Gay friendly Hotels in Chestertown, Maryland

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Our top choices for Chestertown LGBT-friendly hotels

1. Comfort Inn & Suites Chestertown

Comfort Inn & Suites Chestertown
2.5 star property
Chestertown
8.6 out of 10, Excellent, (1,000 reviews)
"The front desk staff were so nice, room very clean."
United States
John
The price is P6,139
P6,814 total
includes taxes & fees
Dec 6 - Dec 7
Comfort Inn & Suites Chestertown

2. Red Roof Inn & Suites Chestertown

Red Roof Inn & Suites Chestertown
2.0 star property
Chestertown
7.2 out of 10, Good, (514 reviews)
"Nice clean place and priced good. Plenty of mirrors, plenty of counter space, many tv channels even Christian based ones and comfortable bed. The room needs up dating since damage area on ceiling and corner location rug worn spot. I felt safe as a solo, could check in late and close to historic Chestertown. I would come again."
United States
Regina
The price is P4,585
P5,089 total
includes taxes & fees
Nov 22 - Nov 23
Red Roof Inn & Suites Chestertown

3. The Lodge at Great Oak Landing

The Lodge at Great Oak Landing
3.5 star property
Chestertown
8.0 out of 10, Very good, (130 reviews)
"Great place! Clean, comfortable and in a beautiful area. I won’t stay anywhere else when I’m in that area."
United States
William
The price is P6,878
P7,863 total
includes taxes & fees
Nov 15 - Nov 16
The Lodge at Great Oak Landing

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

Holiday Inn Express Annapolis East-Kent Island by IHG
2.5 star property
Grasonville
9.2 out of 10, Wonderful, (1,002 reviews)
"Helpful staff, nice location on the river"
United States
Suzanne
The price is P6,054
P6,720 total
includes taxes & fees
Dec 13 - Dec 14
Holiday Inn Express Annapolis East-Kent Island by IHG

5. Hilton Garden Inn Bel Air

Hilton Garden Inn Bel Air
3.0 star property
Bel Air
9.4 out of 10, Exceptional, (316 reviews)
"The whole experience was great 👍"
United States
Donald
The price is P6,442
P7,215 total
includes taxes & fees
Dec 3 - Dec 4
Hilton Garden Inn Bel Air

6. Hampton Inn & Suites Edgewood/Aberdeen-South

Hampton Inn & Suites Edgewood/Aberdeen-South
2.5 star property
Edgewood
9.4 out of 10, Exceptional, (1,001 reviews)
"Very nice stay and staff"
United States
Deborah
The price is P5,431
P6,083 total
includes taxes & fees
Nov 22 - Nov 23
Hampton Inn & Suites Edgewood/Aberdeen-South

7. Hilton Garden Inn Kent Island Marina

Hilton Garden Inn Kent Island Marina
3.0 star property
Grasonville
8.8 out of 10, Excellent, (1,001 reviews)
"Everything was fantastic"
United States
Gamil
The price is P7,781
P8,637 total
includes taxes & fees
Nov 22 - Nov 23
Hilton Garden Inn Kent Island Marina

8. SpringHill Suites Baltimore White Marsh/Middle River

SpringHill Suites Baltimore White Marsh/Middle River
2.5 star property
Middle River
9.0 out of 10, Wonderful, (984 reviews)
"Very well-kept hotel. Staff was very welcoming and nice location with restaurants across the street."
United States
Justin
The price is P6,821
P7,878 total
includes taxes & fees
Nov 22 - Nov 23
SpringHill Suites Baltimore White Marsh/Middle River

9. Home2 Suites by Hilton Baltimore / Aberdeen, MD

Home2 Suites by Hilton Baltimore / Aberdeen, MD
3.0 star property
Aberdeen
8.8 out of 10, Excellent, (432 reviews)
"Would stay again"
United States
Kenley
The price is P6,214
P6,960 total
includes taxes & fees
Nov 22 - Nov 23
Home2 Suites by Hilton Baltimore / Aberdeen, MD

10. Hampton Inn & Suites Baltimore/Aberdeen

Hampton Inn & Suites Baltimore/Aberdeen
2.5 star property
Aberdeen
9.0 out of 10, Wonderful, (706 reviews)
"Very friendly and helpful staff. The room was clean and comfortable. Plenty of parking and convenient to the interstate."
United States
William
The price is P6,110
P6,843 total
includes taxes & fees
Dec 5 - Dec 6
Hampton Inn & Suites Baltimore/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.

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?

The Lodge at Great Oak Landing is a top LGBTQ-friendly lodge, and features a golf course and free WiFi. Comfort Inn & Suites Chestertown and Red Roof Inn & Suites Chestertown 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, Chestertown Historic District, and Rolphs Wharf Marina. While you're here, create some great memories of your trip with stops at Northern Chesapeake Bay, Chesapeake Bay, and Larrabee Arts Center.

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.