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Find hotels in Chestertown, NY from CA $57

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Check Chestertown hotel prices

Tonight
May 27 - May 28
Tomorrow night
May 28 - May 29
This weekend
May 31 - Jun 2
Next weekend
Jun 7 - Jun 9

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Top 10 Chestertown hotels and places to stay

Exterior
Lodge at Schroon Lake
3.0 star property
9.0 out of 10, Wonderful, (148)
"good property, good amenities, good experience"
The price is CA $161
CA $216 total
includes taxes & fees
May 28 - May 29
Lodge at Schroon Lake
Exterior
Pine Tree Motel & Cabins
2.0 star property
9.0 out of 10, Wonderful, (113)
"Cutest cabins, friendly owners, dog friendly ❤️ supporting small businesses definitely going back next year. "
The price is CA $239
CA $265 total
includes taxes & fees
May 28 - May 29
Pine Tree Motel & Cabins
Exterior
Best Western Plus Ticonderoga Inn & Suites
2.5 star property
8.6 out of 10, Excellent, (592)
"Clean, quiet, great breakfast. The best place to stay during Trekonderoga! "
The price is CA $231
CA $261 total
includes taxes & fees
May 28 - May 29
Best Western Plus Ticonderoga Inn & Suites
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Standard Room, 1 Bedroom, Non Smoking (two full)
Circle Court Motel
2.5 star property
8.6 out of 10, Excellent, (178)
"This was a great place. Large clean room. Very happy!"
The price is CA $131
CA $148 total
includes taxes & fees
May 29 - May 30
Circle Court Motel
Exterior
Super 8 by Wyndham Ticonderoga
2.5 star property
8.0 out of 10, Very good, (891)
"Perfect stop for our trip to VT for the eclipse. Gym was great way to start moving again after hours in the car!"
The price is CA $115
CA $130 total
includes taxes & fees
Jun 3 - Jun 4
Super 8 by Wyndham Ticonderoga
Deluxe Cabin
Maple Leaf Motel
2.5 star property
8.6 out of 10, Excellent, (314)
"This is my second stay here. It's a charming place and a good value. The rooms are large and the beds are comfortable. It's definitely dated but I really like this place. "
The price is CA $159
CA $179 total
includes taxes & fees
Jun 10 - Jun 11
Maple Leaf Motel
Exterior
HIGHLANDS CASTLE overlooking Lake George.. plus 2 other Castles!
3.0 star property
9.6 out of 10, Exceptional, (14)
"John and Yvonne were the perfect hosts hosts...Tvicolorfulsunse"
HIGHLANDS CASTLE overlooking Lake George.. plus 2 other Castles!
Property grounds
Camping Classic ADK style Creekside
8.0 out of 10, Very good, (1)
"This was a wonderful site that I would love to visit again. The river flowing by was so beautiful. I would like to stay again when we don’t have so much rain. The river was too raging for any swimming. The only downside was there was a bit of a steep walk down to the site from the parking area, but you do have to go downhill to be near a river."
The price is CA $57
CA $92 total
includes taxes & fees
May 28 - May 29
Camping Classic ADK style Creekside
Luxury Studio Suite, 1 King Bed, Lake View (#1) | Lake view
Chateau Rooms
4.5 star property
9.2 out of 10, Wonderful, (38)
"The owner upgraded our room so we were facing Lake George. Our room was beautiful with a balcony. We sat in the room and watched three deer by the lake. The manager was very prompt and helpful with a small issue we had. "
Chateau Rooms
Premier Room
Friends Lake Inn
4.0 star property
9.0 out of 10, Wonderful, (77)
"The food was made to order and very good prices were fair. The cost to stay there is overpriced."
The price is CA $385
CA $428 total
includes taxes & fees
May 28 - May 29
Friends Lake Inn
Restaurant
The Fern Lodge
3.5 star property
9.8 out of 10, Exceptional, (42)
"Paradise just simply heavenly. And so well appointed. Feel so at home"
The price is CA $818
CA $909 total
includes taxes & fees
May 28 - May 29
The Fern Lodge
Front of property - evening/night
Boathouse Waterfront Lodging
3.5 star property
9.4 out of 10, Exceptional, (17)
"Fantastic views and premium lake access. Close enough to walk to great coffee, food, shops. We loved it and will com back!"
Boathouse Waterfront Lodging
Property grounds
Unplug at Davey Fallls! Water view, Private waterfall & large swimming area.
8.4 out of 10, Very good, (5)
"Very disappointed. Should have been told there was no waterfall due to drought. It was not private and secluded as there were people camping on property and using the outdoor shower, we didn’t not expect to share. The sewer situation in the camper was so smelly it was gagging. Vent in bathroom and on air conditioner, filthy. I have pictures of all the discrepancies. In all felt like a bait and switch. Have never had an issue with any other VRBO property we have stayed at."
Unplug at Davey Fallls! Water view, Private waterfall & large swimming area.
Aerial view
Condo with private community beach/pond access - on-site tennis & golf nearby
9.0 out of 10, Wonderful, (6)
"The stay was great! The property had all basic necessities to last our time there. There was a bit of confusion about trash disposal but the neighbors were kind. Our WiFi service was a bit spotty but otherwise no other complaints. Would recoommend!"
The price is CA $112
CA $307 total
includes taxes & fees
May 28 - May 29
Condo with private community beach/pond access - on-site tennis & golf nearby
WATERFRONT and AFFORDABLE
8.0 out of 10, Very good, (22)
"Glenda is a great host and provides nice extra touches such as amenities baskets with toothpaste, Tylenol, etc that are often forgotten when packing. She provided pool floats which we used in the river and the outside lighting has been upgraded which was perfect at night."
WATERFRONT and AFFORDABLE
Exterior
Rangers Retreat Adirondack Mountains getaway
The price is CA $444
CA $689 total
includes taxes & fees
May 28 - May 29
Rangers Retreat Adirondack Mountains getaway
Property grounds
SKI TIME! Adirondack Waterfront Log Cabin
9.2 out of 10, Wonderful, (68)
"This was a 5-day, large family, vacation. There were a few minor issues, but nothing we couldn't overcome. We absolutely loved the location. There were a couple of days that we didn't even leave the property. The mosquitos were horribly, horribly bad! We went through a lot of insect spray and tiki torch fuel, but we were prepared for them. Thanks, Lisa"
SKI TIME! Adirondack Waterfront Log Cabin
Outdoor dining
Cozy Adirondack Cabin w/ Deck [~15 minutes to Gore Mountain]
10.0 out of 10, Exceptional, (4)
"The cabin was perfect for our needs. It was nice and remote enough with plenty to see within a half hour drive. We loved Gore Mt.!"
Cozy Adirondack Cabin w/ Deck [~15 minutes to Gore Mountain]
Front of property
Silver Bay Inn and Conference Center
3.0 star property
9.6 out of 10, Exceptional, (45)
"The Inn was very clean and the staff was wonderful. "
The price is CA $170
CA $189 total
includes taxes & fees
May 28 - May 29
Silver Bay Inn and Conference Center
Aerial view
Secluded gem with forest view, beach access & W/D
8.4 out of 10, Very good, (8)
"Condo was great but they didn't allow dogs despite what the title says, not dog friendly. House was nice size for the two of us. Bedroom is upstairs with king sized bed that was very hard to get out of!! The bed frame sits on the floor so each morning was a struggle to get up and out of the bed. Bed was comfortable and slept well but hard for senior citizens to get out of."
The price is CA $112
CA $318 total
includes taxes & fees
May 28 - May 29
Secluded gem with forest view, beach access & W/D
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See all available properties in Chestertown
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.

More cheap stays in Chestertown

La Quinta Inn & Suites by Wyndham Lake George

La Quinta Inn & Suites by Wyndham Lake George

1533 US-9, Lake George, NY
The price is CA $161 per night from Jun 2 to Jun 3
CA $161
CA $179 total
includes taxes & fees
Jun 2 - Jun 3
8.8/10 Excellent! (1,231 reviews)

Hotels near Popular Chestertown Attractions

Image for Friends Lake

Friends Lake

4/5(1 review)

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
Friends Lake

Chestertown Travel Info

Number of hotels
1,501
Highest price
CA $818
Lowest price
CA $57
Known attractions
Loon Lake Beach, Natural Stone Bridge and Caves and Friends Lake
Hotels with family-friendly amenities
3
Hotels with nearby beaches
3

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 traveler data. Two other choices for your visit to 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 vacation rentals that Chestertown has to offer?

Scenic lakefront retreat with water access, private dock, grill, W/D & fireplace: This vacation home rental outside Chestertown is located on a lake and has a fireplace, a balcony, and a barbecue grill 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 you can cook with friends or family. You can relax into your vacation 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 that most hotel room reservations are refundable provided that you cancel prior to the hotel's cancellation deadline, which often is within 24-48 hours of check in. If you have a non-refundable reservation, it might still be possible to cancel it and be given a refund within a 24-hour period of booking. Filter your search by fully refundable to find flexible hotel deals in Chestertown.

Where can I learn more about changing or cancelling my trip to Chestertown?

For more details about changing or cancelling your trip to Chestertown, head over to our customer service page.

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 travelers looking for an economical choice, and features free WiFi and free parking. View all budget hotels in Chestertown.

What's the best accommodation for a family vacation 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 choice for your family trip. Attractions in the area like Garnet Hill Lodge and Ski Resort and House of Frankenstein Wax Museum are also fun for kids of all ages. Find more child-friendly accommodations in Chestertown.

What's the best hotel for couples in Chestertown?

Friends Lake Inn is a favorite 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 place to stay 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 pet-friendly accommodation in Chestertown?

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

What's the best place to stay close to Loon Lake Beach?

Pine Tree Motel & Cabins is one of the top choices for your stay based on our traveler data, and this property offers free WiFi and free parking. It's located just a short 0.5 mi (0.8 km) from Loon Lake Beach. Another good choice is Friends Lake Inn, located 1.6 mi (2.6 km) away.

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

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

What's the best luxury place to stay 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 travelers looking for an elegant place to stay. Find more luxury hotels in Chestertown.

Recent Reviews in Chestertown
Expedia verified reviews

La Quinta Inn & Suites by Wyndham Lake George

La Quinta Inn & Suites by Wyndham Lake George

5/5 Excellent
"The hotel room was excellent and the pool is perfect. Breakfast was good. Unfortunately the room next to us had a small dog that kept barking. I think someone should address the customers about their dog. I do t think the dog should be allowed to stay in the room without the owner to keep it quiet. "
A verified traveller stayed at La Quinta Inn & Suites by Wyndham Lake George
Posted 6 hours ago
La Quinta Inn & Suites by Wyndham Lake George