Photo by Assya A

LGBT Welcoming Hotels & Resorts in Chestertown from NZ$140

Start date: Check-in selected.
To Date
End date: Check-out

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check availability on Chestertown LGBT Welcoming Hotels

Tonight
2 Nov - 3 Nov
Tomorrow
3 Nov - 4 Nov
Next weekend
7 Nov - 9 Nov
In two weeks
14 Nov - 16 Nov

Best Chestertown LGBT Welcoming Hotels

Lobby
Comfort Inn & Suites Chestertown
Comfort Inn & Suites Chestertown
2.5 star property
8.6 out of 10, Excellent, (835)
"Very helpful front desk woman. On first perusal property appears a erase but clean, helpful, reasonable for a short stay. "
United States
Freda
The price is NZ$198
includes taxes & fees
4 Nov - 5 Nov
Comfort Inn & Suites Chestertown
Private beach nearby, sun-loungers, beach volleyball
The Lodge at Great Oak Landing
The Lodge at Great Oak Landing
3.5 star property
8.0 out of 10, Very good, (73)
"For the price off season the room should have had better amenities "
United States
Daniel
The price is NZ$198
includes taxes & fees
4 Nov - 5 Nov
The Lodge at Great Oak Landing
Suite, Multiple Beds, Non Smoking
Red Roof Inn & Suites Chestertown
Red Roof Inn & Suites Chestertown
2.0 star property
7.2 out of 10, Good, (409)
"Food stains on the carpets, spots throughout the carpets in commons and in rooms."
United States
Allen
The price is NZ$140
includes taxes & fees
30 Nov - 1 Dec
Red Roof Inn & Suites Chestertown
Restaurant
Hampton Inn & Suites Edgewood/Aberdeen-South
Hampton Inn & Suites Edgewood/Aberdeen-South
2.5 star property
9.4 out of 10, Exceptional, (1006)
"Very good breakfast options Convenient parking Clean room Friendly staff"
United States
Alexander
The price is NZ$164
includes taxes & fees
11 Nov - 12 Nov
Hampton Inn & Suites Edgewood/Aberdeen-South
Exterior
Holiday Inn Express Edgewood-Aberdeen-Bel Air by IHG
Holiday Inn Express Edgewood-Aberdeen-Bel Air by IHG
2.5 star property
9.0 out of 10, Wonderful, (532)
"Super clean, a great place to stay"
United States
Diana
The price is NZ$168
includes taxes & fees
28 Nov - 29 Nov
Holiday Inn Express Edgewood-Aberdeen-Bel Air by IHG
Lobby lounge
Courtyard Aberdeen at Ripken Stadium
Courtyard Aberdeen at Ripken Stadium
3.0 star property
8.6 out of 10, Excellent, (214)
"The staff was very friendly, easy and quick check-in. I would chose thus hotel again, very quiet. "
United States
Donna
The price is NZ$165
includes taxes & fees
20 Nov - 21 Nov
Courtyard Aberdeen at Ripken Stadium
Restaurant
Hampton Inn & Suites Baltimore/Aberdeen
Hampton Inn & Suites Baltimore/Aberdeen
2.5 star property
9.0 out of 10, Wonderful, (588)
"Great stay!"
United States
Barbara
The price is NZ$183
includes taxes & fees
30 Nov - 1 Dec
Hampton Inn & Suites Baltimore/Aberdeen
Exterior
Hilton Garden Inn Aberdeen
Hilton Garden Inn Aberdeen
3.0 star property
8.6 out of 10, Excellent, (629)
"Terrific service, cool clean room with blackout shades. Slept like a baby."
United States
Cornelia
The price is NZ$188
includes taxes & fees
19 Nov - 20 Nov
Hilton Garden Inn Aberdeen
Terrace/patio
Historic Inns of Annapolis
Historic Inns of Annapolis
3.5 star property
9.0 out of 10, Wonderful, (1873)
"Front desk staff was very helpful, and the location was perfect for exploring downtown Annapolis!"
United States
Christine
Historic Inns of Annapolis
Free daily buffet breakfast
Fairfield Inn & Suites by Marriott White Marsh
Fairfield Inn & Suites by Marriott White Marsh
2.5 star property
8.6 out of 10, Excellent, (1006)
"Great place to stay"
United States
Teresa
The price is NZ$190
includes taxes & fees
23 Nov - 24 Nov
Fairfield Inn & Suites by Marriott White Marsh
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.
View all properties

Top Chestertown Hotel Reviews

Explore a world of travel with Expedia

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 Chesapeake Bay. While you're here, create some great memories of your trip with stops at Garfield Center for the Arts at the Prince Theater, Chestertown Historic District and Sumner Hall.
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.