Search B&B 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 prices for these dates

Next weekend
Nov 20 - Nov 22
In two weeks
Nov 27 - Nov 29
In one month
Dec 11 - Dec 13
In two months
Jan 8 - Jan 10
No exact matches found, but these alternatives could be just right

Recommended hotels in Chestertown

Room

1. Friends Lake Inn

Friends Lake Inn
4.0 star property
Chestertown
8.6 out of 10, Excellent, (140 reviews)
"Great breakfast, very friendly staff and beautiful place"
United States
Pierre
The price is P5,754
P6,387 total
includes taxes & fees
Nov 16 - Nov 17
Friends Lake Inn
A cozy log cabin interior with a stone fireplace, wooden ceiling, and a large arched window.

2. The Alpine Lodge

The Alpine Lodge
3.0 star property
North Creek
9.0 out of 10, Wonderful, (715 reviews)
"Absolutely adorable place! Comfy and cozy."
United States
Patricia
The price is P4,778
P5,984 total
includes taxes & fees
Nov 16 - Nov 17
The Alpine Lodge
A log cabin-style building with a porch, windows, and a green roof.

3. Super 8 by Wyndham Lake George/Warrensburg Area

Super 8 by Wyndham Lake George/Warrensburg Area
2.5 star property
Lake George
8.6 out of 10, Excellent, (1,000 reviews)
"Reasonably nice room at a fair price."
United States
Robert
The price is P4,333
P4,810 total
includes taxes & fees
Nov 29 - Nov 30
Super 8 by Wyndham Lake George/Warrensburg Area
An indoor swimming pool with a view of the city through large windows, a seating area with chairs, and a ceiling with exposed beams.

4. Spark by Hilton Lake George Outlets

Spark by Hilton Lake George Outlets
2.5 star property
Lake George
8.2 out of 10, Very good, (1,005 reviews)
"Very comfortable beds."
United States
Kenneth
The price is P4,817
P5,347 total
includes taxes & fees
Dec 15 - Dec 16
Spark by Hilton Lake George Outlets
A row of cabins with balconies, a well-maintained lawn, and a lake view.

5. Lodge at Schroon Lake

Lodge at Schroon Lake
3.0 star property
Schroon Lake
9.0 out of 10, Wonderful, (589 reviews)
"Clean and well-kept hotel with an Adirondack feel and a view of Schroon lake."
United States
Elizabeth
The price is P8,087
P11,227 total
includes taxes & fees
Dec 3 - Dec 4
Lodge at Schroon Lake
Room

6. Courtyard by Marriott Lake George

Courtyard by Marriott Lake George
3.0 star property
Lake George
9.2 out of 10, Wonderful, (1,002 reviews)
"Great place to stay"
United States
Luann
The price is P7,112
P7,894 total
includes taxes & fees
Nov 17 - Nov 18
Courtyard by Marriott Lake George
A wooden building with large windows and a metal roof.

7. Gore Mountain Lodge

Gore Mountain Lodge
2.0 star property
North Creek
9.2 out of 10, Wonderful, (221 reviews)
"What a wonderful family owned treasure in a fabulous location. Can’t wait to go back. Ty!!"
United States
Jennifer
The price is P8,546
P9,485 total
includes taxes & fees
Nov 16 - Nov 17
Gore Mountain Lodge
An outdoor patio with a fire pit, dining tables, chairs, and umbrellas.

8. Hampton Inn & Suites Lake George

Hampton Inn & Suites Lake George
2.5 star property
Lake George
9.0 out of 10, Wonderful, (1,002 reviews)
"Great place to stay."
United States
PATRICIA
The price is P6,446
P7,155 total
includes taxes & fees
Dec 3 - Dec 4
Hampton Inn & Suites Lake George
An outdoor patio with red Adirondack chairs, a wooden pergola, and a covered seating area with picnic tables.

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

Country Inn & Suites by Radisson, Lake George (Queensbury), NY
3.0 star property
Queensbury
9.0 out of 10, Wonderful, (1,573 reviews)
"Pleasant hotel a short drive from Lake George"
United States
Mark
The price is P4,983
P5,531 total
includes taxes & fees
Dec 13 - Dec 14
Country Inn & Suites by Radisson, Lake George (Queensbury), NY
A hotel entrance with a stone facade, a covered entrance area, and a landscaped driveway.

10. Comfort Inn & Suites Lake George

Comfort Inn & Suites Lake George
2.5 star property
Lake George
8.8 out of 10, Excellent, (1,003 reviews)
"We liked overall stay and had a good experience."
United States
Manish
The price is P6,418
P7,125 total
includes taxes & fees
Dec 6 - Dec 7
Comfort Inn & Suites Lake George
An indoor swimming pool with clear water, surrounded by stone walls and wooden windows.

11. Lodges At Cresthaven

Lodges At Cresthaven
4.0 star property
Lake George
9.4 out of 10, Exceptional, (672 reviews)
"amazing place"
United States
Faruk
The price is P9,234
P10,250 total
includes taxes & fees
Nov 16 - Nov 17
Lodges At Cresthaven
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.

12. Garnet Hill Lodge

Garnet Hill Lodge
3.0 star property
North River
9.4 out of 10, Exceptional, (214 reviews)
"loved the beautiful area and property nostalgia"
United States
april
The price is P7,812
P8,671 total
includes taxes & fees
Nov 19 - Nov 20
Garnet Hill Lodge
A white public house with a prominent bell tower, a large arched window, and a sign indicating its location in North Creek.

13. Public House

Public House
2.0 star property
North Creek
6.0 out of 10, (1 review)
"Construction and lots of issues. Floor and bathroom not clean. Way too expensive for what it is currently. It will be nice one day but isn’t there yet"
United States
Cara
The price is P12,316
P13,670 total
includes taxes & fees
Nov 22 - Nov 23
Public House
A pool area with a yellow water slide and a pool.

14. La Quinta Inn & Suites by Wyndham Lake George

La Quinta Inn & Suites by Wyndham Lake George
3.0 star property
Lake George
8.6 out of 10, Excellent, (1,718 reviews)
"Great stay"
United States
Philip
The price is P5,363
P5,952 total
includes taxes & fees
Nov 17 - Nov 18
La Quinta Inn & Suites by Wyndham 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.

15. 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, (1,003 reviews)
"Great family place to stay. Clean and well maintained hotel. Very helpful staff. Amazing restaurant with very helpful staff and delicious food."
United States
HAGOP
The price is P7,583
P8,418 total
includes taxes & fees
Nov 22 - Nov 23
Holiday Inn Resort Lake George - Adirondack Area by IHG
A large, historic hotel with multiple buildings, a well-maintained lawn, and a mountainous backdrop.

16. 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, (207 reviews)
"All staff was friendly and helpful! The inn building was built in late 1800's awesome! View of the lake was awesome! A lot to do there!"
United States
Scott
The price is P5,385
P5,978 total
includes taxes & fees
Dec 8 - Dec 9
Silver Bay YMCA Inn and Conference Center
An outdoor dining area with a fire feature, surrounded by white furniture and a gazebo.

17. Fort William Henry Hotel and Conference Center

Fort William Henry Hotel and Conference Center
3.0 star property
Lake George
8.6 out of 10, Excellent, (1,002 reviews)
"Great location"
United States
Cynthia
The price is P6,490
P8,415 total
includes taxes & fees
Nov 25 - Nov 26
Fort William Henry Hotel and Conference Center
A modern hotel entrance with a covered waiting area, stone pillars, and a blue-lit facade.

18. Holiday Inn Express Queensbury - Lake George Area by IHG

Holiday Inn Express Queensbury - Lake George Area by IHG
2.5 star property
Queensbury
9.0 out of 10, Wonderful, (1,003 reviews)
"Great hotel, good breakfast, perfect location."
United States
Gary
The price is P5,544
P6,154 total
includes taxes & fees
Dec 13 - Dec 14
Holiday Inn Express Queensbury - Lake George 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.
View all properties

Learn more about Chestertown

Nestled in the Adirondacks, this charming town offers hiking trails and kayaking on Friends Lake during summer months. Winter visitors can hit the slopes at nearby Gore Mountain in North Creek or explore the Natural Stone Bridge and Caves in Pottersville.

See all hotels in Chestertown
A waterfront town with a pier, dock, and several buildings.

Frequently Asked Questions

Searching for B&Bs in Chestertown?

If you're looking for something a little different than your standard hotel experience, a bed and breakfast could be a great option for your trip. If you're hoping to spend some time walking along the water in Chestertown, Loon Lake Beach is worth a visit.

How do you know if a B&B is the best choice for your stay?

With attentive service, opportunities to meet other guests, and tasty breakfasts, B&Bs all have a one-of-a-kind setting.

What are the top B&Bs in Chestertown?

Here are some B&Bs in the surrounding area: The Fern Lodge: 5 rooms. 3.1 mi (4.9 km) from the heart of Chestertown. Enjoy the local cuisine breakfast and hot tubs. The Loft at The Remington: 0.1 mi (0.1 km) from the downtown core.

When is the best time to stay at a B&B in Chestertown?

When you're dreaming of a stay in Chestertown, year-round temperatures and rainfall may be important factors to consider. 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.

What is there to do in Chestertown?

When you want to spend some time in the great outdoors, Loon Lake Beach and Friends Lake are some notable spots. You might put Loon Lake and Hudson River on your list if you want to see more of the area.

How can I get to and around Chestertown?

Mapping out your trip in and around Chestertown is easy with these transportation options. 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.