Chatham Holidays

Book a Hotel + Flight or Car together to unlock savings

Top hotels in Chatham

Comfort Inn & Suites East Greenbush - Albany
Comfort Inn & Suites East Greenbush - Albany
2.5 out of 5
99 Miller Rd, Castleton-on-Hudson, NY
Fully refundableReserve now, pay when you stay
The price is 2.978.371 ₫ per night from 2 Jul to 3 Jul
2.978.371 ₫
3.305.992 ₫ total
2 Jul - 3 Jul
includes taxes & fees
8.4/10 Very Good! (960 reviews)
Home Away From Hone
"We travelled from Florida to Albany for a family funeral and Comfort Inn & Suites hotel accommodations were amazing. The queen double suite was very spacious and clean and the beds were super to sleep in. The complimentary breakfast had a great selection of favorite foods and the buffet was kept ..."

Reviewed on 21 Jun 2025

Comfort Inn & Suites East Greenbush - Albany
Vacation Village in the Berkshires
Vacation Village in the Berkshires
3 out of 5
276 Brodie Mountain Rd, Williamstown, MA
8.6/10 Excellent! (1,836 reviews)
"The property was perfect for a getaway. 1 bedroom suite or more with balconies. Non heating Fireplace for aesthetics. The suite was a jack and Jill! Shower, but also a jet tub separate from shower. All dishes and cooking utensils that you needed. You can grill onsite or cook in your suite as take ..."

Reviewed on 24 Jun 2025

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Vacation Village in the Berkshires
Holiday Inn Express Hotel & Suites West Coxsackie by IHG
Holiday Inn Express Hotel & Suites West Coxsackie by IHG
2.5 out of 5
12740 State Route 9 W, West Coxsackie, NY
Fully refundable
The price is 2.693.347 ₫ per night from 20 Jul to 21 Jul
2.693.347 ₫
2.908.815 ₫ total
20 Jul - 21 Jul
includes taxes & fees
8.4/10 Very Good! (892 reviews)
"Air conditioning was very loud."

Reviewed on 23 Jun 2025

Holiday Inn Express Hotel & Suites West Coxsackie by IHG
See all 1,594 properties in 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 a Chatham holiday package cost?
You'll find cheap prices on Expedia for your Chatham getaway. However, factors like your choice of hotel, the season and length of stay will determine how much your holiday to Chatham costs.
What are the cheapest months to go to Chatham?
The off-season is the best time to visit Chatham if you're trying to save. Another tip for getting cheap Chatham holiday packages? Try to avoid visiting during public holidays and any major events or festivals.
How many days is enough for Chatham?
The ideal duration for your Chatham holiday depends on what you'd like to see and do. Usually, a few days to a week will give you enough time to go to all the top sights 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 holiday as a package?
An Expedia holiday package could land you considerable savings when compared to booking accommodation 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 holiday 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.
How to plan a trip to Chatham?

  1. Pick your dates: What you'd like to do in Chatham and your favourite season will help you decide when to get away.
  2. Plan your budget wisely: Besides the price of your hotel, you'll need to factor in other expenses. These include flights, food and transportation. Also, put aside some extra funds for unexpected costs that may come up during your trip to Chatham.
  3. Decide your trip length: Think about how much time you'd like to spend exploring Chatham. Plan your itinerary so you can get to all the experiences and attractions you're interested in at a comfortable pace.
  4. Combine your accommodation and airfare: After you've settled on your travel dates and duration, lock in the right Chatham holiday package for you.

Popular places to visit

The Mac-Haydn Theatre

You can make plans for a show at The Mac-Haydn Theatre during your trip to Chatham. Stroll along this trendy area's riverfront or simply enjoy its cafes.

The Mac-Haydn Theatre