Book Exclusive Chestertown Vacation Packages

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Chestertown flight + hotel packages

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The Queensbury Hotel

The Queensbury Hotel

3 out of 5
per person
Jan. 2 - Jan. 6
found 1 day ago
Roundtrip non-stop flight included
Montreal (YUL) to Glens Falls (GFL)
Stay at this 3-star business-friendly hotel in Glens Falls. Enjoy free WiFi, free parking, and 2 restaurants. Our guests praise the restaurant and the bar in our reviews. Popular attractions Six Flags Great Escape and Charles R. Wood Theater are located nearby.

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 CA $180 per night
CA $180
CA $263 total
includes taxes & fees
1 Dec - 2 Dec
Stay at this 3.5-star family-friendly resort in Queensbury. Enjoy free WiFi, free parking, and 3 restaurants. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Six Flags Great Escape and Pirates Cove Adventure Golf are located nearby.
Parking included
Free WiFi
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 CA $144 per night
CA $144
CA $160 total
includes taxes & fees
1 Dec - 2 Dec
Stay at this 3-star business-friendly hotel in Glens Falls. Enjoy free WiFi, free parking, and 2 restaurants. Our guests praise the restaurant and the bar in our reviews. Popular attractions Six Flags Great Escape and Charles R. Wood Theater are located nearby.
Pool
Hot tub
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 CA $124 per night
CA $124
CA $137 total
includes taxes & fees
3 Dec - 4 Dec
Book a stay at this family-friendly hotel in Lake George. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the pool in our reviews. Popular attractions Six Flags Great Escape and Lumberjack Pass Mini Golf are located nearby.
Pool
Hot tub
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 CA $103 per night
CA $103
CA $114 total
includes taxes & fees
15 Dec - 16 Dec
Stay at this 3-star business-friendly hotel in Queensbury. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Six Flags Great Escape and Pirates Cove Adventure Golf are located nearby.
Pool
Breakfast included
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 CA $169 per night
CA $169
CA $188 total
includes taxes & fees
2 Dec - 3 Dec
Stay at this 3-star business-friendly hotel in Lake George. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the bar and the helpful staff in our reviews. Popular attractions Six Flags Great Escape and Black Mountain Loop are located nearby.
Pool
Parking included
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 CA $133 per night
CA $133
CA $147 total
includes taxes & fees
4 Dec - 5 Dec
Stay at this 3-star family-friendly hotel in Lake George. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the pool and the helpful staff in our reviews. Popular attractions Six Flags Great Escape and Lake George Forum are located nearby.
Pool
Parking included
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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

Friends Lake

4/5(1 review)

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

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

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

Chestertown Vacations

Traveling is about being inspired, having new experiences and creating unforgettable memories. And all of that starts with familiarizing yourself with your destination! Ready to discover the basics about Chestertown?

This town is located 370 miles (595 kilometers) northeast of Washington, the nation's bustling capital. Glens Falls is a close-by notable area that's just 25 miles (40 kilometers) to the south.

There are 700 locals that reside in this corner of New York.

Places to visit in Chestertown

Love nature so much that you just want to hug a tree? Be sure to stop and wrap your limbs around one of the beautiful specimens at Pack Demonstration Forest. You'll have a bounty to pick from! Still need more ideas? A day by the ocean is a great way of keeping the children out of mischief. Take some buckets to Loon Lake Beach and see who can collect the most unusual shells.

Where do you fly into for Chestertown?

Slip on your headphones and pick an in-flight movie. In no time at all, you'll land at Floyd Bennett Memorial Airport (GFL). It's about 25 miles (40 kilometers) to the southeast from downtown Chestertown.

Frequently asked questions

How much are vacation packages to Chestertown?
Vacation packages, which include flights and hotels in Chestertown, start from as little as CA $997. Make your travel dreams a reality and lock in your trip with Travelocity today.
How long should my Chestertown vacation be?
Generally, 2 nights is what most travelers book for their Chestertown trip. That’s a rough guide, but there’s so much more to explore if you give yourself a little longer.
Where can I get the best vacation package deals for Chestertown?
For an affordable Chestertown package deal, nothing compares to Travelocity. Take your pick of 400 airlines and 1,000,000 worldwide properties to create the ultimate escape — it couldn’t be easier than that.
Why should I book my Chestertown vacation bundle via Travelocity?
With superb service, 24/7 support and some of the most perfect escapes money can buy, you’ll never roam alone. And if you happen to find a lower price, we’ll match it. That’s our Price Match Guarantee.
Will I save money on my Chestertown car rental if I combine it with my hotel or flight?
Bundling your hotel, car and flight into a Chestertown vacation package is a surefire way to land the best deal. Plus, having your own wheels gives you absolute freedom to get to all those big sights you’re hoping to check out. Situated 113 kilometers from Chestertown, The Egg is one attraction that should be on your must-do list. Fill up the tank and make a day trip of it.
Which airport is best for Chestertown?
One of the handiest options is Adirondack Regional Airport (SLK), roughly 88 kilometers north of the hustle and bustle of downtown Chestertown. Another great choice is Rutland Southern Vermont Regional Airport (RUT), 72 kilometers away from central Chestertown).
What is there to do in Chestertown?
There’s a certain kind of magic as you stroll the streets of Chestertown. Loon Lake Beach and Friends Lake are just a couple of famous attractions that make this city such a sought-after destination, so add them to your to-do list.
Where should I stay when visiting Chestertown?
Many visitors choose to stay at the The Fern Lodge. It’s an excellent base for your Chestertown getaway.

Photos of local treasures

Browse Chestertown vacation photos for more inspiration

Photo by Julie Miller
Photo by Julie Miller