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

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 ¥23,766
¥30,352 total
includes taxes & fees
May 28 - May 29
Trout House Village Resort

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, (144 reviews)
"Old Inn rooms require updating and maintenance to bring back to their former glory. "
United States
Lisa
The price is ¥23,638
¥26,237 total
includes taxes & fees
May 24 - May 25
Silver Bay YMCA Inn and Conference Center

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 ¥14,634
¥16,244 total
includes taxes & fees
May 26 - May 27
The Juliana Resort

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, (1,000 reviews)
"Beautiful location and very comfortable hotel. "
United States
Alan
The price is ¥25,297
¥31,098 total
includes taxes & fees
Jun 8 - Jun 9
Fort William Henry Hotel and Conference Center

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, (115 reviews)
"Very comfortable room! Easy to drive within village "
United States
Wayne
The price is ¥20,100
¥22,309 total
includes taxes & fees
May 25 - May 26
The Inn of Lake George

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, (1,000 reviews)
"Clean room and excellent staff"
United States
Guy
The price is ¥13,367
¥14,838 total
includes taxes & fees
Jun 2 - Jun 3
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
8.2 out of 10, Very Good, (1,000 reviews)
"This is a great value in Lake George. I've stayed there several times passing through the area. Clean comfortable rooms, friendly staff, super close to everything. "
United States
John
The price is ¥11,278
¥12,519 total
includes taxes & fees
Jun 1 - Jun 2
Howard Johnson by Wyndham Lake George

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)
"We were amazed how cute and comfortable the cabin was definitely staying here again."
United States
Jessie
The price is ¥31,484
¥34,949 total
includes taxes & fees
Jun 3 - Jun 4
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, (1,001 reviews)
"I had a great stay!"
United States
Emily
The price is ¥19,980
¥22,177 total
includes taxes & fees
Jun 7 - Jun 8
The Georgian Lakeside Resort

Lodges At Cresthaven

Lodges At Cresthaven
4.0 star property
26.8 km from Chester Shores
9.4 out of 10, Exceptional, (592 reviews)
"Perfect stay!"
United States
Luigina
The price is ¥43,157
¥47,904 total
includes taxes & fees
May 26 - May 27
Lodges At Cresthaven

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, (1,003 reviews)
"Great room great staff and beautiful view"
United States
Caryn
The price is ¥22,716
¥25,216 total
includes taxes & fees
May 25 - May 26
Courtyard by Marriott Lake George

Quality Inn Lake George

Quality Inn Lake George
2.5 star property
29.2 km from Chester Shores
9.2 out of 10, Wonderful, (699 reviews)
"Very satisfied "
United States
Stephen
The price is ¥21,119
¥23,443 total
includes taxes & fees
May 31 - Jun 1
Quality Inn Lake George

The Lake Motel

The Lake Motel
2.0 star property
28.4 km from Chester Shores
9.0 out of 10, Wonderful, (475 reviews)
"Great place to stay in the staff was excellent"
United States
Mike
The price is ¥14,138
¥15,693 total
includes taxes & fees
May 31 - Jun 1
The Lake 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, (1,000 reviews)
"Great hotel and area!"
United States
Amy
The price is ¥19,856
¥22,040 total
includes taxes & fees
May 31 - Jun 1
Holiday Inn Resort Lake George - Adirondack Area by IHG

The Villas on Lake George

The Villas on Lake George
2.5 star property
23.4 km from Chester Shores
7.6 out of 10, Good, (95 reviews)
"Excellent place to stay at lake george "
United States
muhammad
The price is ¥26,210
¥29,093 total
includes taxes & fees
May 24 - May 25
The Villas on Lake George

Lakefront Terrace Resort

Lakefront Terrace Resort
3.0 star property
27.7 km from Chester Shores
8.0 out of 10, Very Good, (1,000 reviews)
"It was a great stay "
United States
Demi
The price is ¥16,135
¥17,909 total
includes taxes & fees
Jun 4 - Jun 5
Lakefront Terrace Resort

Tea Island Resort

Tea Island Resort
2.0 star property
27.6 km from Chester Shores
9.4 out of 10, Exceptional, (215 reviews)
"Great location with a beautiful view and room was clean"
United States
Parin
The price is ¥16,560
¥18,382 total
includes taxes & fees
Jun 1 - Jun 2
Tea Island Resort

Admiral Motel

Admiral Motel
2.5 star property
28.3 km from Chester Shores
9.4 out of 10, Exceptional, (714 reviews)
"Very clean, updated, comfortable motel with friendly staff in a very convenient location. Will definitely atay again."
United States
Kathy
The price is ¥12,438
¥13,805 total
includes taxes & fees
May 25 - May 26
Admiral Motel

Scotty's Lakeside Resort

Scotty's Lakeside Resort
3.0 star property
28 km from Chester Shores
8.6 out of 10, Excellent, (1,001 reviews)
"I love the location of the resort, our room is nice and clean and the staff are very approachable and friendly..thumbs up!"
Canada
Mona liza
The price is ¥15,726
¥17,456 total
includes taxes & fees
Jun 1 - Jun 2
Scotty's Lakeside Resort

Depe Dene Lakeside Resort

Depe Dene Lakeside Resort
2.0 star property
25.5 km from Chester Shores
8.8 out of 10, Excellent, (424 reviews)
"I really enjoyed staying here!"
United States
mark
The price is ¥12,724
¥14,122 total
includes taxes & fees
Jun 3 - Jun 4
Depe Dene Lakeside 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.