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Find Gay friendly Hotels in Chestertown, MD

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Check availability on Chestertown Gay friendly Hotels

Tonight
Jul 31 - Aug 1
Tomorrow
Aug 1 - Aug 2
This weekend
Aug 1 - Aug 3
Next weekend
Aug 8 - Aug 10

Top Chestertown Gay friendly Hotels

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 NT$3,929
NT$4,361 total
includes taxes & fees
Aug 3 - Aug 4
The Lodge at Great Oak Landing
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, (787)
"It was a clean comfortable spot to rest for the night. "
The price is NT$3,373
NT$3,744 total
includes taxes & fees
Aug 3 - Aug 4
Comfort Inn & Suites Chestertown
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 NT$2,138
NT$2,373 total
includes taxes & fees
Aug 6 - Aug 7
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 NT$3,258
NT$3,616 total
includes taxes & fees
Aug 7 - Aug 8
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 NT$3,445
NT$3,824 total
includes taxes & fees
Aug 17 - Aug 18
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 NT$4,975
NT$5,523 total
includes taxes & fees
Aug 17 - Aug 18
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 NT$4,249
NT$4,717 total
includes taxes & fees
Aug 17 - Aug 18
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 NT$3,258
NT$3,649 total
includes taxes & fees
Aug 31 - Sep 1
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 NT$3,004
NT$3,364 total
includes taxes & fees
Aug 17 - Aug 18
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

Looking for a gay-friendly accommodation in Chestertown?
Whether you are traveling with your partner or flying solo, you'll find LGBTQ-friendly hotels in Chestertown on Expedia. Discover the people, places, and traditions found only in Chestertown.
What is the favorite LGBTQ-friendly accommodation 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 two other good choices for your stay.
How many gay-friendly hotels will I find in Chestertown?
There are currently 3 LGBTQ-friendly lodging options in Chestertown.
What should I do while I'm visiting Chestertown?
During your vacation, get out and enjoy everything Chestertown is known for. You and your traveling 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, also known as gay-friendly hotels, welcome all travelers who identify as LGBTQIA+. Expedia has compiled a selection of LGBTQ-friendly hotels worldwide. In Chestertown, these hotels will provide lesbian, gay, bisexual, and transgender adventurers with the information needed to design the trip of a lifetime.
What can I expect from an LGBTQ-friendly accommodation in Chestertown?
Stay at an LGBTQ-friendly hotel in Chestertown and the staff will help you explore the local gay scene and the LGBTQ+ culture. Some of Expedia's LGBTQ-friendly hotels go the extra mile and offer wedding ceremonies and honeymoon packages for same-sex couples.