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.
Holiday Inn Express & Suites Kingston-Ulster by IHG

Holiday Inn Express & Suites Kingston-Ulster by IHG

2.5 out of 5
per person
Aug 18 - Aug 23
found 14 hours ago
Roundtrip flight included
Chicago (ORD) to Hudson (HCC)
This hotel doesn't skimp on freebies - guests receive free continental breakfast, free WiFi, and free self parking. Business travelers can take advantage of the 24-hour business center. There's a 24-hour gym on site, and laundry facilities and free newspapers are also offered.
Hotel Vienna

Hotel Vienna

2.5 out of 5
Save 100% on your flight
per person
Aug 8 - Aug 14
found 22 hours ago
Roundtrip flight included
Orlando (MCO) to Hudson (HCC)
This hotel doesn't skimp on freebies - guests receive free continental breakfast, free WiFi, and free self parking. Business travelers can take advantage of the express check-out. There's an indoor pool on site, and a terrace and a garden are also provided.
Holiday Inn Express & Suites Saugerties - Hudson Valley by IHG

Holiday Inn Express & Suites Saugerties - Hudson Valley by IHG

2.5 out of 5
per person
Aug 18 - Aug 23
found 14 hours ago
Roundtrip flight included
Chicago (ORD) to Hudson (HCC)
This hotel features an indoor pool and a gym. Traveling on business? Take advantage of the business center and free WiFi in public areas. Guests will appreciate freebies like buffet breakfast and free self parking.

Top Housatonic hotels deals

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
$117 nightly
The price is $131 total per night
$131 total
Jun 17 - Jun 18
Total includes taxes and fees
This hotel features an indoor pool and a 24-hour gym. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Enjoy the seasonal outdoor pool and free perks like buffet breakfast and free self parking.
Pool
Hot Tub
Quality Inn

Quality Inn

2.5 out of 5
372 Main Street, Rte 7 and Main Street, Great Barrington, MA
Free Cancellation
Reserve now, pay when you stay
$93 nightly
The price is $104 total per night
$104 total
Jun 22 - Jun 23
Total includes taxes and fees
A gym, free self parking, and free newspapers are featured at this hotel. Guests will appreciate free perks like on-the-go breakfast and WiFi in public areas. A picnic area and barbecue grills are also provided.
Breakfast included
Parking included
Berkshires Untold

Berkshires Untold

3.5 out of 5
194 Pittsfield Rd, Lenox, MA
Free Cancellation
Reserve now, pay when you stay
$119 nightly
The price is $133 total per night
$133 total
Jun 10 - Jun 11
Total includes 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. Express check-in is provided and the front desk is staffed around-the-clock.
Pet friendly
Parking included
The Black Swan Lee - Lenox, Ascend Hotel Collection

The Black Swan Lee - Lenox, Ascend Hotel Collection

3 out of 5
435 Laurel St, Lee, MA
Free Cancellation
Reserve now, pay when you stay
$128 nightly
The price is $142 total per night
$142 total
Jun 12 - Jun 13
Total includes taxes and fees
A restaurant and a 24-hour gym are featured at this hotel. There's no skimping on freebies - guests receive free continental breakfast, free WiFi, and free self parking. A 24-hour business center, a picnic area, and laundry facilities are also on offer.
Breakfast included
Pet friendly
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
Reserve now, pay when you stay
$142 nightly
The price is $159 total per night
$159 total
Jun 8 - Jun 9
Total includes 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
The Red Lion Inn

The Red Lion Inn

3.5 out of 5
30 Main Street, Stockbridge, MA
Free Cancellation
Reserve now, pay when you stay
$220 nightly
The price is $246 total per night
$246 total
Jun 12 - Jun 13
Total includes taxes and fees
This smoke-free hotel includes 3 restaurants, an outdoor pool, and a gym. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. There's a bar/lounge on site, and a 24-hour front desk and concierge services are also provided.
Pool
Spa
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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 $552. 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