Hotels in Chestertown
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Check prices for these dates
Tonight
Aug 14 - Aug 15Tomorrow
Aug 15 - Aug 16This weekend
Aug 14 - Aug 16Next weekend
Aug 21 - Aug 23Top 5 hotels in Chestertown at a glance
- Friends Lake Inn — 4-star hotel in Chestertown. Guest rating: 8.8/10 — Excellent.
- Pine Tree Motel & Cabins — 2-star hotel in Chestertown. Guest rating: 9.2/10 — Wonderful.
- The Fern Lodge — 3.5-star hotel in Chestertown. Guest rating: 9.8/10 — Exceptional.
- Super 8 by Wyndham Lake George/Warrensburg Area — 2.5-star hotel in Lake George. Guest rating: 8.6/10 — Excellent.
- The Alpine Lodge — 3-star hotel in North Creek. Guest rating: 9.0/10 — Wonderful.
Where to stay in Chestertown?
Friends Lake Inn
Friends Lake InnChestertown
$113
$126 total
includes taxes & fees
Sep 9 - Sep 10
Pine Tree Motel & Cabins
Pine Tree Motel & CabinsChestertown
$175
$194 total
includes taxes & fees
Aug 16 - Aug 17
The Fern Lodge
The Fern LodgeChestertown
$401
$445 total
includes taxes & fees
Aug 23 - Aug 24
Super 8 by Wyndham Lake George/Warrensburg Area
Super 8 by Wyndham Lake George/Warrensburg AreaLake George
$72
$80 total
includes taxes & fees
Sep 8 - Sep 9
The Alpine Lodge
The Alpine LodgeNorth Creek
$120
$144 total
includes taxes & fees
Aug 18 - Aug 19
Llama House ADK
Llama House ADKWevertown
$112
$124 total
includes taxes & fees
Aug 16 - Aug 17
Public House
Public HouseNorth Creek
$179
$199 total
includes taxes & fees
Aug 30 - Aug 31
Walk to Main St & Schroon Lake! Cozy Upstate Gem
Walk to Main St & Schroon Lake! Cozy Upstate GemSchroon Lake
$181
$218 total
includes taxes & fees
Aug 16 - Aug 17
Silver Bay YMCA Inn and Conference Center
Silver Bay YMCA Inn and Conference CenterSilver Bay
$150
$167 total
includes taxes & fees
Aug 16 - Aug 17
The Juliana Resort
The Juliana ResortDiamond Point
$119
$132 total
includes taxes & fees
Sep 7 - Sep 8
Amber Lantern Lake George Motel and Cottage Rentals
Amber Lantern Lake George Motel and Cottage RentalsLake George
$100
$111 total
includes taxes & fees
Aug 16 - Aug 17
Adirondack Retreat Inn & Suites
Adirondack Retreat Inn & SuitesLake George
$98
$113 total
includes taxes & fees
Sep 14 - Sep 15
La Quinta Inn & Suites by Wyndham Lake George
La Quinta Inn & Suites by Wyndham Lake GeorgeLake George
$93
$103 total
includes taxes & fees
Sep 14 - Sep 15
Howard Johnson by Wyndham Lake George
Howard Johnson by Wyndham Lake GeorgeLake George
$79
$88 total
includes taxes & fees
Sep 7 - Sep 8
Country Inn & Suites by Radisson, Lake George (Queensbury), NY
Country Inn & Suites by Radisson, Lake George (Queensbury), NYQueensbury
$89
$99 total
includes taxes & fees
Sep 7 - Sep 8
Comfort Inn & Suites Lake George
Comfort Inn & Suites Lake GeorgeLake George
$124
$138 total
includes taxes & fees
Sep 13 - Sep 14
Heritage of Lake George
Heritage of Lake GeorgeLake George
$74
$82 total
includes taxes & fees
Sep 3 - Sep 4
Quality Inn Lake George
Quality Inn Lake GeorgeLake George
$119
$132 total
includes taxes & fees
Sep 13 - Sep 14
Hampton Inn & Suites Lake George
Hampton Inn & Suites Lake GeorgeLake George
$134
$149 total
includes taxes & fees
Sep 7 - Sep 8
Go beyond your typical stay in Chestertown
Pet friendly
Family friendly
Cottage
Apartment
Our prices for hotels in Chestertown are cheapest in September
Our prices for hotels in Chestertown are cheapest in September
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
8.8/10 (8 reviews)
Loon Lake is 3.2 mi (5.2 km) from central Chestertown, why not stop by during your stay. Chestertown has other popular natural features you might want to visit such as Lake George.
Friends Lake
9.4/10 (14 reviews)
Friends Lake is 2.8 mi (4.5 km) from central Chestertown, why not stop by during your stay.
Loon Lake Beach
8.4/10 (7 reviews)
If you can't wait to get to the beach, you might enjoy a trip to Loon Lake Beach located 2 mi (3.3 km) from central Chestertown.
Tripp Pond
8.6/10 (4 reviews)
Tripp Pond is 3.9 mi (6.3 km) from central Chestertown, why not stop by during your stay. Chestertown has other popular natural features you might want to visit such as Lake George.
Learn more about Chestertown
Chestertown is well-known for its attractions such as Friends Lake and Loon Lake. The city has something for everyone including sights like Hudson River and Loon Lake Beach within a secluded setting.
See all hotels in Chestertown
Photo by Julie Miller
Check out reviews of Chestertown hotels guests love
Lakefront Terrace Resort
8/10 Good
"Great property on the lake"
Baymont by Wyndham Queensbury / Lake George
10/10 Excellent
"So much outdoor space. Staff was excellent, especially Jay."
Adirondack Retreat Inn & Suites
10/10 Excellent
"This is a great motel to stay in in Lake George. We walked to the center of Lake George where all the restaurants and cafes and ice cream shops are...just a few minutes walk. I think being at the end of town, makes it much quieter, which is nice. The parking was easy, right outside our room. The room was very clean, had plenty of towels and the shower was amazing! We did not use the pool so cannot comment on that. The young lady at check in was very polite and gave us suggestions on a coffee shop in the am. Check-in was easy and we left before the front desk was open, but you can just drop your key and go and then receive a text that confirmed our departure. Would definitely stay here again."
Great Escape Lodge & Indoor Waterpark
8/10 Good
"We took our 13 yr old grandson for a few days. We all had a good time. The place was clean the water in the park was warm. It is a small water park so not as many rides. Food is a little pricey. But all in all still a fun time."
Surfside On The Lake
10/10 Excellent
"Great amenities. Perfect location to shopping and restaurants. Helpful staff!"
Depe Dene Lakeside Resort
10/10 Excellent
"This is our 3rd year here and they’ve made multiple upgrades around the resort. The staff is always helpful and quick to respond. My only issue was they advertise as smoke free but there were people smoking cigarettes and marijuana on the lake and outdoor sitting areas. If it’s not going to be enforced then create smoking areas/rooms."
Tiki Resort
10/10 Excellent
"Enjoyed our stay in the renovated rooms. Outdoor pool was very enjoyable and loved the overall location,"
The Queensbury Hotel
10/10 Excellent
"We have stayed here at least 5 times Everyone is friendly and kind Newly decorated celebrating their 100th anniversary Truly a great place with a lot of history"
La Quinta Inn & Suites by Wyndham Lake George
8/10 Good
"The room was very nice and well cared for."