Chester Shores Vacation Packages

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    Save up to CA $4,200 when you book a flight and hotel together*

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Top Holiday Package Deals in Chester Shores

Price found within the past 48 hours. Click for updated prices.
The Queensbury Hotel

The Queensbury Hotel

3 out of 5
Price was CA $1,454, price is now CA $1,372 per person
CA $1,372
per person
Jun 4 - Jun 8
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Glens Falls (GFL)
9.4/10 Exceptional! (1,564 reviews)
If you are in the area this is a great option

Reviewed on Apr 23, 2026

Chester Shores Hotel Deals

Holiday Inn Resort Lake George - Adirondack Area by IHG

Holiday Inn Resort Lake George - Adirondack Area by IHG

3 out of 5
2223 Canada St Lake George NY
The price is CA $150 per night from May 4 to May 5
CA $150
CA $167 total
May 4 - May 5
includes taxes & fees
9.2/10 Wonderful! (1,007 reviews)
As for the general ambiance of the Hotel, it was great BUT, in terms of NOISE it was very disappointing : surrounding noise, people shouting in corridors starting 7:00 AM . The overall issue was the location of the room we were given : aside/in-front of elevators, beside the main backdoor entrance, ...

Reviewed on Apr 25, 2026

Holiday Inn Resort Lake George - Adirondack Area by IHG
Walk to Million Dollar Beach from this awesome Cottage!

Walk to Million Dollar Beach from this awesome Cottage!

Lake George NY
10/10 Exceptional! (167 reviews)
The winner for us were the fireplace, barbecue and the fire pit outside

Reviewed on Oct 27, 2025

Get rates
Walk to Million Dollar Beach from this awesome Cottage!
Fort William Henry Hotel and Conference Center

Fort William Henry Hotel and Conference Center

3 out of 5
48 Canada Street Lake George NY
The price is CA $138 per night from May 11 to May 12
CA $138
CA $179 total
May 11 - May 12
includes taxes & fees
8.6/10 Excellent! (1,002 reviews)
Great stay! Morning and evening staff were very welcoming, the atmosphere was calm and relaxing, and housekeeping was kind and excellent. Highly recommend!

Reviewed on Apr 27, 2026

Fort William Henry Hotel and Conference Center
See all 1,179 properties in Chester Shores
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.
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Frequently asked questions

How much does a Chester Shores vacation package cost?
Starting from just CA $1,372, a package is your ticket to cheap travel. Build your own Chester Shores trip by choosing from our extensive range of hotels, airfares and rental cars.
How do I get a cheap travel package to Chester Shores?
Search for flights that suit your busy schedule, add a hotel room to your booking and watch the savings pile up with a Chester Shores vacation package. It's as easy as that! From flights and hotels to tours and rental cars, Expedia makes traveling cheaply a cinch. And with over 550 partner airlines and 1,000,000 hotels across the globe to pick from, you'll never be short of choice.
How far in advance should I book my Chester Shores vacation?
Savvy travelers will likely want to book early. You can normally start comparing international airfares on Expedia up to 12 months before your intended flight. If you're booking at the last minute, don't stress. Cheap prices sometimes appear in the last weeks before departure.
What does an Expedia Chester Shores travel package include?
From hotels and airfares to rental cars, Expedia can help you craft a Chester Shores package that works for you. Heading away for a few weeks? Consider a rental car, flight and hotel bundle. If you can only squeeze in a quick getaway, an airfare and hotel deal may suit you better. Activities can also be added after you've booked. Our vacation packages make it a breeze to plan and save.
What should I know before booking a Chester Shores travel package?
You'll save plenty with an Expedia travel package. Bundle your airfares, rental cars and hotels and enjoy terrific discounts. Hotels aren't your only option, though. Book with us and choose from beachside villas, cozy city apartments and even glamping tents!
Can I choose my airline with a Chester Shores Expedia vacation package?
With a vacation package, you're in control. Whether you'd like to fly to Chester Shores in first class or coach, simply choose from the available airline options. Expedia has access to over 550 partner airlines globally.
If I'm not able to travel, can I cancel my Chester Shores vacation package?
We totally understand that life doesn't always go according to plan. If you've locked in a Chester Shores vacation package and have to cancel or amend it, we're here to help. We recommend looking up our Customer Service Portal first for information. But in general, if you've booked your package in the last 24 hours, you may be able to cancel or amend your itinerary free of charge. If it's been more than 24 hours, your hotel, airline or car rental company may impose a fee.

Discover the most popular places to visit in Chester Shores

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