Hotels in Chestertown from £105 - Find Cheap Hotels with momondo

Chestertown, NY, United States

22 Sep — 23 Sep2

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Top hotels in Chestertown

Find the perfect hotel for your stay in Chestertown

Price

£63

£522

Review Score

Hotel class

Hostels and cheap hotels in Chestertown

These hotels and hostels usually make for a cheap way to stay in Chestertown

Lily Pad South At Loon Lake Near Gore Mountain

Chestertown, NY, United States

9.9

£105

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River Road Retreat

Chestertown, NY, United States

8.0

£178

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Pine Tree Motel & Cabins

5537 State Route 8, Chestertown, NY, United States

£143

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Homestay - Comfy Adirondack Village Home

Chestertown, NY, United States

£63

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The Lodge at Loon Lake

5381 State Route 8, Chestertown, NY, United States

9.2

£172

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Lily Pad North At Loon Lake Near Gore Mountain

Chestertown, NY, United States

9.6

£110

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Get the best value hotel in Chestertown

These Chestertown hotels have the best prices for their ratings

Friends Lake Inn

963 Friends Lake Road, Chestertown, NY, United States

7.9

£203

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The Fern Lodge

46 Fiddlehead Bay Road, Chestertown, NY, United States

10.0

£402

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Lily Pad South At Loon Lake Near Gore Mountain

Chestertown, NY, United States

9.9

£105

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#5 Adirondack FamilyFriendly Waterfront on LoonLake. Boating,fishing,swimming!

Chestertown, NY, United States

8.3

£184

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The Lodge at Loon Lake

5381 State Route 8, Chestertown, NY, United States

9.2

£172

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Hide-A-Way Cabin, Pool & AC, Authetic Adirondack Cabin Steps from Loon Lake

Chestertown, NY, United States

9.3

£229

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momondo's favorite hotels in Chestertown

Learn more about these user-preferred hotels in Chestertown

2-Story Home w/Pond Views, Gas Grill, Fire Pit, Washer/Dryer, and Partial A/C

Chestertown, NY, United States

9.3

£214

Useful insights on Chestertown hotels

Get a quick overview on price and accommodation trends for your visit in Chestertown

Lowest Hotel Price	£63
Hotels Near Airport	408

The cheapest price for a room in Chestertown found in the last 7 days is £63/night. This rate is available with Homestay - Comfy Adirondack Village Home.

There are 408 hotels in Chestertown close to Albany Intl. Baymont by Wyndham Latham Albany Airport is the nearest with a distance of 0.7 mi from this airport.

Information about staying in Chestertown

Read these important travel tips before booking a hotel in Chestertown

When is the best time to book a hotel in Chestertown?

The cheapest month to book a hotel in Chestertown is July. The cost of your room could be as much as 61% cheaper than in peak months.

Which day is cheapest to stay in Chestertown?

At the moment the cheapest day to stay in a hotel in Chestertown is Thursday, with Sunday being the most expensive.

How many operators does momondo search for hotels in Chestertown?

The number of operators available for hotels in Chestertown is 143 as of September 2025.

When did momondo last update prices for hotels in Chestertown?

Prices for hotels in Chestertown are updated daily.

Why use momondo?

Why should I book accommodation in Chestertown through momondo?

momondo searches hundreds of travel sites, allowing you to compare prices for hotels and other accommodation options in Chestertown. momondo gathers your options all in one place and is free to use with no hidden fees or costs.

How does momondo help me find a great place to stay in Chestertown?

You can find a great place to stay in Chestertown by using our filters once you have used the search form above. The filters momondo offer include simple options such as star rating, location and price; but also go much further and allow you to select accommodation based on style, amenities such as free breakfast and internet, as well as enhanced health and safety options.