Find All-inclusive Resorts in Chester Shores, Chestertown

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Check availability on Chester Shores All-inclusive Resorts

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Jun 29 - Jun 30
Tomorrow
Jun 30 - Jul 1
Next weekend
Jul 4 - Jul 6
In two weeks
Jul 11 - Jul 13

Top Chester Shores All-inclusive Resorts

We don't have any properties that match your exact search

Recommended hotels in Chester Shores

Silver Bay YMCA Inn and Conference Center
Private beach, beach volleyball

Silver Bay YMCA Inn and Conference Center

3.0 star property
8.4 out of 10, Very Good, (90)
"Nice , serene place with a lot of attractions within the property . I really liked the place and my family as well "
$151 nightly
The price is $168
Jun 30 - Jul 1
Total includes taxes and fees
Silver Bay YMCA Inn and Conference Center
Trout House Village Resort
Luxury Cabin, 1 Bedroom, Lake View | Living area | 42-inch Smart TV with digital channels, DVD player, streaming services

Trout House Village Resort

3.0 star property
10.0 out of 10, Exceptional, (11)
"Absolutely wonderful place and super friendly staff "
$273 nightly
The price is $303
Jul 6 - Jul 7
Total includes taxes and fees
Trout House Village Resort
The Villas on Lake George
Property grounds

The Villas on Lake George

2.5 star property
7.6 out of 10, Good, (81)
"Great place for family get away . Beautiful location lake front beach and the pool. Our tradition every year to visit Lake George "
$1,650 nightly
The price is $1,832
Jul 26 - Jul 27
Total includes taxes and fees
The Villas on Lake George
The Juliana Resort
Terrace/patio

The Juliana Resort

2.5 star property
8.8 out of 10, Excellent, (159)
"Beautiful property! Lake view was amazing. "
$152 nightly
The price is $169
Jul 1 - Jul 2
Total includes taxes and fees
The Juliana Resort
Depe Dene Lakeside Resort
Historic 11 Bedroom Mansion with Lakeview | 2 bedrooms, hypo-allergenic bedding, individually decorated

Depe Dene Lakeside Resort

2.0 star property
8.8 out of 10, Excellent, (301)
"Second time coming here to celebrate my son’s birthday…staff is friendly and accommodating and a fun place for kids"
$142 nightly
The price is $158
Jul 1 - Jul 2
Total includes taxes and fees
Depe Dene Lakeside Resort
Amber Lantern Lake George Motel and Cottage Rentals
Exterior

Amber Lantern Lake George Motel and Cottage Rentals

2.0 star property
8.4 out of 10, Very Good, (286)
"The rooms were very cozy, and the owner was on top of everything. There was never a worry about towels or garbage bags or anything of that nature it was helpful and advice of where to eat and we will probably gladly stay there again one day."
$100 nightly
The price is $111
Jun 30 - Jul 1
Total includes taxes and fees
Amber Lantern Lake George Motel and Cottage Rentals
The Stone Gate Resort
Private beach

The Stone Gate Resort

3.0 star property
9.6 out of 10, Exceptional, (81)
"had a wonderful stay with the family!"
$362 nightly
The price is $401
Jun 30 - Jul 1
Total includes taxes and fees
The Stone Gate Resort
Lodges At Cresthaven
Exterior

Lodges At Cresthaven

4.0 star property
9.4 out of 10, Exceptional, (465)
"Great place to stay!"
$440 nightly
The price is $488
Jun 30 - Jul 1
Total includes taxes and fees
Lodges At Cresthaven
Sun Castle Resort
Ballroom

Sun Castle Resort

3.5 star property
9.0 out of 10, Wonderful, (59)
"This please just was awesome! it was clean and organized! "
$482 nightly
The price is $527
Jun 30 - Jul 1
Total includes taxes and fees
Sun Castle Resort
Doray Motel
Property grounds

Doray Motel

2.0 star property
8.4 out of 10, Very Good, (156)
"I really like this cute motel "
$59 nightly
The price is $65
Jun 30 - Jul 1
Total includes taxes and fees
Doray Motel
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.

Frequently asked questions

Looking for Chester Shores all-inclusive resorts?
Chester Shores offers a host of things to see and do such as Loon Lake. View our all-inclusive hotels where you can enjoy a range of amenities including entertainment, kid's clubs, and of course food and beverages all included in your room rate. Many of our all-inclusive hotels also feature activities such as golf, yoga, water sports, and more, which you can enjoy without any additional expense.
What is there to do near my all-inclusive resort in Chester Shores?
If you want to explore the area around your all-inclusive resort, visit Loon Lake and Loon Lake Beach and see why travelers like Chester Shores! Other attractions include Friends Lake, Tripp Pond, and Natural Stone Bridge and Caves.
What's the weather like in Chester Shores?
The hottest months are usually July and August with an average temperature of 65°F,
  • Coldest months: January, February, March, and December
  • Driest months: January, February, November, and March
  • Rainiest months: June, July, October, and August