Photo by Julie Miller

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Featured Lodges in Chestertown

North Creek Lodge at Gore Mountain
3.0 star property
8.4 out of 10, Very good, (323)
"The owners and staff are amiable. Check-in was effortless and convenient to do. Breakfast was a typical grab-and-go style with bagels, yogurt, coffee, milk, orange juice, and fruit. Not everyone likes that style, but it was perfect for my stay since I had early activity plans for the day and needed something quick. They have a sand volleyball court with cornhole and a firepit which was fun to do for a night. You are in the woods, though, so service is spotty. You can log in to wifi, but it may...
The price is AU$216
includes taxes & fees
1 Oct - 2 Oct
North Creek Lodge at Gore Mountain
Lodges At Cresthaven
4.0 star property
9.2 out of 10, Wonderful, (334)
"Excellent stay."
The price is AU$354
includes taxes & fees
30 Sept - 1 Oct
Lodges At Cresthaven
The Alpine Lodge
3.0 star property
9.0 out of 10, Wonderful, (592)
"This place is even etter than their pictures. Beautiful mt cabin rooms with very comfortable bed. The town is picturesque and there are cute stores and various activities."
The price is AU$207
includes taxes & fees
30 Sept - 1 Oct
The Alpine Lodge
Llama House ADK
2.5 star property
9.4 out of 10, Exceptional, (15)
"Host was very accommodating and rooms very clean with a rustic flair. Very unique property in a quiet setting "
The price is AU$263
includes taxes & fees
29 Sept - 30 Sept
Llama House ADK
Garnet Hill Lodge
3.0 star property
9.0 out of 10, Wonderful, (149)
"Two night stay end of August.Wonderful,old,classic Adirondack lodge with full buffet breakfast and ‘make your own’ sandwich fixings provided for lunch.Only complaint is slow dinner service due to lack of waitstaff.For outdoor enthusiasts,this place is for you.More hiking trails than you could ever imagine!"
Garnet Hill Lodge
Waters Edge Lodge
2.0 star property
9.0 out of 10, Wonderful, (10)
"I would go again. Very satisfied with everything. Friendly staff and very clean. "
Waters Edge Lodge
River bank lodge just minutes to Lake George with heated salt water pool
10.0 out of 10, Exceptional, (52)
"Great stay"
River bank lodge just minutes to Lake George with heated salt water pool
English Brook Cottages
3.0 star property
7.8 out of 10, Good, (9)
"Thanks for everything! "
English Brook Cottages
Boathouse Waterfront Lodging
3.5 star property
9.4 out of 10, Exceptional, (19)
"The best place to stay, hands down in Bolton and Lake George. I have been many times and cannot wait until next year!!"
Boathouse Waterfront Lodging
2 BR Waterfront Lodge Suites perch overlooking the docks and mountains sunsets!
9.0 out of 10, Wonderful, (8)
"It was showed to be a beautiful cottage. walked in and toilet was crooked. beds were all springs. floor all crooked nasty all around. Shame on you for advertising this to be a beautiful cottage. It was dirty and awful"
2 BR Waterfront Lodge Suites perch overlooking the docks and mountains sunsets!
Cozy & Spacious Lake George "Lazy Bear Lodge II"
10.0 out of 10, Exceptional, (5)
"We enjoyed our stay here. Location was perfect for a quick ride into Lake George Village and Bolton Landing. "
Cozy & Spacious Lake George "Lazy Bear Lodge II"
Beautiful Lake House on Schroon Lake with private beach and dock slip-4bed/4bath
10.0 out of 10, Exceptional, (7)
"LakeSongLodge is an awesome home and location. Beautiful inside and out. So much to do … from kayaking/canoeing/ fire pit and more. Great boat rental from Schroon Lake Marina too. Our hosts , Brian and Maureen were a delight to deal with. All “little touches” did not go untouched or un appreciated.Loved the welcome basket!!! "
Beautiful Lake House on Schroon Lake with private beach and dock slip-4bed/4bath
Modern Cabin w/ Hot Tub-Minutes to Lakes & Skiing
10.0 out of 10, Exceptional, (23)
"What a fantastic, spotlessly clean, fully equipped and comfortable cabin. The property is beautiful and the backyard, patio and hot tub are set with such a great view. The owners are the greatest, they make themselves available to be helpful in any way during your stay. Thank you Tony and Krista for renting your cabin and we will be visiting again, your place is perfect. The Wojcik Family"
Modern Cabin w/ Hot Tub-Minutes to Lakes & Skiing
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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.
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Other property types in Chestertown

Cozy retreat with fireplace, kayaks, and shared beach/pond access
9.2 out of 10, Wonderful, (13)
"We love the house super clean , the we love the area very peace and quiet , we love the private beach and the fresh air , definitely we be back again "
Cozy retreat with fireplace, kayaks, and shared beach/pond access
Peaceful Lakeside Retreat with Private Beach
9.2 out of 10, Wonderful, (17)
"It was clean, nicely decorated, everything was new and in working order. Would suggest adding some face/wash cloths and top sheet for bed. Also, bed was comfortable but squeaked every time you made a move. All in all nice property and enjoyed our time :)"
Peaceful Lakeside Retreat with Private Beach
Unique Adirondack Estate on Hudson River - near Gore Mountain & Lake George
10.0 out of 10, Exceptional, (51)
"A gem in the Adirondacks. Quiet and peaceful carriage house on the Hudson River. Loved the rail bike ride, hiking and town of nearby Chestertown "
Unique Adirondack Estate on Hudson River - near Gore Mountain & Lake George
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

How can I find cheap lodges in Chestertown?
With Expedia’s filter tool, locating cheap lodges in Chestertown couldn’t be easier. To find properties that’ll make your wallet smile, refine your search by budget, guest rating and amenities. Also remember that lodges with lower star ratings are usually cheaper.
What is there to do in Chestertown near my lodge?
There are tons of wonderful things to sink your teeth into in Chestertown. Check out big attractions like Loon Lake Beach, Natural Stone Bridge and Caves and Loon Lake. Friends Lake, Avalanche Lake and Tripp Pond are other must-do’s.