Photo by Julie Miller

Search Bed and Breakfasts in Chestertown

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Check prices for these dates

Next weekend
2 May - 4 May
In two weeks
9 May - 11 May
In one month
23 May - 25 May
In two months
20 Jun - 22 Jun

Browse Select Chestertown B&B

The Fern Lodge
Lake view

The Fern Lodge

3.5 star property
9.8 out of 10, Exceptional, (45)
"We had such a great experience the first night so we moved our plans and stayed a second, next time we will definitely stay even longer."
The price is ₹51,180
₹56,809 total
includes taxes & fees
3 May - 4 May
The Fern Lodge
Rockwell Falls Inn and Wine Bar
Hiking

Rockwell Falls Inn and Wine Bar

3.5 star property
9.2 out of 10, Wonderful, (210)
"The jacuzzi and the fireplace "
Rockwell Falls Inn and Wine Bar
The Loft at The Remington
Interior

The Loft at The Remington

3.5 star property
The Loft at The Remington
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Other property types in Chestertown

Trout House Village Resort
Luxury Cabin, 1 Bedroom, Lake View | Living area | 42-inch Smart TV with digital channels, DVD player, streaming services

Trout House Village Resort

3.0 star property
10.0 out of 10, Exceptional, (10)
"Absolutely wonderful place and super friendly staff "
The price is ₹12,352
₹15,847 total
includes taxes & fees
29 Apr - 30 Apr
Trout House Village Resort
Waterfront Home on Lake George w/ Boat Dock!
Outdoor dining

Waterfront Home on Lake George w/ Boat Dock!

3.0 star property
Waterfront Home on Lake George w/ Boat Dock!
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Frequently asked questions

Searching for B&Bs in Chestertown?
If you’re looking for something a little different than your standard hotel, a bed and breakfast could be the perfect alternative for your holiday. If you’re hoping to spend some time walking along the water in Chestertown, Loon Lake Beach is worth a visit.
How do you know if a B&B is the right choice for your stay?
With attentive service, opportunities to mingle with other guests and of course a scrumptious breakfast, B&Bs provide a truly one-of-a-kind setting.
What are the top B&Bs in Chestertown?
Here are some B&Bs in the surrounding area: The Fern Lodge: 5 rooms. 3.1 mi (4.9 km) from the heart of Chestertown. Enjoy the local cuisine breakfast and hot tubs. The Loft at The Remington: 0.1 mi (0.1 km) from the city centre.
When is the best time to stay at a B&B in Chestertown?
When you’re dreaming of a trip to Chestertown, make sure that you take the year-round temperatures into account. 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.
What is there to do in Chestertown?
When you want to spend some time in the great outdoors, Loon Lake Beach and Friends Lake are some notable spots. You should put Loon Lake and Hudson River on your list if you want to see more of the area.
How can I get to and around Chestertown?
You can map out your trip in and around Chestertown ahead of time with these transportation options. Fly into Glens Falls, NY (GFL-Floyd Bennett Memorial), which is located 23.6 mi (38 km) from the heart of the city. If you’d like to venture out around the area, you may want to rent a car for your trip.