Chestertown Vacations

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Your Chestertown Vacation

There's lots to love about Chestertown, from its spectacular views to its rich history and beyond. When you're ready to spend a bit of time in this interesting city, our Chestertown vacation packages will be ideal for you. A trip to Chestertown is a wonderful opportunity to do some sightseeing. Check out popular attractions like Loon Lake Beach, Friends Lake and Loon Lake. Check out Expedia's extensive range of travel options and begin planning your ultimate vacation to Chestertown today.

Chestertown Beach Vacation

Escape the stresses of daily life and let your body, mind and soul completely relax during your Chestertown vacation. Few things are more invigorating than the cool sea breeze and the soothing sound of waves lapping at the shore. Organize your trip to Chestertown the quick and easy way by locking in one of our Chestertown vacation deals. Many visitors opt to base themselves near Loon Lake Beach, a must-see only 2 miles (3 km) from the downtown area.

Chestertown Essential Information

Language
English
Currency
U.S dollars
Population
680
Max Temp Winter
30ºF
Max Temp Summer
75ºF
Top Sights
Gore Mountain Ski Resort, Loon Lake Beach and Natural Stone Bridge and Caves

Chestertown Hotel Deals

Six Flags Lodge & Indoor Waterpark
Six Flags Lodge & Indoor Waterpark
3.5 out of 5
89 Six Flags Dr, Queensbury, NY
The price is $189 per night from Jun 16 to Jun 17
$189
$255 total
includes taxes & fees
Jun 16 - Jun 17
7.6/10 Good! (1,006 reviews)
"The safety and security for the kids"

Reviewed on May 17, 2024

Six Flags Lodge & Indoor Waterpark
La Quinta Inn & Suites by Wyndham Lake George
La Quinta Inn & Suites by Wyndham Lake George
2 out of 5
1533 US-9, Lake George, NY
Fully refundableReserve now, pay when you stay
The price is $93 per night from May 22 to May 23
$93
$103 total
includes taxes & fees
May 22 - May 23
8.8/10 Excellent! (1,219 reviews)
Lake George dance weekend
"Hotel was very clean and modern Breakfast was buffet and it was as good as that can be , got to love them waffles , Person in charge of breakfast was well organized and kept it all moving Indoor Pool is nice , particularly for kids"

Reviewed on May 21, 2024

La Quinta Inn & Suites by Wyndham Lake George
The Queensbury Hotel
The Queensbury Hotel
3 out of 5
88 Ridge St, Glens Falls, NY
Fully refundableReserve now, pay when you stay
The price is $129 per night from May 22 to May 23
$129
$143 total
includes taxes & fees
May 22 - May 23
9/10 Wonderful! (1,117 reviews)
Quiet and comfortable
"We had a lovely meal in one of the 2 restaurants. Our room was on the top floor and was very quiet. There wasn't much room on the left side of bed -- very close to the wall -- I had to scoot toward the foot of the bed in order to clear the small nightstand. The VIP benefit (discount on food/drink) ..."

Reviewed on May 15, 2024

The Queensbury Hotel
See all 1,495 properties in Chestertown
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.

Explore other types of vacation packages

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All Inclusive Vacations

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Beach Vacations

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Kid Friendly Vacations

Frequently asked questions

How much does a Chestertown vacation package cost?
We make it simple to travel somewhere new, with Chestertown vacation packages starting from as little as . You’ll have the flexibility to combine your favorite hotels, airlines and car rental. For the ultimate escape, why not add a few experiences and tours to your travel itinerary?
How do I get a cheap travel package to Chestertown?
You’ll save loads of cash if you combine your flights, hotels and car rentals into a Chestertown travel package. Sometimes cheap packages mean fewer options. But not with Expedia. We offer over 550 partner airlines and 1,000,000 hotels worldwide, which means you’ll always have plenty of options to choose from. Like to save even more? Add some exciting activities to your package deal and unlock even more bargains! After all, travel is about more than simply getting to your destination.
Where should I stay in Chestertown?
Stay where the action is. Many people book hotels around top attractions, such as Loon Lake Beach, Friends Lake and Loon Lake.
What are the top hotels in Chestertown?
Log Haven, Pool And Ac, Cozy Adirondack Mountains Cabin Steps From Loon Lake and Deer Run, Pool, Adirondack Cabin are two of the most sought-after hotels in Chestertown. Why not check out the amenities and facilities at each and then make a decision?
How far in advance should I book my Chestertown vacation?
It depends on the airline, but you can usually browse through international airfares on Expedia up to 12 months in advance. While it’s advisable to book ahead of time, lucky travelers occasionally score a cheaper seat only weeks before departure dates.
What does an Expedia Chestertown travel package include?
With Expedia, you can choose a combination of hotels, flights and car rentals to create your ideal Chestertown travel package. Once you’ve made your booking, you can add on the fun things like sightseeing tours and activities. Don’t forget, the more you bundle, the bigger the savings!
What should I know before booking a Chestertown travel package?
Locking in all the parts of your getaway together is a smart way to save. Bundle your car rentals, flights and hotels into a tidy little package. But it’s not just hotels. Expedia has all kinds of properties, including vacation rentals such as beachside villas and short-term homes. The list goes on!
Can I choose my airline with a Chestertown Expedia vacation package?
Yes — and it’s easy too. Expedia has access to more than 550 partner airlines all over the world. Our vacation packages give you the freedom to pick from available flights, hotels and activities that suit you.
If I'm not able to travel, can I cancel my Chestertown vacation package?
You can. We get that life happens, so we’re here to help if you have to make changes to your Chestertown vacation package. You may be able to change or cancel your itinerary for free if you’ve booked in the last 24 hours. Your airline, hotel or car rental company may impose a fee if your booking was made more than 24 hours ago. Head to our Customer Service Portal for further information. Also, check your itinerary for the finer details on change fees.

Discover the most popular places to visit in Chestertown

Image for Friends Lake

Friends Lake

5/5(3 reviews)

Commune with nature and explore the great outdoors at Friends Lake during your travels in Chestertown. While you're in the area, stroll along the lakeside.

Friends Lake
Image for Loon Lake Beach

Loon Lake Beach

If a restful vacation is part of your travel plans, Loon Lake Beach might be the perfect place to seek out during your trip to Chestertown. While you're in the area, stroll along the lakeside.

Loon Lake Beach
Image for Loon Lake

Loon Lake

Commune with nature and explore the great outdoors at Loon Lake during your travels in Chestertown. While you're in the area, stroll along the lakeside.

Loon Lake

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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.