What is the best spa hotel in Chestertown?

Friends Lake Inn is a top spa hotel featuring a bar and a restaurant. See all spa hotels in Chestertown .

What's the top hotel in Chestertown with an on-site water park or a water park nearby?

1970s acreage surrounded by trees with deck, grill, & internet is a favourite water park hotel in Chestertown

What is staying in Chestertown like?

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 110 hotels and other accommodation options to choose from. Find out more about Chestertown .

What is there to see in Chestertown?

Natural beauty is on display at Loon Lake Beach , Friends Lake and Loon Lake . A couple of additional sights to add to your itinerary are Hudson River and Tripp Pond . Take a look at what more there is to see and do in Expedia's Chestertown guide .

What's the seasonal weather like 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.

Photo by Julie Miller

Chestertown Hotels

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More cheap stays in Chestertown

Howard Johnson by Wyndham Lake George

99 Canada St, Lake George, NY

€62

per night

12 May - 13 May

7.8/10 Good! (1,002 reviews)

Near an Attraction

Friends Lake

Commune with nature and explore the great outdoors at Friends Lake during your travels in Chestertown. While you're in the area, stroll along the lakeside.

See properties

Chestertown hotels information

Number of reviews	6,208
Accommodation	1,495 hotels
Lowest Price	€62
Highest Price	€620

Frequently asked questions

Where is the best place to stay in Chestertown?

Located 21.4 mi (34.5 km) from the heart of Chestertown, Six Flags Lodge & Indoor Waterpark is a top choice for your stay, based on our traveller data. Other good choices for your stay in the area are La Quinta Inn & Suites by Wyndham Lake George and The Queensbury Hotel. See all available top hotels, or vacation rentals in Chestertown.

What are some of the best holiday rentals that Chestertown has to offer?

Scenic lakefront retreat with water access, private dock, grill, W/D & fireplace: This holiday home rental outside Chestertown is located on a lake, and has a fireplace, a balcony and a BBQ to put you at ease in your new surroundings. It has 4 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. You can relax into your holiday with a garden and a selection of books. See all vacation rentals in Chestertown.

If I need to cancel my hotel reservation in Chestertown, will I receive a refund?

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. Filter your search by fully refundable to find flexible hotel deals in Chestertown.

What's the best accommodation for a budget-friendly stay 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. View all budget hotels in Chestertown.

What's the best place to stay for a family holiday in 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 good option for your child-friendly holiday. Also, attractions in the area such as Garnet Hill Lodge and Ski Resort and House of Frankenstein Wax Museum are fun for children of all ages. Find more child-friendly accommodations in Chestertown.

What's the best hotel for a couple visiting Chestertown?

Friends Lake Inn is a favourite 4-star hotel for couples, and features a full-service spa and wedding services. Another choice for a romantic stay is The Fern Lodge. See all romantic hotels in Chestertown.

What's the best LGBTQ-friendly hotel in Chestertown?

Pine Tree Motel & Cabins is one of the top choices for those in the LGBT community. See all available hotels listed as LGBTQ-friendly in Chestertown.

What's the best dog-friendly place to stay in Chestertown?

Modern Cabin w/ Hot Tub-Minutes to Lakes & Skiing is a top lodge for people travelling with their pets, and offers an arcade/games room and in-room kitchens for its human guests. Pine Tree Motel & Cabins is another option if you're bringing your pet along. See more pet-friendly hotel accommodations in Chestertown.

What's the best hotel for a beach holiday in Chestertown?

The Fern Lodge is a top beach B&B with free breakfast and 8 hot tubs, and it's located close to Loon Lake Beach . See more stays near the beach in Chestertown.

What's the best luxury accommodation option in Chestertown?

Friends Lake Inn is a 4-star hotel with a full-service spa and a terrace, and it's a popular choice for Expedia travellers looking for an elegant place to stay. Find more luxury hotels in Chestertown.

What's the best accommodation option for a trip to the slopes in Chestertown?

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.

What are some accommodation options with pools in Chestertown?

La Quinta Inn & Suites by Wyndham Lake George: Hotel located near Six Flags Great Escape. Offers daily, an indoor pool and free self parking. The Queensbury Hotel and Country Inn & Suites by Radisson, Lake George (Queensbury), NY are two additional hotels that offer an on-site pool. View all hotels with pools in Chestertown.

Recent Reviews in Chestertown
Expedia verified reviews

Holiday Inn Resort Lake George - Adirondack Area, an IHG hotel

5/5 Excellent

First stay here

"This is very nice hotel just off the main road into the village. They have every amenity such as a sauna, hot pool, lounge and restaurant, great patio with gas fire pits and regular indoor and outdoor pools. The room we had was very clean and nicely designed with a full bath, large sink area and very confortable beds. Staff was extremely friendly and helpful. Overall this was a surprisingly good find near the village and we would love to stay here again."

A verified traveller stayed at Holiday Inn Resort Lake George - Adirondack Area, an IHG hotel

Posted 1 day ago

5/5 Excellent

"The facility is currently under renovations to make it even more enjoyable for guests. I always enjoy the great morning breakfast offered and even with this construction going on the breakfast area was set up very well to accommodate the guests. It was a pleasure to sit down and enjoy the always good breakfast before hitting the road. Thank you, good planning."

A verified traveller stayed at Hampton Inn & Suites Lake George

Posted 1 day ago