Chestertown Hotels from Rs12,418

The Fern Lodge is a favourite property for Expedia customers. This 3.5-star B&B offers free breakfast and free WiFi. Other top choices based on reviews include Pine Tree Motel & Cabins and Friends Lake Inn.

Yes, you’ll find most room reservations are fully refundable if you cancel before the hotel’s cancellation deadline, which is often 24 or 48 hours before your arrival date. If you booked a non-refundable reservation, it might still be possible to cancel it and receive a refund within a 24-hour period of booking. Add your dates and click on “Search”, then you can filter by “free cancellation” to review the best deals available in Chestertown.

Based on reviews, Pine Tree Motel & Cabins is a popular 2-star property for our travellers looking for an economical choice, and features free WiFi and free parking.

The Fern Lodge is a favourite 3.5-star B&B for couples, and features in-room massages and private hot tubs.

Pine Tree Motel & Cabins is a top property for people travelling with their pets and offers free WiFi for its human guests.

The Fern Lodge is a top 3.5-star beach B&B with free breakfast and 8 hot tubs, and it’s located close to Loon Lake Beach .

Friends Lake Inn is a 4-star hotel with a restaurant and a bar, and it’s a popular choice for Expedia travellers looking for an elegant place to stay.

Based on our travel data, The Fern Lodge is a top 3.5-star B&B for a winter holiday, and features ski passes and private hot tubs. Friends Lake Inn is another good choice for your skiing trip. Those looking to ski or snowboard can spend their days at Gore Mountain Ski Resort.

The Fern Lodge is a top beach spa hotel featuring 8 hot tubs, a fitness centre and a bar. Kick back and relax in the sauna. In-room massages are also available. Another popular spa hotel in Chestertown is Friends Lake Inn.

Visitors to Chestertown will definitely enjoy the lakeside setting. Tourists can also enjoy the city’s coffee shops, forests and seafood restaurants. In Chestertown, there are 94 hotels and other accommodation options to choose from.

Natural beauty is on display at Friends Lake, Loon Lake Beach and Tripp Pond. A couple of additional sights to add to your itinerary are Loon Lake and Hudson River.

The hottest months are usually July and August, with an average temperature of 18°C, while the coldest months are January and February, with an average of -4°C. The snowiest months in Chestertown are December, February, January and April, with each month seeing an average of 31 cm of snowfall.