Skip to main content
A city street with buildings, parked cars, and solar panels.

Chatham Vacations from $579

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to $2,000 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

The Latest Chatham Vacation Packages

Price found within the past 48 hours. Click for updated prices.
  • Family Cabin | Living area | 30-inch LCD TV with cable channels
    Oct 7 - Oct 10

    Brook Bound Inn + Flight

    Wilmington
    3 nights
    2.0 star property
    9.2/10 - Wonderful (17 reviews)
    "The cabin and grounds are well-maintained. The pool was crystal clear and the slide was a nice addition. Gorgeous views!"
    Reviewed June 28, 2026
    Roundtrip • New York (EWR) - Albany (ALB)
    EWR - ALB • 1 stop ALB - EWR • 1 stop
    $853
    $579
    per traveler
    found 1 day ago
    Brook Bound Inn
  • Private beach, kayaking, rowing
    Sep 4 - Sep 8

    Sundowner on Lake George + Flight

    Lake George
    4 nights
    2.5 star property
    7.6/10 - Good (248 reviews)
    "Nothing like the pictures. No staffs to receive you, you have to call a phone number. The place is old and outdated."
    Reviewed May 3, 2026
    Roundtrip • New York (EWR) - Albany (ALB)
    EWR - ALB • 1 stop ALB - EWR • 1 stop
    Save 100% on your flight
    $1,378
    $1,038
    per traveler
    found 1 day ago
    Sundowner on Lake George
  • Balcony
    Sep 4 - Sep 8

    Studio 6 Lake George, NY - Adirondacks + Flight

    Lake George
    4 nights
    2.0 star property
    9.6/10 - Exceptional (8 reviews)
    "Comfy"
    Reviewed July 30, 2026
    Roundtrip • New York (EWR) - Albany (ALB)
    EWR - ALB • 1 stop ALB - EWR • 1 stop
    $836
    $637
    per traveler
    found 1 day ago
    Studio 6 Lake George, NY - Adirondacks
  • Meeting facility
    Oct 7 - Oct 10

    Kimpton Taconic Hotel by IHG + Flight

    Manchester Village Historic District
    3 nights
    4.0 star property
    9.4/10 - Exceptional (858 reviews)
    Roundtrip • New York (EWR) - Albany (ALB)
    EWR - ALB • 1 stop ALB - EWR • 1 stop
    Save 100% on your flight
    $1,420
    $1,096
    per traveler
    found 1 day ago
    Kimpton Taconic Hotel by IHG
  • Reception
    Oct 10 - Oct 15

    Hyatt Place Albany/Downtown + Flight

    Downtown Albany
    5 nights
    3.0 star property
    9.0/10 - Wonderful (1,778 reviews)
    Roundtrip • Atlanta (ATL) - Albany (ALB)
    ATL - ALB • Nonstop ALB - ATL • Nonstop
    $1,025
    $845
    per traveler
    found 1 day ago
    Hyatt Place Albany/Downtown

Chatham Hotel Deals

Classic Tent, Garden View | Outdoor dining

Gatherwild Ranch

Gatherwild Ranch
3.0 star property
22.1 mi from Chatham
$190 nightly
The price is $213
Aug 25 - Aug 26
Total with taxes and fees
Gatherwild Ranch
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.
See all properties in Chatham

Frequently Asked Questions

How much does a Chatham vacation package cost?

You'll find cheap prices from $579 on Expedia for your Chatham getaway. However, factors like your choice of hotel, the season and length of stay will determine how much your vacation to Chatham costs.

What are the cheapest months to go to Chatham?

If you'd like to snag a cheap Chatham vacation package, consider traveling in June, September and October. You'll typically find better rates on flights and hotels during these months — ideal for travelers wishing to save money.

How many days is enough for Chatham?

The ideal length for your Chatham vacation depends on what you'd like to see and do. Typically, a few days to a week will give you time to check out all the top attractions and discover some hidden gems along the way.

How to find the best Chatham package deals?

Begin your search for a Chatham package deal by entering your destination and preferred travel dates under our "Packages" tab. Then select some filters, like "Property type" and "Guest rating," to tailor the results to your exact style. You can also sort by "Package discount" and browse offers that come with big savings. If you don't find the perfect Chatham package deal straight away, simply tweak your dates and search again. Bear in mind that deals are only available for a limited time, so book early and get your Chatham escape underway.

Is it cheaper to book a Chatham vacation as a package?

An Expedia vacation package could land you considerable savings when compared to booking accommodations and flights separately. Better still, you can tailor your Chatham escape to fit your exact style. Pick your preferred flight time, select the hotel type and add a car rental. Browse our great deals to see how much you can save.

When to book a vacation package to Chatham?

Secure incredible bargains by reserving your flights ahead of time with Expedia. If being spontaneous is more your style, grab one of our last-minute deals for an impromptu Chatham escape.

Does Expedia offer Book Now, Pay Later Chatham vacation packages?

If you're anything like us, you love exploring new places but are not a fan of the price tag that can come with it. That's why we've created Book Now, Pay Later vacations. With the help of online lender Affirm, you can spread the total cost of your Chatham trip over 3, 6 or 12 months. There are also no hidden or late payment fees, so you can snap up cheap vacation packages with payment plans as soon as you spot them.

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