Deals on vacations and trips to Chestertown

Save when you book Chestertown, NY package deals

Choose two or more items and save on your trip:

Top Chestertown hotels 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 $180 per night
$180
per night
May 17 - May 18
Free water park access, 3 restaurants, and a lazy river are all featured at this resort. Bring the family and enjoy the children's club, waterslide, and arcade/game room. Relax with a drink at the bar/lounge and enjoy free perks like on-the-go breakfast and free self parking.
The Queensbury Hotel

The Queensbury Hotel

3 out of 5
88 Ridge St, Glens Falls, NY
Free Cancellation
Reserve now, pay when you stay
The price is $114 per night
$114
per night
Apr 18 - Apr 19
This Victorian hotel includes 2 restaurants, an indoor pool, and a gym. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public areas, and airport shuttle. Relax with a drink at one of the 2 bars/lounges and enjoy perks like free self parking.
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
Free Cancellation
The price is $108 per night
$108
per night
Apr 28 - Apr 29
This hotel features an outdoor pool, an indoor pool, and a restaurant. There's fun for all ages with mini golf and a children's pool, and families will appreciate the onsite laundry facilities. Enjoy the gym and perks like free self parking and free WiFi.
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
Free Cancellation
Reserve now, pay when you stay
The price is $84 per night
$84
per night
Apr 30 - May 1
This hotel features an indoor pool and a gym. There's fun for all ages with a waterslide and a playground, and families will appreciate the onsite laundry facilities. Enjoy the spa tub and free perks like continental breakfast and free self parking.
Country Inn & Suites by Radisson, Lake George (Queensbury), NY

Country Inn & Suites by Radisson, Lake George (Queensbury), NY

3 out of 5
1130 Route 9, Queensbury, NY
Free Cancellation
The price is $92 per night
$92
per night
May 12 - May 13
This hotel features an indoor pool and a gym. Traveling on business? Take advantage of the business center and free WiFi in public areas. Enjoy the seasonal outdoor pool and free perks like on-the-go breakfast and free self parking.
Courtyard by Marriott Lake George

Courtyard by Marriott Lake George

3 out of 5
365 Canada Street, Lake George, NY
Free Cancellation
Reserve now, pay when you stay
The price is $129 per night
$129
per night
Apr 21 - Apr 22
This hotel features a restaurant, an indoor pool, and a bar/lounge. Traveling on business? Take advantage of the business center and free WiFi in public areas. Enjoy the 24-hour gym and perks like free self parking.
Don't see what you're looking for?
See all available properties in Chestertown
View all properties
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.

Popular places to visit

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

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
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

Frequently asked questions

How much are vacation packages to Chestertown?
Travelocity offers package deals to Chestertown, as well as flights and hotels, from an impressive . With all the extra cash, you could book some cool tours or perhaps even add a few extra nights to your getaway.
How long should my Chestertown vacation be?
Typically, 2 nights is how long most travelers spend discovering the sights and sounds of Chestertown. Worried that won’t be enough time to get to all the things on your bucket list? Stay another night or two to make the most of your trip.
Where can I get the best vacation package deals for Chestertown?
Picking up the best package deal to Chestertown couldn’t be easier with Travelocity. With as many as 400 airlines and 1,000,000 worldwide properties, you’re spoiled for choice when selecting your hotels and flights.
Why should I purchase my Chestertown vacation bundle via Travelocity?
Whether you’re planning a month-long vacation or a last-minute escape, we have many amazing destinations to choose from at a good price. What’s more, we provide 24/7 assistance, high-quality service and a Price Match Guarantee. Save yourself money and time and secure your dream vacation today.
Can I save on my Chestertown car rental if I bundle it with a hotel or flight?
Bundling your hotel, flight and car into a Chestertown vacation package is the easiest way to score an amazing deal. Plus, having your own car rental gives you freedom to get to all those landmarks you can’t wait to check out. Situated 70 mi from Chestertown, The Egg is one attraction that should be on your itinerary. Fill up the tank and make a day trip of it.
What is the best time of year to go to Chestertown?
You’ll be able to avoid the tourist hordes and save a tidy sum in February, November and December, which are the quietest times to visit. The peak season months of January, July and August can be hectic (and pricier), but there’ll be more going on around Chestertown. Reserve a hotel in and you’ll get the best value for your dollar. Room rates are generally higher in .
Which airport is best for Chestertown?
Adirondack Regional Airport (SLK) is where many visitors touch down. You’ll find it around 55 mi north from the heart of Chestertown. Alternatively, check out the fares to Rutland Southern Vermont Regional Airport (RUT), which is 45 mi away from central Chestertown.
What is there to do in Chestertown?
Chestertown is full of sights to discover, including Loon Lake Beach and Friends Lake. These two fantastic attractions are at the top of most visitors’ must-see lists.
Where should I stay when visiting Chestertown?
Many people opt to spend their nights at the The Fern Lodge. It’s a great base for your Chestertown escape.