Chestertown Holidays

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Your Chestertown Holiday

There's plenty to like about Chestertown, from its rich history to its spectacular views and beyond. When you're ready to spend a bit of time in this fascinating city, our Chestertown holiday packages will be just the thing. You'll want to sightsee during your trip to Chestertown. Carve out some time for leading attractions such as Friends Lake, Loon Lake and Loon Lake Beach. Your dream Chestertown holiday is clicks away. Browse airfares, hotels and more on Expedia for a getaway that's tailored just for you.

Chestertown Holiday

Chestertown Essential Information

Language
English
Currency
U.S dollars
Population
680
Max Temp Winter
-1.11ºC
Max Temp Summer
24ºC
Top Sights
Gore Mountain Ski Resort, Loon Lake Beach and Natural Stone Bridge and Caves

Our pick of the best 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 AU$335 per night from 5 Jan to 6 Jan
AU$335
includes taxes & fees
5 Jan - 6 Jan 2025
7.6/10 Good! (1,028 reviews)
"It was a wonderful stay in the lodge. Water park was amazing kids loved it, variety of dining options were also available. Relaxed stay!"

Reviewed on 27 Dec. 2024

Six Flags Lodge & Indoor Waterpark
Holiday Inn Resort Lake George - Adirondack Area, an IHG hotel
Holiday Inn Resort Lake George - Adirondack Area, an IHG hotel
3 out of 5
2223 Canada St, Lake George, NY
Fully refundable
The price is AU$193 per night from 13 Jan to 14 Jan
AU$193
includes taxes & fees
13 Jan - 14 Jan 2025
9.2/10 Wonderful! (1,004 reviews)
"."

Reviewed on 27 Dec. 2024

Holiday Inn Resort Lake George - Adirondack Area, an IHG hotel
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 AU$203 per night from 1 Jan to 2 Jan
AU$203
includes taxes & fees
1 Jan - 2 Jan 2025
9/10 Wonderful! (1,195 reviews)
"Easy parking-food o.k.-service o.k. Nice pool good location"

Reviewed on 28 Dec. 2024

The Queensbury Hotel
See all 1,480 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.
All Inclusive Holidays

All Inclusive Holidays

All Inclusive Holidays
Cheap Holidays

Cheap Holidays

Cheap Holidays
beach holidays

Beach Holidays

Beach Holidays

Frequently asked questions

How much does a Chestertown holiday package cost?
You can snap up a holiday package to this destination on Expedia. But how much your holiday to Chestertown costs will depend on factors like your hotel choice, length of stay and season.
What are the cheapest months to go to Chestertown?
To score cheap Chestertown holiday packages, organise your trip outside of peak times such as school holidays. You’ll typically find better availability and lower prices in the off-season or when it’s less busy.
How many days is enough for Chestertown?
With a well-organised itinerary, you can easily hit the main Chestertown attractions in a few days. But if you’d like to explore off the beaten track or take day trips, consider booking your Chestertown holiday for longer.
Is it worth booking a holiday package to Chestertown?
Chestertown is a good holiday destination with attractions like Loon Lake Beach among the many things to keep you entertained. Whether you’re travelling with the family or getting away with friends, a Chestertown holiday promises a good time for everyone.
How to find the best Chestertown package deals?
Use Expedia’s filter tool to find some tempting Chestertown package deals. When you start your search, just set your maximum budget and then order the results by “Price: low to high.” If you want to save, plan your trip for midweek, or search for Chestertown package deals in the off-peak season. Switch up your travel dates and you may score even better discounts. As a rule of thumb, it’s usually best to lock in your holiday package as early as possible.
Is it cheaper to book a Chestertown holiday as a package?
Expedia holiday packages are designed to give you more bang for your buck. Bundle your hotel, car rental and flight into one great-value price and you could save hundreds of dollars. You’ll usually score a better deal than booking each component separately. And you’ll still enjoy the flexibility to create a personalised Chestertown holiday by choosing your preferred accommodation type, airline and car class.
When to book a holiday package to Chestertown?
Enjoy incredible discounts by reserving your flights ahead of time with Expedia. If spontaneity is more your style, take advantage of our last-minute deals for an impromptu Chestertown holiday.
How to plan a trip to Chestertown?

  1. Pick your dates: What you’d like to do in Chestertown and your favourite season can help you decide when to travel.
  2. Set a budget: Consider expenses like flights, meals and transportation when calculating how much to set aside for your trip to Chestertown. Then, pick a hotel that works with your budget, whether that’s a low-cost stay or a more luxurious retreat.
  3. Decide how long to go for: Now that you know more about Chestertown, you can figure out the ideal length of your break. Put together a rough itinerary and give yourself enough time to cover everything you want to do.
  4. Bundle your accommodation and airfare: After you’ve nailed down your trip dates and duration, lock in the ideal Chestertown holiday package for you.

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