
Deals on vacations and trips to Housatonic
Save when you book Housatonic package deals

Housatonic flight + hotel vacation packages
Price found within the past 48 hours. Click for updated prices.

Hotel Vienna
Price was $854, price is now $651 per person
$651
per person
Aug 23 - Aug 29
found 1 day ago
Roundtrip flight included
Houston (IAH) 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.

Eastwind Windham
Price was $1,101, price is now $868 per person
$868
per person
Aug 23 - Aug 29
found 1 day ago
Roundtrip flight included
Houston (IAH) to Hudson (HCC)
This hotel features a restaurant and 2 bars/lounges. Enjoy the sauna and perks like free self parking and free WiFi. A lobby fireplace, a communal living room, and a picnic area are also on offer.

Red Feather Lodge
Save 100% on your flight
Price was $4,795, price is now $3,875 per person
$3,875
per person
Aug 23 - Aug 29
found 1 day ago
Roundtrip flight included
Houston (IAH) to Hudson (HCC)
This vacation home features a seasonal outdoor pool and a hot tub. Enjoy the sauna and perks like free self parking and free WiFi. A picnic area is also provided.

The Haüs Windham
Price was $1,386, price is now $1,148 per person
$1,148
per person
Aug 23 - Aug 29
found 1 day ago
Roundtrip flight included
Houston (IAH) to Hudson (HCC)
This hotel doesn't skimp on freebies - guests receive free WiFi and free self parking. 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. A 24-hour gym and barbecue grills are also provided.
Top Housatonic hotels deals

Berkshire Mountain Lodge
8 Dan Fox Dr Pittsfield MA
$155 nightly
The price is $173 total per night
$173 total
Jun 17 - Jun 18
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 Inn
461 Pittsfield Rd Lenox MA
Free Cancellation
Reserve now, pay when you stay
$111 nightly
The price is $124 total per night
$124 total
Jun 21 - Jun 22
Total with taxes and fees
This hotel features an outdoor pool and an indoor pool. Traveling on business? Take advantage of the free WiFi in public areas and free internet in public areas. Enjoy the 24-hour gym and free perks like buffet breakfast and free self parking.
Pool
Hot Tub

Quality Inn Great Barrington
372 Main Street Great Barrington MA
Free Cancellation
$94 nightly
The price is $105 total per night
$105 total
Jun 18 - Jun 19
Total with 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
194 Pittsfield Rd Lenox MA
Free Cancellation
Reserve now, pay when you stay
$135 nightly
The price is $151 total per night
$151 total
Jun 17 - Jun 18
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
30 Main Street Stockbridge MA
$194 nightly
The price is $217 total per night
$217 total
Jun 21 - Jun 22
Total with taxes and fees
This historic 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. Relax with a drink at the bar/lounge and enjoy perks like free self parking.
Pool
Spa

Hotel On North
297 North Street Pittsfield MA
$179 nightly
The price is $200 total per night
$200 total
Jun 17 - Jun 18
Total with taxes and fees
This hotel doesn't skimp on freebies - guests receive free WiFi and free self parking. Business travelers can take advantage of the business center. There's a bar/lounge on site, and a 24-hour front desk and concierge services are also provided.
Pet friendly
Parking included
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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