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

Search Gay-Friendly Hotels in Chestertown

Check availability on Chestertown Gay-Friendly Hotels

Tonight
10 Sep - 11 Sep
Tomorrow
11 Sep - 12 Sep
This weekend
11 Sep - 13 Sep
Next weekend
18 Sep - 20 Sep

Our top choices for Chestertown LGBT-friendly hotels

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

1. Pine Tree Motel & Cabins

Pine Tree Motel & Cabins
Chestertown
United States
Pingfei
฿5,759
฿6,392 total
includes taxes & fees
12 Sept - 13 Sept
Pine Tree Motel & Cabins
A reception area with a wooden counter, a welcome sign, and a ship's wheel decoration.
A swimming pool with lounge chairs and umbrellas, surrounded by trees and buildings.
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
฿2,425
฿2,692 total
includes taxes & fees
17 Sept - 18 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 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.
A group of Adirondack chairs arranged around a stone fire pit with a scenic view of a forested valley and mountains in the background.

3. Garnet Hill Lodge

Garnet Hill Lodge
North River
United States
Jonathan
฿8,134
฿9,029 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 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.

4. Courtyard by Marriott Lake George

Courtyard by Marriott Lake George
Lake George
United States
Yasmeen
฿5,561
฿6,173 total
includes taxes & fees
29 Sept - 30 Sept
Courtyard by Marriott Lake George
A white building with a covered porch and a gazebo with flower baskets.
A hotel room with two beds, a nightstand with a lamp, and a window with curtains.
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.

5. Heritage of Lake George

Heritage of Lake George
Lake George
United States
Shaun Marie
฿2,425
฿2,692 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 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.
A conference room with large windows offering a view of a mountainous landscape.

6. Silver Bay YMCA Inn and Conference Center

Silver Bay YMCA Inn and Conference Center
Silver Bay
United States
Marina
฿6,293
฿6,986 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 gym with a squat rack, dumbbells, and a pool table.
A swimming pool with lounge chairs and umbrellas, surrounded by a fence.

7. Motel 6 Lake George, NY – Adirondacks

Motel 6 Lake George, NY – Adirondacks
Lake George
United States
Brenda
฿2,303
฿2,557 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 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.

8. Hampton Inn & Suites Lake George

Hampton Inn & Suites Lake George
Lake George
United States
Jose
฿4,265
฿4,734 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 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.

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

Country Inn & Suites by Radisson, Lake George (Queensbury), NY
Queensbury
United States
KELLY
฿3,027
฿3,360 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.
A hotel with a covered entrance, large windows, and a parking lot.
An indoor swimming pool with a brick floor, lounge chairs, and a stone wall.
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
฿4,771
฿5,296 total
includes taxes & fees
4 Oct - 5 Oct
Holiday Inn Resort Lake George - Adirondack Area by IHG
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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.

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