North Chatham Vacations from $311

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Your North Chatham Vacation

Our North Chatham vacation packages offer endless opportunities to indulge in new sights, sounds and experiences. And with all of the travel arrangements worked out, you can let go and enjoy your city getaway just like you deserve. Make your trip to North Chatham even more fun by going sightseeing. Kinderhook Lake, Shaker Museum and Library and Valatie Free Library are among the leading attractions you'll want to explore. Expedia can help you escape the everyday. Tailor your vacation to North Chatham to match your travel style, whatever that may look like.

The Latest North Chatham vacation packages

Price found within the past 48 hours. Click for updated prices.
Berkshire Mountain Lodge

Berkshire Mountain Lodge

3 out of 5
Price was $432, price is now $311 per person
$311
per person
Jun 19 - Jun 22
found 9 hours ago
Roundtrip flight included
New York (NYC) to Albany (ALB)
9/10 Wonderful! (928 reviews)
Nice for families, has kitchen facilities for cooking. Door to room needs attention. Had to slam hard to close. Nice big bathroom. Thought we were getting 2 beds but had king bed and pull out couch. Wouldn’t always work for everyone. Could hear dog barking in nearby room. Price was right

Reviewed on May 17, 2026

Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG

Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG

3.5 out of 5
Save 100% on your flight
Price was $650, price is now $457 per person
$457
per person
Jun 19 - Jun 22
found 9 hours ago
Roundtrip flight included
New York (NYC) to Albany (ALB)
9.2/10 Wonderful! (894 reviews)
Family friendly resort with amenities the whole family can enjoy!

Reviewed on May 12, 2026

Gedney Farm

Gedney Farm

3.5 out of 5
Price was $921, price is now $666 per person
$666
per person
Jul 23 - Jul 27
found 1 day ago
Roundtrip flight included
San Juan (SJU) to Albany (ALB)
9.4/10 Exceptional! (136 reviews)
Had a great stay. Beautiful location.

Reviewed on May 15, 2026

The Yankee Inn

The Yankee Inn

2.5 out of 5
Price was $880, price is now $642 per person
$642
per person
Jul 12 - Jul 17
found 16 hours ago
Roundtrip flight included
Dallas (DFW) to Albany (ALB)
9.2/10 Wonderful! (1,007 reviews)
Breakfast ok, coffee good, staff great

Reviewed on May 19, 2026

Hideaway Inn Lenox

Hideaway Inn Lenox

2 out of 5
Price was $766, price is now $578 per person
$578
per person
Jun 30 - Jul 3
found 19 hours ago
Roundtrip flight included
New York (NYC) to Albany (ALB)
6/10 (1 review)
The room was comfortable and well done. There was no heat in our room with no control for the air unit. There was also a drip coming from the exhaust fan in the bathroom. We were only there one night so I didn't call for support.

Reviewed on Apr 16, 2026

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North Chatham Hotel Deals

Berkshire Mountain Lodge

Berkshire Mountain Lodge

3 out of 5
8 Dan Fox Dr Pittsfield MA
Fully refundableReserve now, pay when you stay
$113 nightly
The price is $126 total per night from May 24 to May 25
$126 total
May 24 - May 25
Total with taxes and fees
9/10 Wonderful! (940 reviews)
"the Kitchen appeared to be fully equiped. The only cpmplaint I have was there were no avaiable plugs for mt CPAP machine nect to the bed> Easy fix is to offit the room with a multi plug on the night table.or lamp with plugs. Also there were no USB charging ports. Otherwise the facility was great"

Reviewed on May 19, 2026

Berkshire Mountain Lodge
Comfort Inn Glenmont - Albany South

Comfort Inn Glenmont - Albany South

2.5 out of 5
37 Route 9W Glenmont NY
Fully refundable
$93 nightly
The price is $107 total per night from May 31 to Jun 1
$107 total
May 31 - Jun 1
Total with taxes and fees
7.8/10 Good! (1,000 reviews)
"Room was great. Other areas were under construction so hard to say. Landscaping/entrance could be nicer. Staff was lovely and location is super convenient for downtown."

Reviewed on May 18, 2026

Comfort Inn Glenmont - Albany South
Berkshires Untold

Berkshires Untold

3.5 out of 5
194 Pittsfield Rd Lenox MA
Fully refundableReserve now, pay when you stay
$111 nightly
The price is $124 total per night from May 25 to May 26
$124 total
May 25 - May 26
Total with taxes and fees
9/10 Wonderful! (951 reviews)
"Very nice place to stay. Clean rooms. Quiet place. Cozy areas"

Reviewed on May 19, 2026

Berkshires Untold
See all 1,221 properties in North 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.

Find the Best North Chatham Vacation Packages

North Chatham Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Albany Intl. Airport (ALB)
Top Sights
The Mac-Haydn Theatre, Shaker Museum and Library and Hudson Chatham Winery

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Frequently asked questions

How much does a North Chatham vacation package cost?
You can snap up a vacation package to this popular destination from $311 on Expedia. However, how much your vacation to North Chatham costs will depend on your hotel choice, length of stay and season.
What are the cheapest months to go to North Chatham?
You can usually find lower prices and better availability in June, September and October. Browse our cheap North Chatham vacation packages and you could get some great off-season discounts.
How many days is enough for North Chatham?
With a well-organized schedule, you can easily hit the top North Chatham attractions in a handful of days. But if you'd like to discover lesser-known spots or go on day tours, consider booking your North Chatham vacation for longer.
How to find the best North Chatham package deals?
Landing a cheap North Chatham package deal is easy with Expedia. After you've entered your destination and trip dates under our "Packages" tab, set your maximum budget, add some filters and browse what's available. You can personalize your search by "Amenities," "Property type," "Traveler experience" and more. Sort the results by "Price: low to high" to view the most economical North Chatham package deals. Want a simple trick to score even more savings? Have some flexibility with your departure dates and consider going away on a weekday, when prices are often lower.
Is it cheaper to book a North Chatham vacation as a package?
Expedia vacation packages are designed to make your money go further. Bundle your flight, hotel and car rental into one great-value price and you could save hundreds of dollars. You'll typically get a better deal than booking each component individually. And you'll still have the flexibility to create a tailored North Chatham vacation by choosing your favorite airline, accommodation type and car class.
When to book a vacation package to North Chatham?
Secure amazing discounts by booking your flights in advance with Expedia. If being spontaneous is more your style, grab one of our last-minute deals for an impromptu North Chatham getaway.
Does Expedia offer Book Now, Pay Later North Chatham vacation packages?
Secure your perfect trip to North Chatham with help from our Book Now, Pay Later vacations. There's no need to scrimp and save or wait for your next payday — we've joined forces with online lender Affirm to give you financial flexibility. Our vacation packages with payment plans let you spread the cost across 3, 6 or 12 months. With no late payment fees or hidden charges, you can easily stick to your budget and snag great deals before they disappear.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.