Deals on vacations and trips to Housatonic

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Housatonic flight + hotel vacation packages

Price found within the past 48 hours. Click for updated prices.
the Alander

the Alander

2.5 out of 5
Price was $475, price is now $466 per person
$466
per person
Mar 16 - Mar 19
found 8 hours ago
Roundtrip flight included
Orlando (MCO) to Hudson (HCC)
A restaurant and a bar/lounge are featured at this lodge. If you want to take your pet along, this pet-friendly property offers everything you'll need for your pet including food and water bowls. Take advantage of the free self parking.
Woodland Zen by Avantstay Modern Design + Patio

Woodland Zen by Avantstay Modern Design + Patio

3 out of 5
Price was $1,050, price is now $936 per person
$936
per person
Mar 16 - Mar 19
found 8 hours ago
Roundtrip flight included
Orlando (MCO) to Pittsfield (PSF)
This cottage doesn't skimp on freebies - guests receive free WiFi and free self parking. A terrace and barbecue grills are also provided.
Little Cat Lodge

Little Cat Lodge

2 out of 5
Price was $554, price is now $511 per person
$511
per person
Mar 16 - Mar 19
found 8 hours ago
Roundtrip flight included
Orlando (MCO) to Hudson (HCC)
This hotel features a restaurant, a seasonal outdoor pool, and a bar/lounge. Enjoy the sauna and free perks like continental breakfast and free self parking. A business center, free WiFi in public areas, and a garden are also on offer.

Top Housatonic hotels deals

Granville House

Granville House

3 out of 5
98 Division St Housatonic MA
Free Cancellation
Reserve now, pay when you stay
$174 nightly
The price is $194 total per night
$194 total
Jan 11 - Jan 12
Total with taxes and fees
This bed & breakfast features free WiFi in public areas, concierge services, and free self parking. Free full breakfast is served. A picnic area and luggage storage are also provided.
Breakfast included
Pet friendly
Holiday Inn & Suites Pittsfield-Berkshires by IHG

Holiday Inn & Suites Pittsfield-Berkshires by IHG

3 out of 5
One West Street Pittsfield MA
Free Cancellation
$98 nightly
The price is $109 total per night
$109 total
Jan 23 - Jan 24
Total with taxes and fees
This hotel features a restaurant, an indoor pool, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Enjoy the gym and perks like free self parking.
Pool
Pet friendly
Berkshire Mountain Lodge

Berkshire Mountain Lodge

3 out of 5
8 Dan Fox Dr Pittsfield MA
Free Cancellation
Reserve now, pay when you stay
$108 nightly
The price is $120 total per night
$120 total
Feb 8 - Feb 9
Total with taxes and fees
This lodge features an indoor pool and a hot tub. Traveling on business? Take advantage of the business center and free WiFi in public areas. Free self parking, laundry facilities, and barbecue grills are also on offer.
Pool
Hot Tub
The Yankee, Trademark Collection by Wyndham

The Yankee, Trademark Collection by Wyndham

2.5 out of 5
461 Pittsfield Rd Lenox MA
Free Cancellation
Reserve now, pay when you stay
$101 nightly
The price is $113 total per night
$113 total
Jan 19 - Jan 20
Total with taxes and fees
This hotel features an indoor pool and a 24-hour gym. Business travelers can take advantage of the free WiFi in public areas. Enjoy the seasonal outdoor pool and free perks like buffet breakfast and free self parking.
Pool
Hot Tub
Berkshires Untold

Berkshires Untold

3.5 out of 5
194 Pittsfield Rd Lenox MA
Free Cancellation
Reserve now, pay when you stay
$114 nightly
The price is $127 total per night
$127 total
Jan 11 - Jan 12
Total with taxes and fees
A restaurant and a bar/lounge are featured at this lodge. Guests will appreciate free perks like free self parking and WiFi in public areas. A terrace, a lobby fireplace, and express check-in are also on offer.
Pet friendly
Parking included
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
190 Meadow Street South Lee MA
Free Cancellation
$124 nightly
The price is $138 total per night
$138 total
Jan 11 - Jan 12
Total with taxes and fees
This hotel features 2 outdoor pools, 2 indoor pools, and a poolside bar. There's fun for all ages with mini golf and a playground, and families will appreciate the picnic area. Enjoy the seasonal outdoor pool and conveniences like a coffee shop and barbecue grills.
Pool
Air conditioning
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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 are vacation packages to Housatonic?
Your travel dreams can become a reality in Housatonic from an impressive $466. Package deals include flights and hotels, and they'll make booking your trip nice and easy. All you'll have to worry about is what amazing attraction you'll head to first.
Where can I get the best vacation package deals for Housatonic?
Travelocity has everything you need to score an amazing Housatonic package deal. Take your pick of 400 air carriers and 1,000,000 properties around the globe and put together a vacation package that's suited to you. With so many options at hand, now's the time to book your next big adventure.
Why should I purchase my Housatonic vacation package with Travelocity?
By booking your flights, hotel, activities and car rental all in the one place, you'll save time and money. We have a professional customer service support team available round-the-clock, and you'll know that you'll always be getting the best deal in town with our Price Match Guarantee. So, what are you waiting for? Book the vacation of your dreams today and start packing!
Will I save money on my Housatonic car rental if I book it with hotels and flights?
With a Housatonic vacation package, you can combine your flight, car and hotel bookings and save tons. When you're ready to see the best of this impressive area, why not head to Times Square? This must-see attraction is 110 mi from Housatonic. With your own set of wheels, you'll be there soon enough.
Which airport is best for Housatonic?
Bradley Intl. Airport (BDL) is a main hub. You'll find it around 40 mi southeast of Housatonic. Other options worth checking out are Albany Intl. Airport (ALB) (40 mi away from central Housatonic) and Hartford, CT (HFD-Hartford - Brainard) (50 mi away from central Housatonic).
Where should I stay when visiting Housatonic?
If you're looking for somewhere to base yourself, check out the Sweet Cozy Victorian in Housatonic. Close to everything.. It's the top pick for many visitors.

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Photo by Chris Addams
Photo by Chris Addams