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

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    We are not like the others - we include taxes and fees

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
$114 nightly
The price is $126
Nov 2 - Nov 3
Total with taxes and fees
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.
$385 nightly
The price is $427
Oct 20 - Oct 21
Total with taxes and fees
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.
$309 nightly
The price is $343
Oct 21 - Oct 22
Total with taxes and fees
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)
"Great place!"
United States
James
$71 nightly
The price is $79
Nov 8 - Nov 9
Total with taxes and fees
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, (709 reviews)
"Absolutely adorable place! Comfy and cozy."
United States
Patricia
$147 nightly
The price is $163
Oct 29 - Oct 30
Total with taxes and fees
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
$166 nightly
The price is $188
Nov 8 - Nov 9
Total with taxes and fees
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
$149 nightly
The price is $165
Oct 20 - Oct 21
Total with taxes and fees
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
$77 nightly
The price is $86
Nov 1 - Nov 2
Total with taxes and fees
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
9.4 out of 10, Exceptional, (1,008 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
$112 nightly
The price is $124
Nov 18 - Nov 19
Total with taxes and fees
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
$140 nightly
The price is $155
Oct 25 - Oct 26
Total with taxes and fees
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, (201 reviews)
"The property is vast and the buildings large and charming."
United States
Connie
$87 nightly
The price is $96
Nov 19 - Nov 20
Total with taxes and fees
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)
"Close to everything around. Would stay again the pool is awesome. A great places to stay with the family."
United States
Alessandro
$72 nightly
The price is $80
Oct 26 - Oct 27
Total with taxes and fees
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, (657 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
$181 nightly
The price is $201
Nov 8 - Nov 9
Total with taxes and fees
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, (1,005 reviews)
"The location was perfect and staff were excellent. The only thing missing was a coffee and tea bar."
United States
Bob
$124 nightly
The price is $138
Nov 2 - Nov 3
Total with taxes and fees
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, (1,005 reviews)
"Great place to stay."
United States
PATRICIA
$103 nightly
The price is $114
Oct 26 - Oct 27
Total with taxes and fees
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, (1,006 reviews)
"The checkin was great, the room was spotless. Excellent place to stay"
United States
matthew
$100 nightly
The price is $111
Oct 22 - Oct 23
Total with taxes and fees
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
$78 nightly
The price is $87
Nov 15 - Nov 16
Total with taxes and fees
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
$101 nightly
The price is $112
Nov 9 - Nov 10
Total with taxes and fees
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
$145 nightly
The price is $161
Nov 5 - Nov 6
Total with taxes and fees
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, (1,694 reviews)
"Excellent hotel in a great location. It was very quiet near lake George and restaurants"
United States
Michael
$84 nightly
The price is $93
Oct 28 - Oct 29
Total with taxes and fees
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

Baymont by Wyndham Queensbury / Lake George

Baymont by Wyndham Queensbury / Lake George

8/10 Good
"Breakfast could be for more hours"
Julie 1-night trip
Posted 3 hours ago
Baymont by Wyndham Queensbury / Lake George

Find out more about Chestertown

Chestertown B&B information

Number of reviews
7,545
Accommodation
3 B&B
Lowest Price
$79
Highest Price
$427

Frequently asked questions

What are the most popular Chestertown Bed & Breakfasts?
The Fern Lodge is an exceptional choice for travelers seeking a luxurious escape in Chestertown, boasting an impressive 10.0 rating. Nestled in a stunning mountain setting, it offers a breathtaking view that invites guests to immerse themselves in nature. The Lodge features onsite mountain biking and hiking, providing the great adventure for outdoor enthusiasts. Guests rave about the delightful breakfast options and the inviting lobby, creating a cozy atmosphere to unwind after a day of exploration.
What is the nightly rate for a Bed & Breakfast in Chestertown?
Prices for B&Bs in Chestertown often vary, but you can find a great deal from $79 with Expedia. All sorts of factors affect price, such as location and the time of year. It usually costs more to stay at Chestertown B&Bs over the weekend too. Travelers can find the best deals by being flexible with their dates, and by using our filters to sort prices from low to high.
When is the best time to book a B&B in Chestertown?
The best time to book a B&B in Chestertown is during the late spring to early summer months, particularly from May to June. This period is characterized by pleasant temperatures, ideal for outdoor activities and exploring the charming town. With temperatures ranging from the mid-50s to the low 80s Fahrenheit, visitors can comfortably enjoy Chestertown's beautiful waterfront and historic architecture.

As the weather warms up, Chestertown comes alive with various festivals and events that celebrate local arts and culture. This is an excellent time for travelers who appreciate a vibrant community atmosphere and wish to experience the best of what the town has to offer, including farmers' markets and outdoor dining options.

For those looking for a more budget-friendly experience, November presents a wonderful opportunity to enjoy Chestertown in a quieter setting. During this month, you can witness the enchanting early signs of winter while taking leisurely strolls along the waterfront and enjoying the peaceful ambiance. The town's cozy charm shines through, making it a delightful choice for a relaxing getaway.
What is the difference between a Chestertown Bed and Breakfast and a hotel?
Every Chestertown B&B has its own unique feel. Whether it's a cozy reading space or a sunlit breakfast nook to enjoy your morning cup of coffee, the quaint details are what make bed and breakfasts a home away from home. Travelers can look forward to personal touches, thoughtful amenities and of course a scrumptious breakfast at Chestertown B&Bs.

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