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

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Check prices for these dates

Next weekend
Nov 6 - Nov 8
In two weeks
Nov 13 - Nov 15
In one month
Nov 27 - Nov 29
In two months
Dec 25 - Dec 27
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, (136 reviews)
"Great breakfast, very friendly staff and beautiful place"
United States
Pierre
$110 nightly
The price is $122
Nov 2 - Nov 3
Total with taxes and fees
Friends Lake Inn
Pair your adventure with the comfort of our cozy vacation rental, and create memories filled with the flavors of the Adirondacks. Cheers to local taste and timeless relaxation!

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.
$400 nightly
The price is $444
Nov 2 - Nov 3
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
Nov 1 - Nov 2
Total with taxes and fees
Authentic Log Cabin with Lake Views and Sauna
A cozy log cabin interior with a stone fireplace, wooden ceiling, and a large arched window.

4. The Alpine Lodge

The Alpine Lodge
3.0 star property
North Creek
9.0 out of 10, Wonderful, (712 reviews)
"Absolutely adorable place! Comfy and cozy."
United States
Patricia
$110 nightly
The price is $122
Nov 29 - Nov 30
Total with taxes and fees
The Alpine Lodge
A log cabin-style building with a porch, windows, and a green roof.

5. 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, (1,001 reviews)
"Reasonably nice room at a fair price."
United States
Robert
$66 nightly
The price is $74
Nov 8 - Nov 9
Total with taxes and fees
Super 8 by Wyndham Lake George/Warrensburg Area
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)
"The location was perfect and staff were excellent. The only thing missing was a coffee and tea bar."
United States
Bob
$112 nightly
The price is $124
Nov 2 - Nov 3
Total with taxes and fees
Courtyard by Marriott Lake George
A row of cabins with balconies, a well-maintained lawn, and a lake view.

7. Lodge at Schroon Lake

Lodge at Schroon Lake
3.0 star property
Schroon Lake
9.0 out of 10, Wonderful, (582 reviews)
"Great place to visit"
United States
Marco
$164 nightly
The price is $185
Nov 8 - Nov 9
Total with taxes and fees
Lodge at Schroon Lake
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, (1,002 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
9.2 out of 10, Wonderful, (1,001 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
$105 nightly
The price is $117
Nov 1 - Nov 2
Total with taxes and fees
Holiday Inn Resort Lake George - Adirondack Area by IHG
A wooden lodge with a metal roof, a covered porch, and a sign that reads "Becks."

10. 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
Nov 1 - Nov 2
Total with taxes and fees
Gore Mountain Lodge
A kitchen with dark wooden cabinets, a granite countertop, a stainless steel sink, and a built-in coffee maker.

11. Maple Leaf Motel

Maple Leaf Motel
2.5 star property
Schroon Lake
8.8 out of 10, Excellent, (685 reviews)
"Clean room and easy check in."
United States
Danielle
$129 nightly
The price is $146
Oct 30 - Oct 31
Total with taxes and fees
Maple Leaf Motel
A hotel room with two beds, a desk, a chair, a TV, and a wall with decorative mirrors.

12. Howard Johnson by Wyndham Lake George

Howard Johnson by Wyndham Lake George
2.0 star property
Lake George
8.0 out of 10, Very good, (1,000 reviews)
"Very enjoyable stay will return"
United States
Laura Ann
$79 nightly
The price is $88
Oct 30 - Oct 31
Total with taxes and fees
Howard Johnson by Wyndham Lake George
A large, historic hotel with multiple buildings, a well-maintained lawn, and a mountainous backdrop.

13. 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, (205 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
$93 nightly
The price is $103
Nov 29 - Nov 30
Total with taxes and fees
Silver Bay YMCA Inn and Conference Center
An indoor swimming pool with clear water, surrounded by stone walls and wooden windows.

14. Lodges At Cresthaven

Lodges At Cresthaven
4.0 star property
Lake George
9.4 out of 10, Exceptional, (664 reviews)
"Lovely grounds. Large comfortable cabin."
United States
Melissa
$149 nightly
The price is $165
Nov 9 - Nov 10
Total with taxes and fees
Lodges At Cresthaven
A hotel entrance with a stone facade, a covered entrance area, and a landscaped driveway.

15. Comfort Inn & Suites Lake George

Comfort Inn & Suites Lake George
2.5 star property
Lake George
8.8 out of 10, Excellent, (1,004 reviews)
"We liked overall stay and had a good experience."
United States
Manish
$97 nightly
The price is $108
Nov 8 - Nov 9
Total with taxes and fees
Comfort Inn & Suites Lake George
An outdoor patio with red Adirondack chairs, a wooden pergola, and a covered seating area with picnic tables.

16. 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, (1,554 reviews)
"Great place to stay Love the fire pit outside."
United States
Nicole
$78 nightly
The price is $87
Nov 22 - Nov 23
Total with taxes and fees
Country Inn & Suites by Radisson, Lake George (Queensbury), NY
A dining area with multiple tables and chairs, a kitchen counter, and a television mounted on the wall.

17. Skyline Hotel Lake George

Skyline Hotel Lake George
2.5 star property
Lake George
7.4 out of 10, Good, (1,001 reviews)
"Everything was very good, room was clean the staff is very friendly"
United States
Claudio
$72 nightly
The price is $80
Nov 5 - Nov 6
Total with taxes and fees
Skyline Hotel Lake George
A log cabin interior with round tables, chairs, a fireplace, and a bar area.

18. 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
$185 nightly
The price is $206
Nov 2 - Nov 3
Total with taxes and fees
Public House
An outdoor patio with a wooden pergola, stone walls, and a fire feature.

19. Super 8 by Wyndham Lake George/Downtown

Super 8 by Wyndham Lake George/Downtown
2.0 star property
Lake George
8.0 out of 10, Very good, (1,012 reviews)
"Had a great stay"
Canada
Jessika
$86 nightly
The price is $95
Oct 31 - Nov 1
Total with taxes and fees
Super 8 by Wyndham Lake George/Downtown
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, (1,722 reviews)
"A great place to stay at a reasonable price!"
United States
Debra
$84 nightly
The price is $93
Nov 1 - Nov 2
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

Depe Dene Lakeside Resort

Depe Dene Lakeside Resort

10/10 Excellent
"Everything was great we had a great time"
Besnik 3-night trip
Posted 1 day ago
Depe Dene Lakeside Resort

Find out more about Chestertown

Chestertown B&B information

Number of reviews
5,673
Accommodation
3 B&B
Lowest Price
$74
Highest Price
$444

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 $74 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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