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

Find Hotels with Bar in Chestertown, NY from CA $144

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Check availability on Chestertown Hotels with Bar

Tonight
Oct 24 - Oct 25
Tomorrow
Oct 25 - Oct 26
Next weekend
Oct 30 - Nov 1
In two weeks
Nov 6 - Nov 8

Our top choices for Chestertown hotels with a bar

Room
Room
Television
Room

1. Friends Lake Inn

Friends Lake Inn
Chestertown
United States
Pierre
CA $130
CA $144 total
includes taxes & fees
Oct 26 - Oct 27
Friends Lake Inn
A row of cabins with balconies, a well-maintained lawn, and a lake view.
A bar area with a central island, wooden chairs, and a stone fireplace.
A lakeside property with docked boats, a stone pathway, and a view of the surrounding forest and buildings.
A dining area with a table set for four, large windows offering a view of a lake and trees, and a stone wall in the background.

2. Lodge at Schroon Lake

Lodge at Schroon Lake
Schroon Lake
United States
Marco
CA $166
CA $234 total
includes taxes & fees
Oct 27 - Oct 28
Lodge at Schroon Lake
Room
A bar area with wooden chairs, a counter with a glass display, and hanging lights.
A modern lounge area with a round table, chairs, a fireplace, and a television mounted on a textured wall.
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.

3. Courtyard by Marriott Lake George

Courtyard by Marriott Lake George
Lake George
United States
Bob
CA $156
CA $173 total
includes taxes & fees
Nov 3 - Nov 4
Courtyard by Marriott Lake George
A wooden lodge with a metal roof, a covered porch, and a sign that reads "Becks."
A lodge sign with a mountain graphic, surrounded by greenery and two yellow chairs.
A rustic interior with wooden beams, a large window, and multiple tables and chairs.
A bar area with wooden windows, shelves of liquor bottles, and glasses.

4. Gore Mountain Lodge

Gore Mountain Lodge
North Creek
United States
Jennifer
CA $188
CA $208 total
includes taxes & fees
Oct 26 - Oct 27
Gore Mountain Lodge
A cozy room with a fireplace, wooden furniture, and a framed picture of the Adirondack High Peaks.
A hotel room with a bed, a wooden dresser with drawers, a television on top, a desk with a chair, and a mirror on the wall.
A room with a wooden dresser, a desk with a chair, a television, a lamp, and a window with curtains.
A snow-covered cabin with a wooden exterior and a single visible door.

5. North Creek Lodge at Gore Mountain

North Creek Lodge at Gore Mountain
North Creek
Canada
MICHAEL
CA $142
CA $157 total
includes taxes & fees
Nov 16 - Nov 17
North Creek Lodge at Gore Mountain
A deck with two blue lounge chairs, a railing, and a view of a lake with boats and hills in the background.
A restaurant with tables and chairs, large windows with a view of a beach and mountains, and a carpeted floor.
A bar area with a view of a lake and hills, a chalkboard menu, and a variety of bottles and glasses.
A marina with docked boats, a covered seating area, and a view of a lake with mountains in the background.

6. The Georgian Lakeside Resort

The Georgian Lakeside Resort
Lake George
United States
Yuliia
The Georgian Lakeside Resort
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 lobby with a reception desk, seating area, stone fireplace, and large windows.
A spacious living area with a stone fireplace, comfortable seating, a large window with a view, and a chandelier.
A hotel with a covered entrance, large windows, and a parking lot.

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

Holiday Inn Resort Lake George - Adirondack Area by IHG
Lake George
United States
HAGOP
CA $150
CA $166 total
includes taxes & fees
Nov 22 - Nov 23
Holiday Inn Resort Lake George - Adirondack Area by IHG
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 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
PATRICIA
CA $144
CA $160 total
includes taxes & fees
Nov 23 - Nov 24
Hampton Inn & Suites Lake George
An outdoor dining area with a fire feature, surrounded by white furniture and a gazebo.
View from room
A dining area with multiple tables and chairs, chandeliers, and large windows with a view of a lake.
A river with a large white boat docked at a pier, surrounded by autumn-colored trees and buildings in the background.

9. Fort William Henry Hotel and Conference Center

Fort William Henry Hotel and Conference Center
Lake George
United States
IMTIAZ
CA $137
CA $179 total
includes taxes & fees
Oct 25 - Oct 26
Fort William Henry Hotel and Conference Center
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 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.

10. Garnet Hill Lodge

Garnet Hill Lodge
North River
United States
Jonathan
CA $175
CA $195 total
includes taxes & fees
Nov 5 - Nov 6
Garnet Hill Lodge
View all properties

Top Chestertown Hotel Reviews

Great Escape Lodge & Indoor Waterpark

Great Escape Lodge & Indoor Waterpark

10/10 Excellent
"Had a great time, no issues"
Philip 4-night trip
Posted 16 hours ago
Great Escape Lodge & Indoor Waterpark
Friends Lake Inn

Friends Lake Inn

10/10 Excellent
"Such a cute place! Beds were comfy, breakfast was delicious and staff was very kind and accommodating. Would definitely recommend!!"
Chrissy 1-night trip
Posted 16 hours ago
Friends Lake Inn
The Queensbury Hotel

The Queensbury Hotel

10/10 Excellent
"Clean and cozy hotel, nice location"
Viktoriya 2-night trip
Posted 17 hours ago
The Queensbury Hotel
The Georgian Lakeside Resort

The Georgian Lakeside Resort

8/10 Good
"We booked this hotel at the last minute and we were pleasantly surprised. Our room had recently been renovated. It was clean, comfortable, and we were thrilled, but there was flooring instead of a rug. My only complaint was that the rooms were not well insulated so you could hear lots of noise outside when other people were not being considerate of others late at night."
Michelle 1-night trip
Posted 3 days ago
The Georgian Lakeside Resort
Courtyard by Marriott Lake George

Courtyard by Marriott Lake George

10/10 Excellent
"Room was very nice and clean,We had really good time and we enjoyed.Thank you."
Tania 2-night trip
Posted 4 days ago
Courtyard by Marriott Lake George
Holiday Inn Resort Lake George - Adirondack Area by IHG

Holiday Inn Resort Lake George - Adirondack Area by IHG

10/10 Excellent
"Good value"
Ellen 1-night trip
Posted 5 days ago
Holiday Inn Resort Lake George - Adirondack Area by IHG

Frequently asked questions

Searching for hotels with bars in Chestertown?
Chestertown features 115 hotels and other accommodations to choose from, and likely many will have a bar where you can enjoy an evening cocktail after a day out exploring. While you're here, you can check out Loon Lake Beach and Friends Lake.
What are the best hotels with bars in Chestertown?
Here's some of the top Chestertown accommodations with bars: Friends Lake Inn: Hotel with restaurant. Enjoy the bar, free WiFi, and free parking. The Fern Lodge: Enjoy the bar, free breakfast, and free WiFi.
What is there to do in Chestertown?
Consider a visit to Loon Lake Beach, Friends Lake, and Loon Lake, and then find a cozy spot for a nightcap. Other places to see include Hudson River and Tripp Pond. Chestertown is known for its lakeside.
When is the best time to visit Chestertown?
Visiting local bars in Chestertown is more fun when you know what the weather holds. These rainfall averages and temperatures can help you determine the best time for bar hopping. The hottest months are usually July and August with an average temp of 65°F, while the coldest months are January and February with an average of 25°F. The snowiest months in Chestertown are January, March, November, and December, with each month seeing an average of 13 inches of snowfall.
How can I get to Chestertown and around the area?
Here are some of your transportation options in and around Chestertown: Fly into Glens Falls, NY (GFL-Floyd Bennett Memorial), which is located 23.6 mi (38 km) away from the heart of the city. If you'd like to venture out around the area, you may want to rent a car for your trip.

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