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Find Kid Friendly Hotels in Chestertown from S$248

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Check availability on Chestertown Family friendly Hotels

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Top Family friendly Hotels in Chestertown

Pine Tree Motel & Cabins

2.0 star property
9.2 out of 10, Wonderful, (127)
"I would definitely stay here again."
The price is S$248
includes taxes & fees
1 Jul - 2 Jul
Pine Tree Motel & Cabins

Friends Lake Inn

4.0 star property
8.8 out of 10, Excellent, (90)
"We visited the Inn hotel to celebrate my husband’s birthday and take a much-needed break from my role as a caregiver for my mother. The weekend turned out to be exactly what we needed—it gave us the chance to unplug, recharge, and truly rest. The staff were friendly, accommodating, and just lovely throughout our stay. The level of service we received far exceeded what you’d typically expect from a chain hotel. We were very pleased with every aspect of our experience and are so grateful for the...
The price is S$332
includes taxes & fees
30 Jun - 1 Jul
Friends Lake Inn

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 Fern Lodge
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

What's Chestertown like for family-friendly holidays?
You may want to consider the remote destination of Chestertown if you've been thinking about a trip for the whole family. The boating, horse riding and canoeing are just a few things that make this an attractive holiday destination for families. Fly into Glens Falls, NY (GFL-Floyd Bennett Memorial), which is located 23.6 mi (38 km) from the city centre.
What's the best place to stay for a family holiday to Chestertown?
Pine Tree Motel & Cabins is a property with free parking and free WiFi, and it's a top choice on Expedia for families. The Fern Lodge is another choice for your child-friendly holiday.
How many family-friendly hotels should I expect to find in Chestertown?
Expedia has 18 hotels in Chestertown that are great for families.
When's the best time to book a family-friendly holiday in Chestertown?
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's there to see and do with your family in Chestertown?
While you are visiting Chestertown, you and the family may want to explore some interesting spots such as Gore Mountain Ski Resort, Seagle Music Colony and Blue Line Outdoor Center. Make sure that you have lots of time for activities such as Up Yonda Farm Environmental Education Center and Tannery Pond Community Center.