Photo by Julie Miller

Chestertown Hotels

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Top 10 trending Chestertown hotels

Pine Tree Motel & Cabins

2.0 star property
9.2 out of 10, Wonderful, (133)
"Excellent location and staff was very friendly."
The price is €168
includes taxes & fees
5 Aug - 6 Aug
Pine Tree Motel & Cabins

Friends Lake Inn

4.0 star property
8.8 out of 10, Excellent, (93)
"Very nice location. Would have enjoyed more activity like hiking or a pool or something on site. But it met our requirements for a beautiful place to stay with good food"
The price is €214
includes taxes & fees
5 Aug - 6 Aug
Friends Lake Inn

The Fern Lodge

3.5 star property
9.8 out of 10, Exceptional, (47)
"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

La Quinta Inn & Suites by Wyndham Lake George

3.0 star property
9.0 out of 10, Wonderful, (1734)
"Comfortable big bed, nice staff, easy to get around"
The price is €118
includes taxes & fees
2 Sept - 3 Sept
La Quinta Inn & Suites by Wyndham Lake George

The Georgian Lakeside Resort

2.5 star property
8.6 out of 10, Excellent, (880)
"The stay was excellent as expected"
The price is €152
includes taxes & fees
1 Sept - 2 Sept
The Georgian Lakeside Resort

Lakefront Terrace Resort

3.0 star property
8.2 out of 10, Very good, (934)
"It was a great stay "
Lakefront Terrace Resort

The Queensbury Hotel

3.0 star property
9.2 out of 10, Wonderful, (1305)
"Lovely historic hotel in lovely Glens Falls"
The Queensbury Hotel

Clarion Inn & Suites at the Outlets of Lake George

2.5 star property
8.4 out of 10, Very good, (1017)
"The staff was really nice and the breakfast buffet was great… David was super friendly and took care of everything you needed at the breakfast buffet. The rooms were clean but not spotless…overall we enjoyed our stay! "
The price is €68
includes taxes & fees
2 Sept - 3 Sept
Clarion Inn & Suites at the Outlets of Lake George

Fort William Henry Hotel and Conference Center

3.0 star property
8.4 out of 10, Very good, (1007)
"Great stay!"
The price is €221
includes taxes & fees
1 Sept - 2 Sept
Fort William Henry Hotel and Conference Center

Admiral Motel

2.5 star property
9.4 out of 10, Exceptional, (638)
"Very nice stay, beautiful property, friendly staff."
The price is €172
includes taxes & fees
31 Aug - 1 Sept
Admiral Motel

Howard Johnson by Wyndham Lake George

2.0 star property
8.0 out of 10, Very good, (1007)
"Enjoyed our stay"
The price is €76
includes taxes & fees
1 Sept - 2 Sept
Howard Johnson by Wyndham Lake George

Super 8 by Wyndham Lake George/Downtown

2.0 star property
8.0 out of 10, Very good, (903)
"Place is really nice & and owners are friendly."
The price is €94
includes taxes & fees
24 Aug - 25 Aug
Super 8 by Wyndham Lake George/Downtown

Nordick's Inn

2.5 star property
9.0 out of 10, Wonderful, (627)
"We really enjoyed our time there"
The price is €86
includes taxes & fees
2 Sept - 3 Sept
Nordick's Inn

Tiki Resort

3.0 star property
7.6 out of 10, Good, (1014)
"It is nice place close to lake for families outdoor pool is also good . "
Tiki Resort

Mohican Resort Motel

2.5 star property
9.0 out of 10, Wonderful, (146)
"Super sweet staff, CLEAN room, easy parking and great pool area. So dog friendly, will definitely return and recommend! "
Mohican Resort Motel

Best Western of Lake George

2.5 star property
7.8 out of 10, Good, (1009)
"Nice pool, very good breakfast."
The price is €98
includes taxes & fees
1 Sept - 2 Sept
Best Western of Lake George

Six Flags Great Escape Lodge & Indoor Waterpark

3.5 star property
7.8 out of 10, Good, (1202)
"Great amenities and clean rooms. "
The price is €215
includes taxes & fees
7 Aug - 8 Aug
Six Flags Great Escape Lodge & Indoor Waterpark

Scotty's Lakeside Resort

3.0 star property
8.6 out of 10, Excellent, (915)
"Very child friendly resort, great place for families. "
The price is €104
includes taxes & fees
1 Sept - 2 Sept
Scotty's Lakeside Resort

Super 8 by Wyndham Lake George/Warrensburg Area

2.5 star property
8.6 out of 10, Excellent, (1004)
"Was close to people we were visiting. "
The price is €68
includes taxes & fees
1 Sept - 2 Sept
Super 8 by Wyndham Lake George/Warrensburg Area

Lodges At Cresthaven

4.0 star property
9.4 out of 10, Exceptional, (484)
"Wonderful trip and wonderful resort! "
The price is €285
includes taxes & fees
3 Sept - 4 Sept
Lodges At Cresthaven
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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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

Top Chestertown Hotel Reviews

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.

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

Family Friendly - Pet Friendly : This holiday home rental outside of Chestertown is located on a lake, and has a balcony, a garden and a BBQ to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge and a stovetop. 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?

Pine Tree Motel & Cabins is a top dog-friendly option for your stay. Modern Cabin w/ Hot Tub-Minutes to Lakes & Skiing 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?

Best Western of Lake George: Hotel located near Lake George. Provides daily, an outdoor pool and free self parking. The Queensbury Hotel and The Georgian Lakeside Resort 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'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 121 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.