Find LGBTQ welcoming hotels in Chestertown, MD

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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 AU$158
includes taxes & fees
6 Dec - 7 Dec
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, (513 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 AU$116
includes taxes & fees
15 Nov - 16 Nov
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, (129 reviews)
"Nice restairant and bar"
United States
Steve allen
The price is AU$180
includes taxes & fees
10 Nov - 11 Nov
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)
"A wonderful stay! Already planning a trip for next year!"
United States
Michelle
The price is AU$163
includes taxes & fees
15 Nov - 16 Nov
Holiday Inn Express Annapolis East-Kent Island by IHG

5. Hampton Inn & Suites Edgewood/Aberdeen-South

Hampton Inn & Suites Edgewood/Aberdeen-South
2.5 star property
Edgewood
9.4 out of 10, Exceptional, (1,002 reviews)
"Very nice stay and staff"
United States
Deborah
The price is AU$139
includes taxes & fees
23 Nov - 24 Nov
Hampton Inn & Suites Edgewood/Aberdeen-South

6. Hilton Garden Inn Bel Air

Hilton Garden Inn Bel Air
3.0 star property
Bel Air
9.2 out of 10, Wonderful, (315 reviews)
"The whole experience was great 👍"
United States
Donald
The price is AU$165
includes taxes & fees
3 Dec - 4 Dec
Hilton Garden Inn Bel Air

7. 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, (978 reviews)
"The property was in a very nice area. There were a few restaurants near. Very quiet, will definitely stay again."
United States
Rashawna
The price is AU$180
includes taxes & fees
15 Nov - 16 Nov
SpringHill Suites Baltimore White Marsh/Middle River

8. Hilton Garden Inn Kent Island Marina

Hilton Garden Inn Kent Island Marina
3.0 star property
Grasonville
8.8 out of 10, Excellent, (1,003 reviews)
"Everything was fantastic"
United States
Gamil
The price is AU$194
includes taxes & fees
18 Nov - 19 Nov
Hilton Garden Inn Kent Island Marina

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, (431 reviews)
"Would stay again"
United States
Kenley
The price is AU$159
includes taxes & fees
22 Nov - 23 Nov
Home2 Suites by Hilton Baltimore / Aberdeen, MD

10. Historic Inns of Annapolis

Historic Inns of Annapolis
3.5 star property
Historic District
9.0 out of 10, Wonderful, (2,066 reviews)
"Great location, excellent stay"
United States
Christiaan
The price is AU$168
includes taxes & fees
17 Nov - 18 Nov
Historic Inns of Annapolis
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

What kinds of gay-friendly hotels are there in Chestertown?

When you're looking for gay-friendly hotels in Chestertown, you'll find a wide variety of options to choose from. These welcoming hotels come in all shapes and sizes and offer a diverse array of amenities and special features you can enjoy. Whether you're looking for something romantic, like hotels with spa facilities, or are more interested in rooms better fit for a solo traveller or a group of friends, you'll find it here. What these hotels all have in common, though, is strict anti-discrimination policies and insight into some of the most popular LGBTQ-friendly activities available in town.

What are the best gay-friendly hotels in Chestertown like?

The best gay-friendly hotel in Chestertown depends on what you're looking for in accommodation. Fortunately, you can easily find what you need, thanks to the multitude of available search filters. You can filter based on amenities you may be interested in, like hot tubs or pet-friendly policies, or you can sort by star rating. You can even filter by guest reviews to show only hotels that have received predominantly high marks from previous guests. Don't forget to mark the filter for LGBTQ-friendly hotels to only show anti-discriminatory hotels in your results.

How can I find deals on Chestertown gay-friendly hotels?

You'll find plenty of deals on gay-friendly hotels in Chestertown. If you want to increase your chances of finding a deal, try booking your stay in the off-season when prices are usually cheaper. Additionally, think about what amenities you may be willing to go without to drive the price down even further. Of course, booking a short distance away from prominent attractions can be an easy way to save while still being close to public transport routes that can get you to the action easily. Just keep in mind that these are general trends rather than solid rules, as prices fluctuate all the time and can be difficult to predict.

Why should I book a gay-friendly hotel in Chestertown with Expedia?

Booking with Expedia makes your holiday planning easier than ever before. Not only will you be able to enjoy a massive selection of gay-friendly hotels in Chestertown, but you can also book a flight as well. In fact, booking both through Expedia may even unlock some additional savings. Plus, you can take advantage of the Expedia Rewards program. Joining is completely free, and every booking earns you points that you can redeem later for additional discounts. Plus, you'll enjoy deep discounts on certain hotels simply by being a member.

Are gay-friendly hotels in Chestertown fully refundable?

A fully refundable cancelation is a handy feature to have, and numerous gay-friendly hotels in Chestertown offer it. Expedia is proud to host a wide variety of hotels that offer full refund – there's even a search-filter option for it. You'll be able to see all qualifying hotels clearly marked on your search results page without even having to click the hotels individually.

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