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 Hidden Inn

The Hidden Inn

4 out of 5
Save 100% on your flight
Price was $427, price is now $323 per person
$323
per person
Oct 31 - Nov 3
found 14 hours ago
Roundtrip flight included
Miami (MIA) to Hudson (HCC)
A restaurant and a bar/lounge are featured at this inn. There's no skimping on freebies - guests receive free continental breakfast, free WiFi, and free self parking.
Modern Catskills Escape w/ Open Living, Steam Shower, Fireplace & Hot Tub w/ Mountain Views, Minutes From Woodstock & Trails Suncliff Vista

Modern Catskills Escape w/ Open Living, Steam Shower, Fireplace & Hot Tub w/ Mountain Views, Minutes From Woodstock & Trails Suncliff Vista

3 out of 5
Save 100% on your flight
Price was $1,372, price is now $977 per person
$977
per person
Oct 31 - Nov 3
found 14 hours ago
Roundtrip flight included
Miami (MIA) to Hudson (HCC)
Free WiFi in public areas is available at this cottage. Take advantage of the free self parking.
AutoCamp Catskills

AutoCamp Catskills

5 out of 5
Save 100% on your flight
Price was $611, price is now $444 per person
$444
per person
Oct 31 - Nov 3
found 14 hours ago
Roundtrip flight included
Miami (MIA) to Hudson (HCC)
A restaurant and a bar/lounge are featured at this holiday park. Guests will appreciate free perks like free self parking and WiFi in public areas. A grocery/convenience store, a lobby fireplace, and a communal living room are also on offer.
Kaatskill Mountain Club at Hunter Mountain

Kaatskill Mountain Club at Hunter Mountain

2 out of 5
Price was $458, price is now $377 per person
$377
per person
Oct 31 - Nov 3
found 14 hours ago
Roundtrip flight included
Miami (MIA) to Hudson (HCC)
A restaurant and an outdoor pool are featured at this hotel. Enjoy the sauna and perks like free WiFi. A lobby fireplace, a picnic area, and luggage storage are also on offer.
Overlook Hotel

Overlook Hotel

2 out of 5
Price was $463, price is now $395 per person
$395
per person
Oct 31 - Nov 3
found 14 hours ago
Roundtrip flight included
Miami (MIA) to Hudson (HCC)
This hotel doesn't skimp on freebies - guests receive free WiFi and free self parking. Laundry facilities, barbecue grills, and a virtual front desk are also on offer.

Top Housatonic hotels deals

Berkshire Mountain Lodge

Berkshire Mountain Lodge

3 out of 5
8 Dan Fox Dr, Pittsfield, MA
Free Cancellation
Reserve now, pay when you stay
$128 nightly
The price is $143 total per night
$143 total
Oct 19 - Oct 20
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
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
Oct 2 - Oct 3
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
Berkshires Untold

Berkshires Untold

3.5 out of 5
194 Pittsfield Rd, Lenox, MA
Free Cancellation
Reserve now, pay when you stay
$128 nightly
The price is $143 total per night
$143 total
Sep 30 - Oct 1
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
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
$214 nightly
The price is $240 total per night
$240 total
Oct 30 - Oct 31
Total with 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
The Black Swan Lee - Lenox, an Ascend Collection Hotel

The Black Swan Lee - Lenox, an Ascend Collection Hotel

3 out of 5
435 Laurel St, Lee, MA
$115 nightly
The price is $128 total per night
$128 total
Oct 27 - Oct 28
Total with 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 & Suites Pittsfield-Berkshires by IHG

Holiday Inn & Suites Pittsfield-Berkshires by IHG

3 out of 5
One West Street, Pittsfield, MA
Free Cancellation
Reserve now, pay when you stay
$98 nightly
The price is $110 total per night
$110 total
Oct 5 - Oct 6
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
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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 $323. 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.

Photos of local treasures

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Photo by Chris Addams
Photo by Chris Addams