A waterfront town with a pier, dock, and several buildings.

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Check availability on Chestertown Gay-Friendly Hotels

Next weekend
31 Jul - 2 Aug
In two weeks
7 Aug - 9 Aug

Our top choices for Chestertown LGBT-friendly hotels

Exterior

Pine Tree Motel & Cabins

Pine Tree Motel & Cabins
2.0 star property
Chestertown
9.2 out of 10, Wonderful, (152 reviews)
"Great place for the price—lovely staff and immaculately clean rustic motel."
United States
Andrew
The price is Rp3.143.525
Rp3.489.313 total
includes taxes & fees
27 Jul - 28 Jul
Pine Tree Motel & Cabins
Exterior

Llama House ADK

Llama House ADK
2.5 star property
Wevertown
9.2 out of 10, Wonderful, (36 reviews)
"Dave was very considerate, enjoyed our stay"
United States
Daniel
The price is Rp2.007.325
Rp2.228.131 total
includes taxes & fees
27 Jul - 28 Jul
Llama House ADK
Front of property

Silver Bay YMCA Inn and Conference Center

Silver Bay YMCA Inn and Conference Center
2.0 star property
Silver Bay
8.8 out of 10, Excellent, (167 reviews)
"Room was nice and clean,frendly and helpful staff."
United States
Jadwiga
The price is Rp2.425.005
Rp2.691.756 total
includes taxes & fees
16 Aug - 17 Aug
Silver Bay YMCA Inn and Conference Center
Serves lunch and dinner

Garnet Hill Lodge

Garnet Hill Lodge
3.0 star property
North River
9.2 out of 10, Wonderful, (194 reviews)
"Garnet Hill is beautiful and the food was excellent! We had breakfast and dinner there. We really enjoyed our stay."
United States
chandler
The price is Rp2.961.739
Rp3.287.768 total
includes taxes & fees
3 Aug - 4 Aug
Garnet Hill Lodge
Reception

Admiral Motel

Admiral Motel
2.5 star property
Lake George
9.4 out of 10, Exceptional, (759 reviews)
"Very nice place to stay when I go to lake George that's where I stay"
United States
Chaundray
The price is Rp2.150.171
Rp2.386.690 total
includes taxes & fees
27 Jul - 28 Jul
Admiral Motel
Gazebo

Heritage of Lake George

Heritage of Lake George
3.0 star property
Lake George
9.0 out of 10, Wonderful, (728 reviews)
"It’s a great location about a 10 min walk to the town full of shops and restaurants. Not far from the beach either. Great stay! Perfect getaway for families and couples."
Canada
Margarita
The price is Rp2.182.504
Rp2.422.579 total
includes taxes & fees
27 Jul - 28 Jul
Heritage of Lake George
Deluxe Room, 2 Queen Beds, Refrigerator & Microwave | Laptop workspace, iron/ironing board (on request), free WiFi, bed sheets

Motel 6 Lake George, NY – Adirondacks

Motel 6 Lake George, NY – Adirondacks
2.5 star property
Lake George
9.0 out of 10, Wonderful, (202 reviews)
"The owners are wonderful people."
United States
Kerrie
The price is Rp1.706.485
Rp1.894.200 total
includes taxes & fees
20 Aug - 21 Aug
Motel 6 Lake George, NY – Adirondacks
Balcony

Studio 6 Lake George, NY - Adirondacks

Studio 6 Lake George, NY - Adirondacks
2.0 star property
Lake George
9.4 out of 10, Exceptional, (6 reviews)
"Friendly staff, nearby shops, great location."
United States
Anatoliy
The price is Rp1.817.856
Rp2.017.821 total
includes taxes & fees
27 Jul - 28 Jul
Studio 6 Lake George, NY - Adirondacks
Lobby

Quality Inn Queensbury - Lake George Area

Quality Inn Queensbury - Lake George Area
2.5 star property
Queensbury
7.8 out of 10, Good, (1,002 reviews)
"Staff friendly and helpful"
Canada
George
The price is Rp1.801.689
Rp1.999.874 total
includes taxes & fees
24 Aug - 25 Aug
Quality Inn Queensbury - Lake George Area
Exterior

Holiday Inn Resort Lake George - Adirondack Area by IHG

Holiday Inn Resort Lake George - Adirondack Area by IHG
3.0 star property
Lake George
9.4 out of 10, Exceptional, (1,005 reviews)
"Excellent location, numerous amenities, good dining however many other options close by. Whole family really enjoyed stay."
United States
Gregory
The price is Rp4.347.046
Rp4.825.221 total
includes taxes & fees
2 Aug - 3 Aug
Holiday Inn Resort Lake George - Adirondack Area by IHG
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.
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Top Chestertown Hotel Reviews

Frequently asked questions

Searching for a gay-friendly hotel in Chestertown?
Book a place where you can be yourself! You'll find gay-friendly hotels in Chestertown on Expedia. Visitors are sure to enjoy all Chestertown has to offer including its lakeside.
What is the top LGBTQ-friendly hotel in Chestertown?
Pine Tree Motel & Cabins is one of the top choices for those in the LGBT community.
What should I see while I'm in Chestertown?
During your trip, get out and enjoy everything Chestertown has to offer. You and your travelling companions may want to visit Friends Lake, Loon Lake and Hudson River. While you're here, create some great memories of your trip with stops at Loon Lake Beach and Tripp Pond.
What is an LGBTQ-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 operate in a spirit of inclusiveness, prioritising a diverse environment in which guests are welcomed, respected and not obliged to declare or hide their sexual orientation.
What can I expect from a gay-friendly hotel in Chestertown?
Take a holiday from the ordinary; stay at an LGBTQ-friendly hotel in Chestertown, and get a warm welcome from a community you belong to. Some of Expedia's LGBTQ-friendly hotels go the extra mile and offer concierge services that provide information about nearby LGBTQ restaurants and local events.