Housatonic Trips (flight + hotel)

Photo by Chris Addams
    deals illustration
    Better together
    Save up to P 3,118 when you book a flight and hotel together*
    stays illustration
    Find the right fit
    With over 300,000 hotels worldwide, it's easy to create a perfect package
    luggage illustration
    Rest easy
    Plan, book, and manage your trip all in one place

Top hotels in Housatonic

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
The price is P6,682 per night from Jul 13 to Jul 14
P6,682
P7,464 total
Jul 13 - Jul 14
includes taxes & fees
8.2/10 Very Good! (1,003 reviews)
"The gentleman working at the front desk was extremely helpful when were in a pinch and needed assistance late at night! The second-level room was comfortable, clean, and quiet, and the location is amazing, just a short walk to all the restaurants, cafes and shops that downtown Great Barrington has ..."

Reviewed on Jun 26, 2025

Quality Inn
Howard Johnson by Wyndham Lenox
Howard Johnson by Wyndham Lenox
2 out of 5
462 Pittsfield Rd, Routes 7 and 20, Lenox, MA
Fully refundableReserve now, pay when you stay
The price is P5,599 per night from Jun 30 to Jul 1
P5,599
P6,254 total
Jun 30 - Jul 1
includes taxes & fees
7.6/10 Good! (740 reviews)
"I have stayed here on and off, and even during home renovations. It’s always clean and the staff are friendly, this is one of the best kept hotels in the area!"

Reviewed on Jun 26, 2025

Howard Johnson by Wyndham Lenox
Holiday Inn & Suites Pittsfield-Berkshires by IHG
Holiday Inn & Suites Pittsfield-Berkshires by IHG
3 out of 5
One West Street, Pittsfield, MA
Fully refundable
The price is P6,957 per night from Jul 24 to Jul 25
P6,957
P7,770 total
Jul 24 - Jul 25
includes taxes & fees
7.8/10 Good! (797 reviews)
"All was great, except parking was quiet of walk"

Reviewed on Jun 13, 2025

Holiday Inn & Suites Pittsfield-Berkshires by IHG
See all 1,372 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.

Frequently asked questions

How much does a Housatonic vacation package cost?
You can grab a vacation package to this popular destination 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?
To score cheap Housatonic vacation packages, plan your trip outside of busy periods such as public holidays. You'll typically find better availability and lower prices when it's less busy.
How many days is enough for Housatonic?
With a well-planned schedule, you can easily visit the top Housatonic sights in a handful of days. But if you want to discover lesser-known spots or take day trips, consider booking your Housatonic vacation for longer.
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.
How to plan a trip to Housatonic?

  1. Pick the right time to travel: Your schedule, favorite season and the type of weather you like can all impact your decision on when to go to Housatonic.
  2. Plan your budget wisely: Besides the cost of your hotel, you should factor in other expenses. These include flights, food and transportation. Also, set aside some extra funds for unexpected expenses that may arise during your trip to Housatonic.
  3. Determine how many days away: Start by compiling a list of the activities and attractions you'd like to get to in Housatonic. Then, estimate how long you'll need for each, including any travel time.
  4. Combine your flights and hotel: Epic destination, check. Length of stay, check. All that's left now is to pick a Housatonic vacation package that brings all your bookings together.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.