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

Gay friendly Hotels in Chestertown

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Check availability on Chestertown Gay friendly Hotels

Tonight
29 Sept - 30 Sept
Tomorrow
30 Sept - 1 Oct
This weekend
2 Oct - 4 Oct
Next weekend
9 Oct - 11 Oct

Our top choices for Chestertown LGBT-friendly hotels

A small, single-story house with a gabled roof and a front porch.
A small wooden cabin with a porch and two chairs in front.
A wooden arbor structure in a grassy area with two potted plants.
A room with wooden walls, a bed, a dresser, a television, and a small refrigerator.

1. Pine Tree Motel & Cabins

Pine Tree Motel & Cabins
Chestertown
United States
John
S$248
includes taxes & fees
1 Oct - 2 Oct
Pine Tree Motel & Cabins
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 lifeguard tower with a ladder and a bag of life-saving equipment.
A spacious room with a stone fireplace, wooden beams, and a herringbone-patterned floor.

2. Silver Bay YMCA Inn and Conference Center

Silver Bay YMCA Inn and Conference Center
Silver Bay
Canada
james
S$134
includes taxes & fees
1 Oct - 2 Oct
Silver Bay YMCA Inn and Conference Center
An outdoor patio with a fire pit, dining tables, chairs, and umbrellas.
A spa area with a hot tub, seating, and a view of the outdoors.
A modern bar area with a white countertop, multiple stools, and a variety of bottles and glasses.
A spacious dining area with a high ceiling, large windows, and a mix of seating arrangements including a bench and individual chairs.

3. Hampton Inn & Suites Lake George

Hampton Inn & Suites Lake George
Lake George
United States
Mark
S$139
includes taxes & fees
29 Oct - 30 Oct
Hampton Inn & Suites Lake George
A reception area with a wooden counter, a welcome sign, and a ship's wheel decoration.
A poolside area with a blue sofa, white wicker chairs, and a small table with a basket.
A swimming pool with lounge chairs and umbrellas, surrounded by trees and buildings.
A white building with a yellow awning, a porch with flowers, and American flags.

4. Admiral Motel

Admiral Motel
Lake George
United States
Nancy
S$114
includes taxes & fees
1 Oct - 2 Oct
Admiral Motel
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 building with a sign reading "The Heritage of La".

5. Heritage of Lake George

Heritage of Lake George
Lake George
United States
Shaun Marie
S$114
includes taxes & fees
4 Oct - 5 Oct
Heritage of Lake George
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 spacious living area with a stone fireplace, comfortable seating, a large window with a view, and a chandelier.
A hotel lobby with a reception desk, seating area, stone fireplace, and large windows.

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

Holiday Inn Resort Lake George - Adirondack Area by IHG
Lake George
United States
Tina
S$177
includes taxes & fees
25 Oct - 26 Oct
Holiday Inn Resort Lake George - Adirondack Area by IHG
An outdoor patio with red Adirondack chairs, a wooden pergola, and a covered seating area with picnic tables.
A spacious lobby with a reception desk, seating area, staircase, and fireplace.
A hotel room with a kitchenette, a bed, a desk, a chair, and a large mirror.
Breakfast area

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

Country Inn & Suites by Radisson, Lake George (Queensbury), NY
Queensbury
United States
Brian
S$119
includes taxes & fees
27 Oct - 28 Oct
Country Inn & Suites by Radisson, Lake George (Queensbury), NY
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 gym with a squat rack, dumbbells, and a pool table.
A motel with a two-story structure, multiple balconies, and a parking lot.

8. Motel 6 Lake George, NY – Adirondacks

Motel 6 Lake George, NY – Adirondacks
Lake George
United States
Brenda
S$92
includes taxes & fees
29 Oct - 30 Oct
Motel 6 Lake George, NY – Adirondacks
Two people dining at an outdoor table with a pizza and drinks, overlooking a lake with a boat and hills in the background.
A modern lounge area with a round table, chairs, a fireplace, and a television mounted on a textured wall.
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.

9. Courtyard by Marriott Lake George

Courtyard by Marriott Lake George
Lake George
United States
Natalie
S$197
includes taxes & fees
26 Oct - 27 Oct
Courtyard by Marriott Lake George
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 group of Adirondack chairs arranged around a stone fire pit with a scenic view of a forested valley and mountains in the background.
A rustic wooden cabin with a red door and windows, surrounded by a garden with purple flowers.
A log cabin with a wooden door, red shutters, and a brick pathway leading to the entrance.

10. Garnet Hill Lodge

Garnet Hill Lodge
North River
United States
Jonathan
S$231
includes taxes & fees
28 Oct - 29 Oct
Garnet Hill Lodge
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 Loon Lake Beach, Friends Lake and Loon Lake. While you're here, create some great memories of your trip with stops at Hudson River 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.

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