LGBTQ Welcoming Hotels in Chestertown, MD

Chestertown gay resorts and hotels welcome you with open arms and are focused on meeting the travel concerns and expectations of the LGBTQIA community.

Diversity is celebrated in these gay-and-lesbian-welcoming hotels, where you can relax and enjoy your well-deserved vacation. You’ll find LGBTQ-friendly hotels in Chestertown to suit any budget with a variety of styles, amenities and room configurations.

If you're just browsing right now, be sure to also check out our Orbitz Pride portal page for lots of info and advice on hotels and resorts in the most popular LGBTQ travel destinations.

Choose a hotel with character
From old-world landmarks to low-key boutique hotels, Chestertown has gay-friendly accommodations for any travel style. You can stay in the thick of things close to downtown, or look for secluded hotels offering plush amenities and stunning views.

Just looking for a place to lay your head? Or are you after a hotel where you can enjoy drinks at the bar, take a swim, and workout? There are also a range of hotels known for their rooftop bars, cocktail lounges, or gourmet restaurants. Take your pick!