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

Find a Bed and Breakfast in Chestertown from CA $106

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Check prices for these dates

Next weekend
Oct 30 - Nov 1
In two weeks
Nov 6 - Nov 8
In one month
Nov 20 - Nov 22
In two months
Dec 18 - Dec 20
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, (134 reviews)
"Great breakfast, very friendly staff and beautiful place"
United States
Pierre
The price is CA $147
CA $163 total
includes taxes & fees
Oct 22 - Oct 23
Friends Lake Inn
Private lakefront access just down the road with two docks, a cozy firepit, and comfortable outdoor seating. Perfect for fishing, enjoying the view, or unwinding by the water.

2. The Lily Pad at Loon Lake near Gore Mountain

The Lily Pad at Loon Lake near Gore Mountain
Chestertown
9.6 out of 10, Exceptional, (43 reviews)
"Perfect for what we needed as a family of 8,, the host was very easy to communicate with as well."
United States
Sara Beth E.
The price is CA $212
CA $626 total
includes taxes & fees
Oct 21 - Oct 22
The Lily Pad at Loon Lake near Gore Mountain
A log cabin interior with a stone fireplace, wooden ceiling beams, and a large leather sofa.

3. Authentic Log Cabin with Lake Views and Sauna

Authentic Log Cabin with Lake Views and Sauna
Chestertown
9.4 out of 10, Exceptional, (3 reviews)
"Very nice cabin with amenities. Thank you for a great stay."
United States
Joe F.
The price is CA $381
CA $484 total
includes taxes & fees
Oct 21 - Oct 22
Authentic Log Cabin with Lake Views and Sauna
A log cabin-style building with a porch, windows, and a green roof.

4. 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, (1,002 reviews)
"Staffs were really nice and helpful."
United States
Augustine
The price is CA $96
CA $106 total
includes taxes & fees
Oct 27 - Oct 28
Super 8 by Wyndham Lake George/Warrensburg Area
A cozy log cabin interior with a stone fireplace, wooden ceiling, and a large arched window.

5. The Alpine Lodge

The Alpine Lodge
3.0 star property
North Creek
9.0 out of 10, Wonderful, (710 reviews)
"Absolutely adorable place! Comfy and cozy."
United States
Patricia
The price is CA $178
CA $213 total
includes taxes & fees
Oct 29 - Oct 30
The Alpine Lodge
A row of cabins with balconies, a well-maintained lawn, and a lake view.

6. Lodge at Schroon Lake

Lodge at Schroon Lake
3.0 star property
Schroon Lake
9.0 out of 10, Wonderful, (576 reviews)
"Great place to visit"
United States
Marco
The price is CA $174
CA $243 total
includes taxes & fees
Nov 8 - Nov 9
Lodge at Schroon Lake
A wooden lodge with a metal roof, a covered porch, and a sign that reads "Becks."

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 CA $189
CA $210 total
includes taxes & fees
Oct 21 - Oct 22
Gore Mountain Lodge
An indoor swimming pool with a view of the city through large windows, a seating area with chairs, and a ceiling with exposed beams.

8. 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, (1,003 reviews)
"Hidden gem :) great location !"
Canada
Melanie
The price is CA $109
CA $121 total
includes taxes & fees
Nov 1 - Nov 2
Spark by Hilton Lake George Outlets
A patio area with a stone fire pit, wooden chairs, and tables, surrounded by a building with large windows and a stone facade.

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

Holiday Inn Resort Lake George - Adirondack Area by IHG
3.0 star property
Lake George
9.2 out of 10, Wonderful, (1,000 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 CA $158
CA $175 total
includes taxes & fees
Nov 18 - Nov 19
Holiday Inn Resort Lake George - Adirondack Area by IHG
A hotel room with a bed, a desk, a chair, a TV, and a wardrobe.

10. 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 CA $203
CA $225 total
includes taxes & fees
Oct 28 - Oct 29
Public House
A large, historic hotel with multiple buildings, a well-maintained lawn, and a mountainous backdrop.

11. 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, (202 reviews)
"The property is vast and the buildings large and charming."
United States
Connie
The price is CA $125
CA $139 total
includes taxes & fees
Nov 19 - Nov 20
Silver Bay YMCA Inn and Conference Center
A restaurant with multiple tables and chairs, a counter with a beverage dispenser, and a menu board.

12. Skyline Hotel Lake George

Skyline Hotel Lake George
2.5 star property
Lake George
7.4 out of 10, Good, (1,002 reviews)
"Everything was very good, room was clean the staff is very friendly"
United States
Claudio
The price is CA $102
CA $113 total
includes taxes & fees
Oct 27 - Oct 28
Skyline Hotel Lake George
An indoor swimming pool with clear water, surrounded by stone walls and wooden windows.

13. Lodges At Cresthaven

Lodges At Cresthaven
4.0 star property
Lake George
9.4 out of 10, Exceptional, (658 reviews)
"The property and unit was so well maintained, lovely landscaping. The lodge had all the amenities you dream of, especially the pool and hot tug lagoon, just wonderful!"
United States
Linda
The price is CA $210
CA $233 total
includes taxes & fees
Nov 9 - Nov 10
Lodges At Cresthaven
Room

14. Courtyard by Marriott Lake George

Courtyard by Marriott Lake George
3.0 star property
Lake George
9.2 out of 10, Wonderful, (1,006 reviews)
"The location was perfect and staff were excellent. The only thing missing was a coffee and tea bar."
United States
Bob
The price is CA $175
CA $194 total
includes taxes & fees
Nov 2 - Nov 3
Courtyard by Marriott Lake George
An outdoor patio with a fire pit, dining tables, chairs, and umbrellas.

15. Hampton Inn & Suites Lake George

Hampton Inn & Suites Lake George
2.5 star property
Lake George
9.0 out of 10, Wonderful, (1,006 reviews)
"Great place to stay."
United States
PATRICIA
The price is CA $145
CA $161 total
includes taxes & fees
Nov 2 - Nov 3
Hampton Inn & Suites Lake George
A poolside area with lounge chairs and umbrellas, a bar, and a view of the sea and mountains at night.

16. The Georgian Lakeside Resort

The Georgian Lakeside Resort
2.5 star property
Lake George
8.6 out of 10, Excellent, (1,000 reviews)
"The checkin was great, the room was spotless. Excellent place to stay"
United States
matthew
The price is CA $143
CA $159 total
includes taxes & fees
Oct 22 - Oct 23
The Georgian Lakeside Resort
An outdoor patio with red Adirondack chairs, a wooden pergola, and a covered seating area with picnic tables.

17. 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, (1,558 reviews)
"Great place to stay Love the fire pit outside."
United States
Nicole
The price is CA $110
CA $122 total
includes taxes & fees
Nov 15 - Nov 16
Country Inn & Suites by Radisson, Lake George (Queensbury), NY
A hotel entrance with a stone facade, a covered entrance area, and a landscaped driveway.

18. Comfort Inn & Suites Lake George

Comfort Inn & Suites Lake George
2.5 star property
Lake George
8.8 out of 10, Excellent, (1,008 reviews)
"Very good hotel, clean, good staff, good breakfast, good location"
United States
Artyom
The price is CA $143
CA $158 total
includes taxes & fees
Nov 10 - Nov 11
Comfort Inn & Suites 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.

19. Garnet Hill Lodge

Garnet Hill Lodge
3.0 star property
North River
9.4 out of 10, Exceptional, (212 reviews)
"Great place, Great location."
United States
Jonathan
The price is CA $182
CA $202 total
includes taxes & fees
Nov 5 - Nov 6
Garnet Hill Lodge
A pool area with a yellow water slide and a pool.

20. 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, (1,695 reviews)
"A great place to stay at a reasonable price!"
United States
Debra
The price is CA $119
CA $132 total
includes taxes & fees
Oct 28 - Oct 29
La Quinta Inn & Suites by Wyndham Lake George
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.
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Top Chestertown Hotel Reviews

The Georgian Lakeside Resort

The Georgian Lakeside Resort

10/10 Excellent
"I enjoyed my stay"
Yuliia 2-night trip
Posted 3 hours ago
The Georgian Lakeside Resort

Find out more about Chestertown

Chestertown B&B information

Number of reviews
6,139
Accommodation
3 B&B
Lowest Price
CA $106
Highest Price
CA $626

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.

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