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Chestertown, NY Resorts & Spas $189

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Chestertown Hotels

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Featured Chestertown Resorts & Hotels with Spas

See all 146 Hotels in Chestertown
Friends Lake Inn

Friends Lake Inn

963 Friends Lake Rd, Chestertown
4.0 out of 5.0
4.3 out of 5 (3 reviews)
Warm and cozy. Warm and cozy and exceptionally clean. Service was amazing from the minute you walk in the door you feel like a VIP. Lyndsey at the main desk was sweet, helpful and very courteous as well as the wait staff and housekeeping staff. Very accommodating with your every need. Definitely would highly recommend ...
  Jun 29, 2017


The Fern Lodge

The Fern Lodge

46 Fiddlehead Bay Rd, Chestertown
3.5 out of 5.0
4.2 out of 5 (4 reviews)
Great great little germ of an hotelWe had a great time. Great room, Great host, fabulous location
  Jul 13, 2014



Recently booked Resorts & Hotels with Spas in Chestertown

Pine Tree Motel & Cabins
2.0 out of 5.0
Last booking: 10 hours ago

Chestertown Resorts & Spa Travel Guide

Indulge Yourself with a Chestertown Spa Vacation

Pack up your bags and leave behind worries to jumpstart your stress-free vacation. If you are seeking for high-end hotel or affordable selections, we can help you find the best spot to stay. You deserve the royal treatment every now and then. Take the opportunity for a vacation where you can let yourself be unconcerned with everything going on with your life in Chestertown.

Book a Chestertown Spa Vacation that Won't Break the Bank

Make sure to take your time once you've checked-in. You've just begun your vacation, so take some time getting acquainted with your accommodations. Decompress and stretch out for a bit. After that you can make your first appointment to indulge yourself at a nearby spa. After you've spent the afternoon getting a massage treatment, relaxing in the sauna, or soaking in the hot tub, you can put on your explorer's hat and discover the hidden gems of Chestertown. Discovering new restauraunts, curio shops, or a happening venue can be one of the many highlights of your trip. If you're not sure where to begin, stop by your hotel's concierge attendant to get an idea for what Chestertown has to offer. There is no better source than a local to point you to an exciting evening out or to a cafe to grab a few cocktails at and mingle. Regardless of where you wind up, just make sure to take it easy. Your spa sabbatical shouldn't be anything but extremely relaxing.

When you are ready to find the best hotel in Chestertown for your spa holiday, make your reservations through Expedia and fantasize all the ways you are going to decompress.