowed
  • Wheelchair Entrance
  • Wheelchair Interior
  • Wheelchair Parking
  • Wheelchair Restroom
  • Wi-Fi / Internet