An aerial view of a town with a river, buildings, and surrounding greenery.

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Check availability on Chestertown Gay-Friendly Hotels

Tonight
25 Aug - 26 Aug
Tomorrow
26 Aug - 27 Aug
This weekend
28 Aug - 30 Aug
Next weekend
4 Sept - 6 Sept

Our top choices for Chestertown LGBT-friendly hotels

Breakfast area
Room
Point of interest
Lobby

1. Comfort Inn & Suites Chestertown

Comfort Inn & Suites Chestertown
Chestertown
United States
Deanna
Rp1.899.691
Rp2.108.657 total
includes taxes & fees
14 Sept - 15 Sept
Comfort Inn & Suites Chestertown
Exterior
Suite, Multiple Beds, Non Smoking
Exterior
Exterior

2. Red Roof Inn & Suites Chestertown

Red Roof Inn & Suites Chestertown
Chestertown
United States
Linda
Rp1.116.423
Rp1.239.230 total
includes taxes & fees
31 Aug - 1 Sept
Red Roof Inn & Suites Chestertown
Beach
Property grounds
Point of interest
Reception

3. The Lodge at Great Oak Landing

The Lodge at Great Oak Landing
Chestertown
United States
Lynda
Rp1.910.952
Rp2.184.792 total
includes taxes & fees
26 Aug - 27 Aug
The Lodge at Great Oak Landing
Exterior
Breakfast meal
Standard Room, 1 King Bed, River View
Exterior

4. Holiday Inn Express Annapolis East-Kent Island by IHG

Holiday Inn Express Annapolis East-Kent Island by IHG
Grasonville
United States
Jackie
Rp2.250.567
Rp2.498.130 total
includes taxes & fees
7 Sept - 8 Sept
Holiday Inn Express Annapolis East-Kent Island by IHG
Terrace/patio
Suite, 1 Queen Bed | Living area
Breakfast area
Pool

5. Home2 Suites by Hilton Baltimore / Aberdeen, MD

Home2 Suites by Hilton Baltimore / Aberdeen, MD
Aberdeen
United States
Mark
Rp1.726.581
Rp1.933.771 total
includes taxes & fees
7 Sept - 8 Sept
Home2 Suites by Hilton Baltimore / Aberdeen, MD
Reception
Two queen studio suite | Bathroom
King suite whirlpool | Bathroom
Reception

6. Hampton Inn & Suites Edgewood/Aberdeen-South

Hampton Inn & Suites Edgewood/Aberdeen-South
Edgewood
United States
walter
Rp1.482.184
Rp1.660.046 total
includes taxes & fees
6 Sept - 7 Sept
Hampton Inn & Suites Edgewood/Aberdeen-South
Terrace/patio
Pool
Restaurant
Exterior

7. Hilton Garden Inn Kent Island Marina

Hilton Garden Inn Kent Island Marina
Grasonville
United States
roney
Rp2.601.088
Rp2.887.208 total
includes taxes & fees
31 Aug - 1 Sept
Hilton Garden Inn Kent Island Marina
Exterior
Room
Lobby sitting area
Room amenity

8. Candlewood Suites Aberdeen-Bel Air by IHG

Candlewood Suites Aberdeen-Bel Air by IHG
Bel Air
United States
Gerri
Rp1.435.401
Rp1.607.649 total
includes taxes & fees
30 Aug - 31 Aug
Candlewood Suites Aberdeen-Bel Air by IHG
Lobby
Pool
Room
Exterior

9. Hampton Inn & Suites Baltimore/Aberdeen

Hampton Inn & Suites Baltimore/Aberdeen
Aberdeen
United States
Anthony
Rp1.671.090
Rp1.871.620 total
includes taxes & fees
31 Aug - 1 Sept
Hampton Inn & Suites Baltimore/Aberdeen
Bar (on property)
Reception
Exterior
Terrace/patio

10. Hilton Garden Inn Bel Air

Hilton Garden Inn Bel Air
Bel Air
Canada
michelle
Rp2.019.840
Rp2.262.222 total
includes taxes & fees
20 Sept - 21 Sept
Hilton Garden Inn Bel Air
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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 Garfield Center for the Arts at the Prince Theater, Chestertown Historic District and Northern Chesapeake Bay. While you're here, create some great memories of your trip with stops at Chesapeake Bay, Historical Society of Kent County Maryland and Rolphs Wharf Marina.
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.

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