Photo by Assya A

Find Gay friendly Hotels in Chestertown, MD

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 Gay friendly Hotels

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

Top Chestertown Gay friendly Hotels

Lobby
Comfort Inn & Suites Chestertown
Comfort Inn & Suites Chestertown
2.5 star property
8.6 out of 10, Excellent, (838)
"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 ₩145,820
₩161,860 total
includes taxes & fees
Nov 4 - Nov 5
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 ₩141,531
₩161,813 total
includes taxes & fees
Nov 4 - Nov 5
The Lodge at Great Oak Landing
Suite, Multiple Beds, Non Smoking | 1 bedroom, desk, laptop workspace, blackout drapes
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 ₩102,932
₩114,255 total
includes taxes & fees
Nov 30 - Dec 1
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 ₩119,573
₩133,923 total
includes taxes & fees
Nov 11 - Nov 12
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 ₩122,946
₩137,700 total
includes taxes & fees
Nov 28 - Nov 29
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 ₩120,302
₩134,738 total
includes taxes & fees
Nov 20 - Nov 21
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 ₩133,640
₩149,676 total
includes taxes & fees
Nov 30 - Dec 1
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 ₩137,600
₩154,112 total
includes taxes & fees
Nov 19 - Nov 20
Hilton Garden Inn Aberdeen
Terrace/patio
Historic Inns of Annapolis
Historic Inns of Annapolis
3.5 star property
9.0 out of 10, Wonderful, (1875)
"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 ₩134,884
₩155,791 total
includes taxes & fees
Nov 23 - Nov 24
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

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 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, 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.