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

Search Gay-Friendly Hotels in Chestertown

  • 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
10 Sept - 11 Sept
Tomorrow
11 Sept - 12 Sept
This weekend
11 Sept - 13 Sept
Next weekend
18 Sept - 20 Sept

Our top choices for Chestertown LGBT-friendly hotels

A small, single-story house with a gabled roof and a front porch.
A room with wooden walls, a bed, a dresser, a television, and a small refrigerator.
A small wooden cabin with a porch and two chairs in front.
A wooden cabin room with a round table, a chair, a bed with a colorful quilt, a television, and a dog standing by the door.

1. Pine Tree Motel & Cabins

Pine Tree Motel & Cabins
Chestertown
United States
Pingfei
₹16,594
₹18,420 total
includes taxes & fees
23 Sept - 24 Sept
Pine Tree Motel & Cabins
A reception area with a wooden counter, a welcome sign, and a ship's wheel decoration.
A wooden bear sculpture with a sign reading "Admiral Motel" in front of a building with outdoor seating.
A poolside area with a blue sofa, white wicker chairs, and a small table with a basket.
A white building with a yellow awning, a porch with flowers, and American flags.

2. Admiral Motel

Admiral Motel
Lake George
United States
Grayson
₹7,595
₹8,431 total
includes taxes & fees
22 Sept - 23 Sept
Admiral Motel
A cozy fireplace with a stone wall, a wooden shelf with books and candles, and a table with a bowl of apples and wine glasses.
A log cabin with a wooden door, red shutters, and a brick pathway leading to the entrance.
A group of Adirondack chairs arranged around a stone fire pit with a scenic view of a forested valley and mountains in the background.
A wooden interior with a large open door leading to a kitchen area, a staircase, and a wooden floor.

3. Garnet Hill Lodge

Garnet Hill Lodge
North River
United States
Jonathan
₹23,701
₹26,309 total
includes taxes & fees
9 Oct - 10 Oct
Garnet Hill Lodge
Two people dining at an outdoor table with a pizza and drinks, overlooking a lake with a boat and hills in the background.
A hotel room with two beds, a desk, a chair, a large window with a view of a lake and hills, and a carpeted floor.
A bar area with wooden chairs, a counter with a glass display, and hanging lights.
A couple sitting on a green sofa in a hotel lobby with a tiled floor and wooden shelves in the background.

4. Courtyard by Marriott Lake George

Courtyard by Marriott Lake George
Lake George
United States
Yasmeen
₹14,076
₹15,624 total
includes taxes & fees
23 Sept - 24 Sept
Courtyard by Marriott Lake George
A white building with a covered porch and a gazebo with flower baskets.
A swimming pool with green lounge chairs and a white picket fence.
A covered outdoor seating area with two green lounge chairs, a tree with pink flowers, and a parking area in the background.
A hotel room with two beds, a nightstand with a lamp, and a window with curtains.

5. Heritage of Lake George

Heritage of Lake George
Lake George
United States
Shaun Marie
₹7,009
₹7,780 total
includes taxes & fees
14 Sept - 15 Sept
Heritage of Lake George
A large, historic hotel with multiple buildings, a well-maintained lawn, and a mountainous backdrop.
A conference room with large windows offering a view of a mountainous landscape.
A spacious room with a stone fireplace, wooden beams, and a herringbone-patterned floor.
A lifeguard tower with a ladder and a bag of life-saving equipment.

6. Silver Bay YMCA Inn and Conference Center

Silver Bay YMCA Inn and Conference Center
Silver Bay
United States
Marina
₹18,190
₹20,190 total
includes taxes & fees
13 Sept - 14 Sept
Silver Bay YMCA Inn and Conference Center
A hotel room with two beds, a dining table, a small kitchen area, and a view of the outdoors.
A two-story wooden house with a balcony, a front door, and a staircase.
A motel with a two-story structure, multiple balconies, and a parking lot.
A gym with a squat rack, dumbbells, and a pool table.

7. Motel 6 Lake George, NY – Adirondacks

Motel 6 Lake George, NY – Adirondacks
Lake George
United States
Brenda
₹6,658
₹7,390 total
includes taxes & fees
21 Sept - 22 Sept
Motel 6 Lake George, NY – Adirondacks
An outdoor patio with a fire pit, dining tables, chairs, and umbrellas.
A modern bar area with a white countertop, multiple stools, and a variety of bottles and glasses.
A spa area with a hot tub, seating, and a view of the outdoors.
A spacious lobby with a stone fireplace, blue seating, and a large chandelier.

8. Hampton Inn & Suites Lake George

Hampton Inn & Suites Lake George
Lake George
United States
Jose
₹12,327
₹13,683 total
includes taxes & fees
27 Sept - 28 Sept
Hampton Inn & Suites Lake George
An outdoor patio with red Adirondack chairs, a wooden pergola, and a covered seating area with picnic tables.
A hotel room with a kitchenette, a bed, a desk, a chair, and a large mirror.
A spacious lobby with a reception desk, seating area, staircase, and fireplace.

9. Country Inn & Suites by Radisson, Lake George (Queensbury), NY

Country Inn & Suites by Radisson, Lake George (Queensbury), NY
Queensbury
United States
KELLY
₹8,724
₹9,684 total
includes taxes & fees
6 Oct - 7 Oct
Country Inn & Suites by Radisson, Lake George (Queensbury), NY
A patio area with a stone fire pit, wooden chairs, and tables, surrounded by a building with large windows and a stone facade.
An indoor swimming pool with a brick floor, lounge chairs, and a stone wall.
A hotel with a covered entrance, large windows, and a parking lot.
A hotel lobby with a reception desk, seating area, stone fireplace, and large windows.

10. Holiday Inn Resort Lake George - Adirondack Area by IHG

Holiday Inn Resort Lake George - Adirondack Area by IHG
Lake George
United States
Tina
₹13,791
₹15,308 total
includes taxes & fees
4 Oct - 5 Oct
Holiday Inn Resort Lake George - Adirondack Area by IHG
View all properties

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.

Explore a world of travel with Expedia