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Top hotels and accommodation in Chestertown

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]
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!
Beach
Adirondack Creekside Cottage-Sportmen’s Delight
10.0 out of 10, Exceptional, (36)
"Great time awesome fishing cottage was super clean and maintained"
Adirondack Creekside Cottage-Sportmen’s Delight
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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!
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!
Aerial view
Tripp Pond Retreat, Unit E | Condo in Warrensburg
10.0 out of 10, Exceptional, (1)
"Perfect for us - we traveled with 2 grandchildren, 8 and 12. The condo was very clean, has a well equipped kitchen, and the tennis courts, pickle ball courts and basketball court were right outside the door. The grill in the outdoor porch worked well. Beach, with chairs, umbrellas and boats was a 3 minute walk down from the condo. Would definitely return!"
Tripp Pond Retreat, Unit E | Condo in Warrensburg
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 NZ$1,042
includes taxes & fees
29 May - 30 May
The Fern Lodge
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!
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
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!
Front of property
Silver Bay Inn and Conference Center
3.0 star property
9.6 out of 10, Exceptional, (38)
"Room was very clean and updated. Grounds were beautiful and we enjoyed walking down by the lake. The staff was exceptionally courteous, friendly, and helpful. "
The price is NZ$152
includes taxes & fees
19 May - 20 May
Silver Bay Inn and Conference Center
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
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
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
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
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
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 NZ$317
includes taxes & fees
20 May - 21 May
Pine Tree Motel & Cabins
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 NZ$511
includes taxes & fees
17 May - 18 May
Friends Lake Inn
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 NZ$317
includes taxes & fees
21 May - 22 May
Condo with private community beach/pond access - on-site tennis & golf nearby
Exterior
Lodge at Schroon Lake
3.0 star property
8.8 out of 10, Excellent, (139)
"Walking distance to dining options that have more budget friendly price"
The price is NZ$259
includes taxes & fees
19 May - 20 May
Lodge at Schroon Lake
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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 accommodation in Chestertown

Stay near top Chestertown attractions

Chestertown hotels information

Number of reviews
6,225
Accommodation
1,489 hotels
Lowest Price
NZ$110
Highest Price
NZ$1,042

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
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