Photo by Julie Miller

Chestertown hotels from RM357

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Top 10 trending Chestertown hotels

The Fern Lodge

3.5 star property
9.8 out of 10, Exceptional, (46)
"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

Pine Tree Motel & Cabins

2.0 star property
9.2 out of 10, Wonderful, (128)
"Excellent location and staff was very friendly."
The price is RM743
RM825 total
includes taxes & fees
14 Jul - 15 Jul
Pine Tree Motel & Cabins

Friends Lake Inn

4.0 star property
8.8 out of 10, Excellent, (90)
"Quiet lodging and friendly staff"
The price is RM948
RM1,052 total
includes taxes & fees
13 Jul - 14 Jul
Friends Lake Inn

The Queensbury Hotel

3.0 star property
9.2 out of 10, Wonderful, (1279)
"Beautiful hotel!"
The Queensbury Hotel

Americas Best Value Inn & Suites Lake George

2.5 star property
9.4 out of 10, Exceptional, (1001)
"A lovely family spot! "
The price is RM633
RM749 total
includes taxes & fees
20 Jul - 21 Jul
Americas Best Value Inn & Suites Lake George

Lodge at Schroon Lake

3.0 star property
9.0 out of 10, Wonderful, (331)
"Nice place"
Lodge at Schroon Lake

La Quinta Inn & Suites by Wyndham Lake George

3.0 star property
9.0 out of 10, Wonderful, (1731)
"Very good hotel and clean and safe "
The price is RM570
RM633 total
includes taxes & fees
15 Jul - 16 Jul
La Quinta Inn & Suites by Wyndham Lake George

Inn on the Hill

2.5 star property
8.8 out of 10, Excellent, (302)
"Nice, old budget motel with an energetic, helpful owner/manager. A short drive from the shops and restaurants in downtown Lake George."
Inn on the Hill

Quality Inn Lake George

2.5 star property
9.2 out of 10, Wonderful, (631)
"Nice clean hotel very close to the village. It’s a small place so that helps to avoid being over crowded. People very friendly and helpful. I highly recommend this hotel. "
The price is RM831
RM922 total
includes taxes & fees
12 Aug - 13 Aug
Quality Inn Lake George

Home2 Suites by Hilton Queensbury Lake George

3.0 star property
9.2 out of 10, Wonderful, (806)
"The staff is amazing! "
The price is RM1,014
RM1,126 total
includes taxes & fees
29 Jul - 30 Jul
Home2 Suites by Hilton Queensbury Lake George

Lakefront Terrace Resort

3.0 star property
8.2 out of 10, Very good, (887)
"Great location very nice little beach hotel was clean"
Lakefront Terrace Resort

Lyn Aire Motel

2.5 star property
8.4 out of 10, Very good, (184)
"The rooms were very clean. "
The price is RM607
RM674 total
includes taxes & fees
14 Jul - 15 Jul
Lyn Aire Motel

Hampton Inn & Suites Lake George

2.5 star property
8.8 out of 10, Excellent, (1004)
" Very clean, hotel staff exceptionally friendly"
The price is RM886
RM983 total
includes taxes & fees
20 Jul - 21 Jul
Hampton Inn & Suites Lake George

Silver Bay YMCA Inn and Conference Center

3.0 star property
8.6 out of 10, Excellent, (96)
"Beautiful area , very close to the lake . "
The price is RM733
RM814 total
includes taxes & fees
21 Jul - 22 Jul
Silver Bay YMCA Inn and Conference Center

Comfort Inn & Suites Lake George

2.5 star property
8.8 out of 10, Excellent, (1002)
"Very nice hotel "
The price is RM799
RM886 total
includes taxes & fees
17 Jul - 18 Jul
Comfort Inn & Suites Lake George

The Lake Motel

2.0 star property
9.0 out of 10, Wonderful, (440)
"Really nice staff and close enough to walk to everything"
The price is RM761
RM844 total
includes taxes & fees
13 Jul - 14 Jul
The Lake Motel

Admiral Motel

2.5 star property
9.4 out of 10, Exceptional, (609)
"Very nice cozy quaint feel with a wonderful staff!"
Admiral Motel

The Stone Gate Resort

3.0 star property
9.6 out of 10, Exceptional, (83)
"Nicely updated family run property!"
The price is RM1,460
RM1,702 total
includes taxes & fees
16 Jul - 17 Jul
The Stone Gate Resort

The Juliana Resort

2.5 star property
8.8 out of 10, Excellent, (161)
"Beautiful property! Lake view was amazing. "
The price is RM1,101
RM1,222 total
includes taxes & fees
16 Jul - 17 Jul
The Juliana Resort

Nordick's Inn

2.5 star property
9.2 out of 10, Wonderful, (607)
"We really enjoyed our time there"
The price is RM566
RM629 total
includes taxes & fees
13 Jul - 14 Jul
Nordick's Inn
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Where to stay in Chestertown

Find the best Chestertown areas for the activities you enjoy most.
Chester Shores map

Chester Shores

While Chester Shores isn't home to many top sights, Loon Lake Beach and Loon Lake are some notable places to visit nearby.

Learn more about Chestertown

Get away to secluded Chestertown! Enjoy the lake views, coffee and horse riding.

Photo by Julie Miller
Open Photo by Julie Miller

Frequently asked questions

Where is the best place to stay in Chestertown?

The Fern Lodge is a favourite property for Expedia customers. This B&B offers free breakfast and free parking. Other top choices based on reviews include Pine Tree Motel & Cabins and Friends Lake Inn. See all available top hotels, or 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?

Pine Tree Motel & Cabins is a top dog-friendly option for your stay. 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?

The Queensbury Hotel: Features 2 restaurants, an indoor pool and 2 bars. Lakefront Terrace Resort and La Quinta Inn & Suites by Wyndham Lake George are two additional hotels that offer an on-site pool. View all hotels with pools in Chestertown.

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 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 120 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.