Housatonic Vacations from $405

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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.
Kaatskill Mountain Club at Hunter Mountain

Kaatskill Mountain Club at Hunter Mountain

2 out of 5
Price was $506, price is now $405 per person
$405
per person
Oct 2 - Oct 5
found 4 hours ago
Roundtrip non-stop flight included
Fort Lauderdale (FLL) to Hudson (HCC)
9.2/10 Wonderful! (266 reviews)
Very convenient to hiking trails. Staff very friendly and helpful

Reviewed on Aug 23, 2025

AutoCamp Catskills

AutoCamp Catskills

5 out of 5
Save 100% on your flight
Price was $971, price is now $688 per person
$688
per person
Oct 2 - Oct 5
found 1 day ago
Roundtrip non-stop flight included
Phoenix (PHX) to Hudson (HCC)
9/10 Wonderful! (411 reviews)
It was good expensive overall, but they can do better

Reviewed on Aug 7, 2025

Coldbrook Bed and Breakfast

Coldbrook Bed and Breakfast

4 out of 5
Save 100% on your flight
Price was $766, price is now $571 per person
$571
per person
Oct 2 - Oct 5
found 1 day ago
Roundtrip non-stop flight included
Phoenix (PHX) to Hudson (HCC)
10/10 Exceptional! (7 reviews)
This was an absolutely amazing experience! The property was beautiful, clean, quiet and nestled in the most picturesque location. Close to nature and lots of trails.

Reviewed on Aug 19, 2025

Cortland by Avantstay Charming Heritage Estate w/ Private Lake & Pool

Cortland by Avantstay Charming Heritage Estate w/ Private Lake & Pool

3.5 out of 5
Save 100% on your flight
Price was $1,600, price is now $1,245 per person
$1,245
per person
Oct 2 - Oct 5
found 1 day ago
Roundtrip non-stop flight included
Phoenix (PHX) to Hudson (HCC)
9/10 Wonderful! (2 reviews)
Fine, elegant, house. A great departure from one’s daily life. Great layout but could use more lighting. There were old quirks about the house but it made it more unique. Some doors don’t shut and will rattle when windows are open. Could use a griddle or larger pans/more baking sheets. The property is gorgeous and the crisp air was refreshing. Lovely experience and would book again!

Reviewed on Apr 7, 2024

Howard Johnson by Wyndham Saugerties

Howard Johnson by Wyndham Saugerties

2 out of 5
Price was $545, price is now $460 per person
$460
per person
Oct 2 - Oct 5
found 1 day ago
Roundtrip non-stop flight included
Phoenix (PHX) to Hudson (HCC)
7.6/10 Good! (1,001 reviews)
Bathrooms need updates- ceiling tiles water stained - get rid of the tubs and install walk-in showers- shower curtains are nasty

Reviewed on Aug 19, 2025

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Housatonic 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
$108 nightly
The price is $120 total per night from Sep 7 to Sep 8
$120 total
Sep 7 - Sep 8
Total with taxes and fees
8.8/10 Excellent! (593 reviews)
"One of the best places we have stayed. The suite was well appointed, roomy, 2 TVs, full modern kitchen, huge bathroom, comfortable bed and linens. Large windows that actually open. Most of all the front desk staff was efficient, welcoming, and friendly."

Reviewed on Aug 25, 2025

Berkshire Mountain Lodge
Berkshires Untold

Berkshires Untold

3.5 out of 5
194 Pittsfield Rd, Lenox, MA
$160 nightly
The price is $179 total per night from Aug 27 to Aug 28
$179 total
Aug 27 - Aug 28
Total with taxes and fees
9/10 Wonderful! (694 reviews)
"We needed a place to stay in the area Found the place cutely decorated and was happy there was a restaurant on premise"

Reviewed on Aug 21, 2025

Berkshires Untold
Quality Inn

Quality Inn

2.5 out of 5
372 Main Street, Rte 7 and Main Street, Great Barrington, MA
Fully refundableReserve now, pay when you stay
$93 nightly
The price is $104 total per night from Sep 9 to Sep 10
$104 total
Sep 9 - Sep 10
Total with taxes and fees
8.2/10 Very Good! (1,002 reviews)
"Great location and close enough to walk to shops and restaurants."

Reviewed on Aug 22, 2025

Quality Inn
See all 1,367 properties in Housatonic
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.

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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 $405 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.