Cheap Hotels & Resorts in Chestertown

Explore cheap places to stay in Chestertown on Expedia.com and book a getaway that matches your budget. Chestertown is a destination that visitors enjoy for its lake views. You can look through a variety of accommodation options offered at Expedia Rates to find great deals. Guided by our site’s handy page filters, you can limit results by your price range, or by popular amenities like free breakfast and free airport transport. Or, try refining your search with the location filters to see affordable options around local attractions, such as Loon Lake Beach or Friends Lake. While you browse, use the heart button to save your favourites so that you can find them later when you’re ready to decide. Need a flight or a car for your trip? Take a look at the travel packages offered under Bundle and Save and discover big savings by reserving transport at the same time.

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.

Weather is probably a major factor when you plan your trip to Chestertown, but bear in mind that cheaper options are usually available when the weather isn’t as good. 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 January, March, November and December, with each month seeing an average of 33 cm of snowfall.

Chestertown is known for its lake views and offers things to see and do without spending a fortune. You can budget for the local attractions that interest you most, and then fill your itinerary with activities that cost little or nothing at all. Enjoy the outdoors at Loon Lake Beach and Friends Lake, or check out the area’s cultural spots like Strand Theater.

Scoping out the transportation options in Chestertown is a smart way to keep your trip affordable. The closest airport is 23.6 mi (38 km) from the centre in Glens Falls, NY (GFL-Floyd Bennett Memorial). Chestertown might not have many public transport choices so a rental car could be an economical alternative to see more of the area.