East Chatham Holidays

Book a Hotel + Flight or Car together to unlock savings

Top hotels in East Chatham

Inn at Silver Maple Farm

Inn at Silver Maple Farm

3 out of 5
1871 State Route 295, East Chatham, NY
The price is 5.508.822 ₫ per night from 2 Sept to 3 Sept
5.508.822 ₫
6.169.881 ₫ total
2 Sept - 3 Sept
includes taxes & fees
9.8/10 Exceptional! (92 reviews)
"The B&B is very nicely run and the food was excellent. It is very clean and the property is pretty. We came to attend movie night at Tanglewood. It is not an easy commute for someone from out of town. If you’re looking for an easy commute to Tanglewood I’d recommend staying in Lenox."

Reviewed on 15 Aug 2025

Inn at Silver Maple Farm
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 2.855.072 ₫ per night from 27 Aug to 28 Aug
2.855.072 ₫
3.478.262 ₫ total
27 Aug - 28 Aug
includes taxes & fees
8.6/10 Excellent! (1,964 reviews)
"Beautiful location!"

Reviewed on 21 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 2.714.874 ₫ per night from 1 Sept to 2 Sept
2.714.874 ₫
3.108.531 ₫ total
1 Sept - 2 Sept
includes taxes & fees
8.8/10 Excellent! (1,123 reviews)
"Great in all ways"

Reviewed on 22 Aug 2025

Hyatt Place Albany/Downtown
See all 1,660 properties in East Chatham
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 East Chatham holiday package cost?
Offering great value package deals on Expedia, you'll be pleasantly surprised at how much a holiday to East Chatham costs! Expedia's packages mean less travel planning for you and greater savings.
What are the cheapest months to go to East Chatham?
You can usually find reduced prices and greater availability in February, June and November. Take a look at our cheap East Chatham holiday packages and you could land some excellent off-season deals.
How many days is enough for East Chatham?
Usually, a handful of days is enough to check out the main attractions during your East Chatham holiday. But if you want to have more time to rest or go on day tours, think about extending your trip.
How to find the best East Chatham package deals?
Landing a cheap East Chatham package deal is a cinch with Expedia. After you've entered your travel dates and destination under our "Packages" tab, set your budget, apply a few filters and browse what's available. You can tweak your search by "Property class," "Number of bedrooms," "Traveller experience" and more. Sort the results by "Price: low to high" to view the most economical East Chatham package deals. Want a simple trick to score the biggest savings? Have some flexibility with your departure dates and consider travelling on a weekday, when prices are usually lower.
Is it cheaper to book an East Chatham holiday as a package?
Expedia holiday packages are designed to make your money go further. Bundle your hotel, car rental and flight into one great-value price and enjoy significant savings. You'll typically land a better deal than booking each component individually. And you'll still have the freedom to create a personalised East Chatham holiday by choosing your preferred accommodation type, airline and car class.
When to book a holiday package to East Chatham?
If you're considering a spur-of-the-moment East Chatham adventure, browse our last-minute deals that can be booked up to one week before you go. Don't want to leave things to the last minute? You can find awesome deals on your flights and hotels by booking well in advance.
How to plan a trip to East Chatham?

  1. Choose your dates: What you plan to do in East Chatham and your preferred season will help you decide when to go.
  2. Set a budget: Factor in expenses such as flights, food and transportation when working out how much to save for your trip to East Chatham. Then, select a hotel that works with your budget, whether that's a low-cost option or a lavish getaway.
  3. Decide how long to go away for: Now that you're up to speed on East Chatham, you can figure out the ideal length of your break. Put together a draft itinerary and allocate enough time to cover everything you want to do.
  4. Combine your flights and hotel: Epic destination, check. Length of stay, check. All that's left now is to pick an East Chatham holiday package that brings all your bookings together.