Photo by Julie Miller
Hotels in Chestertown
Free cancellation options if plans change
Unlock travel rewards with One Key
Save more with Member Prices
Check prices for these dates
Tonight
Feb 17 - Feb 18Tomorrow
Feb 18 - Feb 19This weekend
Feb 20 - Feb 22Next weekend
Feb 27 - Mar 1Where to stay in Chestertown?




The Fern Lodge
The Fern LodgeChestertown
- Woodland retreat near Adirondack lakes with enchanting private beach and dining.
$507 nightly
$563 total
Feb 22 - Feb 23
Total with taxes and fees




Llama House ADK
Llama House ADKWevertown
- Cozy lodge near Gore Mountain, with free WiFi and hiking trails to explore.
$140 nightly
$156 total
Feb 24 - Feb 25
Total with taxes and fees




HIGHLANDS CASTLE overlooking Lake George.. plus 2 other Castles!
HIGHLANDS CASTLE overlooking Lake George.. plus 2 other Castles!Bolton Landing
$1,225 nightly
$1,360 total
Feb 23 - Feb 24
Total with taxes and fees




The Alpine Lodge
The Alpine LodgeNorth Creek
$188 nightly
$209 total
Mar 3 - Mar 4
Total with taxes and fees




Gore Mountain Lodge
Gore Mountain LodgeNorth Creek
$229 nightly
$254 total
Feb 25 - Feb 26
Total with taxes and fees




North Creek Lodge at Gore Mountain
North Creek Lodge at Gore MountainNorth Creek
- Slope-side convenience meets mountain charm at this cozy North Creek lodge with free perks.
$205 nightly
$227 total
Feb 18 - Feb 19
Total with taxes and fees




10 Mi To Gore Mountain: Home In Adirondack Park 5 Bedroom Home
10 Mi To Gore Mountain: Home In Adirondack Park 5 Bedroom HomeOlmstedville
- Experience the tranquility of a golf-adjacent home in Olmstedville with hiking trails.
$729 nightly
$824 total
Mar 2 - Mar 3
Total with taxes and fees




Super 8 by Wyndham Lake George/Warrensburg Area
Super 8 by Wyndham Lake George/Warrensburg AreaLake George
- Downtown Lake George getaway with free breakfast and easy access to outdoor fun.
$70 nightly
$77 total
Feb 22 - Feb 23
Total with taxes and fees




Lodge at Schroon Lake
Lodge at Schroon LakeSchroon Lake
- Rustic lakeside retreat with private beach, indoor pool, and marina access.
$174 nightly
$197 total
Feb 18 - Feb 19
Total with taxes and fees




Maple Leaf Motel
Maple Leaf MotelSchroon Lake
- Cozy lakeside motel with a seasonal pool and golf course for outdoor enthusiasts.
$116 nightly
$131 total
Feb 20 - Feb 21
Total with taxes and fees




Silver Bay YMCA Inn and Conference Center
Silver Bay YMCA Inn and Conference CenterSilver Bay
- Lakeside tranquility at this serene YMCA inn with fitness center, dining, and beach.
$104 nightly
$115 total
Feb 18 - Feb 19
Total with taxes and fees




Lodges At Cresthaven
Lodges At CresthavenLake George
- Experience Lake George's charm at this lodge just 15 minutes from Six Flags.
$154 nightly
$171 total
Feb 22 - Feb 23
Total with taxes and fees




Sun Castle Resort
Sun Castle ResortLake George
$314 nightly
$340 total
Feb 18 - Feb 19
Total with taxes and fees




Pinebrook Motel
Pinebrook MotelLake George
- Close to Lake George and Six Flags, enjoy a refreshing pool after adventure.
$57 nightly
$63 total
Mar 8 - Mar 9
Total with taxes and fees




Sundowner on Lake George
Sundowner on Lake GeorgeLake George
- Relax at this lakeside motel with a seasonal pool and private beach access.
$156 nightly
$173 total
Mar 2 - Mar 3
Total with taxes and fees




Lake Haven Motel
Lake Haven MotelLake George
- Stay lakeside at this relaxing motel, minutes from Six Flags Great Escape.
$218 nightly
$242 total
Feb 19 - Feb 20
Total with taxes and fees




Courtyard by Marriott Lake George
Courtyard by Marriott Lake GeorgeLake George
- Relax by Lake George with an indoor pool, on-site dining, and convenient amenities.
$112 nightly
$124 total
Feb 22 - Feb 23
Total with taxes and fees




The Inn of Lake George
The Inn of Lake GeorgeLake George
- Unwind just minutes from Lake George with premium bedding and attentive service.
$112 nightly
$124 total
Feb 18 - Feb 19
Total with taxes and fees




Surfside On The Lake
Surfside On The LakeLake George
- Walk steps from pristine waters to a welcoming lakefront escape with a rooftop bar.
$237 nightly
$263 total
Mar 1 - Mar 2
Total with taxes and fees




Howard Johnson by Wyndham Lake George
Howard Johnson by Wyndham Lake GeorgeLake George
- Central to Lake George attractions with a relaxing pool to complete your day.
$79 nightly
$88 total
Feb 18 - Feb 19
Total with taxes and fees
Go beyond your typical stay in Chestertown
Pet friendly
Apartment
Cottage
Family friendly
Our prices for hotels in Chestertown are cheapest in October
Our prices for hotels in Chestertown are cheapest in October
Price trends for hotels in Chestertown
Pricing is based on two traveler single night rates
Top neighborhoods in Chestertown
Chester Shores
Chestertown's Chester Shores neighborhood offers attractions including Loon Lake.
Top landmarks in Chestertown
Loon Lake
Crystal waters of Loon Lake reflect the Adirondack Mountains, creating a paddler's paradise in upstate New York. Bring your own picnic and rent a kayak to spot the lake's namesake birds calling across the water.
Friends Lake
This private Adirondack lake offers pristine waters and tranquil surroundings for swimming, fishing, and kayaking. Access is limited to guests of lakeside accommodations, ensuring a peaceful retreat from crowds.
Loon Lake Beach
Loon Lake Beach offers pristine Adirondack swimming with a sandy shoreline perfect for summer relaxation. Arrive with picnic supplies in hand as concessions are limited at this peaceful mountain retreat.
Tripp Pond
Tripp Pond offers serene waters perfect for fishing and kayaking amid lush forests. Bring your own gear to this peaceful retreat where morning visits reward you with active wildlife and stunning photo ops.
Learn more about Chestertown
Chestertown is well-known for its attractions such as Loon Lake Beach and Friends Lake. The city has something for everyone including sights like Loon Lake and Hudson River within a secluded setting.
See all hotels in Chestertown
Photo by Julie Miller
Check out reviews of Chestertown hotels guests love
Six Flags Great Escape Lodge & Indoor Waterpark
10/10 Excellent
"This was our very favorite family two night getaway. All of the staff, in the hotel, restaurant and indoor water park were very nice and helpful! We had a suite, which made it easy to eat breakfast in the room, hit the park for a bit, then change up and go see other attractions in and around Lake George. I was thoroughly impressed by the attention to cleanliness and due diligence of the indoor water park. While we were there we saw them running a drill and they had to quickly remove guests from the lazy river after a boy had cut his arm. Things happen, so it was good to know that they handled incidents quickly and correctly. "
The Queensbury Hotel
10/10 Excellent
"Was great experience "
Fort William Henry Hotel and Conference Center
10/10 Excellent
"Very clean and it had very comfortable beds. Also on site access to restaurant and nearby access to downtown. "
Best Western of Lake George
10/10 Excellent
"The room was spotless.. big shower/ water pressure great/ plenty of pillows on the huge king bed I had to myself. The gal at check in( didn't catch name but she was rocking purple hair/ and she drives a jeep) was super nice and helpful.. I didn't go through lobby again..used other door to go in and out.. and left key cards/ tip in room.. the only one complaint I had (no ones fault is that wifi service was terrible/ signal on then lost constantly) I didnt use other amenities or have breakfast there but all good."
Super 8 by Wyndham Lake George/Warrensburg Area
10/10 Excellent
"It's a basic hotel but rooms are clean, comfortable and nice. It's great value for money!"
Hampton Inn & Suites Lake George
10/10 Excellent
"Everything stood out! This was honestly a very wonderful hotel experience for us, and we stay at a lot of hotels throughout the year.
Highlights: Our room was spotless. The staff was incredibly nice. The breakfast offered a lot of variety. Our family really enjoyed the pool and hot tub as well."
Howard Johnson by Wyndham Lake George
10/10 Excellent
"The room was clean and the heat work great. Since we were there for the winter carnival it was nice to walk into a warm room"
Courtyard by Marriott Lake George
10/10 Excellent
"Room was great, staff is great, second time at this hotel and it was consistent with the first stay!! Highly recommend"
La Quinta Inn & Suites by Wyndham Lake George
10/10 Excellent
"Great staff and fun place for the kids. "
Frequently asked questions
Keep exploring
- Bakers Mills Hotels
- Clemons Hotels
- Cleverdale Hotels
- Minerva Hotels
- Severance Hotels
- Wevertown Hotels
- Hotels near Shepard's Beach Park
- Motels in Loon Lake Beach
- Cabin Rentals in Loon Lake Beach
- Cheap Hotels near Loon Lake Beach
- 3 Star Hotels in Loon Lake Beach
- Ski Hotels near Loon Lake Beach
- Hotels near Loon Lake Beach
- Hotels near Hearthstone Point Campground
- Hotels near Black Mountain Loop
- Hotels near Lakeside Trail
- Hotels near Warren County Nature Trails
- Hotels near Pack Demonstration Forest
- Hotels near Up Yonda Farm Environmental Education Center
- Hotels near Garnet Hill Lodge and Ski Resort
- Hotels near Tannery Pond Community Center
- Hotels near North Creek Depot Museum
- Hotels near Blue Line Outdoor Center
- Hotels near Adirondack Extreme Adventure Course
- Hotels near Seagle Music Colony
- Hotels near Strand Theater
- Hotels near North Chair Ski Lift
- Hotels near Fort William Henry Museum
- Hotels near North Creek Ski Bowl Town Park
- Hotels near Moxham Mountain
- Hotels near Thirteenth Lake
- Athol Hotels
- Huletts Landing Hotels
- Kattskill Bay Hotels
- Hotels near Black Mountain
- Pilot Knob Hotels
- Riparius Hotels
- Town of Thurman Hotels
- Hotels near Dark Bay
- Garnet Lake Hotels
- Hotels near Tripp Pond
- The Glen Hotels
- Hotels near Friends Lake
- Hotels near Loon Lake
- Hotels near Paradox Lake
- Hotels near Assembly Point
- Schroon Falls Hotels
- Hotels near Thurman Pond
- Hotels near Park Beach
- Olmstedville Hotels
- Hotels with Parking in North Creek
- Hotels with Kitchens in North Creek
- Cottages in North Creek
- 3 Star Hotels in North Creek
- North Creek Hotels
- Schroon Lake Hotels
- North River Hotels
- Silver Bay Hotels
- Stony Creek Hotels
- Diamond Point Hotels
- Hotels with Parking in Bolton Landing
- Cottages in Bolton Landing
- 3 Star Hotels in Bolton Landing
- Bolton Landing Hotels
- Queensbury Hotels
- Hague Hotels
- Cottages in Warrensburg
- 3 Star Hotels in Warrensburg
- Warrensburg Hotels
- Lake George Hotels
- Lake Placid Hotels
- Saratoga Springs Hotels
- Hotels near Lake George Dog Beach
- Hotels near Prospect Mountain
- Hotels near House of Frankenstein Wax Museum
- Hotels near Shelving Rock Falls
- Hotels near Fort William Henry Museum
- Hotels near Lake George Shoreline Cruises
- Hotels near Lake George Steamboat Company
- Hotels near Around the World Miniature Golf
- Hotels near Goony Golf
- Hotels near Lake George Forum
- Hotels near Lake George Battlefield Park
- Hotels near Adirondack Winery
- Hotels near Natural Stone Bridge and Caves
- Hotels near Million Dollar Beach
- Hotels near Rogers Memorial Park Beach
- Hotels near Gore Mountain Ski Resort
- Hotels near Oscar Seagle Memorial Theater
- Hotels near Dr. Morbid's Haunted House
- Hotels near Top of the World Golf Course
- Hotels near Revolution Rail Co.
- Hotels near The Sagamore Golf Club
- Hotels near Prospect Mountain Hiking Trail
- Hotels near Pirate's Cove Adventure Golf of Lake George
- Hotels near Lake George Historical Association
- Chester Shores Hotels
- Skylark Beach Hotels
- Town of Schroon Hotels
- Hotels near Hudson Glades
