Hotels in Chestertown

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Check prices for these dates

Tonight
Aug 14 - Aug 15
Tomorrow
Aug 15 - Aug 16
This weekend
Aug 14 - Aug 16
Next weekend
Aug 21 - Aug 23

Top 5 hotels in Chestertown at a glance

  1. Friends Lake Inn — 4-star hotel in Chestertown. Guest rating: 8.8/10 — Excellent.
  2. Pine Tree Motel & Cabins — 2-star hotel in Chestertown. Guest rating: 9.2/10 — Wonderful.
  3. The Fern Lodge — 3.5-star hotel in Chestertown. Guest rating: 9.8/10 — Exceptional.
  4. Super 8 by Wyndham Lake George/Warrensburg Area — 2.5-star hotel in Lake George. Guest rating: 8.6/10 — Excellent.
  5. 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 Inn
Chestertown
$113
$126 total
includes taxes & fees
Sep 9 - Sep 10
Friends Lake Inn

Pine Tree Motel & Cabins

Pine Tree Motel & Cabins
Chestertown
$175
$194 total
includes taxes & fees
Aug 16 - Aug 17
Pine Tree Motel & Cabins

The Fern Lodge

The Fern Lodge
Chestertown
$401
$445 total
includes taxes & fees
Aug 23 - Aug 24
The Fern Lodge

Super 8 by Wyndham Lake George/Warrensburg Area

Super 8 by Wyndham Lake George/Warrensburg Area
Lake George
$72
$80 total
includes taxes & fees
Sep 8 - Sep 9
Super 8 by Wyndham Lake George/Warrensburg Area

The Alpine Lodge

The Alpine Lodge
North Creek
$120
$144 total
includes taxes & fees
Aug 18 - Aug 19
The Alpine Lodge

Llama House ADK

Llama House ADK
Wevertown
$112
$124 total
includes taxes & fees
Aug 16 - Aug 17
Llama House ADK

Public House

Public House
North Creek
$179
$199 total
includes taxes & fees
Aug 30 - Aug 31
Public House

Walk to Main St & Schroon Lake! Cozy Upstate Gem

Walk to Main St & Schroon Lake! Cozy Upstate Gem
Schroon Lake
$181
$218 total
includes taxes & fees
Aug 16 - Aug 17
Walk to Main St & Schroon Lake! Cozy Upstate Gem

Silver Bay YMCA Inn and Conference Center

Silver Bay YMCA Inn and Conference Center
Silver Bay
$150
$167 total
includes taxes & fees
Aug 16 - Aug 17
Silver Bay YMCA Inn and Conference Center

The Juliana Resort

The Juliana Resort
Diamond Point
$119
$132 total
includes taxes & fees
Sep 7 - Sep 8
The Juliana Resort

Amber Lantern Lake George Motel and Cottage Rentals

Amber Lantern Lake George Motel and Cottage Rentals
Lake George
$100
$111 total
includes taxes & fees
Aug 16 - Aug 17
Amber Lantern Lake George Motel and Cottage Rentals

Admiral Motel

Admiral Motel
Lake George
$87
$97 total
includes taxes & fees
Sep 1 - Sep 2
Admiral Motel

Adirondack Retreat Inn & Suites

Adirondack Retreat Inn & Suites
Lake George
$98
$113 total
includes taxes & fees
Sep 14 - Sep 15
Adirondack Retreat Inn & Suites

La Quinta Inn & Suites by Wyndham Lake George

La Quinta Inn & Suites by Wyndham Lake George
Lake George
$93
$103 total
includes taxes & fees
Sep 14 - Sep 15
La Quinta Inn & Suites by Wyndham Lake George

Howard Johnson by Wyndham Lake George

Howard Johnson by Wyndham Lake George
Lake George
$79
$88 total
includes taxes & fees
Sep 7 - Sep 8
Howard Johnson by Wyndham Lake George

Country Inn & Suites by Radisson, Lake George (Queensbury), NY

Country Inn & Suites by Radisson, Lake George (Queensbury), NY
Queensbury
$89
$99 total
includes taxes & fees
Sep 7 - Sep 8
Country Inn & Suites by Radisson, Lake George (Queensbury), NY

Comfort Inn & Suites Lake George

Comfort Inn & Suites Lake George
Lake George
$124
$138 total
includes taxes & fees
Sep 13 - Sep 14
Comfort Inn & Suites Lake George

Heritage of Lake George

Heritage of Lake George
Lake George
$74
$82 total
includes taxes & fees
Sep 3 - Sep 4
Heritage of Lake George

Quality Inn Lake George

Quality Inn Lake George
Lake George
$119
$132 total
includes taxes & fees
Sep 13 - Sep 14
Quality Inn Lake George

Hampton Inn & Suites Lake George

Hampton Inn & Suites Lake George
Lake George
$134
$149 total
includes taxes & fees
Sep 7 - Sep 8
Hampton Inn & Suites Lake George
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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
View properties in August
Typical weather for Chestertown
August
High 26°C / low 14°C. Sunny most days.
View properties in August
26°
14°
22°
11°
14°
-1°
-6°
-2°
-11°
-1°
-10°
-6°
11°
19°
23°
12°
27°
15°
Monthly weather averages (˚C)

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.
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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.
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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.
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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.
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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
A snowy lodge with cabins and tall pine trees.
Photo by Julie Miller

Check out reviews of Chestertown hotels guests love

Lakefront Terrace Resort

Lakefront Terrace Resort

8/10 Good
"Great property on the lake"
Kym 2-night trip
Posted less than an hour ago
Lakefront Terrace Resort
Baymont by Wyndham Queensbury / Lake George

Baymont by Wyndham Queensbury / Lake George

10/10 Excellent
"So much outdoor space. Staff was excellent, especially Jay."
Samson 1-night trip
Posted 2 hours ago
Baymont by Wyndham Queensbury / Lake George
Adirondack Retreat Inn & Suites

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."
Catherine 1-night trip
Posted 3 hours ago
Adirondack Retreat Inn & Suites
Great Escape Lodge & Indoor Waterpark

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."
Adrienne 2-night trip
Posted 5 hours ago
Great Escape Lodge & Indoor Waterpark
Surfside On The Lake

Surfside On The Lake

10/10 Excellent
"Great amenities. Perfect location to shopping and restaurants. Helpful staff!"
Marco 3-night trip
Posted 6 hours ago
Surfside On The Lake
Depe Dene Lakeside Resort

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."
Tiffany 3-night trip
Posted 7 hours ago
Depe Dene Lakeside Resort
Tiki Resort

Tiki Resort

10/10 Excellent
"Enjoyed our stay in the renovated rooms. Outdoor pool was very enjoyable and loved the overall location,"
Stephanie 2-night trip
Posted 9 hours ago
Tiki Resort
The Queensbury Hotel

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"
Annette 1-night trip
Posted 10 hours ago
The Queensbury Hotel
La Quinta Inn & Suites by Wyndham Lake George

La Quinta Inn & Suites by Wyndham Lake George

8/10 Good
"The room was very nice and well cared for."
Jessica 3-night trip
Posted 11 hours ago
La Quinta Inn & Suites by Wyndham Lake George

Frequently asked questions

What accommodations do travelers like in Chestertown?
Guests like Friends Lake Inn.
Can I book a refundable accommodation in Chestertown?
If you want the flexibility to change your plans to Chestertown, most hotels offer refundable* rates you can book. You can see these accommodations by searching our site and using the "fully refundable" filter to narrow the results down.
Where can I stay in Chestertown if I want a vacation home instead of a hotel?
If you're looking for a good alternative to a hotel, look over our selection of 61 vacation homes. You can also consider one of the 5 apartments or 20 cottages.
What will the weather in Chestertown be like during my visit?
The warmest months in Chestertown are usually July and August with an average temp of 65°F. January and February are the chilliest months when the average temp is 25°F. The rainiest months are June and July.
Why should I book my Chestertown hotel with Hotels.com?
There are plenty of reasons to book your Chestertown travel with us: our free cancellations on selected hotels gives you the flexibility you're looking for, and with One Key™, our rewards program, you will be able to earn and use OneKeyCash™* on all eligible bookings such as hotels, car rentals, flights, vacation rentals and more on Hotels.com, Expedia and Vrbo.

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