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Top Trending Hotels Near Chester Shores, Chestertown

Cozy Adirondack Cabin w/ Deck [~15 minutes to Gore Mountain]
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]
TRIPP LAKE RETREAT sleeps 7 and is a great place to make Adirondack memories!
Smart TV, fireplace, DVD player, books
TRIPP LAKE RETREAT sleeps 7 and is a great place to make Adirondack memories!
10.0 out of 10, Exceptional, (87)
"The host made us feel welcome. We enjoyed the privacy and the private pond access where canoes & gear were available! Highly recommended!"
TRIPP LAKE RETREAT sleeps 7 and is a great place to make Adirondack memories!
Adirondack Creekside Cottage-Sportmen’s Delight
Beach
Adirondack Creekside Cottage-Sportmen’s Delight
10.0 out of 10, Exceptional, (35)
"Stay was good"
Adirondack Creekside Cottage-Sportmen’s Delight
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Lake view , Cozy One Bedroom! Walk to Beach and Town!
View from property
Lake view , Cozy One Bedroom! Walk to Beach and Town!
10.0 out of 10, Exceptional, (37)
"Apartment was clean and updated. Very responsive host! Enjoyed our stay thank you for being pet friendly!"
Lake view , Cozy One Bedroom! Walk to Beach and Town!
Home in Schroon Lake: Walk to lake and town!
Fridge, microwave, oven, stovetop
Home in Schroon Lake: Walk to lake and town!
10.0 out of 10, Exceptional, (3)
"My husband and I stayed at the house with another couple for a weekend. We needed a place to come to after youth events at nearby Word of Life. It was perfect for our needs. Very clean and communication was great. Very nice host."
Home in Schroon Lake: Walk to lake and town!
The Fern Lodge
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 £522
per night
2 May - 3 May
The Fern Lodge
Welcome home!
Dining
Welcome home!
9.8 out of 10, Exceptional, (49)
"This house is so cozy and comfortable. The host was very easy to work with and the hospitality was 110%. This area is great for short pretty hikes and near Lake George. We enjoyed our short stay and would you love to return in the summer or fall."
Welcome home!
Lily Pad South at Loon Lake near Gore Mountain
2 bedrooms, iron/ironing board, travel cot, WiFi
Lily Pad South at Loon Lake near Gore Mountain
9.8 out of 10, Exceptional, (39)
"What I loved most was it was like staying in your own home, quiet, clean, and private. The only drawback was no coffee in the kitchen. Otherwise absolutely give stars. I want to stay in this exact house again if welcome. They were very nice, too, and accommodating. "
Lily Pad South at Loon Lake near Gore Mountain
HIGHLANDS CASTLE overlooking Lake George.. plus 2 other Castles!
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!
Silver Bay Inn and Conference Center
Iron/ironing board, free WiFi, bed sheets
Silver Bay Inn and Conference Center
3.0 star property
9.6 out of 10, Exceptional, (35)
"This is a very unique and comfortable place."
The price is £74
per night
3 May - 4 May
Silver Bay Inn and Conference Center
Adirondack style condo on Tripp lake and near Gore Mt. Ski resort
Fridge, microwave, oven, dishwasher
Adirondack style condo on Tripp lake and near Gore Mt. Ski resort
9.6 out of 10, Exceptional, (17)
"My partner and I stayed here to see the solar eclipse. The place was nice getaway for a mini vacation. We had everything we needed for cookware to make meals. Not too far was a place where we could cross country ski in some wooden area and not a bad drive to Mount Von Hoevenberg."
Adirondack style condo on Tripp lake and near Gore Mt. Ski resort
Boathouse Waterfront Lodging
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
Ultimate couples getaway! Quiet and private Lakeside Cottage in the Adirondacks
Exterior
Ultimate couples getaway! Quiet and private Lakeside Cottage in the Adirondacks
9.4 out of 10, Exceptional, (39)
"Super"
Ultimate couples getaway! Quiet and private Lakeside Cottage in the Adirondacks
Chateau Rooms
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
SKI TIME! Adirondack Waterfront Log Cabin
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
Pine Tree Motel & Cabins
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 £155
per night
16 May - 17 May
Pine Tree Motel & Cabins
Friends Lake Inn
Premier Room | 1 bedroom, premium bedding, individually decorated
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 £249
per night
2 May - 3 May
Friends Lake Inn
Lodge at Schroon Lake
Exterior
Lodge at Schroon Lake
2.0 star property
8.8 out of 10, Excellent, (134)
"Comfortable and beautiful lodge. The tap water was absolutely delicious."
The price is £120
per night
19 May - 20 May
Lodge at Schroon Lake
Condo with private community beach/pond access - on-site tennis & golf nearby
Aerial view
Condo with private community beach/pond access - on-site tennis & golf nearby
8.8 out of 10, Excellent, (5)
"Very nice cabin. Spacious living room and bedroom. Very clean. Exceptional value with cost. Very close to Lake George."
The price is £155
per night
5 May - 6 May
Condo with private community beach/pond access - on-site tennis & golf nearby
Best Western Plus Ticonderoga Inn & Suites
Exterior
Best Western Plus Ticonderoga Inn & Suites
2.5 star property
8.6 out of 10, Excellent, (586)
"Nice rooms but don’t wait too long to get to breakfast. The eggs were dried up and crusty. "
The price is £168
per night
12 May - 13 May
Best Western Plus Ticonderoga Inn & Suites
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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 is Chester Shores like?

Travellers will be sure to enjoy their time in Chestertown's Chester Shores neighbourhood. Consider a visit to Loon Lake as part of your Chester Shores travel plans.

What's a favourite hotel to stay in Chester Shores?

For your stay in Chester Shores, Lakefront Home with WiFi, Dock, Lake Views From the Deck, and Screened-In Porch is one of the top choices based on our traveller data.

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

Yes, the majority of hotel room reservations are fully refundable if cancelled prior to the hotel's cancellation deadline, which often is within 24-48 hours of the scheduled arrival. If you booked a non-refundable reservation, you may still be able to cancel and get a refund within 24 hours of booking. Enter dates in and click on "Search", then use the "fully refundable" filter to review the best deals in Chester Shores.

What are the top things to see and do in Chester Shores?

Loon Lake is an attraction you might want to check out while you're in Chester Shores. While you're out sightseeing in Chestertown, make sure that you visit other sights such as Loon Lake Beach or Friends Lake.

Chester Shores Hotel Reviews

Howard Johnson by Wyndham Lake George

Howard Johnson by Wyndham Lake George

5/5 Excellent
"No soda machines worked. All of them where empty "
A verified traveller stayed at Howard Johnson by Wyndham Lake George
Posted 1 day ago
Howard Johnson by Wyndham Lake George