Chester Shores Vacation Packages

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to CA $1,096 when you book a flight and hotel together*

  • Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package

  • Rest easy

    Plan, book, and manage your trip all in one place

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
Fully refundableReserve now, pay when you stay
The price is CA $163 per night from Feb 25 to Feb 26
CA $163
CA $181 total
Feb 25 - Feb 26
includes taxes & fees
9.2/10 Wonderful! (1,001 reviews)
Great place to stay with families! The food is amazing and the arcade next door was a git

Reviewed on Feb 23, 2026

Holiday Inn Resort Lake George - Adirondack Area by IHG
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 $132 per night from Mar 2 to Mar 3
CA $132
CA $173 total
Mar 2 - Mar 3
includes taxes & fees
8.6/10 Excellent! (1,001 reviews)
Room was nice and cozy. Staff was friendly and helpful.

Reviewed on Feb 23, 2026

Fort William Henry Hotel and Conference Center
Courtyard by Marriott Lake George

Courtyard by Marriott Lake George

3 out of 5
365 Canada Street Lake George NY
Fully refundableReserve now, pay when you stay
The price is CA $153 per night from Feb 26 to Feb 27
CA $153
CA $170 total
Feb 26 - Feb 27
includes taxes & fees
9.2/10 Wonderful! (1,004 reviews)
Very happy with the hotel and room.

Reviewed on Feb 22, 2026

Courtyard by Marriott Lake George
See all 1,136 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 , 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.