Spencertown Holidays

Book a Hotel + Flight or Car together to unlock savings

Photo by Charlie Rhodes
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    Better together

    Save up to NZ$616 when you book a flight and hotel together*
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    Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package
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    Rest easy

    Plan, book, and manage your trip all in one place

Spencertown Holiday

Our pick of the best Spencertown Hotel Deals

Best Western Plus Berkshire Hills Inn & Suites
Best Western Plus Berkshire Hills Inn & Suites
2.5 out of 5
1350 W Housatonic St, Pittsfield, MA
Fully refundableReserve now, pay when you stay
The price is NZ$204 per night from 13 July to 14 July
NZ$204
13 July - 14 July
includes taxes & fees
8.4/10 Very Good! (1,008 reviews)
"Great stay"

Reviewed on 5 Jul. 2025

Best Western Plus Berkshire Hills Inn & Suites
FairBridge Inn Express
FairBridge Inn Express
2.5 out of 5
16 Cheshire Road, Pittsfield, MA
Fully refundableReserve now, pay when you stay
The price is NZ$131 per night from 27 July to 28 July
NZ$131
27 July - 28 July
includes taxes & fees
5.2/10 (739 reviews)
"Rooms were much nicer than expected. Despite the somewhat dated exterior and overall first impression from the outside, the rooms were solidly good, clean, and comfortable. Good value for the price."

Reviewed on 1 Jul. 2025

FairBridge Inn Express
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 NZ$238 per night from 14 July to 15 July
NZ$238
14 July - 15 July
includes taxes & fees
7.8/10 Good! (816 reviews)
"Clean but needs renovations"

Reviewed on 8 Jul. 2025

Holiday Inn & Suites Pittsfield-Berkshires by IHG
See all 1,334 properties in Spencertown
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 Spencertown holiday package cost?
You'll find cheap prices on Expedia for your Spencertown getaway. However, a range of factors like the length of stay, the season and your choice of hotel will influence how much your holiday to Spencertown costs.
What are the cheapest months to go to Spencertown?
To score cheap Spencertown holiday packages, plan your trip outside of peak periods such as public holidays. You'll generally find better availability and lower prices when it's less busy.
How many days is enough for Spencertown?
With a well-planned itinerary, you can easily tick off the top Spencertown sights in a few days. But if you prefer to discover hidden spots or go on day tours, think about booking your Spencertown holiday for longer.
How to find the best Spencertown package deals?
Use Expedia's filter tool to help you find some tempting Spencertown package deals. When you begin your search, just set your maximum budget and then sort the results by "Price: low to high." If you want to save, plan your adventure for midweek, or look for Spencertown package deals in the off-peak season. Play around with your travel dates and you may score even better discounts. As a rule of thumb, it's usually best to lock in your holiday package as soon as possible.
Is it cheaper to book a Spencertown holiday as a package?
You can enjoy significant savings on your next Spencertown getaway by booking a customised holiday package. Click on the "Package" heading, then select your destination and travel dates to see some great hotel prices and airfares. Bundle everything into a great-value package and you can save hundreds of dollars. Consider adding a rental car and you may score a better deal.
When to book a holiday package to Spencertown?
If you're considering a spontaneous Spencertown holiday, browse our last-minute deals that can be booked up to a week before you go. Prefer not to wait until the last minute? You can find awesome deals on your flights and hotels by booking ahead.
How to plan a trip to Spencertown?

  1. Pick the perfect time to travel: Your schedule, preferred season and the type of weather you enjoy can all influence your decision on when to travel to Spencertown.
  2. Figure out your budget: Make sure you have enough money to pay for everything from transportation and meals to activities and flights. Your hotel will probably be the largest expense during your trip to Spencertown.
  3. Decide your trip length: Consider how much time you'd like to spend discovering Spencertown. Plan your days so you can get to all the attractions and activities you're interested in without rushing.
  4. Bundle your bookings: With your travel dates in order, you can combine your car rental, hotels, flights and more into a tailored Spencertown holiday package.

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