Chestertown hotels

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Chestertown, NY, United States
28 Nov — 29 Nov2
Chestertown, NY, United States
Sun 28/11
Mon 29/11

Good to know

Low season


High season


Average price (weeknight)

C$ 423

Average price (weekend night)

C$ 253
Cheapest month to stay with an average 36% drop in price.
Most expensive month to stay with an average 36% rise in price.
Average Sun. - Thu. price over the last 2 weeks.
Average Fri. & Sat. price over the last 2 weeks.

Best Chestertown hotels

Most recommended Chestertown hotels

Show all
Friends Lake Inn - Chestertown - Patio
Friends Lake Inn
8.6 Excellent
C$ 329+
C$ 329+
Free Wi-Fi
Conways Lake Manor - Chestertown - Bedroom
Conways Lake Manor
8.9 Excellent
C$ 153+
C$ 153+
Free Wi-Fi
The Fern Lodge - Chestertown - Lobby
The Fern Lodge - Chestertown - Lobby
The Fern Lodge
9.8 Excellent
C$ 580+
C$ 580+
Free Wi-Fi

When to book a hotel in Chestertown

Price per night / 3-star hotel. Prices are not fixed and may vary with time.
Average nightly price per month
Average nightly price

Top tips for finding perfect Chestertown hotel deals

  • If you’re looking for a cheap hotel in Chestertown, you should consider visiting during the low season. You'll find cheaper accommodations in Chestertown in August and September.
  • Hotel room prices vary depending on many factors but you’ll most likely find the best hotel deals in Chestertown if you stay on a Thursday. The opposite is true for, Sunday, which is usually the most expensive day.
  • How long should you stay? KAYAK users usually book their accommodation in Chestertown for 1 day.

FAQs when booking a hotel in Chestertown

Where to stay in Chestertown?

Our map will help you find the perfect place to stay in Chestertown by showing you the exact location of each hotel.