Find hotels in Chester Shores, Chestertown

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

This weekend
Next weekend

Filter by

Guest rating
Guest rating
Star rating

Our top choices for Chester Shores hotels

Trout House Village Resort

Trout House Village Resort
3.0 star property
29.8 km from Chester Shores
9.8 out of 10, Exceptional, (22 reviews)
"spotless room w an incredible view!"
United States
Joanne
The price is ₩220,136
₩281,134 total
includes taxes & fees
May 27 - May 28
Trout House Village Resort

Super 8 by Wyndham Lake George/Warrensburg Area

Super 8 by Wyndham Lake George/Warrensburg Area
2.5 star property
21 km from Chester Shores
8.8 out of 10, Excellent, (1,001 reviews)
"great location plenty of food options close by. Short drive 25 minutes from Gore Mt ski area. Excellent parking."
United States
james
The price is ₩108,806
₩120,783 total
includes taxes & fees
May 10 - May 11
Super 8 by Wyndham Lake George/Warrensburg Area

Howard Johnson by Wyndham Lake George

Howard Johnson by Wyndham Lake George
2.0 star property
29.1 km from Chester Shores
8.0 out of 10, Very Good, (1,004 reviews)
"The place was clean, front desk was friendly, ample parking, price was excellent."
United States
Tomoyuki
The price is ₩97,108
₩107,790 total
includes taxes & fees
May 5 - May 6
Howard Johnson by Wyndham Lake George

Silver Bay YMCA Inn and Conference Center

Silver Bay YMCA Inn and Conference Center
2.0 star property
27.7 km from Chester Shores
8.8 out of 10, Excellent, (143 reviews)
"Small, clean with European charm-a place Rick Steves would approve. Love our corner room with city views from all three windows and the balcony was a bonus!"
United States
ON
The price is ₩137,644
₩152,784 total
includes taxes & fees
May 5 - May 6
Silver Bay YMCA Inn and Conference Center

Quality Inn Lake George

Quality Inn Lake George
2.5 star property
29.2 km from Chester Shores
9.2 out of 10, Wonderful, (697 reviews)
"My husband and i stayed here octoberfest weekend it was great the heated pool and hot tub were still open. We will definitely stay here again. "
United States
Juliette
The price is ₩175,031
₩194,286 total
includes taxes & fees
Jun 3 - Jun 4
Quality Inn Lake George

Lodges At Cresthaven

Lodges At Cresthaven
4.0 star property
26.8 km from Chester Shores
9.4 out of 10, Exceptional, (578 reviews)
"The resort was beautiful! Unfortunately the pool wasn't open yet but we understood as it was early in the season and still a bit chilly. We loved the lake view!"
United States
Tara
The price is ₩285,532
₩316,940 total
includes taxes & fees
May 11 - May 12
Lodges At Cresthaven

Maple Leaf Motel

Maple Leaf Motel
2.5 star property
22.5 km from Chester Shores
8.8 out of 10, Excellent, (581 reviews)
"Great place! Clean, warm, cozy, easy check-in and checkout. I absolutely recommend. "
United States
Bridgid
The price is ₩170,823
₩193,026 total
includes taxes & fees
May 5 - May 6
Maple Leaf Motel

Holiday Inn Resort Lake George - Adirondack Area by IHG

Holiday Inn Resort Lake George - Adirondack Area by IHG
3.0 star property
29.8 km from Chester Shores
9.2 out of 10, Wonderful, (1,005 reviews)
"It was a wonderful stay. Great food at the restaurant and professional staff! Thank you - will visit again"
United States
Diana
The price is ₩161,847
₩179,650 total
includes taxes & fees
May 17 - May 18
Holiday Inn Resort Lake George - Adirondack Area by IHG

Courtyard by Marriott Lake George

Courtyard by Marriott Lake George
3.0 star property
28.5 km from Chester Shores
9.2 out of 10, Wonderful, (1,005 reviews)
"The staff was very friendly "
United States
Melissa
The price is ₩170,675
₩189,449 total
includes taxes & fees
May 10 - May 11
Courtyard by Marriott Lake George

Fort William Henry Hotel and Conference Center

Fort William Henry Hotel and Conference Center
3.0 star property
29.2 km from Chester Shores
8.6 out of 10, Excellent, (1,003 reviews)
"Beautiful location and very comfortable hotel. "
United States
Alan
The price is ₩161,818
₩207,574 total
includes taxes & fees
May 18 - May 19
Fort William Henry Hotel and Conference Center

Beach Cottages at Lake George

Beach Cottages at Lake George
3.0 star property
30 km from Chester Shores
9.0 out of 10, Wonderful, (7 reviews)
"The cottage with 2 bedrooms was a cute tiny cottage. I didn't receive an email for the code to enter the cottage. After 2 phone calls, we did communicate with someone. We asked if we could leave the boat parked, and the person said it would be okay. Appreciative of that! Once inside the cottage, we found no toilet paper at all and had to go to the store. After a 4 1/2 hr drive to get there, we had to hit the road again. My family just slept, took showers and watched tv there. We did not use the...
United States
Susan
The price is ₩291,620
₩323,710 total
includes taxes & fees
Jun 2 - Jun 3
Beach Cottages at Lake George

The Georgian Lakeside Resort

The Georgian Lakeside Resort
2.5 star property
28.4 km from Chester Shores
8.6 out of 10, Excellent, (1,000 reviews)
"Great check-in process, clean rooms, nice and comfortable "
Canada
Melissa
The price is ₩233,943
₩259,675 total
includes taxes & fees
May 9 - May 10
The Georgian Lakeside Resort

Doray Motel

Doray Motel
2.0 star property
30.2 km from Chester Shores
8.4 out of 10, Very Good, (191 reviews)
"Very cute and clean rooms, staff was incredibly kind and friendly!"
United States
Miranda
The price is ₩95,637
₩106,157 total
includes taxes & fees
May 5 - May 6
Doray Motel

North Creek Lodge at Gore Mountain

North Creek Lodge at Gore Mountain
3.0 star property
12.4 km from Chester Shores
7.8 out of 10, Good, (448 reviews)
"The owner is very friendly and helpful. Only s few minutes to the ski area Hotdog as part of breakfast was unusual Overall an ok place to stay "
United States
Vincent
The price is ₩193,658
₩214,978 total
includes taxes & fees
May 18 - May 19
North Creek Lodge at Gore Mountain

The Alpine Lodge

The Alpine Lodge
3.0 star property
11.8 km from Chester Shores
9.0 out of 10, Wonderful, (678 reviews)
"Self check in was a breeze - clean, quiet and comfortable room. "
United States
Stephen T
The price is ₩161,333
₩194,810 total
includes taxes & fees
May 7 - May 8
The Alpine Lodge

The Inn of Lake George

The Inn of Lake George
2.5 star property
28.9 km from Chester Shores
9.6 out of 10, Exceptional, (112 reviews)
"We had a great time at the Inn. The owner was super friendly and even left us a baby champagne bottle as it was our wedding anniversary! It was easy to check in and check out and the bar area downstairs is amazing. "
United States
Sanjit
The price is ₩150,959
₩167,556 total
includes taxes & fees
May 5 - May 6
The Inn of Lake George

Admiral Motel

Admiral Motel
2.5 star property
28.3 km from Chester Shores
9.4 out of 10, Exceptional, (710 reviews)
"Great place to stay. Owners and staff are great."
United States
Richard Steven
The price is ₩107,261
₩119,059 total
includes taxes & fees
May 31 - Jun 1
Admiral Motel

The Juliana Resort

The Juliana Resort
2.5 star property
23.7 km from Chester Shores
8.8 out of 10, Excellent, (180 reviews)
"Thin walls, but a beautiful setting and a good night sleep."
United States
Robert
The price is ₩135,363
₩150,253 total
includes taxes & fees
May 17 - May 18
The Juliana Resort

Friends Lake Inn

Friends Lake Inn
4.0 star property
2.6 km from Chester Shores
8.8 out of 10, Excellent, (103 reviews)
"Friendly staff, room was clean, well maintained. Ate at the restaurant, food was great. "
United States
Erin
The price is ₩328,138
₩364,230 total
includes taxes & fees
May 5 - May 6
Friends Lake Inn

Sun Castle Resort

Sun Castle Resort
3.5 star property
26.9 km from Chester Shores
9.0 out of 10, Wonderful, (63 reviews)
"Beautiful view of the lake"
United States
Andriy
The price is ₩351,356
₩500,344 total
includes taxes & fees
May 18 - May 19
Sun Castle Resort
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.

Top Chester Shores Hotel Reviews

Frequently asked questions

What is Chester Shores like?
Travelers will be sure to enjoy their time in Chestertown's Chester Shores neighborhood. Consider a visit to Loon Lake as part of your Chester Shores travel plans.
How many hotels will I find in the Chester Shores area?
Book one of Expedia's 5 hotels and other accommodations in Chester Shores and start exploring everything Chestertown has to offer.
If I need to cancel my hotel reservation in Chester Shores, will I receive a refund?
Yes! You'll find that most hotel room reservations are refundable if you cancel prior to the hotel's cancellation deadline, which often is within 24-48 hours of check in. If you have a reservation that's non-refundable, you might be able to still cancel and receive a refund within 24 hours of booking. Enter your dates, click on "Search", then filter by "fully refundable" to view top deals in Chester Shores.
Where can I learn more about changing or cancelling my trip to Chester Shores?
For additional details about picking new dates or cancelling your trip to Chester Shores, click here.
What are the top things to see and do in Chester Shores?
Loon Lake is an attraction you might want to check out while you're in Chester Shores. While you're out sightseeing in Chestertown, be sure to visit other sights like Loon Lake Beach or Friends Lake.