Housatonic Vacations from $950
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Your Housatonic Vacation
Enjoy amazing adventures when you lock in a vacation package to Housatonic. Whether you're a history buff, art enthusiast or just a traveler who loves discovering new places, there's something for everyone in this vibrant city. Make your trip to Housatonic even more fun by including some sightseeing. National Shrine of the Divine Mercy, Norman Rockwell Museum and Naumkeag Museum are among the major attractions worth exploring. Your perfect Housatonic vacation is a few clicks away. Explore accommodations, flights and more on Expedia for a getaway that's tailored to suit your style.
The Latest Housatonic vacation packages
Price found within the past 48 hours. Click for updated prices.
The Haüs Windham
$950
per person
Oct 17 - Oct 21
found 1 hour ago
Roundtrip flight included
St. George's (BDA) to Hudson (HCC)
7.8/10 Good! (34 reviews)
Firstly I would like to say communication with the staff is extremely difficult. Constantly having to call multiple times to get to someone. For example, the code given for room wasn’t correct and communication took forever. There was no toiletries whatsoever and since communication was so hard it forced us to buy our own paper towels, towels, rags, etc. The property was nice but it was clear no housekeeping had been in there before we came. The nature was probably the only thing that made up for all the inconveniences.
Reviewed on Aug 13, 2026
Housatonic Hotel Deals
Berkshire Mountain Lodge
8 Dan Fox Dr Pittsfield MA
Fully refundableReserve now, pay when you stay
$113 nightly
$126 total
Oct 1 - Oct 2
Total with taxes and fees
9/10 Wonderful! (1,124 reviews)
"it was centrally located and easy to get to and from."
Reviewed on Sep 4, 2026
The Yankee Inn
461 Pittsfield Rd Lenox MA
Fully refundableReserve now, pay when you stay
$116 nightly
$130 total
Sep 22 - Sep 23
Total with taxes and fees
Berkshires Untold
194 Pittsfield Rd Lenox MA
Fully refundableReserve now, pay when you stay
$145 nightly
$162 total
Sep 28 - Sep 29
Total with taxes and fees
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 Housatonic Vacation Packages
Housatonic Essential Information
Language | English |
|---|---|
Currency | U.S dollars |
Population | 1,100 |
Top Sights | Norman Rockwell Museum, Ski Butternut and Bousquet Ski Area |
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Frequently asked questions
How much does a Housatonic vacation package cost?
You can grab a vacation package to this popular destination from $950 on Expedia. But how much your vacation to Housatonic costs will depend on your hotel choice, length of stay and season.
What are the cheapest months to go to Housatonic?
You can typically find lower rates and greater availability in August, September and December. Browse our cheap Housatonic vacation packages and you could score some excellent off-season deals.
How many days is enough for Housatonic?
The ideal duration for your Housatonic vacation depends on what you'd like to see. Generally, a handful of days to a week will give you plenty of time to go to all the top sights and discover some hidden spots along the way.
How to find the best Housatonic package deals?
Bagging a cheap Housatonic package deal is a breeze with Expedia. Once you've entered your destination and preferred dates under our "Packages" tab, set your maximum budget, apply some filters and see what's available. You can tweak your search by "Area," "Amenities," "Property type" and more. Sort the results by "Price: low to high" to discover the most wallet-friendly Housatonic package deals. Want a simple trick to score the biggest savings? Have some flexibility with your departure dates and consider going away on a weekday, when prices are typically lower.
Is it cheaper to book a Housatonic vacation as a package?
An Expedia vacation package could land you great savings when compared to arranging flights and stays separately. Better still, you can tailor your Housatonic getaway to fit your exact style. Choose 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 Housatonic?
Land incredible bargains by booking your flights ahead of time with Expedia. If spontaneity is more your style, grab one of our last-minute deals for an impromptu Housatonic trip.
Does Expedia offer Book Now, Pay Later Housatonic vacation packages?
If you're like us, you love discovering new places but don't love 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 cost of your Housatonic vacation across 3, 6 or 12 months. There are also no hidden or late payment fees, so you can secure cheap vacation packages with payment plans as soon as you see them.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
