Compare Ranches in Chestertown

Chestertown ranch vacations
Spend your next family vacation in wide-open spaces, unplugged from the hustle of city life and surrounded by the great outdoors at a Chestertown ranch resort. Forget the rat race and work for a while; you’re a cowboy now, living a simpler life in the great outdoors and wondering why you didn’t do this years earlier.

Ready to jump in the saddle of a Chestertown guest ranch vacation? Orbitz has the great deals you need to get there without breaking the bank.

Giddy up to your guest ranch vacation
A dude ranch vacation in Chestertown is one big adventure. Expect some old-fashioned Western hospitality when you meet the staff—they’ll make you a part of their daily lives. Your ranch may or may not provide you with a complimentary ten-gallon hat, but you’re about to have a vacation experience like no other. Some ranches put you right to work, letting you join the excitement of a cattle drive or shearing sheep. After a day well-spent, you just might be treated to a hearty dinner under the stars; or, you can eat in your room or in the community areas.

If getting your hands dirty isn’t exactly what you had in mind, pick a ranch resort in Chestertown that switches out rugged for luxurious. Go on and take those horseback rides, but when it is time to kick off your spurs, you can kick back in a spa-like bath, flop on plush bedding and order up a delicious meal from room service. Plus, many of these luxury ranch resorts offer outdoor activities that extend past the corral. Spend your days mountain biking, fly fishing or exploring Chestertown.