Chestertown hotels

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Thu 2/2
Mon 6/2
...and more

Good to know

Low season


High season


Average price (weeknight)

C$ 329

Average price (weekend night)

C$ 440
Cheapest month to stay with an average 25% drop in price.
Most expensive month to stay with an average 127% 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 - Restaurant
Friends Lake Inn
8.7 Very good
C$ 296+
C$ 296+
Free Wi-Fi
The Fern Lodge - Chestertown - Living room
The Fern Lodge
10 Wonderful
C$ 806+
C$ 806+
Free Wi-Fi
Conways Lake Manor
8.7 Very good
C$ 219+
C$ 219+
Free Wi-Fi
Lakeside Vibes
9 Wonderful
C$ 388+
C$ 388+
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 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 June 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 Tuesday. The opposite is true for, Thursday, 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.