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Search Lakeside Hotels in Chestertown

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Check availability on Chestertown Lakeside Hotels

Tonight
30 Jun - 1 Jul
Tomorrow
1 Jul - 2 Jul
This weekend
4 Jul - 6 Jul
Next weekend
11 Jul - 13 Jul

Top Chestertown Lakeside Hotels

The Fern Lodge
Lake view

The Fern Lodge

3.5 star property
9.8 out of 10, Exceptional, (46)
"We had such a great experience the first night so we moved our plans and stayed a second, next time we will definitely stay even longer."
The Fern Lodge
Silver Bay YMCA Inn and Conference Center
Front of property

Silver Bay YMCA Inn and Conference Center

3.0 star property
8.4 out of 10, Very good, (91)
"Liked the authenticity of a bygone era inn"
Silver Bay YMCA Inn and Conference Center
Trout House Village Resort
Luxury Cabin, 1 Bedroom, Lake View | Living area | 42-inch Smart TV with digital channels, DVD player, streaming services

Trout House Village Resort

3.0 star property
10.0 out of 10, Exceptional, (11)
"Absolutely wonderful place and super friendly staff "
The price is 6.537.841 ₫
7.909.377 ₫ total
includes taxes & fees
6 Jul - 7 Jul
Trout House Village Resort
The Villas on Lake George
Property grounds

The Villas on Lake George

2.5 star property
7.6 out of 10, Good, (81)
"Great place for family get away . Beautiful location lake front beach and the pool. Our tradition every year to visit Lake George "
The Villas on Lake George
The Juliana Resort
Terrace/patio

The Juliana Resort

2.5 star property
8.8 out of 10, Excellent, (159)
"Beautiful property! Lake view was amazing. "
The price is 3.966.440 ₫
4.402.748 ₫ total
includes taxes & fees
1 Jul - 2 Jul
The Juliana Resort
Depe Dene Lakeside Resort
Historic 11 Bedroom Mansion with Lakeview | 2 bedrooms, hypo-allergenic bedding, individually decorated

Depe Dene Lakeside Resort

2.0 star property
8.8 out of 10, Excellent, (301)
"Second time coming here to celebrate my son’s birthday…staff is friendly and accommodating and a fun place for kids"
Depe Dene Lakeside Resort
The Stone Gate Resort
Lake

The Stone Gate Resort

3.0 star property
9.6 out of 10, Exceptional, (82)
"Nicely updated family run property!"
The price is 9.873.043 ₫
11.506.851 ₫ total
includes taxes & fees
1 Jul - 2 Jul
The Stone Gate Resort
Lodges At Cresthaven
Indoor pool, seasonal outdoor pool, pool umbrellas, pool loungers

Lodges At Cresthaven

4.0 star property
9.4 out of 10, Exceptional, (466)
"Great place to stay!"
Lodges At Cresthaven
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.

Frequently asked questions

Why book your lakeside hotel in Chestertown with Expedia?
Expedia has unbeatable deals on lakeside hotels in Chestertown. But our fantastic prices are just the beginning. You'll discover loads of hotels to choose from and handy search filters that make it a breeze to find your perfect stay.
How can I find cheap lakeside hotels in Chestertown?
Expedia makes it easy to find the best cheap lake hotels in Chestertown. Use our handy filters to select your budget and preferred hotel star rating. You can also search for your dream lakeside escape based on neighbourhoods or popular locations you want to be near.
What is there to do in Chestertown near my lakeside hotel?
The ultimate travel accessory is a well-planned to-do list. Loon Lake Beach is a good place to kick-start your exploration of Chestertown.