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

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Check prices for these dates

Next weekend
Nov 13 - Nov 15
In two weeks
Nov 20 - Nov 22
In one month
Dec 4 - Dec 6
In two months
Jan 1 - Jan 3

Our top choices for Chestertown castles

A castle-like structure with stone walls, a central courtyard, and a bridge leading to a larger building.

1. HIGHLANDS CASTLE overlooking Lake George.. plus 2 other Castles!

HIGHLANDS CASTLE overlooking Lake George.. plus 2 other Castles!
3.0 star property
Bolton Landing
9.8 out of 10, Exceptional, (17 reviews)
"We loved our visit here. John and Yvonne were wonderful. The space was clean, quiet, and truly magical. The views were second to none and the castle and other buildings are truly worth experiencing. We loved learning about the history of this place and we will certainly be back."
United States
Matthew
The price is CA $2,326
CA $2,900 total
includes taxes & fees
Nov 5 - Nov 6
HIGHLANDS CASTLE overlooking Lake George.. plus 2 other Castles!
A stone castle-like structure with multiple towers and windows, surrounded by dense forest.

2. 'The King's Suite' in Highlands Castle

'The King's Suite' in Highlands Castle
Bolton
The price is CA $2,144
CA $2,985 total
includes taxes & fees
Nov 5 - Nov 6
'The King's Suite' in Highlands Castle
A stone castle-like structure with multiple towers and windows, surrounded by dense forest.

3. 'The Royal Bedroom' in Highlands Castle

'The Royal Bedroom' in Highlands Castle
Bolton
The price is CA $2,144
CA $2,985 total
includes taxes & fees
Nov 5 - Nov 6
'The Royal Bedroom' in Highlands Castle
Exterior

4. Regal Suite Rental in Breathtaking Castle near Lake George, Upstate New York

Regal Suite Rental in Breathtaking Castle near Lake George, Upstate New York
Bolton
The price is CA $3,268
CA $3,889 total
includes taxes & fees
Nov 5 - Nov 6
Regal Suite Rental in Breathtaking Castle near Lake George, Upstate New York
Exterior

5. Regal Castle Suite for a Luxury Getaway to Lake George in Upstate New York

Regal Castle Suite for a Luxury Getaway to Lake George in Upstate New York
Bolton
The price is CA $3,268
CA $3,889 total
includes taxes & fees
Nov 5 - Nov 6
Regal Castle Suite for a Luxury Getaway to Lake George in Upstate New York
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
"Great amenities and very helpful staff."
Sonam 3-night trip
Posted less than an hour ago
Depe Dene Lakeside Resort

Find out more about Chestertown

Chestertown Castles information

Number of reviews
17
Accommodation
7 Castles
Lowest Price
CA $2,900
Highest Price
CA $3,889

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