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Gay friendly Hotels in Chestertown

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Check availability on Chestertown Gay friendly Hotels

Tonight
1 Aug - 2 Aug
Tomorrow
2 Aug - 3 Aug
This weekend
1 Aug - 3 Aug
Next weekend
8 Aug - 10 Aug

Top Gay friendly Hotels in Chestertown

Comfort Inn & Suites Chestertown
Welcome to our reception area, where friendly staff are available to assist with your stay.

Comfort Inn & Suites Chestertown

2.5 star property
8.6 out of 10, Excellent, (788)
"It was a clean comfortable spot to rest for the night. "
The price is S$158
includes taxes & fees
10 Aug - 11 Aug
Comfort Inn & Suites Chestertown
The Lodge at Great Oak Landing
Surrounded by a tranquil lake, this serene setting features a cozy fire pit amidst a picturesque landscape.

The Lodge at Great Oak Landing

3.5 star property
8.0 out of 10, Very good, (57)
"Great place to get some quiet rest by the water"
The price is S$186
includes taxes & fees
5 Aug - 6 Aug
The Lodge at Great Oak Landing
Red Roof Inn & Suites Chestertown
Classic hotel room with a large bed, bedside tables, and a comfortable armchair.

Red Roof Inn & Suites Chestertown

2.0 star property
7.2 out of 10, Good, (383)
"Good location."
The price is S$104
includes taxes & fees
10 Aug - 11 Aug
Red Roof Inn & Suites Chestertown
Hampton Inn Middletown
Guests can dine in comfort at this hotel's spacious dining area, surrounded by six chairs and a large window with sheer curtains.

Hampton Inn Middletown

2.5 star property
8.8 out of 10, Excellent, (818)
"Front desk service was exceptional!!"
The price is S$158
includes taxes & fees
11 Aug - 12 Aug
Hampton Inn Middletown
Holiday Inn Express And Suites Middletown by IHG
Relax in our stylish lobby with a seating area, reception desk, and digital display.

Holiday Inn Express And Suites Middletown by IHG

2.5 star property
9.2 out of 10, Wonderful, (598)
"Easy to navigate and nice, helpful staff "
The price is S$161
includes taxes & fees
1 Sept - 2 Sept
Holiday Inn Express And Suites Middletown by IHG
Vandiver Inn
Relax on the covered porch with wicker chairs and enjoy the view of the surrounding neighborhood.

Vandiver Inn

3.5 star property
9.4 out of 10, Exceptional, (506)
"Staff was very friendly. We had a very relaxing stay. "
Vandiver Inn
Hilton Garden Inn Kent Island Marina
Relax on the outdoor terrace with a view of the marina, surrounded by wicker furniture and beautiful flowers.

Hilton Garden Inn Kent Island Marina

3.0 star property
9.0 out of 10, Wonderful, (971)
"Friendly staff, nice environment"
The price is S$237
includes taxes & fees
10 Aug - 11 Aug
Hilton Garden Inn Kent Island Marina
Holiday Inn Express Annapolis East-Kent Island by IHG
Welcome to the Holiday Inn Express, where guests can check in and enjoy a convenient stay.

Holiday Inn Express Annapolis East-Kent Island by IHG

2.5 star property
9.2 out of 10, Wonderful, (878)
"Great stay beautiful view"
The price is S$206
includes taxes & fees
17 Aug - 18 Aug
Holiday Inn Express Annapolis East-Kent Island by IHG
Home2 Suites by Hilton Baltimore / Aberdeen, MD
Relax in style with a fire pit and comfortable seating.

Home2 Suites by Hilton Baltimore / Aberdeen, MD

3.0 star property
8.6 out of 10, Excellent, (313)
"All around good experience. The queen bed seemed small though. Looked like a full size."
The price is S$152
includes taxes & fees
1 Sept - 2 Sept
Home2 Suites by Hilton Baltimore / Aberdeen, MD
Fairfield Inn & Suites by Marriott Aberdeen
Relax in a spacious living area with a large flat-screen TV, comfortable seating, and a dining table near a window offering a view of the outdoors.

Fairfield Inn & Suites by Marriott Aberdeen

2.5 star property
9.0 out of 10, Wonderful, (277)
"Nice property with restaurants nearby. Quiet area with nice friendly staff."
The price is S$147
includes taxes & fees
17 Aug - 18 Aug
Fairfield Inn & Suites by Marriott Aberdeen
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Top Chestertown Hotel Reviews

Frequently asked questions

Searching for an LGBTQ-friendly hotel in Chestertown?
Whether you are travelling with your partner or flying solo, you'll find Chestertown hotels that are members of the International Gay & Lesbian Travel Association on Expedia. Discover the people, places and traditions found only in Chestertown.
What is the top LGBTQ-friendly place to stay in Chestertown?
Comfort Inn & Suites Chestertown is a top LGBTQ-friendly hotel, and features free breakfast and free WiFi. Red Roof Inn & Suites Chestertown and The Lodge at Great Oak Landing are other good options for your stay.
How many LGBTQ-friendly hotels will I find in Chestertown?
There are currently 3 LGBTQ-friendly hotels in Chestertown.
What should I do while I'm visiting Chestertown?
During your trip, get out and enjoy everything Chestertown has to offer. You and your travelling companions may want to visit Historical Society of Kent County Maryland, Rolphs Wharf Marina and Garfield Center for the Arts at the Prince Theater. While you're here, create some great memories of your trip with stops at Chestertown Historic District, Sumner Hall and Urieville Park.
What is a gay-friendly hotel in Chestertown?
LGBTQ-friendly hotels are places where lesbian, gay, bisexual and transgender travellers are proudly welcomed. Expedia has worked with the International Gay and Lesbian Travel Association (IGLTA) to compile a selection of LGBTQ-friendly hotels worldwide. In Chestertown, hotels affiliated with IGLTA prioritise a diverse environment in which guests are welcomed, respected and not obliged to declare or hide their sexual orientation.
What can I expect from LGBTQ-friendly accommodation in Chestertown?
Take a holiday from the ordinary; stay at a gay-friendly hotel in Chestertown, and the staff will help you explore the local gay scene and the LGBTQ+ culture. Many of our LGBTQ-friendly accommodation options offer community-specific packages, exclusive tours and opportunities for social interaction.