Old Chatham Holidays

  • Plan, book, travel with confidence

  • payments icon

    Better together

    Save up to S$134 when you book a flight and hotel together*
    lob hotels icon

    Find the right fit

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

    Rest easy

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

Top hotels in Old Chatham

Chatham Travel Lodge

Chatham Travel Lodge

2.5 out of 5
598 NY-295, Old Chatham, NY
Fully refundableReserve now, pay when you stay
The price is S$167 per night from 18 Aug to 19 Aug
S$167
18 Aug - 19 Aug
includes taxes & fees
7.6/10 Good! (190 reviews)
"Chatham Travel lodge was well situated for our trip further north. The area is beautiful. The town of Chatham is close by with restaurants and shopping. The guests in the room above us were noisy for a while, but not after 10 pm. The lodge is old, but the room was clean and perfect for a one night ..."

Reviewed on 10 Aug, 2025

Chatham Travel Lodge
Vacation Village in the Berkshires

Vacation Village in the Berkshires

3 out of 5
276 Brodie Mountain Rd, Williamstown, MA
Fully refundableReserve now, pay when you stay
The price is S$169 per night from 27 Aug to 28 Aug
S$169
27 Aug - 28 Aug
includes taxes & fees
8.6/10 Excellent! (1,942 reviews)
"This Vacation Village is amazing, returning this week for a little time away. Stayed last week for work and came home and planned a 3 day trip based on the location."

Reviewed on 10 Aug, 2025

Vacation Village in the Berkshires
Hyatt Place Albany/Downtown

Hyatt Place Albany/Downtown

3 out of 5
82 MONTGOMERY STREET, Albany, NY
Fully refundableReserve now, pay when you stay
The price is S$151 per night from 1 Sept to 2 Sept
S$151
1 Sept - 2 Sept
includes taxes & fees
8.8/10 Excellent! (1,094 reviews)
"Great!"

Reviewed on 10 Aug, 2025

Hyatt Place Albany/Downtown
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.

Frequently asked questions

How much does an Old Chatham holiday package cost?
Offering great value package deals on Expedia, you'll be surprised at how little a holiday to Old Chatham costs! Expedia's packages mean less travel planning for you and greater savings.
What are the cheapest months to go to Old Chatham?
January, February and March are great times to look for cheap Old Chatham holiday packages. Choosing to travel in quieter periods means you can usually find lower prices on hotels and flights.
How many days is enough for Old Chatham?
With a well-planned schedule, you can easily tick off the top Old Chatham attractions in a few days. But if you want to discover lesser-known spots or go on day trips, think about booking your Old Chatham holiday for longer.
How to find the best Old Chatham package deals?
Use Expedia's filter tool to help you find some terrific Old Chatham package deals. When you start your search, just set your maximum budget and then sort the results by "Price: low to high." If you want to save, plan your trip for midweek, or search for Old Chatham package deals in the low season. Play around with your travel dates and you may score even bigger discounts. As a rule of thumb, it's usually best to book your holiday package as early as possible.
Is it cheaper to book an Old Chatham holiday as a package?
Expedia holiday packages are designed to help you keep more cash in your pocket. Bundle your hotel, flight and car rental into one great-value price and enjoy significant savings. You'll typically score a better deal than booking each component individually. And you'll still get the flexibility to create a customised Old Chatham holiday by choosing your preferred type of stay, airline and car class.
When to book a holiday package to Old Chatham?
Secure fantastic discounts by booking your flights in advance with Expedia. If being spontaneous is more your style, grab one of our last-minute deals for a spur-of-the-moment Old Chatham adventure.
How to plan a trip to Old Chatham?

  1. Choose the best time to travel: Your schedule, preferred season and the type of weather you enjoy can all influence your decision on when to travel to Old Chatham.
  2. Set your budget: Factor in expenses like flights, food and transportation when calculating how much to put aside for your trip to Old Chatham. Then, pick a property that suits your budget, whether that's a wallet-friendly stay or a deluxe retreat.
  3. Decide how long to go for: Now that you're more familiar with Old Chatham, you can work out the right length of your holiday. Put together a draft itinerary and allocate enough time to cover everything you want to see.
  4. Bundle your flights and hotel: Epic destination, check. Length of stay, check. Now all that's left is to pick an Old Chatham holiday package that brings all your bookings together.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.